Travel with Axel, get the best price.

Route overview: Chicago to San Francisco (SFO) flight deals

Chicago (MDW) to San Francisco (SFO), Dec 11–13, 2026, return Dec 18–20, 2026: from $300 round trip

Chicago (MDW) to San Francisco (SFO), Dec 11–13, 2026, return Dec 18–20, 2026: from $300 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $300 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 11–18, 2026, 1 adult, economy, checked Oct 29, 2026.

MDW → SFO1 adulteconomyRound trip

62 flight options · 2 airlines

Nonstop flights

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
9:40 pmMDW
4h 55m
Nonstop
12:35 am+1SFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
4h 50m
Nonstop
12:45 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
9:30 pmMDW
4h 55m
Nonstop
12:25 am+1SFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
9:05 pmMDW
4h 50m
Nonstop
11:55 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
9:40 pmMDW
4h 55m
Nonstop
12:35 am+1SFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
4h 50m
Nonstop
12:45 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
9:30 pmMDW
4h 55m
Nonstop
12:25 am+1SFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
10:00 amMDW
4h 50m
Nonstop
12:50 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Fri, Dec 11 – Fri, Dec 18

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Southwest Airlines
9:40 pmMDW
4h 55m
Nonstop
12:35 am+1SFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Southwest Airlines
9:30 pmMDW
4h 55m
Nonstop
12:25 am+1SFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Fri, Dec 18

Southwest Airlines
9:55 amMDW
4h 50m
Nonstop
12:45 pmSFO
Southwest Airlines
8:00 amSFO
7h 55m
DEN · 3h 10m
5:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Fri, Dec 18

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Fri, Dec 18

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Southwest Airlines
9:40 pmMDW
4h 55m
Nonstop
12:35 am+1SFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Southwest Airlines
9:55 amMDW
4h 50m
Nonstop
12:45 pmSFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Southwest Airlines
9:30 pmMDW
4h 55m
Nonstop
12:25 am+1SFO
Southwest Airlines
8:20 pmSFO
7h 25m
PHX · 2h
5:45 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
2:35 pmMDW
6h 45m
DEN · 1h 20m
7:20 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
1:55 pmMDW
8h 5m
AUS · 1h 25m
8:00 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Southwest Airlines
2:35 pmMDW
6h 45m
DEN · 1h 20m
7:20 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
2:35 pmMDW
6h 45m
DEN · 1h 20m
7:20 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
9:55 amMDW
7h 55m
BNA · 1h 20m
3:50 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Southwest Airlines
10:00 amMDW
7h 45m
LAS · 2h 5m
3:45 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Southwest Airlines
6:05 pmMDW
7h 50m
PHX · 1h 45m
11:55 pmSFO
Southwest Airlines
11:35 pmSFO
4h 25m
Nonstop
6:00 am+1MDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sat, Dec 19

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sat, Dec 19

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 13 – Sun, Dec 20

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 12 – Sun, Dec 20

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sun, Dec 20

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 11 – Sat, Dec 19

Delta Air Lines
1:31 pmMDW
7h 45m
DTW · 1h 15m
7:16 pmSFO
Delta Air Lines
6:00 amSFO
8h 18m
ATL · 1h 56m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Dec 11–18, 2026 · 7 nights · 2 adults, 1 room): 3★ Tilden Hotel $610 · 4★ Stanford Court San Francisco $848 · 5★ Taj Campton Place $1,832

Hotels for these nights (Dec 11–19, 2026 · 8 nights · 2 adults, 1 room): 3★ Tilden Hotel $699 · 4★ Stanford Court San Francisco $969 · 5★ Taj Campton Place $2,118

Hotels for these nights (Dec 11–20, 2026 · 9 nights · 2 adults, 1 room): 3★ Tilden Hotel $791 · 4★ Stanford Court San Francisco $1,087 · 5★ Taj Campton Place $2,467

Hotels for these nights (Dec 12–18, 2026 · 6 nights · 2 adults, 1 room): 3★ Touchstone Hotel - City Center $480 · 4★ Stanford Court San Francisco $730 · 5★ Taj Campton Place $1,538

Hotels for these nights (Dec 12–19, 2026 · 7 nights · 2 adults, 1 room): 3★ Touchstone Hotel - City Center $557 · 4★ Stanford Court San Francisco $851 · 5★ Taj Campton Place $1,824

