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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
$432
Southwest Airlines• 1 stop • 18h 25mNov 26 – Dec 05
The cheapest round trip flight from Dallas Love Field to Chicago Midway International is currently $432
Cheapest One way Flight
$279
Southwest Airlines• 1 stop• 8h 50mNov 21
The cheapest one way flight from Philadelphia International to Chicago Midway International is currently $279
Cheapest Direct Flight
$604
Southwest Airlines• nonstop• 3h 30mNov 26
The cheapest nonstop flight from Dallas Love Field to Chicago Midway International is currently $604
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.
Nov 26 - Dec 05, Economy
Dallas → Chicago
18h 25m
7:55 PM - 7:00 AM • 1 stop
Dallas → Chicago
3h 50m
5:00 AM - 7:30 AM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
5h 25m
7:55 PM - 11:20 PM • 1 stop
Dallas → Chicago
3h 50m
8:10 AM - 10:40 AM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
5h 25m
7:55 PM - 11:20 PM • 1 stop
Dallas → Chicago
5h 55m
3:20 PM - 7:15 PM • 1 stop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
6h 40m
1:55 PM - 5:55 PM • 1 stop
Dallas → Chicago
5h 55m
3:20 PM - 7:15 PM • 1 stop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
6h 40m
1:55 PM - 5:55 PM • 1 stop
Dallas → Chicago
7h 30m
9:25 AM - 2:15 PM • 2 stops
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.
Nov 26 - Dec 05, Economy
Dallas → Chicago
15h 30m
12:15 PM - 9:45 PM • 1 stop
Dallas → Chicago
3h 45m
8:30 PM - 10:55 PM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
13h 45m
12:35 PM - 9:00 PM • 1 stop
Dallas → Chicago
3h 45m
1:20 PM - 3:45 PM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
6h 40m
1:55 PM - 5:55 PM • 1 stop
Dallas → Chicago
3h 45m
10:50 AM - 1:15 PM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
3h 30m
11:00 AM - 1:10 PM • nonstop
Dallas → Chicago
5h 55m
3:20 PM - 7:15 PM • 1 stop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
6h 40m
1:55 PM - 5:55 PM • 1 stop
Dallas → Chicago
7h 5m
10:05 AM - 2:30 PM • 1 stop
Southwest 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.
Nov 26 - Dec 05, Economy
Dallas → Chicago
3h 30m
10:35 PM - 12:45 AM • nonstop
Dallas → Chicago
3h 45m
8:30 PM - 10:55 PM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
3h 35m
6:00 AM - 8:15 AM • nonstop
Dallas → Chicago
3h 45m
10:50 AM - 1:15 PM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
3h 35m
4:45 PM - 7:00 PM • nonstop
Dallas → Chicago
3h 50m
5:00 AM - 7:30 AM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
3h 35m
2:35 PM - 4:50 PM • nonstop
Dallas → Chicago
3h 45m
10:50 AM - 1:15 PM • nonstop
Southwest Airlines
Nov 26 - Dec 05, Economy
Dallas → Chicago
3h 30m
8:40 PM - 10:50 PM • nonstop
Dallas → Chicago
3h 50m
8:10 AM - 10:40 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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