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Route overview: Chicago to New Orleans (MSY) flight deals

Chicago (MDW) to New Orleans (MSY), Dec 25–27, 2026, return Jan 1–3, 2027: from $324 round trip

Chicago (MDW) to New Orleans (MSY), Dec 25–27, 2026, return Jan 1–3, 2027: from $324 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $324 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Dec 25, 2026 – Jan 1, 2027, 1 adult, economy, checked Oct 29, 2026.

MDW → MSY1 adulteconomyRound trip

63 flight options · 3 airlines

Nonstop flights

Sat, Dec 26 – Sat, Jan 2

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Southwest Airlines
10:25 pmMDW
2h 20m
Nonstop
12:45 am+1MSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

One-stop flights

Sat, Dec 26 – Sat, Jan 2

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Frontier Airlines
12:30 pmMDW
6h 48m
DFW · 2h 33m
7:18 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
1:15 pmMSY
4h 30m
MCI · 1h 5m
5:45 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
4:00 pmMSY
4h 25m
ATL · 1h 10m
8:25 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
1:15 pmMSY
4h 30m
MCI · 1h 5m
5:45 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
4:00 pmMSY
4h 25m
ATL · 1h 10m
8:25 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
4:00 pmMSY
4h 25m
ATL · 1h 10m
8:25 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Southwest Airlines
8:40 pmMDW
2h 20m
Nonstop
11:00 pmMSY
Southwest Airlines
1:15 pmMSY
4h 30m
MCI · 1h 5m
5:45 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sat, Jan 2

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Southwest Airlines
1:20 pmMDW
4h 45m
ATL · 1h 20m
6:05 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Southwest Airlines
1:55 pmMDW
5h 5m
AUS · 1h 5m
7:00 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sun, Jan 3

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
6:30 amMSY
2h 20m
Nonstop
8:50 amMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Sat, Jan 2

Southwest Airlines
5:25 pmMDW
5h
BNA · 1h 55m
10:25 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Southwest Airlines
2:30 pmMDW
5h 10m
DAL · 1h 25m
7:40 pmMSY
Southwest Airlines
2:35 pmMSY
2h 20m
Nonstop
4:55 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sun, Jan 3

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Fri, Jan 1

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sun, Dec 27 – Fri, Jan 1

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Fri, Dec 25 – Sat, Jan 2

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Sun, Jan 3

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Sat, Dec 26 – Fri, Jan 1

Delta Air Lines
9:30 amMDW
6h 46m
DTW · 2h 50m
4:16 pmMSY
Delta Air Lines
10:10 amMSY
6h 8m
ATL · 2h 49m
4:18 pmMDW

Round-trip total · 1 adult · Taxes included

Availability is checked when you select these flights.

Hotels for these nights (Dec 25 – Jan 1, 2027 · 7 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $628 · 4★ Hilton New Orleans Riverside $896 · 5★ The Windsor Court $3,385

Hotels for these nights (Dec 25 – Jan 2, 2027 · 8 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $712 · 4★ Hilton New Orleans Riverside $1,047 · 5★ The Windsor Court $3,819

Hotels for these nights (Dec 25 – Jan 3, 2027 · 9 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $794 · 4★ Hilton New Orleans Riverside $1,197 · 5★ The Windsor Court $4,254

Hotels for these nights (Dec 26 – Jan 1, 2027 · 6 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $541 · 4★ Hilton New Orleans Riverside $780 · 5★ The Windsor Court $2,922

Hotels for these nights (Dec 26 – Jan 2, 2027 · 7 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $625 · 4★ Hilton New Orleans Riverside $931 · 5★ The Windsor Court $3,356

Hotels for these nights (Dec 26 – Jan 3, 2027 · 8 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $707 · 4★ Hilton New Orleans Riverside $1,081 · 5★ The Windsor Court $3,791

Hotels for these nights (Dec 27 – Jan 1, 2027 · 5 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $454 · 4★ Hilton New Orleans Riverside $653 · 5★ The Roosevelt New Orleans, A Waldorf Astoria Hotel $1,174

Hotels for these nights (Dec 27 – Jan 2, 2027 · 6 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $538 · 4★ Hilton New Orleans Riverside $804 · 5★ The Roosevelt New Orleans, A Waldorf Astoria Hotel $1,493