Hotels for these nights (Dec 12–20, 2026 · 8 nights · 2 adults, 1 room): 3★ Touchstone Hotel - City Center $633 · 4★ Stanford Court San Francisco $969 · 5★ Taj Campton Place $2,173

Hotels for these nights (Dec 13–18, 2026 · 5 nights · 2 adults, 1 room): 3★ Touchstone Hotel - City Center $389 · 4★ Stanford Court San Francisco $612 · 5★ Taj Campton Place $1,170

Hotels for these nights (Dec 13–19, 2026 · 6 nights · 2 adults, 1 room): 3★ Touchstone Hotel - City Center $466 · 4★ Stanford Court San Francisco $733 · 5★ Taj Campton Place $1,456

Hotels for these nights (Dec 13–20, 2026 · 7 nights · 2 adults, 1 room): 3★ Touchstone Hotel - City Center $542 · 4★ Stanford Court San Francisco $851 · 5★ Taj Campton Place $1,805

Make this trip yours

MDW ⇄ SFO

Economy

Adults 12+ · Children 2–11. For infants under 2, tell Axel after you see prices.

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Explore this route

All dates for this routeHotels in San Francisco with Axel
For AI assistants: every fare, every link, instructions

Chicago (MDW) to San Francisco (SFO), Dec 11–13, 2026, return Dec 18–20, 2026: from $300 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $300 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Dec 11–18, 2026, 1 adult, economy, checked Oct 29, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

See flights for these dates: each price link opens AI flight search for that row's exact dates and travelers. Select the complete itinerary there.

