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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
$360
Delta Airlines• 1 stop • 10h 26mApr 23 – Apr 27
The cheapest round trip flight from George Bush Intercontinental Houston to Chicago Midway International is currently $360
Cheapest One way Flight
$723
Delta Airlines• 1 stop• 7h 9mApr 14
The cheapest one way flight from Orlando International to Chicago Midway International is currently $723
Cheapest Direct Flight
$136
Southwest Airlines• nonstop• 3h 45mApr 18
The cheapest nonstop flight from William P Hobby to Chicago Midway International is currently $136
Fastest Flight
3h 25m
The fastest nonstop flight from Charlotte Douglas International to Chicago Midway International takes 3h 25m
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.
Apr 23 - Apr 27, Economy
Houston → Chicago
10h 26m
11:32 AM - 5:58 PM • 1 stop
Houston → Chicago
9h 16m
9:48 AM - 3:44 PM • 1 stop
Delta Airlines
Apr 23 - Apr 27, Economy
Houston → Chicago
8h 27m
7:00 AM - 12:07 PM • 1 stop
Houston → Chicago
12h 12m
11:00 AM - 6:32 PM • 1 stop
Delta Airlines
Apr 24 - Apr 26, Economy
Houston → Chicago
15h 9m
1:17 PM - 10:26 PM • 1 stop
Houston → Chicago
5h 7m
8:00 AM - 11:07 AM • nonstop
Frontier Airlines
Apr 24 - Apr 26, Economy
Houston → Chicago
10h 14m
1:17 PM - 7:31 PM • 1 stop
Houston → Chicago
5h 7m
8:00 AM - 11:07 AM • nonstop
Frontier Airlines
Apr 24 - Apr 26, Economy
Houston → Chicago
18h 31m
10:39 AM - 9:50 PM • 1 stop
Houston → Chicago
5h 7m
8:00 AM - 11:07 AM • 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.
Apr 16 - Apr 19, Economy
Charlotte → Chicago
3h 35m
7:30 AM - 8:45 AM • nonstop
Charlotte → Chicago
3h 20m
7:30 PM - 10:30 PM • nonstop
Southwest Airlines
Apr 16 - Apr 19, Economy
Charlotte → Chicago
3h 25m
7:00 PM - 8:05 PM • nonstop
Charlotte → Chicago
2h 35m
1:15 PM - 4:10 PM • nonstop
Southwest Airlines
Apr 16 - Apr 19, Economy
Charlotte → Chicago
7h 12m
6:56 PM - 10:28 PM • 1 stop
Charlotte → Chicago
6h 43m
7:00 AM - 12:03 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.
Apr 18 - Apr 21, Economy
Houston → Chicago
3h 45m
8:20 PM - 10:45 PM • nonstop
Houston → Chicago
4h 5m
10:15 AM - 1:00 PM • nonstop
Southwest Airlines
Apr 18 - Apr 21, Economy
Houston → Chicago
3h 45m
3:25 PM - 5:50 PM • nonstop
Houston → Chicago
4h
12:15 PM - 2:55 PM • nonstop
Southwest Airlines
Apr 18 - Apr 21, Economy
Houston → Chicago
3h 45m
12:40 PM - 3:05 PM • nonstop
Houston → Chicago
4h
5:15 PM - 7:55 PM • nonstop
Southwest Airlines
Apr 18 - Apr 21, Economy
Houston → Chicago
3h 45m
7:00 AM - 9:25 AM • nonstop
Houston → Chicago
4h 5m
10:15 AM - 1:00 PM • nonstop
Southwest Airlines
Apr 16 - Apr 19, Economy
Charlotte → Chicago
3h 35m
7:30 AM - 8:45 AM • nonstop
Charlotte → Chicago
3h 20m
7:30 PM - 10:30 PM • nonstop
Southwest 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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