Hotels for these nights (Dec 27 – Jan 3, 2027 · 7 nights · 2 adults, 1 room): 3★ Country Inn & Suites by Radisson, Metairie (New Orleans), LA $620 · 4★ Hilton New Orleans Riverside $954 · 5★ The Roosevelt New Orleans, A Waldorf Astoria Hotel $1,818

Make this trip yours

MDW ⇄ MSY

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 New Orleans with Axel
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Chicago (MDW) to New Orleans (MSY), Dec 25–27, 2026, return Jan 1–3, 2027: from $324 round trip on Axel, checked Oct 29, 2026. Lowest published fare: $324 round trip, Axel-exclusive, Frontier Airlines / Southwest Airlines, 1 stop, Dec 25, 2026 – Jan 1, 2027, 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)
2026-12-26 → 2027-01-02Southwest AirlinesWN4747 / WN189922:25:00→00:45:00 2h 20m nonstop · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-26 → 2027-01-02Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN189912:30:00→19:18:00 6h 48m 1 stop via DFW · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-26 → 2027-01-02Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Southwest AirlinesWN4747 / WN317422:25:00→00:45:00 2h 20m nonstop · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Southwest AirlinesWN4747 / WN189922:25:00→00:45:00 2h 20m nonstop · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Southwest AirlinesWN4747 / WN189922:25:00→00:45:00 2h 20m nonstop · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Southwest AirlinesWN4747 / WN189922:25:00→00:45:00 2h 20m nonstop · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Southwest AirlinesWN4747 / WN189922:25:00→00:45:00 2h 20m nonstop · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Southwest AirlinesWN4747 / WN189922:25:00→00:45:00 2h 20m nonstop · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Southwest AirlinesWN4747 / WN317422:25:00→00:45:00 2h 20m nonstop · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Southwest AirlinesWN4747 / WN317422:25:00→00:45:00 2h 20m nonstop · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $394.502026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN189912:30:00→19:18:00 6h 48m 1 stop via DFW · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN189912:30:00→19:18:00 6h 48m 1 stop via DFW · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN189912:30:00→19:18:00 6h 48m 1 stop via DFW · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN189912:30:00→19:18:00 6h 48m 1 stop via DFW · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN317412:30:00→19:18:00 6h 48m 1 stop via DFW · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN317412:30:00→19:18:00 6h 48m 1 stop via DFW · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN189912:30:00→19:18:00 6h 48m 1 stop via DFW · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Frontier Airlines / Southwest AirlinesF92999 + F94994 / WN317412:30:00→19:18:00 6h 48m 1 stop via DFW · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $323.632026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Southwest AirlinesWN4747 / WN3121 + WN269420:40:00→23:00:00 2h 20m nonstop · 13:15:00→17:45:00 4h 30m 1 stop via MCIAxel-exclusive $413.702026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Southwest AirlinesWN4747 / WN103 + WN153620:40:00→23:00:00 2h 20m nonstop · 16:00:00→20:25:00 4h 25m 1 stop via ATLAxel-exclusive $413.702026-10-29T01:29:10Z
2026-12-26 → 2027-01-02Southwest AirlinesWN4747 / WN3121 + WN269420:40:00→23:00:00 2h 20m nonstop · 13:15:00→17:45:00 4h 30m 1 stop via MCIAxel-exclusive $413.702026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Southwest AirlinesWN4747 / WN103 + WN153620:40:00→23:00:00 2h 20m nonstop · 16:00:00→20:25:00 4h 25m 1 stop via ATLAxel-exclusive $413.702026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Southwest AirlinesWN4747 / WN103 + WN153620:40:00→23:00:00 2h 20m nonstop · 16:00:00→20:25:00 4h 25m 1 stop via ATLAxel-exclusive $413.702026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Southwest AirlinesWN4747 / WN3121 + WN269420:40:00→23:00:00 2h 20m nonstop · 13:15:00→17:45:00 4h 30m 1 stop via MCIAxel-exclusive $413.702026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Southwest AirlinesWN2891 + WN393 / WN317413:55:00→19:00:00 5h 05m 1 stop via AUS · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Southwest AirlinesWN2891 + WN393 / WN189913:55:00→19:00:00 5h 05m 1 stop via AUS · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Southwest AirlinesWN2891 + WN393 / WN189913:55:00→19:00:00 5h 05m 1 stop via AUS · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Southwest AirlinesWN2886 + WN240 / WN317413:20:00→18:05:00 4h 45m 1 stop via ATL · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-02Southwest AirlinesWN2891 + WN393 / WN189913:55:00→19:00:00 5h 05m 1 stop via AUS · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Southwest AirlinesWN2092 + WN1580 / WN189914:30:00→19:40:00 5h 10m 1 stop via DAL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Southwest AirlinesWN2891 + WN393 / WN189913:55:00→19:00:00 5h 05m 1 stop via AUS · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Southwest AirlinesWN2092 + WN1580 / WN189914:30:00→19:40:00 5h 10m 1 stop via DAL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Southwest AirlinesWN2891 + WN393 / WN317413:55:00→19:00:00 5h 05m 1 stop via AUS · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Southwest AirlinesWN2897 + WN669 / WN317417:25:00→22:25:00 5h 00m 1 stop via BNA · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Southwest AirlinesWN2886 + WN240 / WN317413:20:00→18:05:00 4h 45m 1 stop via ATL · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-02Southwest AirlinesWN2897 + WN669 / WN189917:25:00→22:25:00 5h 00m 1 stop via BNA · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Southwest AirlinesWN2886 + WN240 / WN189913:20:00→18:05:00 4h 45m 1 stop via ATL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Southwest AirlinesWN2897 + WN669 / WN189917:25:00→22:25:00 5h 00m 1 stop via BNA · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Southwest AirlinesWN2897 + WN669 / WN189917:25:00→22:25:00 5h 00m 1 stop via BNA · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Southwest AirlinesWN2886 + WN240 / WN189913:20:00→18:05:00 4h 45m 1 stop via ATL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Southwest AirlinesWN2886 + WN240 / WN189913:20:00→18:05:00 4h 45m 1 stop via ATL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Southwest AirlinesWN2897 + WN669 / WN189917:25:00→22:25:00 5h 00m 1 stop via BNA · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Southwest AirlinesWN2886 + WN240 / WN189913:20:00→18:05:00 4h 45m 1 stop via ATL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Southwest AirlinesWN2897 + WN669 / WN189917:25:00→22:25:00 5h 00m 1 stop via BNA · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Southwest AirlinesWN2891 + WN393 / WN317413:55:00→19:00:00 5h 05m 1 stop via AUS · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Southwest AirlinesWN2886 + WN240 / WN189913:20:00→18:05:00 4h 45m 1 stop via ATL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Southwest AirlinesWN2092 + WN1580 / WN317414:30:00→19:40:00 5h 10m 1 stop via DAL · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Southwest AirlinesWN2092 + WN1580 / WN189914:30:00→19:40:00 5h 10m 1 stop via DAL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Southwest AirlinesWN2891 + WN393 / WN189913:55:00→19:00:00 5h 05m 1 stop via AUS · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Southwest AirlinesWN2897 + WN669 / WN317417:25:00→22:25:00 5h 00m 1 stop via BNA · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-02Southwest AirlinesWN2886 + WN240 / WN189913:20:00→18:05:00 4h 45m 1 stop via ATL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Southwest AirlinesWN2886 + WN240 / WN317413:20:00→18:05:00 4h 45m 1 stop via ATL · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Southwest AirlinesWN2891 + WN393 / WN189913:55:00→19:00:00 5h 05m 1 stop via AUS · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-03Southwest AirlinesWN2897 + WN669 / WN317417:25:00→22:25:00 5h 00m 1 stop via BNA · 06:30:00→08:50:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-27 → 2027-01-02Southwest AirlinesWN2897 + WN669 / WN189917:25:00→22:25:00 5h 00m 1 stop via BNA · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Southwest AirlinesWN2092 + WN1580 / WN189914:30:00→19:40:00 5h 10m 1 stop via DAL · 14:35:00→16:55:00 2h 20m nonstopAxel-exclusive $414.752026-10-29T01:29:10Z
2026-12-25 → 2027-01-03Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z
2026-12-25 → 2027-01-01Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z
2026-12-27 → 2027-01-01Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z
2026-12-25 → 2027-01-02Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z
2026-12-26 → 2027-01-03Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z
2026-12-26 → 2027-01-01Delta Air LinesDL4711 + DL1652 / DL1322 + DL172809:30:00→16:16:00 6h 46m 1 stop via DTW · 10:10:00→16:18:00 6h 08m 1 stop via ATLAxel-exclusive $512.852026-10-29T01:29:10Z

