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
$250
Southwest Airlines• 1 stop • 6h 45mNov 21 – Nov 26
The cheapest round trip flight from Dallas Love Field to Chicago Midway International is currently $250
Cheapest One way Flight
$557
Delta Airlines• 2 stops• 33h 37mNov 15
The cheapest one way flight from Mc Allen Miller International to Chicago Midway International is currently $557
Cheapest Direct Flight
$248
Southwest Airlines• nonstop• 3h 35mNov 21
The cheapest nonstop flight from Dallas Love Field to Chicago Midway International is currently $248
Fastest Flight
3h 30m
The fastest nonstop flight from Dallas Love Field to Chicago Midway International takes 3h 30m
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.
Nov 21 - Nov 26, Economy
Dallas → Chicago
6h 45m
2:20 PM - 6:25 PM • 1 stop
Dallas → Chicago
3h 45m
5:25 AM - 7:50 AM • nonstop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
3h 30m
2:25 PM - 4:35 PM • nonstop
Dallas → Chicago
8h 50m
5:45 PM - 11:15 PM • 1 stop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
8h 55m
2:20 PM - 7:55 PM • 1 stop
Dallas → Chicago
3h 45m
8:20 PM - 10:45 PM • nonstop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
6h 45m
2:20 PM - 6:25 PM • 1 stop
Dallas → Chicago
8h 25m
12:10 PM - 5:15 PM • 1 stop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
7h 25m
2:30 PM - 7:15 PM • 1 stop
Dallas → Chicago
7h 10m
7:55 AM - 12:25 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.
Nov 21 - Nov 26, Economy
Dallas → Chicago
3h 35m
4:10 PM - 6:25 PM • nonstop
Dallas → Chicago
3h 45m
7:50 AM - 10:15 AM • nonstop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
6h 45m
2:20 PM - 6:25 PM • nonstop
Dallas → Chicago
7h 10m
7:55 AM - 12:25 PM • nonstop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
3h 30m
2:25 PM - 4:35 PM • nonstop
Dallas → Chicago
3h 57m
9:22 PM - 11:59 PM • nonstop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
3h 30m
10:25 AM - 12:35 PM • nonstop
Dallas → Chicago
3h 57m
9:22 PM - 11:59 PM • nonstop
Southwest Airlines
Nov 21 - Nov 26, Economy
Dallas → Chicago
3h 50m
10:22 PM - 12:52 AM • nonstop
Dallas → Chicago
4h 4m
6:15 PM - 8:59 PM • nonstop
Frontier 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.