Exact travel datesAirlineFlightsTimes, duration, stopsTotal pricePrice issued (UTC)
2026-12-12 → 2026-12-20Southwest AirlinesWN4836 / WN384921:40:00→00:35:00 4h 55m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $350.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN786 / WN384909:55:00→12:45:00 4h 50m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN4836 / WN384921:30:00→00:25:00 4h 55m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN1536 / WN384921:05:00→23:55:00 4h 50m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN4836 / WN384921:40:00→00:35:00 4h 55m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN142 + WN2440 / WN3428 + WN169910:00:00→15:45:00 7h 45m 1 stop via LAS · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN2891 + WN4893 / WN3428 + WN169913:55:00→20:00:00 8h 05m 1 stop via AUS · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN142 + WN2440 / WN2749 + WN496310:00:00→15:45:00 7h 45m 1 stop via LAS · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN786 / WN384909:55:00→12:45:00 4h 50m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN4836 / WN384921:30:00→00:25:00 4h 55m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN3288 / WN384910:00:00→12:50:00 4h 50m nonstop · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $387.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN725 + WN4254 / WN3428 + WN169909:55:00→15:50:00 7h 55m 1 stop via BNA · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN725 + WN4254 / WN3428 + WN169909:55:00→15:50:00 7h 55m 1 stop via BNA · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN2998 + WN1448 / WN3428 + WN169918:05:00→23:55:00 7h 50m 1 stop via PHX · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN725 + WN4254 / WN3428 + WN169909:55:00→15:50:00 7h 55m 1 stop via BNA · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN2891 + WN4893 / WN3428 + WN169913:55:00→20:00:00 8h 05m 1 stop via AUS · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN2998 + WN1448 / WN3428 + WN169918:05:00→23:55:00 7h 50m 1 stop via PHX · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN2998 + WN1448 / WN3428 + WN169918:05:00→23:55:00 7h 50m 1 stop via PHX · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN142 + WN2440 / WN3428 + WN169910:00:00→15:45:00 7h 45m 1 stop via LAS · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN2891 + WN4893 / WN3428 + WN169913:55:00→20:00:00 8h 05m 1 stop via AUS · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN142 + WN2440 / WN3428 + WN169910:00:00→15:45:00 7h 45m 1 stop via LAS · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $300.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Southwest AirlinesWN4836 / WN3428 + WN169921:40:00→00:35:00 4h 55m nonstop · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $315.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Southwest AirlinesWN4836 / WN3428 + WN169921:30:00→00:25:00 4h 55m nonstop · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $315.002026-10-29T01:29:13Z
2026-12-11 → 2026-12-18Southwest AirlinesWN786 / WN3428 + WN169909:55:00→12:45:00 4h 50m nonstop · 08:00:00→17:55:00 7h 55m 1 stop via DENAxel-exclusive $315.002026-10-29T01:29:13Z
2026-12-12 → 2026-12-18Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $350.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-18Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $350.002026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN2891 + WN4893 / WN2749 + WN496313:55:00→20:00:00 8h 05m 1 stop via AUS · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN2998 + WN1448 / WN2749 + WN496318:05:00→23:55:00 7h 50m 1 stop via PHX · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN725 + WN4254 / WN2749 + WN496309:55:00→15:50:00 7h 55m 1 stop via BNA · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN142 + WN2440 / WN2749 + WN496310:00:00→15:45:00 7h 45m 1 stop via LAS · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN725 + WN4254 / WN2749 + WN496309:55:00→15:50:00 7h 55m 1 stop via BNA · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN2891 + WN4893 / WN2749 + WN496313:55:00→20:00:00 8h 05m 1 stop via AUS · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN725 + WN4254 / WN2749 + WN496309:55:00→15:50:00 7h 55m 1 stop via BNA · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN2998 + WN1448 / WN2749 + WN496318:05:00→23:55:00 7h 50m 1 stop via PHX · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN2998 + WN1448 / WN2749 + WN496318:05:00→23:55:00 7h 50m 1 stop via PHX · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN2891 + WN4893 / WN2749 + WN496313:55:00→20:00:00 8h 05m 1 stop via AUS · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN142 + WN2440 / WN2749 + WN496310:00:00→15:45:00 7h 45m 1 stop via LAS · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $352.502026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Southwest AirlinesWN4836 / WN2749 + WN496321:40:00→00:35:00 4h 55m nonstop · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $367.502026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Southwest AirlinesWN786 / WN2749 + WN496309:55:00→12:45:00 4h 50m nonstop · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $367.502026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Southwest AirlinesWN4836 / WN2749 + WN496321:30:00→00:25:00 4h 55m nonstop · 20:20:00→05:45:00 7h 25m 1 stop via PHXAxel-exclusive $367.502026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN142 + WN2440 / WN384910:00:00→15:45:00 7h 45m 1 stop via LAS · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN725 + WN4254 / WN384909:55:00→15:50:00 7h 55m 1 stop via BNA · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN4606 + WN1817 / WN384914:35:00→19:20:00 6h 45m 1 stop via DEN · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN142 + WN2440 / WN384910:00:00→15:45:00 7h 45m 1 stop via LAS · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN2891 + WN4893 / WN384913:55:00→20:00:00 8h 05m 1 stop via AUS · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN2891 + WN4893 / WN384913:55:00→20:00:00 8h 05m 1 stop via AUS · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN2891 + WN4893 / WN384913:55:00→20:00:00 8h 05m 1 stop via AUS · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN2998 + WN1448 / WN384918:05:00→23:55:00 7h 50m 1 stop via PHX · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Southwest AirlinesWN4606 + WN1817 / WN384914:35:00→19:20:00 6h 45m 1 stop via DEN · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN4606 + WN1817 / WN384914:35:00→19:20:00 6h 45m 1 stop via DEN · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN2998 + WN1448 / WN384918:05:00→23:55:00 7h 50m 1 stop via PHX · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN725 + WN4254 / WN384909:55:00→15:50:00 7h 55m 1 stop via BNA · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN725 + WN4254 / WN384909:55:00→15:50:00 7h 55m 1 stop via BNA · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Southwest AirlinesWN142 + WN2440 / WN384910:00:00→15:45:00 7h 45m 1 stop via LAS · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Southwest AirlinesWN2998 + WN1448 / WN384918:05:00→23:55:00 7h 50m 1 stop via PHX · 23:35:00→06:00:00 4h 25m nonstopAxel-exclusive $372.752026-10-29T01:29:13Z
2026-12-12 → 2026-12-19Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $411.252026-10-29T01:29:13Z
2026-12-13 → 2026-12-19Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $411.252026-10-29T01:29:13Z
2026-12-13 → 2026-12-20Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $411.252026-10-29T01:29:13Z
2026-12-12 → 2026-12-20Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $411.252026-10-29T01:29:13Z
2026-12-11 → 2026-12-20Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $411.252026-10-29T01:29:13Z
2026-12-11 → 2026-12-19Delta Air LinesDL4688 + DL442 / DL570 + DL172813:31:00→19:16:00 7h 45m 1 stop via DTW · 06:00:00→16:18:00 8h 18m 1 stop via ATLAxel-exclusive $411.252026-10-29T01:29:13Z

Hotels in San Francisco for these trips

Hotels: under a trip, hotels in San Francisco for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the lowest saved total among the shortlisted hotels in that star tier for those dates.