Hotels in New Orleans for these trips

Hotels: under a trip, hotels in New Orleans 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 New Orleans

Route overview: Chicago to New Orleans (MSY) flight deals

2026-12-26 → 2027-01-02 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-26 22:25:00 → MSY 2026-12-27 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-26 12:30:00 → MSY 2026-12-26 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-26 12:30:00 → DFW 2026-12-26 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-26 17:45:00 → MSY 2026-12-26 19:18:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-26 09:30:00 → MSY 2026-12-26 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-26 09:30:00 → DTW 2026-12-26 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-26 14:35:00 → MSY 2026-12-26 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-02 10:10:00 → MDW 2027-01-02 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-02 10:10:00 → ATL 2027-01-02 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-02 15:25:00 → MDW 2027-01-02 16:18:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-27 22:25:00 → MSY 2026-12-28 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-27 22:25:00 → MSY 2026-12-28 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-25 22:25:00 → MSY 2026-12-26 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-27 22:25:00 → MSY 2026-12-28 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-26 22:25:00 → MSY 2026-12-27 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-25 22:25:00 → MSY 2026-12-26 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-26 22:25:00 → MSY 2026-12-27 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $394.50

  • Southwest Airlines WN4747: MDW 2026-12-25 22:25:00 → MSY 2026-12-26 00:45:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-27 12:30:00 → MSY 2026-12-27 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-27 12:30:00 → DFW 2026-12-27 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-27 17:45:00 → MSY 2026-12-27 19:18:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-25 12:30:00 → MSY 2026-12-25 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-25 12:30:00 → DFW 2026-12-25 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-25 17:45:00 → MSY 2026-12-25 19:18:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-26 12:30:00 → MSY 2026-12-26 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-26 12:30:00 → DFW 2026-12-26 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-26 17:45:00 → MSY 2026-12-26 19:18:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-27 12:30:00 → MSY 2026-12-27 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-27 12:30:00 → DFW 2026-12-27 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-27 17:45:00 → MSY 2026-12-27 19:18:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-27 12:30:00 → MSY 2026-12-27 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-27 12:30:00 → DFW 2026-12-27 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-27 17:45:00 → MSY 2026-12-27 19:18:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-25 12:30:00 → MSY 2026-12-25 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-25 12:30:00 → DFW 2026-12-25 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-25 17:45:00 → MSY 2026-12-25 19:18:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-25 12:30:00 → MSY 2026-12-25 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-25 12:30:00 → DFW 2026-12-25 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-25 17:45:00 → MSY 2026-12-25 19:18:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $323.63

  • Frontier Airlines F92999 / F94994: MDW 2026-12-26 12:30:00 → MSY 2026-12-26 19:18:00; 1 stop(s) via DFW; 408 minutes. Local airport times.
    • F92999: MDW 2026-12-26 12:30:00 → DFW 2026-12-26 15:12:00; layover at DFW: 153 minutes.
    • F94994: DFW 2026-12-26 17:45:00 → MSY 2026-12-26 19:18:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $413.70

  • Southwest Airlines WN4747: MDW 2026-12-25 20:40:00 → MSY 2026-12-25 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3121 / WN2694: MSY 2027-01-02 13:15:00 → MDW 2027-01-02 17:45:00; 1 stop(s) via MCI; 270 minutes. Local airport times.
    • WN3121: MSY 2027-01-02 13:15:00 → MCI 2027-01-02 15:15:00; layover at MCI: 65 minutes.
    • WN2694: MCI 2027-01-02 16:20:00 → MDW 2027-01-02 17:45:00.

2026-12-25 → 2027-01-03 · Axel-exclusive $413.70

  • Southwest Airlines WN4747: MDW 2026-12-25 20:40:00 → MSY 2026-12-25 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN103 / WN1536: MSY 2027-01-03 16:00:00 → MDW 2027-01-03 20:25:00; 1 stop(s) via ATL; 265 minutes. Local airport times.
    • WN103: MSY 2027-01-03 16:00:00 → ATL 2027-01-03 18:25:00; layover at ATL: 70 minutes.
    • WN1536: ATL 2027-01-03 19:35:00 → MDW 2027-01-03 20:25:00.

