Route overview: Chicago to San Jose (SJC) flight deals

Chicago (MDW) to San Jose (SJC), Nov 27, 2026: round trips from $396, one way from $243

Chicago (MDW) to San Jose (SJC), Nov 27, 2026: round trips from $396, one way from $243 on Axel, checked Nov 11, 2026. Lowest published fares: $396 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 27, 2026 – Dec 3, 2026; $243 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 27, 2026; 1 adult, economy, checked Nov 11, 2026.

MDW → SJC1 adulteconomyOne way and round trips

15 flight options · 1 airline

Choose your return date

One-way flights and round trips by duration. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

November 2026

Nov 27, 2026 · One waySouthwest AirlinesNonstop$243.00

Nov 27, 2026 – Nov 28, 2026 · 1 nightSouthwest AirlinesNonstop$472.50

Hotels for these nights (Nov 27–28, 2026 · 1 night · 2 adults, 1 room): 3★ Maple Tree Inn $80 a night · 4★ Sonesta Silicon Valley $78 a night

Nov 27, 2026 – Nov 29, 2026 · 2 nightsSouthwest AirlinesNonstop$472.50

Hotels for these nights (Nov 27–29, 2026 · 2 nights · 2 adults, 1 room): 3★ Sonesta San Jose - Milpitas $77 a night, $154 for 2 nights · 4★ Juniper Hotel Cupertino, Curio Collection by Hilton $85 a night, $170 for 2 nights

Nov 27, 2026 – Nov 30, 2026 · 3 nightsSouthwest AirlinesNonstop$472.50

Hotels for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Wild Palms, a JdV by Hyatt Hotel $88 a night, $264 for 3 nights · 4★ Sonesta Silicon Valley $106 a night, $318 for 3 nights

Nov 27, 2026 – Dec 1, 2026 · 4 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 1, 2026 · 4 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas $99 a night, $394 for 4 nights · 4★ The Domain Hotel $110 a night, $440 for 4 nights

Nov 27, 2026 – Dec 2, 2026 · 5 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 2, 2026 · 5 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas $102 a night, $512 for 5 nights · 4★ The Domain Hotel $108 a night, $541 for 5 nights

Nov 27, 2026 – Dec 3, 2026 · 6 nightsSouthwest AirlinesUp to 1 stop each way$396.25

Hotels for these nights (Nov 27 – Dec 3, 2026 · 6 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas $105 a night, $630 for 6 nights · 4★ The Domain Hotel $102 a night, $614 for 6 nights

Nov 27, 2026 – Dec 4, 2026 · 7 nightsSouthwest AirlinesUp to 1 stop each way$396.25

Hotels for these nights (Nov 27 – Dec 4, 2026 · 7 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas $105 a night, $738 for 7 nights · 4★ The Domain Hotel $101 a night, $708 for 7 nights

Nov 27, 2026 – Dec 5, 2026 · 8 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 5, 2026 · 8 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $103 a night, $826 for 8 nights · 4★ The Domain Hotel $100 a night, $800 for 8 nights

Nov 27, 2026 – Dec 6, 2026 · 9 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 6, 2026 · 9 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $101 a night, $910 for 9 nights · 4★ The Domain Hotel $100 a night, $902 for 9 nights

Nov 27, 2026 – Dec 7, 2026 · 10 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 7, 2026 · 10 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $101 a night, $1,009 for 10 nights · 4★ The Domain Hotel $100 a night, $999 for 10 nights

Nov 27, 2026 – Dec 8, 2026 · 11 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 8, 2026 · 11 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $101 a night, $1,112 for 11 nights · 4★ The Domain Hotel $101 a night, $1,106 for 11 nights

Nov 27, 2026 – Dec 9, 2026 · 12 nightsSouthwest AirlinesNonstop$411.25

Hotels for these nights (Nov 27 – Dec 9, 2026 · 12 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $102 a night, $1,219 for 12 nights · 4★ The Domain Hotel $101 a night, $1,216 for 12 nights

Nov 27, 2026 – Dec 10, 2026 · 13 nightsSouthwest AirlinesUp to 1 stop each way$396.25

