Lowest Prices
Find the lowest MDW airfares by comparing hundreds of airlines and agencies.
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
$488
Southwest Airlines• 1 stop • 10hMar 12 – Mar 27
The cheapest round trip flight from Eppley Airfield to Chicago Midway International is currently $488
Cheapest One way Flight
$223
Southwest Airlines• 1 stop• 8h 35mFeb 17
The cheapest one way flight from Orlando International to Chicago Midway International is currently $223
Cheapest Direct Flight
$233
United Airlines• nonstop• 5h 15mFeb 17
The cheapest nonstop flight from Orlando International to Chicago Midway International is currently $233
Fastest Flight
2h 5m
The fastest nonstop flight from Eppley Airfield 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.
Mar 12 - Mar 27, Economy
Omaha → Chicago
10h
4:50 PM - 10:50 PM • 1 stop
Omaha → Chicago
2h 10m
12:15 PM - 1:45 PM • nonstop
Southwest Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
22h
4:00 PM - 5:20 AM • 1 stop
Omaha → Chicago
2h 10m
9:30 PM - 11:00 PM • nonstop
Southwest Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
2h 5m
4:35 PM - 6:00 PM • nonstop
Omaha → Chicago
2h 10m
12:15 PM - 1:45 PM • nonstop
Southwest Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
22h
4:00 PM - 5:20 AM • 1 stop
Omaha → Chicago
17h 5m
10:00 AM - 8:25 PM • 2 stops
Southwest Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
22h
4:00 PM - 5:20 AM • 1 stop
Omaha → Chicago
17h 5m
6:15 AM - 4:40 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.
Feb 17 - Feb 25, Economy
Orlando → Chicago
5h 17m
10:58 AM - 1:15 PM • nonstop
Orlando → Chicago
4h 4m
1:15 PM - 4:59 PM • nonstop
United 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 17 - Feb 25, Economy
Orlando → Chicago
5h 15m
2:50 PM - 5:05 PM • nonstop
Orlando → Chicago
4h 10m
5:50 PM - 9:40 PM • nonstop
United Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
2h 15m
5:15 AM - 6:50 AM • nonstop
Omaha → Chicago
2h 10m
12:15 PM - 1:45 PM • nonstop
Southwest Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
2h 5m
4:35 PM - 6:00 PM • nonstop
Omaha → Chicago
2h 10m
12:15 PM - 1:45 PM • nonstop
Southwest Airlines
Feb 17 - Feb 25, Economy
Orlando → Chicago
5h 7m
3:39 PM - 5:46 PM • nonstop
Orlando → Chicago
4h 4m
6:00 AM - 9:44 AM • nonstop
Spirit Airlines
Mar 12 - Mar 27, Economy
Omaha → Chicago
2h 5m
10:30 AM - 11:55 AM • nonstop
Omaha → Chicago
2h 10m
12:15 PM - 1:45 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
More Flight Options to Chicago, MDW
Why Bargainspricer for Flights to MDW
New Deals Everyday
Never miss a deal on MDW flights—we update prices daily to bring you the best airfares.
Best Travel Options
Compare hundreds of MDW flights and find the best deals without any added service charges.