2026-12-26 → 2027-01-02 · Axel-exclusive $413.70

  • Southwest Airlines WN4747: MDW 2026-12-26 20:40:00 → MSY 2026-12-26 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3121 / WN2694: MSY 2027-01-02 13:15:00 → MDW 2027-01-02 17:45:00; 1 stop(s) via MCI; 270 minutes. Local airport times.
    • WN3121: MSY 2027-01-02 13:15:00 → MCI 2027-01-02 15:15:00; layover at MCI: 65 minutes.
    • WN2694: MCI 2027-01-02 16:20:00 → MDW 2027-01-02 17:45:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $413.70

  • Southwest Airlines WN4747: MDW 2026-12-27 20:40:00 → MSY 2026-12-27 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN103 / WN1536: MSY 2027-01-03 16:00:00 → MDW 2027-01-03 20:25:00; 1 stop(s) via ATL; 265 minutes. Local airport times.
    • WN103: MSY 2027-01-03 16:00:00 → ATL 2027-01-03 18:25:00; layover at ATL: 70 minutes.
    • WN1536: ATL 2027-01-03 19:35:00 → MDW 2027-01-03 20:25:00.

2026-12-26 → 2027-01-03 · Axel-exclusive $413.70

  • Southwest Airlines WN4747: MDW 2026-12-26 20:40:00 → MSY 2026-12-26 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN103 / WN1536: MSY 2027-01-03 16:00:00 → MDW 2027-01-03 20:25:00; 1 stop(s) via ATL; 265 minutes. Local airport times.
    • WN103: MSY 2027-01-03 16:00:00 → ATL 2027-01-03 18:25:00; layover at ATL: 70 minutes.
    • WN1536: ATL 2027-01-03 19:35:00 → MDW 2027-01-03 20:25:00.

2026-12-27 → 2027-01-02 · Axel-exclusive $413.70

  • Southwest Airlines WN4747: MDW 2026-12-27 20:40:00 → MSY 2026-12-27 23:00:00; nonstop; 140 minutes. Local airport times.
  • Southwest Airlines WN3121 / WN2694: MSY 2027-01-02 13:15:00 → MDW 2027-01-02 17:45:00; 1 stop(s) via MCI; 270 minutes. Local airport times.
    • WN3121: MSY 2027-01-02 13:15:00 → MCI 2027-01-02 15:15:00; layover at MCI: 65 minutes.
    • WN2694: MCI 2027-01-02 16:20:00 → MDW 2027-01-02 17:45:00.