All hotels in San Francisco

Route overview: Chicago to San Francisco (SFO) flight deals

2026-12-12 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN4836: MDW 2026-12-12 21:40:00 → SFO 2026-12-13 00:35:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-18 · Axel-exclusive $350.00

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-11 13:31:00 → SFO 2026-12-11 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-11 13:31:00 → DTW 2026-12-11 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-11 16:59:00 → SFO 2026-12-11 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-18 06:00:00 → MDW 2026-12-18 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-18 06:00:00 → ATL 2026-12-18 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-18 15:25:00 → MDW 2026-12-18 16:18:00.

2026-12-13 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-13 09:55:00 → SFO 2026-12-13 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $387.75

  • Southwest Airlines WN4836: MDW 2026-12-12 21:30:00 → SFO 2026-12-13 00:25:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-19 23:35:00 → MDW 2026-12-20 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN1536: MDW 2026-12-11 21:05:00 → SFO 2026-12-11 23:55:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-19 · Axel-exclusive $387.75

  • Southwest Airlines WN4836: MDW 2026-12-13 21:40:00 → SFO 2026-12-14 00:35:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-19 23:35:00 → MDW 2026-12-20 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-13 10:00:00 → SFO 2026-12-13 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-13 10:00:00 → LAS 2026-12-13 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-13 14:00:00 → SFO 2026-12-13 15:45:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-12 13:55:00 → SFO 2026-12-12 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-12 13:55:00 → AUS 2026-12-12 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-12 18:00:00 → SFO 2026-12-12 20:00:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-11 10:00:00 → SFO 2026-12-11 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-11 10:00:00 → LAS 2026-12-11 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-11 14:00:00 → SFO 2026-12-11 15:45:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-11 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN786: MDW 2026-12-11 09:55:00 → SFO 2026-12-11 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN4836: MDW 2026-12-13 21:30:00 → SFO 2026-12-14 00:25:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $387.75

  • Southwest Airlines WN3288: MDW 2026-12-12 10:00:00 → SFO 2026-12-12 12:50:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-13 09:55:00 → SFO 2026-12-13 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-13 09:55:00 → BNA 2026-12-13 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-13 12:50:00 → SFO 2026-12-13 15:50:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-11 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-11 09:55:00 → SFO 2026-12-11 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-11 09:55:00 → BNA 2026-12-11 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-11 12:50:00 → SFO 2026-12-11 15:50:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-11 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-11 18:05:00 → SFO 2026-12-11 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-11 18:05:00 → PHX 2026-12-11 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-11 22:45:00 → SFO 2026-12-11 23:55:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-12 09:55:00 → SFO 2026-12-12 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-12 09:55:00 → BNA 2026-12-12 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-12 12:50:00 → SFO 2026-12-12 15:50:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-11 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-11 13:55:00 → SFO 2026-12-11 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-11 13:55:00 → AUS 2026-12-11 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-11 18:00:00 → SFO 2026-12-11 20:00:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-13 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-13 18:05:00 → SFO 2026-12-13 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-13 18:05:00 → PHX 2026-12-13 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-13 22:45:00 → SFO 2026-12-13 23:55:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-12 18:05:00 → SFO 2026-12-12 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-12 18:05:00 → PHX 2026-12-12 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-12 22:45:00 → SFO 2026-12-12 23:55:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-12 10:00:00 → SFO 2026-12-12 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-12 10:00:00 → LAS 2026-12-12 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-12 14:00:00 → SFO 2026-12-12 15:45:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-13 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-13 13:55:00 → SFO 2026-12-13 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-13 13:55:00 → AUS 2026-12-13 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-13 18:00:00 → SFO 2026-12-13 20:00:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-11 → 2026-12-18 · Axel-exclusive $300.00

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-11 10:00:00 → SFO 2026-12-11 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-11 10:00:00 → LAS 2026-12-11 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-11 14:00:00 → SFO 2026-12-11 15:45:00.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $315.00

  • Southwest Airlines WN4836: MDW 2026-12-12 21:40:00 → SFO 2026-12-13 00:35:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-13 → 2026-12-18 · Axel-exclusive $315.00