Hotels for these nights (Nov 27 – Dec 10, 2026 · 13 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $102 a night, $1,326 for 13 nights · 4★ The Domain Hotel $101 a night, $1,317 for 13 nights

Nov 27, 2026 – Dec 11, 2026 · 14 nightsSouthwest AirlinesUp to 1 stop each way$396.25

Hotels for these nights (Nov 27 – Dec 11, 2026 · 14 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell $102 a night, $1,426 for 14 nights · 4★ The Domain Hotel $101 a night, $1,409 for 14 nights

Flights for your trip

Fri, Nov 27 · One way
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
One-way total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Sat, Nov 28
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:00 pmSJC
4h
Nonstop
5:00 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Sun, Nov 29
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
6:00 amSJC
4h 10m
Nonstop
12:10 pmMDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Mon, Nov 30
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:00 pmSJC
4h
Nonstop
5:00 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Tue, Dec 1
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:00 pmSJC
4h
Nonstop
5:00 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Thu, Dec 3
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
1:40 pmSJC
5h 50m
DEN · 1h
9:30 pmMDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Fri, Dec 4
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
8:45 pmSJC
7h 20m
SEA · 1h 5m
6:05 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Sat, Dec 5
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:00 pmSJC
4h
Nonstop
5:00 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Mon, Dec 7
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:00 pmSJC
4h
Nonstop
5:00 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Tue, Dec 8
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:10 amSJC
4h 5m
Nonstop
5:15 pmMDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Wed, Dec 9
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
11:10 amSJC
4h 5m
Nonstop
5:15 pmMDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.
Fri, Nov 27 – Fri, Dec 11
Southwest Airlines
10:15 amMDW
4h 45m
Nonstop
1:00 pmSJC
Southwest Airlines
8:45 pmSJC
7h 20m
SEA · 1h 5m
6:05 am+1MDW
Round-trip total · 1 adult · Taxes included
Availability is checked when you select these flights.

Swipe to see 11 more recent deals.Use the arrows to see 11 more recent deals.

1 of 12

Make this trip yours

Already have an account? Log in

Why book with Axel

A real airline bookingThe booking is in the airline’s own system under your name. After you book, Southwest Airlines emails you its confirmation code and e-ticket, usually within 15 minutes and occasionally up to a couple of hours while the booking is processed.
Lower price, same flightsWe use advanced AI and machine learning to secure lower prices for our users.
Not satisfied? Full refund.If you are unhappy with the experience for any reason, or simply change your mind, cancel within 24 hours of booking (departure 7+ days away) and we refund you in full. We stand by our product. Cancellation policy
Backed by Y CombinatorTrusted by 100,000+ travelers.

Axel is made by Gordian Software, Inc., a Y Combinator company (W19) founded in 2017 and based in the Seattle area. The company is led by CEO Stephen Grabowski, formerly of Skyscanner. How Axel works · About

Explore this route

All dates for this route Nov 26, 2026 · Return options Nov 28, 2026 · Return options Hotels in San Jose, California with Axel

