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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
$713
Southwest Airlines• 1 stop • 8h 55mJan 31 – Jan 31
The cheapest round trip flight from Louisville International Standiford Field to Chicago Midway International is currently $713
Cheapest One way Flight
$169
Southwest Airlines• 2 stops• 18h 40mFeb 16
The cheapest one way flight from Ronald Reagan Washington National to Chicago Midway International is currently $169
Cheapest Direct Flight
$318
Southwest Airlines• nonstop• 3h 40mFeb 07
The cheapest nonstop flight from Denver International to Chicago Midway International is currently $318
Fastest Flight
2h 5m
The fastest nonstop flight from Louisville International Standiford Field to Chicago Midway International takes 2h 5m
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 31 - Jan 31, Economy
Louisville → Chicago
8h 55m
8:55 AM - 1:30 PM • 1 stop
Louisville → Chicago
1h 55m
7:50 PM - 10:05 PM • nonstop
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
5h 30m
11:10 AM - 1:40 PM • 1 stop
Louisville → Chicago
1h 55m
7:50 PM - 10:05 PM • nonstop
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
8h 55m
8:55 AM - 1:30 PM • 1 stop
Louisville → Chicago
29h 10m
5:55 PM - 12:45 PM • 2 stops
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
5h 30m
11:10 AM - 1:40 PM • 1 stop
Louisville → Chicago
33h 50m
7:40 PM - 5:10 PM • 2 stops
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
8h 55m
8:55 AM - 1:30 PM • 1 stop
Louisville → Chicago
35h 10m
7:50 PM - 6:00 PM • 1 stop
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.
Jan 31 - Jan 31, Economy
Louisville → Chicago
5h 30m
11:10 AM - 1:40 PM • 1 stop
Louisville → Chicago
1h 55m
7:50 PM - 10:05 PM • nonstop
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
15h 30m
7:00 AM - 3:30 PM • 1 stop
Louisville → Chicago
1h 55m
7:50 PM - 10:05 PM • nonstop
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
14h 5m
7:00 AM - 2:45 PM • 2 stops
Louisville → Chicago
1h 55m
7:50 PM - 10:05 PM • nonstop
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
14h 5m
7:00 AM - 2:45 PM • 2 stops
Louisville → Chicago
33h 50m
7:40 PM - 5:10 PM • 2 stops
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
15h 30m
7:00 AM - 3:30 PM • 1 stop
Louisville → Chicago
35h 10m
7:50 PM - 6:00 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.
Feb 07 - Feb 14, Economy
Denver → Chicago
3h 40m
1:00 PM - 4:20 PM • nonstop
Denver → Chicago
4h 5m
5:55 PM - 7:40 PM • nonstop
Southwest Airlines
Feb 07 - Feb 14, Economy
Denver → Chicago
3h 45m
8:20 AM - 11:45 AM • nonstop
Denver → Chicago
4h 15m
8:30 AM - 10:25 AM • nonstop
Southwest Airlines
Feb 07 - Feb 14, Economy
Denver → Chicago
3h 40m
5:10 PM - 8:30 PM • nonstop
Denver → Chicago
4h 15m
8:30 AM - 10:25 AM • nonstop
Southwest Airlines
Feb 08 - Feb 12, Economy
Memphis → Chicago
2h 20m
3:05 PM - 4:45 PM • nonstop
Memphis → Chicago
2h 25m
7:45 AM - 9:30 AM • nonstop
Southwest Airlines
Jan 31 - Jan 31, Economy
Louisville → Chicago
2h 5m
6:30 AM - 6:55 AM • nonstop
Louisville → Chicago
1h 55m
7:50 PM - 10:05 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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