Dallas/Love Field (DAL) to Chicago/Midway (MDW) Flight Schedule

Flight Love Field(DAL) to Midway(MDW)
CHANGE DIRECTION

Dallas Love Field Airport Chicago Midway International Airport
DAL : Dallas , United States MDW : Chicago , United States
UTC-5(DST) UTC-5(DST)

Love Field to Midway Flight Schedule(September 2025)

Flight from Love Field(DAL) to Midway(MDW) is operated by 1 airline : Southwest Airlines (WN). You can check flight schedules, flight duration, and aircraft types.

Change Direction(MDW to DAL)

Dallas/Love Field (DAL) to Chicago/Midway (MDW) Flight Schedule

LastUpdate : 2025/09/01 06:00

Flight Schedule on September 2025 , Direct flight departure from Love Field with all airlines , flight number, flight duration, aircraft type.

September 2025
Mo Tu We Th Fr Sa Su Mo Tu We Th Fr Sa Su Mo Tu We Th Fr Sa Su Mo Tu We Th Fr Sa Su Mo Tu
1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
  • Southwest Airlines [ Show / Hide ]
Change Direction(MDW to DAL)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN1211
Southwest Airlines
06:00 08:15 2h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:45 09:00 2h15m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-800 (WL)
06:20 08:35 2h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX
06:00 08:15 2h15m
M------ (Sep 29)
737-8-MAX
WN2240
Southwest Airlines
07:20 09:35 2h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
08:10 10:25 2h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX
07:55 10:10 2h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX
07:20 09:35 2h15m
M------ (Sep 29)
737-800 (WL)
WN311
Southwest Airlines
08:55 13:40 4h45m
1 Transfer
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN15
Southwest Airlines
09:50 16:45 6h55m
2 Transfers
------S (Sep 7, Sep 14, Sep 21, Sep 28)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2241
Southwest Airlines
10:45 13:00 2h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:20 12:35 2h15m
-TW--S- (Sep 2–3, Sep 6)
737-800 (WL)
10:45 13:00 2h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX
10:20 12:35 2h15m
-TW---- (Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX
10:20 12:35 2h15m
-----S- (Sep 13, Sep 20, Sep 27)
737-800 (WL)
10:45 13:00 2h15m
M------ (Sep 29)
737-800 (WL)
WN312
Southwest Airlines
12:15 14:30 2h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3076
Southwest Airlines
13:40 17:45 4h5m
1 Transfer
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
12:35 16:35 4h0m
1 Transfer
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
13:40 17:45 4h5m
1 Transfer
M------ (Sep 29)
WN2853
Southwest Airlines
14:20 16:35 2h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
14:50 17:10 2h20m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-700 (WL)
14:25 16:40 2h15m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-800 (WL)
14:20 16:35 2h15m
M------ (Sep 29)
737-8-MAX
WN980
Southwest Airlines
14:25 18:55 4h30m
1 Transfer
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1186
Southwest Airlines
14:45 17:05 2h20m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1935
Southwest Airlines
15:25 19:30 4h5m
1 Transfer
------S (Sep 7, Sep 14, Sep 21, Sep 28)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3321
Southwest Airlines
15:45 19:25 3h40m
1 Transfer
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2138
Southwest Airlines
16:20 21:35 5h15m
1 Transfer
------S (Sep 7, Sep 14, Sep 21, Sep 28)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2303
Southwest Airlines
16:45 19:00 2h15m
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2251
Southwest Airlines
21:40 23:50 2h10m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
17:00 19:15 2h15m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-8-MAX
21:40 23:50 2h10m
M------ (Sep 29)
737-8-MAX
WN2549
Southwest Airlines
17:50 20:05 2h15m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1400
Southwest Airlines
18:35 20:50 2h15m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2210
Southwest Airlines
19:20 21:30 2h10m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4510
Southwest Airlines
19:20 21:30 2h10m
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN5214
Southwest Airlines
20:20 22:30 2h10m
---T--- (Sep 25)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2619
Southwest Airlines
20:20 22:30 2h10m
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 26, Sep 29)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4642
Southwest Airlines
21:10 23:20 2h10m
------S (Sep 7, Sep 14, Sep 21, Sep 28)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(MDW to DAL)
Flight schedules as of September 01, 2025, 06:00 AM(OAG data). Schedules may change without notice, so please check with airlines before booking. Refer to FlyTeam's terms of use before proceeding. Some airlines and flight numbers may not be displayed.

FAQ : Dallas/Love Field to Chicago/Midway

How many airlines fly from Dallas to Chicago ?
As of September 2025, 1 airline operate direct flights from Dallas/Love Field (DAL) to Chicago/Midway (MDW) : Southwest Airlines.
How far is it from Dallas to Chicago?
The distance between Dallas/Love Field (DAL) to Chicago/Midway (MDW) is approximately 790 miles(1,280km) by air.
What is the time difference between Dallas to Chicago?
There is no time difference between Dallas Love Field Airport(Dallas) and Chicago Midway International Airport(Chicago).Dallas is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.Chicago is currently observing daylight saving time (DST) from March 9, 2025 to November 2, 2025.