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

July 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 		07:30 10:00 2h30m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
05:20 07:45 2h25m
---T--- (Jul 3)
737-8-MAX
06:40 09:10 2h30m
----F-- (Jul 4)
737-8-MAX
06:00 08:25 2h25m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-700 (WL)
05:20 07:45 2h25m
M--TF-- (Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-8-MAX
WN2420
Southwest Airlines 		05:35 08:00 2h25m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3105
Southwest Airlines 		05:45 08:10 2h25m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
07:15 09:45 2h30m
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-8-MAX
WN3698
Southwest Airlines 		08:00 15:15 7h15m
2 Transfers
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN154
Southwest Airlines 		08:15 16:30 8h15m
3 Transfers
------S (Jul 6, Jul 13, Jul 20, Jul 27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN826
Southwest Airlines 		08:50 11:20 2h30m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3090
Southwest Airlines 		20:40 23:10 2h30m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
20:30 23:00 2h30m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-800 (WL)
09:20 11:50 2h30m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-8-MAX
WN3995
Southwest Airlines 		12:55 15:20 2h25m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
10:05 12:35 2h30m
---T--- (Jul 3)
737-800 (WL)
12:25 14:55 2h30m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-8-MAX
14:30 17:00 2h30m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-700 (WL)
10:05 12:35 2h30m
M--TF-- (Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-800 (WL)
WN18
Southwest Airlines 		10:30 14:30 4h0m
1 Transfer
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3041
Southwest Airlines 		11:25 19:55 8h30m
3 Transfers
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN483
Southwest Airlines 		12:25 16:55 4h30m
1 Transfer
------S (Jul 6, Jul 13, Jul 20, Jul 27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3107
Southwest Airlines 		16:05 18:35 2h30m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
14:35 17:05 2h30m
---T--- (Jul 3)
737-800 (WL)
13:35 16:05 2h30m
----F-- (Jul 4)
737-800 (WL)
14:35 17:05 2h30m
M--TF-- (Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-800 (WL)
WN737
Southwest Airlines 		15:00 19:20 4h20m
1 Transfer
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN4780
Southwest Airlines 		15:35 20:45 5h10m
1 Transfer
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3827
Southwest Airlines 		16:15 21:25 5h10m
1 Transfer
------S (Jul 6, Jul 13, Jul 20, Jul 27)
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN2353
Southwest Airlines 		18:10 20:35 2h25m
-TW---- (Jul 1–2, Jul 8–9, Jul 15–16, Jul 22–23, Jul 29–30)
737-800 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
17:15 19:45 2h30m
---T--- (Jul 3)
737-800 (WL)
17:30 20:00 2h30m
----F-- (Jul 4)
737-700 (WL)
17:50 20:20 2h30m
-----S- (Jul 5, Jul 12, Jul 19, Jul 26)
737-8-MAX
18:55 21:25 2h30m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-8-MAX
17:15 19:45 2h30m
M--TF-- (Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-800 (WL)
WN3151
Southwest Airlines 		20:20 22:50 2h30m
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
737-8-MAX Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN27
Southwest Airlines 		21:20 23:50 2h30m
------S (Jul 6, Jul 13, Jul 20, Jul 27)
737-700 (WL) Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES
WN3112
Southwest Airlines 		22:40 01:05(+1) 2h25m
M--TF-- (Jul 3, Jul 7, Jul 10–11, Jul 14, Jul 17–18, Jul 21, Jul 24–25, Jul 28, Jul 31)
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 July 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.