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Find the lowest MDW airfares by comparing hundreds of airlines and agencies.
Good to Know: Flights to MDW
Useful information for finding cheap flights to Chicago Midway International and booking your next trip
Cheapest Round Trip Flight
$368
American Airlines• 1 stop • 9h 8mMar 19 – Mar 22
The cheapest round trip flight from William P Hobby to Chicago Midway International is currently $368
Cheapest One way Flight
$263
Delta Airlines• 1 stop• 6h 57mMar 23
The cheapest one way flight from San Antonio International to Chicago Midway International is currently $263
Cheapest Direct Flight
$430
Southwest Airlines• nonstop• 3h 45mMar 19
The cheapest nonstop flight from William P Hobby to Chicago Midway International is currently $430
Fastest Flight
3h 40m
The fastest nonstop flight from William P Hobby to Chicago Midway International takes 3h 40m
Best Flight Deals to Chicago
Identify the most efficient round-trip flights to Chicago. We present options balancing cost and convenience for your return journey.
Mar 19 - Mar 22, Economy
Houston → Chicago
9h 8m
4:36 PM - 10:24 PM • 1 stop
Houston → Chicago
5h
5:00 PM - 8:00 PM • nonstop
American Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
9h
5:10 PM - 10:50 PM • 1 stop
Houston → Chicago
21h 47m
10:12 PM - 11:19 AM • 1 stop
Southwest Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
8h 29m
5:22 PM - 10:31 PM • 1 stop
Houston → Chicago
8h 38m
1:10 PM - 6:28 PM • 1 stop
Delta Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
9h 8m
4:36 PM - 10:24 PM • 1 stop
Houston → Chicago
13h 20m
4:45 PM - 12:45 AM • 1 stop
American Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
10h 1m
6:12 PM - 12:13 AM • 1 stop
Houston → Chicago
5h 3m
8:10 PM - 11:13 PM • nonstop
Frontier Airlines
For travel requiring no set return, access available one-way flights to Chicago (MDW). These options support extended stays or open-ended plans.
Need to travel to Chicago soon? View current last-minute flight options to MDW for spontaneous or pressing plans.
Mar 19 - Mar 22, Economy
Houston → Chicago
4h 14m
4:51 PM - 7:45 PM • nonstop
Houston → Chicago
5h 16m
5:11 AM - 8:27 AM • nonstop
Frontier Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
10h 1m
6:12 PM - 12:13 AM • 1 stop
Houston → Chicago
4h 15m
6:30 AM - 9:25 AM • nonstop
Frontier Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
9h
5:10 PM - 10:50 PM • 1 stop
Houston → Chicago
21h 47m
10:12 PM - 11:19 AM • 1 stop
Southwest Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
10h 1m
6:12 PM - 12:13 AM • 1 stop
Houston → Chicago
14h 15m
9:45 PM - 6:40 AM • 1 stop
Frontier Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
8h 29m
5:22 PM - 10:31 PM • 1 stop
Houston → Chicago
8h 26m
10:45 AM - 3:51 PM • 1 stop
Delta Airlines
Maximize your time in Chicago, not in transit. Discover non-stop direct flights to MDW for the quickest, most straightforward journey to the Strip.
Mar 19 - Mar 22, Economy
Houston → Chicago
3h 45m
8:25 PM - 10:50 PM • nonstop
Houston → Chicago
4h 15m
6:30 AM - 9:25 AM • nonstop
Southwest Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
3h 40m
3:10 PM - 5:30 PM • nonstop
Houston → Chicago
4h 5m
9:55 PM - 12:40 AM • nonstop
Southwest Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
3h 40m
7:00 PM - 9:20 PM • nonstop
Houston → Chicago
4h 10m
2:50 PM - 5:40 PM • nonstop
Southwest Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
4h 8m
6:40 PM - 9:28 PM • nonstop
Houston → Chicago
5h 16m
5:11 AM - 8:27 AM • nonstop
American Airlines
Mar 19 - Mar 22, Economy
Houston → Chicago
4h 14m
4:51 PM - 7:45 PM • nonstop
Houston → Chicago
4h 14m
9:15 PM - 12:09 AM • nonstop
Frontier Airlines
Destination Airport Information
| IATA Code | MDW |
| Name | Chicago Midway International |
| City | Chicago |
| Country | US |
| Latitude | 41.7859992980957 |
| Longitude | -87.75240325927734 |
Popular Airlines
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