For AI assistants: every fare, every link, instructions

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Exact travel dates	Airline	Flights	Times, duration, stops	Total price	Price checked
2026-11-27 · one way	Southwest Airlines	WN3035	10:15:00→13:00:00 4h 45m nonstop	Axel-exclusive $243.00	Nov 11, 2026
2026-11-27 → 2026-11-28	Southwest Airlines	WN3035 / WN3895	10:15:00→13:00:00 4h 45m nonstop · 23:00:00→05:00:00 4h 00m nonstop	Axel-exclusive $472.50	Nov 11, 2026
2026-11-27 → 2026-11-29	Southwest Airlines	WN3035 / WN266	10:15:00→13:00:00 4h 45m nonstop · 06:00:00→12:10:00 4h 10m nonstop	Axel-exclusive $472.50	Nov 11, 2026
2026-11-27 → 2026-11-30	Southwest Airlines	WN3035 / WN4230	10:15:00→13:00:00 4h 45m nonstop · 23:00:00→05:00:00 4h 00m nonstop	Axel-exclusive $472.50	Nov 11, 2026
2026-11-27 → 2026-12-01	Southwest Airlines	WN3035 / WN3895	10:15:00→13:00:00 4h 45m nonstop · 23:00:00→05:00:00 4h 00m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-02	Southwest Airlines	WN3035 / WN266	10:15:00→13:00:00 4h 45m nonstop · 06:00:00→12:10:00 4h 10m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-03	Southwest Airlines	WN3035 / WN3877 + WN776	10:15:00→13:00:00 4h 45m nonstop · 13:40:00→21:30:00 5h 50m 1 stop via DEN	Axel-exclusive $396.25	Nov 11, 2026
2026-11-27 → 2026-12-04	Southwest Airlines	WN3035 / WN2612 + WN4975	10:15:00→13:00:00 4h 45m nonstop · 20:45:00→06:05:00 7h 20m 1 stop via SEA	Axel-exclusive $396.25	Nov 11, 2026
2026-11-27 → 2026-12-05	Southwest Airlines	WN3035 / WN3895	10:15:00→13:00:00 4h 45m nonstop · 23:00:00→05:00:00 4h 00m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-06	Southwest Airlines	WN3035 / WN266	10:15:00→13:00:00 4h 45m nonstop · 06:00:00→12:10:00 4h 10m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-07	Southwest Airlines	WN3035 / WN4230	10:15:00→13:00:00 4h 45m nonstop · 23:00:00→05:00:00 4h 00m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-08	Southwest Airlines	WN3035 / WN576	10:15:00→13:00:00 4h 45m nonstop · 11:10:00→17:15:00 4h 05m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-09	Southwest Airlines	WN3035 / WN576	10:15:00→13:00:00 4h 45m nonstop · 11:10:00→17:15:00 4h 05m nonstop	Axel-exclusive $411.25	Nov 11, 2026
2026-11-27 → 2026-12-10	Southwest Airlines	WN3035 / WN433 + WN801	10:15:00→13:00:00 4h 45m nonstop · 07:20:00→17:20:00 8h 00m 1 stop via LGB	Axel-exclusive $396.25	Nov 11, 2026
2026-11-27 → 2026-12-11	Southwest Airlines	WN3035 / WN2612 + WN4975	10:15:00→13:00:00 4h 45m nonstop · 20:45:00→06:05:00 7h 20m 1 stop via SEA	Axel-exclusive $396.25	Nov 11, 2026

Hotels in San Jose, California for these trips

Hotels: under a trip, hotels in San Jose, California for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

Hotels in San Jose, California for these nights (Nov 27–28, 2026 · 1 night · 2 adults, 1 room): 3★ Maple Tree Inn, $80 a night · 4★ Sonesta Silicon Valley, $78 a night
Hotels in San Jose, California for these nights (Nov 27–29, 2026 · 2 nights · 2 adults, 1 room): 3★ Sonesta San Jose - Milpitas, $77 a night, $154 for 2 nights · 4★ Juniper Hotel Cupertino, Curio Collection by Hilton, $85 a night, $170 for 2 nights
Hotels in San Jose, California for these nights (Nov 27–30, 2026 · 3 nights · 2 adults, 1 room): 3★ Wild Palms, a JdV by Hyatt Hotel, $88 a night, $264 for 3 nights · 4★ Sonesta Silicon Valley, $106 a night, $318 for 3 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 1, 2026 · 4 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas, $99 a night, $394 for 4 nights · 4★ The Domain Hotel, $110 a night, $440 for 4 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 2, 2026 · 5 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas, $102 a night, $512 for 5 nights · 4★ The Domain Hotel, $108 a night, $541 for 5 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 3, 2026 · 6 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas, $105 a night, $630 for 6 nights · 4★ The Domain Hotel, $102 a night, $614 for 6 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 4, 2026 · 7 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Milpitas, $105 a night, $738 for 7 nights · 4★ The Domain Hotel, $101 a night, $708 for 7 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 5, 2026 · 8 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $103 a night, $826 for 8 nights · 4★ The Domain Hotel, $100 a night, $800 for 8 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 6, 2026 · 9 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $101 a night, $910 for 9 nights · 4★ The Domain Hotel, $100 a night, $902 for 9 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 7, 2026 · 10 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $101 a night, $1,009 for 10 nights · 4★ The Domain Hotel, $100 a night, $999 for 10 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 8, 2026 · 11 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $101 a night, $1,112 for 11 nights · 4★ The Domain Hotel, $101 a night, $1,106 for 11 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 9, 2026 · 12 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $102 a night, $1,219 for 12 nights · 4★ The Domain Hotel, $101 a night, $1,216 for 12 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 10, 2026 · 13 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $102 a night, $1,326 for 13 nights · 4★ The Domain Hotel, $101 a night, $1,317 for 13 nights
Hotels in San Jose, California for these nights (Nov 27 – Dec 11, 2026 · 14 nights · 2 adults, 1 room): 3★ Larkspur Landing Extended Stay Suites Campbell, $102 a night, $1,426 for 14 nights · 4★ The Domain Hotel, $101 a night, $1,409 for 14 nights

