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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
$445
Southwest Airlines• 1 stop • 9h 5mDec 23 – Dec 27
The cheapest round trip flight from Dallas Love Field to Chicago Midway International is currently $445
Cheapest One way Flight
$244
Southwest Airlines• 1 stop• 8h 20mJan 03
The cheapest one way flight from Orlando International to Chicago Midway International is currently $244
Cheapest Direct Flight
$268
Frontier Airlines• nonstop• 3h 37mDec 23
The cheapest nonstop flight from Dallas Fort Worth International to Chicago Midway International is currently $268
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.
Dec 23 - Dec 27, Economy
Dallas → Chicago
9h 5m
3:50 PM - 9:35 PM • 1 stop
Dallas → Chicago
8h 30m
4:40 PM - 9:50 PM • 1 stop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
8h 35m
4:00 PM - 9:15 PM • 1 stop
Dallas → Chicago
8h 30m
4:40 PM - 9:50 PM • 1 stop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
8h 45m
4:05 PM - 9:30 PM • 1 stop
Dallas → Chicago
3h 45m
5:10 AM - 7:35 AM • nonstop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
10h 5m
3:40 PM - 9:45 PM • 1 stop
Dallas → Chicago
3h 45m
9:20 AM - 11:45 AM • nonstop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
8h 35m
4:00 PM - 9:15 PM • 1 stop
Dallas → Chicago
3h 45m
9:20 AM - 11:45 AM • nonstop
Southwest 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.
Maximize your time in Chicago, not in transit. Discover non-stop direct flights to MDW for the quickest, most straightforward journey to the Strip.
Dec 23 - Dec 27, Economy
Dallas → Chicago
3h 37m
11:42 AM - 1:59 PM • nonstop
Dallas → Chicago
5h
6:17 PM - 9:17 PM • nonstop
Frontier Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
3h 30m
8:40 PM - 10:50 PM • nonstop
Dallas → Chicago
3h 50m
8:00 AM - 10:30 AM • nonstop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
3h 35m
2:35 PM - 4:50 PM • nonstop
Dallas → Chicago
3h 50m
8:00 AM - 10:30 AM • nonstop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
3h 30m
10:35 PM - 12:45 AM • nonstop
Dallas → Chicago
3h 45m
8:55 PM - 11:20 PM • nonstop
Southwest Airlines
Dec 23 - Dec 27, Economy
Dallas → Chicago
3h 35m
7:20 AM - 9:35 AM • nonstop
Dallas → Chicago
3h 50m
8:00 AM - 10:30 AM • 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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