Houston/Hobby (HOU) to Chicago/Midway (MDW) August 2025 Flight Schedule

Flight Hobby(HOU) to Midway(MDW)
CHANGE DIRECTION

William P. Hobby Airport Chicago Midway International Airport
HOU : Houston , United States MDW : Chicago , United States
UTC-5(DST) UTC-5(DST)

Hobby to Midway Flight Schedule(August 2025)

Flight from Hobby(HOU) 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 HOU)

Houston/Hobby (HOU) to Chicago/Midway (MDW) Flight Schedule

LastUpdate : 2025/09/01 06:00

Flight Schedule on August 2025 , Direct flight departure from Hobby with all airlines , flight number, flight duration, aircraft type.

August 2025
  • Southwest Airlines [ Show / Hide ]
Change Direction(MDW to HOU)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN3104
Southwest Airlines
05:20 07:45 2h25m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4214
Southwest Airlines
06:35 09:00 2h25m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
05:55 08:20 2h25m
---TF-- (Aug 7–8)
737-800 (WL)
06:35 09:00 2h25m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-8-MAX
06:25 08:50 2h25m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
05:55 08:20 2h25m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL)
11:50 14:15 2h25m
------S (Aug 31)
737-8-MAX
WN3105
Southwest Airlines
07:15 09:45 2h30m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2952
Southwest Airlines
07:35 10:05 2h30m
---TF-- (Aug 7–8)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
08:35 11:05 2h30m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
07:35 10:05 2h30m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL)
07:30 10:00 2h30m
------S (Aug 31)
737-8-MAX
WN3698
Southwest Airlines
08:00 15:15 7h15m
2 Transfers
M------ (Aug 4)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN6450
Southwest Airlines
09:45 12:10 2h25m
----F-- (Aug 29)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3995
Southwest Airlines
10:05 12:35 2h30m
M------ (Aug 4)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1726
Southwest Airlines
11:25 13:55 2h30m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
21:45 00:05(+1) 2h20m
---TF-- (Aug 7–8)
737-8-MAX
20:20 22:45 2h25m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-700 (WL)
22:05 00:25(+1) 2h20m
------S (Aug 10, Aug 17)
737-800 (WL)
21:45 00:05(+1) 2h20m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
22:05 00:25(+1) 2h20m
------S (Aug 24)
737-8-MAX
WN3787
Southwest Airlines
11:30 15:30 4h0m
1 Transfer
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN15
Southwest Airlines
11:35 16:45 5h10m
1 Transfer
------S (Aug 10, Aug 17, Aug 24)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2954
Southwest Airlines
13:25 15:50 2h25m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
12:10 14:35 2h25m
---TF-- (Aug 7–8)
737-8-MAX
13:35 16:00 2h25m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-700 (WL)
14:55 17:20 2h25m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
12:10 14:35 2h25m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-8-MAX
14:20 16:45 2h25m
------S (Aug 31)
737-700 (WL)
WN2170
Southwest Airlines
13:00 17:15 4h15m
1 Transfer
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1500
Southwest Airlines
14:20 19:30 5h10m
1 Transfer
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3107
Southwest Airlines
14:35 17:05 2h30m
M------ (Aug 4)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN737
Southwest Airlines
15:00 19:20 4h20m
1 Transfer
M------ (Aug 4)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN172
Southwest Airlines
15:55 19:45 3h50m
1 Transfer
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN419
Southwest Airlines
16:45 19:10 2h25m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
16:20 18:45 2h25m
-----S- (Aug 9, Aug 16, Aug 23, Aug 30)
737-8-MAX
WN4539
Southwest Airlines
16:30 18:55 2h25m
M--TF-- (Aug 7–8, Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3141
Southwest Airlines
17:10 19:35 2h25m
------S (Aug 31)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2353
Southwest Airlines
17:15 19:45 2h30m
M------ (Aug 4)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3003
Southwest Airlines
20:55 23:20 2h25m
-TW---- (Aug 5–6, Aug 12–13, Aug 19–20, Aug 26–27)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:25 20:50 2h25m
---TF-- (Aug 7–8)
737-800 (WL)
18:50 21:15 2h25m
------S (Aug 10, Aug 17, Aug 24)
737-8-MAX
18:25 20:50 2h25m
M--TF-- (Aug 11, Aug 14–15, Aug 18, Aug 21–22, Aug 25, Aug 28–29)
737-800 (WL)
20:20 22:45 2h25m
------S (Aug 31)
737-700 (WL)
WN3151
Southwest Airlines
20:20 22:50 2h30m
M------ (Aug 4)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3112
Southwest Airlines
22:40 01:05(+1) 2h25m
M------ (Aug 4)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
Change Direction(MDW to HOU)
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 : Houston/Hobby to Chicago/Midway

How many airlines fly from Houston to Chicago ?
As of August 2025, 1 airline operate direct flights from Houston/Hobby (HOU) to Chicago/Midway (MDW) : Southwest Airlines.
How far is it from Houston to Chicago?
The distance between Houston/Hobby (HOU) to Chicago/Midway (MDW) is approximately 940 miles(1,510km) by air.
What is the time difference between Houston to Chicago?
There is no time difference between William P. Hobby Airport(Houston) and Chicago Midway International Airport(Chicago).Houston 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.