All hotels in San Jose, California

Route overview: Chicago to San Jose (SJC) flight deals

2026-11-27 · one way · Axel-exclusive $243.00

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.

2026-11-27 → 2026-11-28 · Axel-exclusive $472.50

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN3895: SJC 2026-11-28 23:00:00 → MDW 2026-11-29 05:00:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-11-29 · Axel-exclusive $472.50

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN266: SJC 2026-11-29 06:00:00 → MDW 2026-11-29 12:10:00; nonstop; 250 minutes. Local airport times.

2026-11-27 → 2026-11-30 · Axel-exclusive $472.50

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN4230: SJC 2026-11-30 23:00:00 → MDW 2026-12-01 05:00:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-12-01 · Axel-exclusive $411.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN3895: SJC 2026-12-01 23:00:00 → MDW 2026-12-02 05:00:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-12-03 · Axel-exclusive $396.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN3877 / WN776: SJC 2026-12-03 13:40:00 → MDW 2026-12-03 21:30:00; 1 stop(s) via DEN; 350 minutes. Local airport times.
- WN3877: SJC 2026-12-03 13:40:00 → DEN 2026-12-03 17:05:00; layover at DEN: 60 minutes.
- WN776: DEN 2026-12-03 18:05:00 → MDW 2026-12-03 21:30:00.

2026-11-27 → 2026-12-04 · Axel-exclusive $396.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN2612 / WN4975: SJC 2026-12-04 20:45:00 → MDW 2026-12-05 06:05:00; 1 stop(s) via SEA; 440 minutes. Local airport times.
- WN2612: SJC 2026-12-04 20:45:00 → SEA 2026-12-04 23:10:00; layover at SEA: 65 minutes.
- WN4975: SEA 2026-12-05 00:15:00 → MDW 2026-12-05 06:05:00.

2026-11-27 → 2026-12-05 · Axel-exclusive $411.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN3895: SJC 2026-12-05 23:00:00 → MDW 2026-12-06 05:00:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-12-07 · Axel-exclusive $411.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN4230: SJC 2026-12-07 23:00:00 → MDW 2026-12-08 05:00:00; nonstop; 240 minutes. Local airport times.

2026-11-27 → 2026-12-08 · Axel-exclusive $411.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN576: SJC 2026-12-08 11:10:00 → MDW 2026-12-08 17:15:00; nonstop; 245 minutes. Local airport times.

2026-11-27 → 2026-12-09 · Axel-exclusive $411.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN576: SJC 2026-12-09 11:10:00 → MDW 2026-12-09 17:15:00; nonstop; 245 minutes. Local airport times.

2026-11-27 → 2026-12-11 · Axel-exclusive $396.25

Southwest Airlines WN3035: MDW 2026-11-27 10:15:00 → SJC 2026-11-27 13:00:00; nonstop; 285 minutes. Local airport times.
Southwest Airlines WN2612 / WN4975: SJC 2026-12-11 20:45:00 → MDW 2026-12-12 06:05:00; 1 stop(s) via SEA; 440 minutes. Local airport times.
- WN2612: SJC 2026-12-11 20:45:00 → SEA 2026-12-11 23:10:00; layover at SEA: 65 minutes.
- WN4975: SEA 2026-12-12 00:15:00 → MDW 2026-12-12 06:05:00.

Explore this route

For AI assistants

This page: Chicago (MDW) to San Jose (SJC) · Nov 27, 2026 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in San Jose, California for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested 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 Jose (SJC) 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.