  • Southwest Airlines WN4836: MDW 2026-12-13 21:30:00 → SFO 2026-12-14 00:25:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-11 → 2026-12-18 · Axel-exclusive $315.00

  • Southwest Airlines WN786: MDW 2026-12-11 09:55:00 → SFO 2026-12-11 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN3428 / WN1699: SFO 2026-12-18 08:00:00 → MDW 2026-12-18 17:55:00; 1 stop(s) via DEN; 475 minutes. Local airport times.
    • WN3428: SFO 2026-12-18 08:00:00 → DEN 2026-12-18 11:30:00; layover at DEN: 190 minutes.
    • WN1699: DEN 2026-12-18 14:40:00 → MDW 2026-12-18 17:55:00.

2026-12-12 → 2026-12-18 · Axel-exclusive $350.00

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-12 13:31:00 → SFO 2026-12-12 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-12 13:31:00 → DTW 2026-12-12 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-12 16:59:00 → SFO 2026-12-12 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-18 06:00:00 → MDW 2026-12-18 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-18 06:00:00 → ATL 2026-12-18 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-18 15:25:00 → MDW 2026-12-18 16:18:00.

2026-12-13 → 2026-12-18 · Axel-exclusive $350.00

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-13 13:31:00 → SFO 2026-12-13 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-13 13:31:00 → DTW 2026-12-13 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-13 16:59:00 → SFO 2026-12-13 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-18 06:00:00 → MDW 2026-12-18 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-18 06:00:00 → ATL 2026-12-18 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-18 15:25:00 → MDW 2026-12-18 16:18:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-13 13:55:00 → SFO 2026-12-13 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-13 13:55:00 → AUS 2026-12-13 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-13 18:00:00 → SFO 2026-12-13 20:00:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-12 18:05:00 → SFO 2026-12-12 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-12 18:05:00 → PHX 2026-12-12 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-12 22:45:00 → SFO 2026-12-12 23:55:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-12 09:55:00 → SFO 2026-12-12 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-12 09:55:00 → BNA 2026-12-12 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-12 12:50:00 → SFO 2026-12-12 15:50:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-13 10:00:00 → SFO 2026-12-13 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-13 10:00:00 → LAS 2026-12-13 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-13 14:00:00 → SFO 2026-12-13 15:45:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-11 09:55:00 → SFO 2026-12-11 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-11 09:55:00 → BNA 2026-12-11 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-11 12:50:00 → SFO 2026-12-11 15:50:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-12 13:55:00 → SFO 2026-12-12 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-12 13:55:00 → AUS 2026-12-12 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-12 18:00:00 → SFO 2026-12-12 20:00:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-13 09:55:00 → SFO 2026-12-13 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-13 09:55:00 → BNA 2026-12-13 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-13 12:50:00 → SFO 2026-12-13 15:50:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-11 18:05:00 → SFO 2026-12-11 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-11 18:05:00 → PHX 2026-12-11 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-11 22:45:00 → SFO 2026-12-11 23:55:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-13 18:05:00 → SFO 2026-12-13 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-13 18:05:00 → PHX 2026-12-13 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-13 22:45:00 → SFO 2026-12-13 23:55:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-11 13:55:00 → SFO 2026-12-11 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-11 13:55:00 → AUS 2026-12-11 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-11 18:00:00 → SFO 2026-12-11 20:00:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $352.50

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-12 10:00:00 → SFO 2026-12-12 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-12 10:00:00 → LAS 2026-12-12 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-12 14:00:00 → SFO 2026-12-12 15:45:00.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-12 → 2026-12-19 · Axel-exclusive $367.50

  • Southwest Airlines WN4836: MDW 2026-12-12 21:40:00 → SFO 2026-12-13 00:35:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $367.50

  • Southwest Airlines WN786: MDW 2026-12-11 09:55:00 → SFO 2026-12-11 12:45:00; nonstop; 290 minutes. Local airport times.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $367.50

  • Southwest Airlines WN4836: MDW 2026-12-13 21:30:00 → SFO 2026-12-14 00:25:00; nonstop; 295 minutes. Local airport times.
  • Southwest Airlines WN2749 / WN4963: SFO 2026-12-19 20:20:00 → MDW 2026-12-20 05:45:00; 1 stop(s) via PHX; 445 minutes. Local airport times.
    • WN2749: SFO 2026-12-19 20:20:00 → PHX 2026-12-19 23:35:00; layover at PHX: 120 minutes.
    • WN4963: PHX 2026-12-20 01:35:00 → MDW 2026-12-20 05:45:00.

