Houston/Hobby (HOU) to Chicago/Midway (MDW) October 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(October 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 October 2025 , Direct flight departure from Hobby with all airlines , flight number, flight duration, aircraft type.

October 2025
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  • Southwest Airlines [ Show / Hide ]
Change Direction(MDW to HOU)
Flight Number / Airline Departure Time Arrival Time Flight Duration Operating Days Aircraft Type Airfare / Tickets
WN2133
Southwest Airlines
06:05 13:05 7h0m
2 Transfers
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
WN3009
Southwest Airlines
06:15 08:40 2h25m
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
06:45 09:10 2h25m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX
06:15 08:40 2h25m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-8-MAX
11:10 13:35 2h25m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX
06:15 08:40 2h25m
M--T--- (Oct 27, Oct 30)
737-8-MAX
WN1687
Southwest Airlines
06:25 08:50 2h25m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
09:00 11:25 2h25m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX
06:55 09:20 2h25m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-800 (WL)
06:45 09:10 2h25m
----F-- (Oct 31)
737-800 (WL)
WN4214
Southwest Airlines
06:35 09:00 2h25m
--W---- (Oct 1)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3417
Southwest Airlines
08:35 12:55 4h20m
1 Transfer
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN875
Southwest Airlines
09:05 13:15 4h10m
1 Transfer
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3495
Southwest Airlines
09:45 12:05 2h20m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN463
Southwest Airlines
11:15 13:40 2h25m
---TF-- (Oct 2–3)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
17:55 20:20 2h25m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-700 (WL)
11:15 13:40 2h25m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-800 (WL)
21:15 23:35 2h20m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-800 (WL)
11:15 13:40 2h25m
M--T--- (Oct 27, Oct 30)
737-800 (WL)
09:50 12:15 2h25m
----F-- (Oct 31)
737-8-MAX
WN1921
Southwest Airlines
10:05 15:30 5h25m
2 Transfers
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 20, Oct 23–24, Oct 27, Oct 30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN813
Southwest Airlines
10:15 15:15 5h0m
1 Transfer
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3067
Southwest Airlines
11:15 18:20 7h5m
2 Transfers
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1726
Southwest Airlines
11:25 13:55 2h30m
--W---- (Oct 1)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3919
Southwest Airlines
11:55 15:50 3h55m
1 Transfer
----F-- (Oct 31)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN700
Southwest Airlines
12:55 22:10 9h15m
2 Transfers
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2170
Southwest Airlines
13:00 17:15 4h15m
1 Transfer
--W---- (Oct 1)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2954
Southwest Airlines
13:25 15:50 2h25m
--W---- (Oct 1)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN644
Southwest Airlines
14:50 17:15 2h25m
---TF-- (Oct 2–3)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
14:05 16:30 2h25m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX
14:50 17:15 2h25m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-700 (WL)
14:40 17:05 2h25m
----F-- (Oct 31)
737-800 (WL)
WN3639
Southwest Airlines
14:10 18:05 3h55m
1 Transfer
------S (Oct 5, Oct 12, Oct 19, Oct 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1902
Southwest Airlines
14:10 16:35 2h25m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN1558
Southwest Airlines
16:25 23:15 6h50m
2 Transfers
---TF-- (Oct 2–3)
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WN2145
Southwest Airlines
19:30 21:55 2h25m
---TF-- (Oct 2–3)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
20:05 22:25 2h20m
-----S- (Oct 4, Oct 11, Oct 18, Oct 25)
737-8-MAX
19:55 22:15 2h20m
------S (Oct 5, Oct 12, Oct 19, Oct 26)
737-8-MAX
19:30 21:55 2h25m
M--TF-- (Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24, Oct 27, Oct 30)
737-700 (WL)
16:45 19:15 2h30m
----F-- (Oct 31)
737-8-MAX
WN2154
Southwest Airlines
22:25 00:45(+1) 2h20m
M--TF-- (Oct 2–3, Oct 6, Oct 9–10, Oct 13, Oct 16–17, Oct 20, Oct 23–24)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
18:50 21:20 2h30m
-TW---- (Oct 7–8, Oct 14–15, Oct 21–22, Oct 28–29)
737-8-MAX
22:25 00:45(+1) 2h20m
M--T--- (Oct 27, Oct 30)
737-8-MAX
WN3003
Southwest Airlines
20:55 23:20 2h25m
--W---- (Oct 1)
737-8-MAX 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 October 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.