Dallas/Love Field (DAL) to Chicago/Midway (MDW) October 2025 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(October 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 October 2025 , Direct flight departure from Love Field with all airlines , flight number, flight duration, aircraft type.

October 2025
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 We Th Fr
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 31
  • Southwest Airlines [ Show / Hide ]
Change Direction(MDW to DAL)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN3054
Southwest Airlines
06:25 08:35 2h10m
---TF-- (Oct 2–3)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:10 08:20 2h10m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX
07:05 09:20 2h15m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-800 (WL)
06:25 08:35 2h10m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-800 (WL)
12:35 14:45 2h10m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-700 (WL)
06:25 08:35 2h10m
M--T--- (Oct 27, Oct 30)
737-800 (WL)
WN4230
Southwest Airlines
17:55 20:10 2h15m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
06:20 08:30 2h10m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-700 (WL)
WN3958
Southwest Airlines
06:40 08:50 2h10m
----F-- (Oct 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2265
Southwest Airlines
07:40 09:55 2h15m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
16:50 19:05 2h15m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX
07:40 09:55 2h15m
M--T--- (Oct 27, Oct 30)
737-8-MAX
WN4131
Southwest Airlines
07:50 11:25 3h35m
1 Transfer
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2240
Southwest Airlines
08:10 10:25 2h15m
--W---- (Oct 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN978
Southwest Airlines
08:15 11:55 3h40m
1 Transfer
----F-- (Oct 31)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4436
Southwest Airlines
09:20 11:35 2h15m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3703
Southwest Airlines
09:20 11:35 2h15m
----F-- (Oct 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2623
Southwest Airlines
10:10 14:00 3h50m
1 Transfer
------S (Oct 5, Oct 12)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:15 14:05 3h50m
1 Transfer
------S (Oct 19)
WN2241
Southwest Airlines
10:20 12:35 2h15m
--W---- (Oct 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN954
Southwest Airlines
10:25 12:40 2h15m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN364
Southwest Airlines
10:30 12:40 2h10m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4750
Southwest Airlines
10:45 13:00 2h15m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4021
Southwest Airlines
10:45 13:00 2h15m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2062
Southwest Airlines
11:00 19:30 8h30m
3 Transfers
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4081
Southwest Airlines
11:25 18:30 7h5m
2 Transfers
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2476
Southwest Airlines
11:30 18:40 7h10m
2 Transfers
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN547
Southwest Airlines
12:10 19:35 7h25m
2 Transfers
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2268
Southwest Airlines
12:15 14:25 2h10m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1192
Southwest Airlines
12:15 16:40 4h25m
1 Transfer
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN312
Southwest Airlines
12:15 14:30 2h15m
--W---- (Oct 1)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN20
Southwest Airlines
12:30 14:40 2h10m
----F-- (Oct 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4174
Southwest Airlines
13:05 17:00 3h55m
1 Transfer
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN852
Southwest Airlines
13:50 16:00 2h10m
----F-- (Oct 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN189
Southwest Airlines
14:15 16:30 2h15m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
14:45 17:05 2h20m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX
15:55 18:10 2h15m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-8-MAX
14:55 17:15 2h20m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX
15:55 18:10 2h15m
M--T--- (Oct 27, Oct 30)
737-8-MAX
16:20 18:35 2h15m
----F-- (Oct 31)
737-700 (WL)
WN2853
Southwest Airlines
14:50 17:10 2h20m
--W---- (Oct 1)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3321
Southwest Airlines
15:45 19:25 3h40m
1 Transfer
--W---- (Oct 1)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2251
Southwest Airlines
17:00 19:15 2h15m
--W---- (Oct 1)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4443
Southwest Airlines
19:25 21:40 2h15m
---TF-- (Oct 2–3)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
19:25 21:40 2h15m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-700 (WL)
19:25 21:40 2h15m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-800 (WL)
18:00 20:15 2h15m
----F-- (Oct 31)
737-800 (WL)
WN2048
Southwest Airlines
18:05 20:20 2h15m
-----S- (Oct 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:05 20:20 2h15m
-----S- (Oct 11, Oct 18, Oct 25)
737-8-MAX
WN4510
Southwest Airlines
19:20 21:30 2h10m
--W---- (Oct 1)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4778
Southwest Airlines
21:55 00:05(+1) 2h10m
MTWTF-- (Oct 2–3, Oct 6–10, Oct 13–17, Oct 20–24, Oct 27–30)
737-8-MAX 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 October 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.