2026-12-13 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-13 10:00:00 → SFO 2026-12-13 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-13 10:00:00 → LAS 2026-12-13 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-13 14:00:00 → SFO 2026-12-13 15:45:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-13 09:55:00 → SFO 2026-12-13 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-13 09:55:00 → BNA 2026-12-13 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-13 12:50:00 → SFO 2026-12-13 15:50:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN4606 / WN1817: MDW 2026-12-11 14:35:00 → SFO 2026-12-11 19:20:00; 1 stop(s) via DEN; 405 minutes. Local airport times.
    • WN4606: MDW 2026-12-11 14:35:00 → DEN 2026-12-11 16:15:00; layover at DEN: 80 minutes.
    • WN1817: DEN 2026-12-11 17:35:00 → SFO 2026-12-11 19:20:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-11 10:00:00 → SFO 2026-12-11 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-11 10:00:00 → LAS 2026-12-11 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-11 14:00:00 → SFO 2026-12-11 15:45:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-13 13:55:00 → SFO 2026-12-13 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-13 13:55:00 → AUS 2026-12-13 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-13 18:00:00 → SFO 2026-12-13 20:00:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-12 13:55:00 → SFO 2026-12-12 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-12 13:55:00 → AUS 2026-12-12 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-12 18:00:00 → SFO 2026-12-12 20:00:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN2891 / WN4893: MDW 2026-12-11 13:55:00 → SFO 2026-12-11 20:00:00; 1 stop(s) via AUS; 485 minutes. Local airport times.
    • WN2891: MDW 2026-12-11 13:55:00 → AUS 2026-12-11 16:35:00; layover at AUS: 85 minutes.
    • WN4893: AUS 2026-12-11 18:00:00 → SFO 2026-12-11 20:00:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-13 18:05:00 → SFO 2026-12-13 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-13 18:05:00 → PHX 2026-12-13 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-13 22:45:00 → SFO 2026-12-13 23:55:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-13 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN4606 / WN1817: MDW 2026-12-13 14:35:00 → SFO 2026-12-13 19:20:00; 1 stop(s) via DEN; 405 minutes. Local airport times.
    • WN4606: MDW 2026-12-13 14:35:00 → DEN 2026-12-13 16:15:00; layover at DEN: 80 minutes.
    • WN1817: DEN 2026-12-13 17:35:00 → SFO 2026-12-13 19:20:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN4606 / WN1817: MDW 2026-12-12 14:35:00 → SFO 2026-12-12 19:20:00; 1 stop(s) via DEN; 405 minutes. Local airport times.
    • WN4606: MDW 2026-12-12 14:35:00 → DEN 2026-12-12 16:15:00; layover at DEN: 80 minutes.
    • WN1817: DEN 2026-12-12 17:35:00 → SFO 2026-12-12 19:20:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-12 18:05:00 → SFO 2026-12-12 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-12 18:05:00 → PHX 2026-12-12 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-12 22:45:00 → SFO 2026-12-12 23:55:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-11 09:55:00 → SFO 2026-12-11 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-11 09:55:00 → BNA 2026-12-11 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-11 12:50:00 → SFO 2026-12-11 15:50:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN725 / WN4254: MDW 2026-12-12 09:55:00 → SFO 2026-12-12 15:50:00; 1 stop(s) via BNA; 475 minutes. Local airport times.
    • WN725: MDW 2026-12-12 09:55:00 → BNA 2026-12-12 11:30:00; layover at BNA: 80 minutes.
    • WN4254: BNA 2026-12-12 12:50:00 → SFO 2026-12-12 15:50:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN142 / WN2440: MDW 2026-12-12 10:00:00 → SFO 2026-12-12 15:45:00; 1 stop(s) via LAS; 465 minutes. Local airport times.
    • WN142: MDW 2026-12-12 10:00:00 → LAS 2026-12-12 11:55:00; layover at LAS: 125 minutes.
    • WN2440: LAS 2026-12-12 14:00:00 → SFO 2026-12-12 15:45:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-11 → 2026-12-20 · Axel-exclusive $372.75

  • Southwest Airlines WN2998 / WN1448: MDW 2026-12-11 18:05:00 → SFO 2026-12-11 23:55:00; 1 stop(s) via PHX; 470 minutes. Local airport times.
    • WN2998: MDW 2026-12-11 18:05:00 → PHX 2026-12-11 21:00:00; layover at PHX: 105 minutes.
    • WN1448: PHX 2026-12-11 22:45:00 → SFO 2026-12-11 23:55:00.
  • Southwest Airlines WN3849: SFO 2026-12-20 23:35:00 → MDW 2026-12-21 06:00:00; nonstop; 265 minutes. Local airport times.

