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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
$134
Southwest Airlines• 1 stop • 15h 50mMay 22 – May 24
The cheapest round trip flight from Palm Springs International to Chicago Midway International is currently $134
Cheapest One way Flight
$284
Southwest Airlines• 1 stop• 21h 45mMay 02
The cheapest one way flight from Hartsfield Jackson Atlanta International to Chicago Midway International is currently $284
Cheapest Direct Flight
$416
American Airlines• nonstop• 5h 9mApr 30
The cheapest nonstop flight from Sarasota Bradenton International to Chicago Midway International is currently $416
Fastest Flight
2h 35m
The fastest nonstop flight from Hartsfield Jackson Atlanta International to Chicago Midway International takes 2h 35m
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.
May 22 - May 24, Economy
Palm Springs → Chicago
15h 50m
5:35 PM - 5:25 AM • 1 stop
Palm Springs → Chicago
10h
5:40 PM - 9:40 PM • 1 stop
Southwest Airlines
May 22 - May 24, Economy
Palm Springs → Chicago
10h 35m
3:05 PM - 11:40 PM • 1 stop
Palm Springs → Chicago
12h 30m
11:05 AM - 4:55 PM • 1 stop
Southwest Airlines
May 22 - May 24, Economy
Palm Springs → Chicago
26h 45m
5:35 PM - 11:40 AM • 2 stops
Palm Springs → Chicago
10h 15m
8:15 AM - 12:30 PM • 1 stop
Southwest Airlines
May 22 - May 24, Economy
Palm Springs → Chicago
28h 30m
10:30 AM - 5:40 AM • 2 stops
Palm Springs → Chicago
12h 25m
3:55 PM - 9:40 PM • 1 stop
Southwest Airlines
May 22 - May 24, Economy
Palm Springs → Chicago
33h 25m
10:30 AM - 8:35 AM • 2 stops
Palm Springs → Chicago
12h
7:10 AM - 12:30 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.
Apr 25 - Apr 28, Economy
Atlanta → Chicago
3h 20m
8:10 AM - 9:10 AM • nonstop
Atlanta → Chicago
7h 30m
5:55 AM - 11:45 AM • 1 stop
Southwest Airlines
Apr 25 - Apr 28, Economy
Atlanta → Chicago
8h 20m
6:35 PM - 10:35 PM • 1 stop
Atlanta → Chicago
2h 35m
12:45 PM - 3:40 PM • nonstop
Southwest Airlines
Apr 25 - Apr 28, Economy
Atlanta → Chicago
8h 50m
6:15 PM - 10:45 PM • 1 stop
Atlanta → Chicago
2h 30m
2:35 PM - 5:25 PM • nonstop
Southwest Airlines
Apr 25 - Apr 28, Economy
Atlanta → Chicago
2h 35m
3:34 PM - 4:29 PM • nonstop
Atlanta → Chicago
3h 23m
5:21 PM - 8:24 PM • nonstop
Delta Airlines
Apr 25 - Apr 28, Economy
Atlanta → Chicago
10h 10m
7:33 AM - 12:43 PM • 1 stop
Atlanta → Chicago
3h 20m
6:00 AM - 9:00 AM • nonstop
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 30 - May 07, Economy
Sarasota/Bradenton → Chicago
5h 9m
8:46 AM - 10:55 AM • nonstop
Sarasota/Bradenton → Chicago
5h 3m
11:15 AM - 3:18 PM • nonstop
American Airlines
Apr 30 - May 07, Economy
Sarasota/Bradenton → Chicago
4h 10m
7:05 AM - 8:55 AM • nonstop
Sarasota/Bradenton → Chicago
3h 55m
6:55 PM - 10:30 PM • nonstop
Southwest Airlines
Apr 30 - May 07, Economy
Sarasota/Bradenton → Chicago
4h 5m
6:50 PM - 8:35 PM • nonstop
Sarasota/Bradenton → Chicago
3h 55m
7:45 AM - 11:20 AM • nonstop
Southwest Airlines
Apr 30 - May 07, Economy
Sarasota/Bradenton → Chicago
5h 14m
9:05 AM - 11:19 AM • nonstop
Sarasota/Bradenton → Chicago
5h 6m
4:35 PM - 8:41 PM • nonstop
United Airlines
May 05 - May 09, Economy
San Antonio → Chicago
3h 55m
9:05 AM - 11:40 AM • nonstop
San Antonio → Chicago
4h 10m
10:45 AM - 1:35 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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