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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
$215
Southwest Airlines• 1 stop • 12h 5mJan 06 – Jan 09
The cheapest round trip flight from San Antonio International to Chicago Midway International is currently $215
Cheapest Direct Flight
$264
Southwest Airlines• nonstop• 3h 30mJan 08
The cheapest nonstop flight from Dallas Love Field to Chicago Midway International is currently $264
Fastest Flight
3h 30m
The fastest nonstop flight from Dallas Love Field to Chicago Midway International takes 3h 30m
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.
Jan 06 - Jan 09, Economy
San Antonio → Chicago
12h 5m
11:40 AM - 7:05 PM • 1 stop
San Antonio → Chicago
7h 20m
4:25 PM - 9:05 PM • 1 stop
Southwest Airlines
Jan 06 - Jan 09, Economy
San Antonio → Chicago
12h 5m
11:40 AM - 7:05 PM • 1 stop
San Antonio → Chicago
5h 5m
8:20 AM - 11:25 AM • nonstop
Southwest Airlines
Jan 06 - Jan 09, Economy
San Antonio → Chicago
15h
11:40 AM - 8:40 PM • 2 stops
San Antonio → Chicago
5h 5m
8:20 AM - 11:25 AM • nonstop
Southwest Airlines
Jan 03 - Jan 12, Economy
Washington → Chicago
15h 6m
5:15 AM - 1:21 PM • 1 stop
Washington → Chicago
13h 57m
5:50 AM - 3:27 PM • 1 stop
Frontier Airlines
Jan 03 - Jan 12, Economy
Washington → Chicago
19h 12m
11:04 AM - 9:56 PM • 1 stop
Washington → Chicago
13h 37m
6:10 AM - 3:27 PM • 1 stop
Frontier Airlines
Need to travel to Chicago soon? View current last-minute flight options to MDW for spontaneous or pressing plans.
Jan 03 - Jan 12, Economy
Washington → Chicago
15h 6m
5:15 AM - 1:21 PM • 1 stop
Washington → Chicago
13h 57m
5:50 AM - 3:27 PM • 1 stop
Frontier 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.
Jan 08 - Jan 08, Economy
Dallas → Chicago
3h 30m
7:00 AM - 9:10 AM • nonstop
Dallas → Chicago
3h 50m
4:25 PM - 6:55 PM • nonstop
Southwest Airlines
Jan 05 - Jan 05, Economy
Dallas → Chicago
3h 30m
10:25 AM - 12:35 PM • nonstop
Dallas → Chicago
3h 45m
7:45 PM - 10:10 PM • nonstop
Southwest Airlines
Jan 05 - Jan 05, Economy
Dallas → Chicago
3h 35m
7:20 AM - 9:35 AM • nonstop
Dallas → Chicago
3h 45m
4:25 PM - 6:50 PM • nonstop
Southwest Airlines
Jan 05 - Jan 05, Economy
Dallas → Chicago
7h
8:25 AM - 12:45 PM • nonstop
Dallas → Chicago
3h 45m
7:45 PM - 10:10 PM • nonstop
Southwest Airlines
Jan 05 - Jan 05, Economy
Dallas → Chicago
6h 55m
10:00 AM - 2:15 PM • nonstop
Dallas → Chicago
3h 45m
7:45 PM - 10:10 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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