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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
$217
Southwest Airlines• nonstop • 5h 15mMay 29 – Jun 05
The cheapest round trip flight from Phoenix Sky Harbor International to Chicago Midway International is currently $217
Cheapest One way Flight
$232
Southwest Airlines• 1 stop• 17h 15mMay 22
The cheapest one way flight from Dallas Love Field to Chicago Midway International is currently $232
Cheapest Direct Flight
$217
Southwest Airlines• nonstop• 5h 15mMay 29
The cheapest nonstop flight from Phoenix Sky Harbor International to Chicago Midway International is currently $217
Fastest Flight
4h 10m
The fastest nonstop flight from Orlando International to Chicago Midway International takes 4h 10m
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 29 - Jun 05, Economy
Phoenix → Chicago
5h 15m
3:35 PM - 8:50 PM • nonstop
Phoenix → Chicago
5h 40m
8:40 AM - 10:20 AM • nonstop
Southwest Airlines
May 29 - Jun 05, Economy
Phoenix → Chicago
5h 15m
2:30 PM - 7:45 PM • nonstop
Phoenix → Chicago
5h 40m
8:40 AM - 10:20 AM • nonstop
Southwest Airlines
May 29 - Jun 05, Economy
Phoenix → Chicago
5h 15m
2:30 PM - 7:45 PM • nonstop
Phoenix → Chicago
9h 10m
5:15 AM - 9:05 AM • 1 stop
Southwest Airlines
May 29 - Jun 05, Economy
Phoenix → Chicago
8h 20m
2:05 PM - 9:05 PM • 1 stop
Phoenix → Chicago
5h 35m
5:20 AM - 6:55 AM • nonstop
Southwest Airlines
May 29 - Jun 05, Economy
Phoenix → Chicago
5h 15m
3:35 PM - 8:50 PM • nonstop
Phoenix → Chicago
9h 10m
5:05 PM - 8:55 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.
Maximize your time in Chicago, not in transit. Discover non-stop direct flights to MDW for the quickest, most straightforward journey to the Strip.
May 29 - Jun 05, Economy
Phoenix → Chicago
5h 15m
3:35 PM - 8:50 PM • nonstop
Phoenix → Chicago
5h 40m
8:40 AM - 10:20 AM • nonstop
Southwest Airlines
May 29 - Jun 05, Economy
Phoenix → Chicago
5h 15m
2:30 PM - 7:45 PM • nonstop
Phoenix → Chicago
5h 40m
8:40 AM - 10:20 AM • nonstop
Southwest Airlines
May 29 - Jun 05, Economy
Phoenix → Chicago
5h 5m
11:55 PM - 5:00 AM • nonstop
Phoenix → Chicago
5h 35m
5:20 AM - 6:55 AM • nonstop
Southwest Airlines
May 23 - Jun 01, Economy
Orlando → Chicago
4h 10m
8:55 AM - 10:45 AM • nonstop
Orlando → Chicago
3h 50m
5:35 AM - 9:05 AM • nonstop
Southwest Airlines
May 23 - Jun 01, Economy
Orlando → Chicago
5h 20m
4:24 PM - 6:44 PM • nonstop
Orlando → Chicago
4h 12m
5:07 PM - 8:59 PM • nonstop
American 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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