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
$239
Frontier Airlines• 1 stop • 27h 36mApr 17 – Apr 20
The cheapest round trip flight from Los Angeles International to Chicago Midway International is currently $239
Cheapest One way Flight
$168
United Airlines• nonstop• 5h 16mMar 24
The cheapest one way flight from Orlando International to Chicago Midway International is currently $168
Cheapest Direct Flight
$367
Southwest Airlines• nonstop• 6h 40mApr 17
The cheapest nonstop flight from Los Angeles International to Chicago Midway International is currently $367
Fastest Flight
2h 5m
The fastest nonstop flight from Kansas City International 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.
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
27h 36m
9:04 PM - 4:00 PM • 1 stop
Los Angeles → Chicago
7h 25m
7:56 PM - 10:41 PM • nonstop
Frontier Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
27h 36m
9:04 PM - 4:00 PM • 1 stop
Los Angeles → Chicago
14h 6m
5:50 AM - 12:36 PM • 1 stop
Frontier Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
8h 45m
9:35 PM - 5:00 AM • 1 stop
Los Angeles → Chicago
7h 5m
6:15 AM - 8:40 AM • nonstop
Southwest Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
6h 40m
5:05 AM - 11:05 AM • nonstop
Los Angeles → Chicago
10h 55m
12:10 PM - 5:05 PM • 1 stop
Southwest Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
5h 55m
4:45 PM - 10:40 PM • nonstop
Los Angeles → Chicago
10h
6:00 AM - 10:00 AM • 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 27 - Mar 29, Economy
New York → Chicago
14h 2m
1:11 PM - 8:53 PM • 1 stop
New York → Chicago
3h 44m
8:06 AM - 11:30 AM • nonstop
Frontier Airlines
Mar 27 - Mar 29, Economy
New York → Chicago
22h 31m
11:02 AM - 11:53 PM • 1 stop
New York → Chicago
3h 44m
8:06 AM - 11:30 AM • nonstop
Frontier Airlines
Mar 27 - Mar 29, Economy
New York → Chicago
9h 16m
5:35 PM - 10:31 PM • 1 stop
New York → Chicago
3h 39m
10:40 AM - 1:59 PM • nonstop
Delta Airlines
Mar 27 - Mar 29, Economy
New York → Chicago
10h 4m
7:25 AM - 12:29 PM • 1 stop
New York → Chicago
3h 40m
1:37 PM - 4:57 PM • nonstop
Delta Airlines
Mar 27 - Mar 29, Economy
New York → Chicago
9h 15m
12:59 PM - 5:54 PM • 1 stop
New York → Chicago
3h 45m
5:50 PM - 9:15 PM • 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 17 - Apr 20, Economy
Los Angeles → Chicago
6h 40m
5:05 AM - 11:05 AM • nonstop
Los Angeles → Chicago
7h 10m
10:10 AM - 12:40 PM • nonstop
Southwest Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
5h 55m
4:45 PM - 10:40 PM • nonstop
Los Angeles → Chicago
7h 10m
10:10 AM - 12:40 PM • nonstop
Southwest Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
5h 50m
12:00 PM - 5:50 PM • nonstop
Los Angeles → Chicago
7h 5m
9:45 PM - 12:10 AM • nonstop
Southwest Airlines
Apr 30 - May 04, Economy
Kansas City → Chicago
2h 5m
8:00 AM - 9:25 AM • nonstop
Kansas City → Chicago
2h 10m
4:10 PM - 5:40 PM • nonstop
Southwest Airlines
Apr 17 - Apr 20, Economy
Los Angeles → Chicago
5h 55m
11:55 PM - 5:50 AM • nonstop
Los Angeles → Chicago
6h 55m
11:00 AM - 1:15 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.