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(September 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 September 2025 , Direct flight departure from Hobby with all airlines , flight number, flight duration, aircraft type.
September 2025
- Southwest Airlines [ Show / Hide ]
| Flight Number / Airline | Departure Time | Arrival Time | Flight Duration | Operating Days | Aircraft Type | Airfare / Tickets |
|---|---|---|---|---|---|---|
|
WN4214
Southwest Airlines |
05:55 | 08:20 | 2h25m |
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 |
| 06:35 | 09:00 | 2h25m |
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
|
737-800 (WL) | ||
| 06:35 | 09:00 | 2h25m |
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
|
737-8-MAX | ||
| 06:25 | 08:50 | 2h25m |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
737-8-MAX | ||
| 05:55 | 08:20 | 2h25m |
M------ (Sep 29)
|
737-800 (WL) | ||
|
WN2952
Southwest Airlines |
07:35 | 10:05 | 2h30m |
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN6567
Southwest Airlines |
10:05 | 12:30 | 2h25m |
----F-- (Sep 26)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN6486
Southwest Airlines |
10:30 | 12:55 | 2h25m |
M------ (Sep 1)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN1726
Southwest Airlines |
21:45 | 00:05 | 2h20m |
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 |
| 11:25 | 13:55 | 2h30m |
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
|
737-800 (WL) | ||
| 20:20 | 22:45 | 2h25m |
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
|
737-700 (WL) | ||
| 22:05 | 00:25 | 2h20m |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
737-800 (WL) | ||
| 21:45 | 00:05 | 2h20m |
M------ (Sep 29)
|
737-8-MAX | ||
|
WN15
Southwest Airlines |
11:35 | 16:45 | 5h10m 1 Transfer |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES | |
|
WN2954
Southwest Airlines |
12:10 | 14:35 | 2h25m |
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 |
| 13:25 | 15:50 | 2h25m |
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24, Sep 30)
|
737-800 (WL) | ||
| 13:35 | 16:00 | 2h25m |
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
|
737-700 (WL) | ||
| 14:55 | 17:20 | 2h25m |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
737-8-MAX | ||
| 12:10 | 14:35 | 2h25m |
M------ (Sep 29)
|
737-8-MAX | ||
|
WN2170
Southwest Airlines |
13:00 | 17:15 | 4h15m 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 | |
|
WN6675
Southwest Airlines |
14:00 | 16:25 | 2h25m |
---T--- (Sep 11)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN6676
Southwest Airlines |
14:00 | 16:25 | 2h25m |
----F-- (Sep 12)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN1500
Southwest Airlines |
14:20 | 19:30 | 5h10m 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 | |
|
WN172
Southwest Airlines |
15:55 | 19:45 | 3h50m 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 | |
|
WN419
Southwest Airlines |
16:20 | 18:45 | 2h25m |
-----S- (Sep 6, Sep 13, Sep 20, Sep 27)
|
737-8-MAX | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN4539
Southwest Airlines |
16:30 | 18:55 | 2h25m |
M--TF-- (Sep 1, Sep 4–5, Sep 8, Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
|
WN3003
Southwest Airlines |
18:25 | 20:50 | 2h25m |
M--TF-- (Sep 1, Sep 4–5)
|
737-800 (WL) | Trip.com PRICES HIS Prices Expedia PRICES skyticket PRICES |
| 20:55 | 23:20 | 2h25m |
-TW---- (Sep 2–3, Sep 9–10, Sep 16–17, Sep 23–24)
|
737-800 (WL) | ||
| 18:50 | 21:15 | 2h25m |
------S (Sep 7, Sep 14, Sep 21, Sep 28)
|
737-8-MAX | ||
| 18:25 | 20:50 | 2h25m |
M------ (Sep 8)
|
737-8-MAX | ||
| 18:25 | 20:50 | 2h25m |
M--TF-- (Sep 11–12, Sep 15, Sep 18–19, Sep 22, Sep 25–26, Sep 29)
|
737-800 (WL) | ||
| 20:55 | 23:20 | 2h25m |
-T----- (Sep 30)
|
737-800 (WL) | ||
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 September 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.