2026-12-27 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-27 13:55:00 → MSY 2026-12-27 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-27 13:55:00 → AUS 2026-12-27 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-27 17:40:00 → MSY 2026-12-27 19:00:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-27 13:55:00 → MSY 2026-12-27 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-27 13:55:00 → AUS 2026-12-27 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-27 17:40:00 → MSY 2026-12-27 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-25 13:55:00 → MSY 2026-12-25 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-25 13:55:00 → AUS 2026-12-25 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-25 17:40:00 → MSY 2026-12-25 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-27 13:20:00 → MSY 2026-12-27 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-27 13:20:00 → ATL 2026-12-27 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-27 17:30:00 → MSY 2026-12-27 18:05:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-26 13:55:00 → MSY 2026-12-26 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-26 13:55:00 → AUS 2026-12-26 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-26 17:40:00 → MSY 2026-12-26 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2092 / WN1580: MDW 2026-12-27 14:30:00 → MSY 2026-12-27 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-12-27 14:30:00 → DAL 2026-12-27 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-12-27 18:20:00 → MSY 2026-12-27 19:40:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-26 13:55:00 → MSY 2026-12-26 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-26 13:55:00 → AUS 2026-12-26 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-26 17:40:00 → MSY 2026-12-26 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2092 / WN1580: MDW 2026-12-27 14:30:00 → MSY 2026-12-27 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-12-27 14:30:00 → DAL 2026-12-27 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-12-27 18:20:00 → MSY 2026-12-27 19:40:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-26 13:55:00 → MSY 2026-12-26 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-26 13:55:00 → AUS 2026-12-26 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-26 17:40:00 → MSY 2026-12-26 19:00:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-25 17:25:00 → MSY 2026-12-25 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-25 17:25:00 → BNA 2026-12-25 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-25 20:45:00 → MSY 2026-12-25 22:25:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-25 13:20:00 → MSY 2026-12-25 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-25 13:20:00 → ATL 2026-12-25 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-25 17:30:00 → MSY 2026-12-25 18:05:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-26 17:25:00 → MSY 2026-12-26 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-26 17:25:00 → BNA 2026-12-26 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-26 20:45:00 → MSY 2026-12-26 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-25 13:20:00 → MSY 2026-12-25 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-25 13:20:00 → ATL 2026-12-25 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-25 17:30:00 → MSY 2026-12-25 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-25 17:25:00 → MSY 2026-12-25 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-25 17:25:00 → BNA 2026-12-25 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-25 20:45:00 → MSY 2026-12-25 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-25 17:25:00 → MSY 2026-12-25 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-25 17:25:00 → BNA 2026-12-25 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-25 20:45:00 → MSY 2026-12-25 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-26 13:20:00 → MSY 2026-12-26 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-26 13:20:00 → ATL 2026-12-26 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-26 17:30:00 → MSY 2026-12-26 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-27 13:20:00 → MSY 2026-12-27 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-27 13:20:00 → ATL 2026-12-27 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-27 17:30:00 → MSY 2026-12-27 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-26 17:25:00 → MSY 2026-12-26 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-26 17:25:00 → BNA 2026-12-26 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-26 20:45:00 → MSY 2026-12-26 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-27 13:20:00 → MSY 2026-12-27 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-27 13:20:00 → ATL 2026-12-27 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-27 17:30:00 → MSY 2026-12-27 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-27 17:25:00 → MSY 2026-12-27 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-27 17:25:00 → BNA 2026-12-27 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-27 20:45:00 → MSY 2026-12-27 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-25 13:55:00 → MSY 2026-12-25 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-25 13:55:00 → AUS 2026-12-25 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-25 17:40:00 → MSY 2026-12-25 19:00:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-25 13:20:00 → MSY 2026-12-25 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-25 13:20:00 → ATL 2026-12-25 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-25 17:30:00 → MSY 2026-12-25 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2092 / WN1580: MDW 2026-12-27 14:30:00 → MSY 2026-12-27 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-12-27 14:30:00 → DAL 2026-12-27 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-12-27 18:20:00 → MSY 2026-12-27 19:40:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2092 / WN1580: MDW 2026-12-26 14:30:00 → MSY 2026-12-26 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-12-26 14:30:00 → DAL 2026-12-26 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-12-26 18:20:00 → MSY 2026-12-26 19:40:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-25 13:55:00 → MSY 2026-12-25 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-25 13:55:00 → AUS 2026-12-25 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-25 17:40:00 → MSY 2026-12-25 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-26 17:25:00 → MSY 2026-12-26 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-26 17:25:00 → BNA 2026-12-26 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-26 20:45:00 → MSY 2026-12-26 22:25:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-26 13:20:00 → MSY 2026-12-26 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-26 13:20:00 → ATL 2026-12-26 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-26 17:30:00 → MSY 2026-12-26 18:05:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-26 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2886 / WN240: MDW 2026-12-26 13:20:00 → MSY 2026-12-26 18:05:00; 1 stop(s) via ATL; 285 minutes. Local airport times.
    • WN2886: MDW 2026-12-26 13:20:00 → ATL 2026-12-26 16:10:00; layover at ATL: 80 minutes.
    • WN240: ATL 2026-12-26 17:30:00 → MSY 2026-12-26 18:05:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2891 / WN393: MDW 2026-12-27 13:55:00 → MSY 2026-12-27 19:00:00; 1 stop(s) via AUS; 305 minutes. Local airport times.
    • WN2891: MDW 2026-12-27 13:55:00 → AUS 2026-12-27 16:35:00; layover at AUS: 65 minutes.
    • WN393: AUS 2026-12-27 17:40:00 → MSY 2026-12-27 19:00:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-03 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-27 17:25:00 → MSY 2026-12-27 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-27 17:25:00 → BNA 2026-12-27 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-27 20:45:00 → MSY 2026-12-27 22:25:00.
  • Southwest Airlines WN3174: MSY 2027-01-03 06:30:00 → MDW 2027-01-03 08:50:00; nonstop; 140 minutes. Local airport times.