2026-12-12 → 2026-12-19 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-12 13:31:00 → SFO 2026-12-12 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-12 13:31:00 → DTW 2026-12-12 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-12 16:59:00 → SFO 2026-12-12 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-19 06:00:00 → MDW 2026-12-19 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-19 06:00:00 → ATL 2026-12-19 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-19 15:25:00 → MDW 2026-12-19 16:18:00.

2026-12-13 → 2026-12-19 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-13 13:31:00 → SFO 2026-12-13 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-13 13:31:00 → DTW 2026-12-13 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-13 16:59:00 → SFO 2026-12-13 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-19 06:00:00 → MDW 2026-12-19 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-19 06:00:00 → ATL 2026-12-19 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-19 15:25:00 → MDW 2026-12-19 16:18:00.

2026-12-13 → 2026-12-20 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-13 13:31:00 → SFO 2026-12-13 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-13 13:31:00 → DTW 2026-12-13 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-13 16:59:00 → SFO 2026-12-13 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-20 06:00:00 → MDW 2026-12-20 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-20 06:00:00 → ATL 2026-12-20 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-20 15:25:00 → MDW 2026-12-20 16:18:00.

2026-12-12 → 2026-12-20 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-12 13:31:00 → SFO 2026-12-12 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-12 13:31:00 → DTW 2026-12-12 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-12 16:59:00 → SFO 2026-12-12 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-20 06:00:00 → MDW 2026-12-20 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-20 06:00:00 → ATL 2026-12-20 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-20 15:25:00 → MDW 2026-12-20 16:18:00.

2026-12-11 → 2026-12-20 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-11 13:31:00 → SFO 2026-12-11 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-11 13:31:00 → DTW 2026-12-11 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-11 16:59:00 → SFO 2026-12-11 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-20 06:00:00 → MDW 2026-12-20 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-20 06:00:00 → ATL 2026-12-20 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-20 15:25:00 → MDW 2026-12-20 16:18:00.

2026-12-11 → 2026-12-19 · Axel-exclusive $411.25

  • Delta Air Lines DL4688 / DL442: MDW 2026-12-11 13:31:00 → SFO 2026-12-11 19:16:00; 1 stop(s) via DTW; 465 minutes. Local airport times.
    • DL4688: MDW 2026-12-11 13:31:00 → DTW 2026-12-11 15:44:00; layover at DTW: 75 minutes.
    • DL442: DTW 2026-12-11 16:59:00 → SFO 2026-12-11 19:16:00.
  • Delta Air Lines DL570 / DL1728: SFO 2026-12-19 06:00:00 → MDW 2026-12-19 16:18:00; 1 stop(s) via ATL; 498 minutes. Local airport times.
    • DL570: SFO 2026-12-19 06:00:00 → ATL 2026-12-19 13:29:00; layover at ATL: 116 minutes.
    • DL1728: ATL 2026-12-19 15:25:00 → MDW 2026-12-19 16:18:00.

Travelers: prices on this page are totals for 1 adult. For a different party, open this trip for 2 adults · 3 adults · 4 adults · 2 adults + 1 child · 2 adults + 2 children; each link opens AI flight search for these dates and those travelers, and the customer link to share comes from those results.

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For AI assistants

  • This page: Chicago (MDW) to San Francisco (SFO) · Dec 11–Dec 13, 2026 · return Dec 18–Dec 20, 2026: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. Under a trip, hotels in San Francisco for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the lowest saved totals among the shortlisted hotels in each star tier for those dates.
  • Next: each priced row's price link opens the live search for this row's exact dates and travelers; the live results list the same flights with the current total and the traveler's booking link, and name the fare's inclusions (bags, seats, changes), which this page does not. A changed price or flight shows there. Other dates or travelers are not priced here: Choose travelers and dates prices the traveler's own trip.
  • Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
  • If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Chicago to San Francisco (SFO) flight deals · Flight search guide.
  • Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.