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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
$142
Southwest Airlines• 2 stops • 16h 55mJun 05 – Jun 07
The cheapest round trip flight from La Guardia to Chicago Midway International is currently $142
Cheapest One way Flight
$129
Southwest Airlines• 1 stop• 6h 50mMar 28
The cheapest one way flight from Tampa International to Chicago Midway International is currently $129
Cheapest Direct Flight
$253
Southwest Airlines• nonstop• 3h 40mJun 05
The cheapest nonstop flight from La Guardia to Chicago Midway International is currently $253
Fastest Flight
3h 40m
The fastest nonstop flight from La Guardia to Chicago Midway International takes 3h 40m
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.
Jun 05 - Jun 07, Economy
New York → Chicago
16h 55m
3:00 PM - 12:15 AM • 2 stops
New York → Chicago
17h 15m
9:55 PM - 9:30 AM • 1 stop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
16h 55m
3:00 PM - 12:15 AM • 2 stops
New York → Chicago
3h 20m
5:20 AM - 8:20 AM • nonstop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
16h 55m
3:00 PM - 12:15 AM • 2 stops
New York → Chicago
13h 55m
5:25 AM - 3:00 PM • 2 stops
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
15h
3:00 PM - 11:00 PM • 1 stop
New York → Chicago
3h 20m
5:20 AM - 8:20 AM • nonstop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
8h 55m
3:00 PM - 7:35 PM • 1 stop
New York → Chicago
12h 30m
6:55 AM - 3:45 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.
Mar 26 - Apr 02, Economy
El Paso → Chicago
13h 50m
8:05 AM - 5:35 PM • 1 stop
El Paso → Chicago
11h 50m
6:25 PM - 12:35 AM • 1 stop
Southwest Airlines
Mar 26 - Apr 02, Economy
El Paso → Chicago
14h 10m
10:55 AM - 8:45 PM • 1 stop
El Paso → Chicago
10h 55m
2:20 PM - 8:15 PM • 1 stop
Southwest Airlines
Mar 26 - Apr 02, Economy
El Paso → Chicago
15h 25m
10:55 AM - 9:20 PM • 1 stop
El Paso → Chicago
10h 55m
2:20 PM - 8:15 PM • 1 stop
Southwest Airlines
Mar 26 - Apr 02, Economy
El Paso → Chicago
19h
8:05 AM - 8:45 PM • 1 stop
El Paso → Chicago
8h 20m
10:05 AM - 2:05 PM • 1 stop
Southwest Airlines
Mar 26 - Apr 02, Economy
El Paso → Chicago
16h 45m
10:55 AM - 10:00 PM • 1 stop
El Paso → Chicago
10h 40m
11:00 AM - 4:40 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.
Jun 05 - Jun 07, Economy
New York → Chicago
3h 40m
10:55 AM - 12:15 PM • nonstop
New York → Chicago
3h 25m
2:50 PM - 5:55 PM • nonstop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
4h
3:25 PM - 5:05 PM • nonstop
New York → Chicago
3h 35m
8:10 AM - 11:25 AM • nonstop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
4h 10m
5:30 PM - 7:20 PM • nonstop
New York → Chicago
3h 25m
9:25 AM - 12:30 PM • nonstop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
3h 45m
1:25 PM - 2:50 PM • nonstop
New York → Chicago
3h 35m
6:47 AM - 10:02 AM • nonstop
Southwest Airlines
Jun 05 - Jun 07, Economy
New York → Chicago
4h 5m
12:45 PM - 2:30 PM • nonstop
New York → Chicago
3h 27m
12:47 PM - 3:54 PM • nonstop
JetBlue Airways
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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