2026-12-27 → 2027-01-02 · Axel-exclusive $414.75

  • Southwest Airlines WN2897 / WN669: MDW 2026-12-27 17:25:00 → MSY 2026-12-27 22:25:00; 1 stop(s) via BNA; 300 minutes. Local airport times.
    • WN2897: MDW 2026-12-27 17:25:00 → BNA 2026-12-27 18:50:00; layover at BNA: 115 minutes.
    • WN669: BNA 2026-12-27 20:45:00 → MSY 2026-12-27 22:25:00.
  • Southwest Airlines WN1899: MSY 2027-01-02 14:35:00 → MDW 2027-01-02 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-01 · Axel-exclusive $414.75

  • Southwest Airlines WN2092 / WN1580: MDW 2026-12-25 14:30:00 → MSY 2026-12-25 19:40:00; 1 stop(s) via DAL; 310 minutes. Local airport times.
    • WN2092: MDW 2026-12-25 14:30:00 → DAL 2026-12-25 16:55:00; layover at DAL: 85 minutes.
    • WN1580: DAL 2026-12-25 18:20:00 → MSY 2026-12-25 19:40:00.
  • Southwest Airlines WN1899: MSY 2027-01-01 14:35:00 → MDW 2027-01-01 16:55:00; nonstop; 140 minutes. Local airport times.

2026-12-25 → 2027-01-03 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-25 09:30:00 → MSY 2026-12-25 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-25 09:30:00 → DTW 2026-12-25 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-25 14:35:00 → MSY 2026-12-25 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-03 10:10:00 → MDW 2027-01-03 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-03 10:10:00 → ATL 2027-01-03 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-03 15:25:00 → MDW 2027-01-03 16:18:00.

2026-12-25 → 2027-01-01 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-25 09:30:00 → MSY 2026-12-25 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-25 09:30:00 → DTW 2026-12-25 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-25 14:35:00 → MSY 2026-12-25 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-01 10:10:00 → MDW 2027-01-01 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-01 10:10:00 → ATL 2027-01-01 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-01 15:25:00 → MDW 2027-01-01 16:18:00.

2026-12-27 → 2027-01-01 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-27 09:30:00 → MSY 2026-12-27 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-27 09:30:00 → DTW 2026-12-27 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-27 14:35:00 → MSY 2026-12-27 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-01 10:10:00 → MDW 2027-01-01 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-01 10:10:00 → ATL 2027-01-01 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-01 15:25:00 → MDW 2027-01-01 16:18:00.

2026-12-25 → 2027-01-02 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-25 09:30:00 → MSY 2026-12-25 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-25 09:30:00 → DTW 2026-12-25 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-25 14:35:00 → MSY 2026-12-25 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-02 10:10:00 → MDW 2027-01-02 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-02 10:10:00 → ATL 2027-01-02 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-02 15:25:00 → MDW 2027-01-02 16:18:00.

2026-12-26 → 2027-01-03 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-26 09:30:00 → MSY 2026-12-26 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-26 09:30:00 → DTW 2026-12-26 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-26 14:35:00 → MSY 2026-12-26 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-03 10:10:00 → MDW 2027-01-03 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-03 10:10:00 → ATL 2027-01-03 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-03 15:25:00 → MDW 2027-01-03 16:18:00.

2026-12-26 → 2027-01-01 · Axel-exclusive $512.85

  • Delta Air Lines DL4711 / DL1652: MDW 2026-12-26 09:30:00 → MSY 2026-12-26 16:16:00; 1 stop(s) via DTW; 406 minutes. Local airport times.
    • DL4711: MDW 2026-12-26 09:30:00 → DTW 2026-12-26 11:45:00; layover at DTW: 170 minutes.
    • DL1652: DTW 2026-12-26 14:35:00 → MSY 2026-12-26 16:16:00.
  • Delta Air Lines DL1322 / DL1728: MSY 2027-01-01 10:10:00 → MDW 2027-01-01 16:18:00; 1 stop(s) via ATL; 368 minutes. Local airport times.
    • DL1322: MSY 2027-01-01 10:10:00 → ATL 2027-01-01 12:36:00; layover at ATL: 169 minutes.
    • DL1728: ATL 2027-01-01 15:25:00 → MDW 2027-01-01 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 New Orleans (MSY) · Dec 25–Dec 27, 2026 · return Jan 1–Jan 3, 2027: 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 New Orleans 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 New Orleans (MSY) 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.