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
$395
Delta Airlines• 1 stop • 7h 16mNov 13 – Nov 17
The cheapest round trip flight from Logan International to Chicago Midway International is currently $395
Cheapest One way Flight
$123
Southwest Airlines• 1 stop• 15h 5mDec 25
The cheapest one way flight from Austin Bergstrom International to Chicago Midway International is currently $123
Cheapest Direct Flight
$150
American Airlines• nonstop• 3h 53mNov 13
The cheapest nonstop flight from Birmingham-Shuttlesworth International to Chicago Midway International is currently $150
Fastest Flight
50m
The fastest nonstop flight from Birmingham-Shuttlesworth International to Chicago Midway International takes 50m
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 13 - Nov 17, Economy
Boston → Chicago
7h 16m
9:15 AM - 12:51 PM • 1 stop
Boston → Chicago
8h 29m
5:13 PM - 11:22 PM • 1 stop
Delta Airlines
Nov 13 - Nov 17, Economy
Boston → Chicago
9h 4m
11:55 AM - 4:39 PM • 1 stop
Boston → Chicago
10h 51m
1:05 PM - 8:56 PM • 1 stop
Delta Airlines
Nov 13 - Nov 17, Economy
Boston → Chicago
10h 14m
6:45 AM - 11:59 AM • 1 stop
Boston → Chicago
10h 31m
11:27 AM - 6:58 PM • 1 stop
Delta Airlines
Nov 13 - Nov 17, Economy
Boston → Chicago
12h 9m
5:30 AM - 11:59 AM • 1 stop
Boston → Chicago
6h 50m
6:44 PM - 11:54 PM • 1 stop
Delta Airlines
Nov 13 - Nov 17, Economy
Boston → Chicago
12h 14m
4:20 PM - 10:54 PM • 1 stop
Boston → Chicago
7h 37m
12:30 PM - 6:27 PM • 1 stop
Delta 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.
Nov 05 - Nov 11, Economy
Detroit → Chicago
2h
1:30 PM - 1:50 PM • nonstop
Detroit → Chicago
13h 40m
12:50 PM - 10:10 PM • 1 stop
Southwest Airlines
Nov 05 - Nov 11, Economy
Detroit → Chicago
23h 40m
10:50 AM - 12:10 AM • 1 stop
Detroit → Chicago
1h 50m
1:20 PM - 3:30 PM • nonstop
Southwest Airlines
Nov 05 - Nov 11, Economy
Detroit → Chicago
23h 40m
10:50 AM - 12:10 AM • 1 stop
Detroit → Chicago
11h 45m
9:55 AM - 6:00 PM • 1 stop
Southwest Airlines
Nov 05 - Nov 11, Economy
Detroit → Chicago
7h 5m
8:45 PM - 12:10 AM • 1 stop
Detroit → Chicago
18h 55m
8:50 AM - 9:25 PM • 3 stops
Southwest Airlines
Nov 05 - Nov 11, Economy
Detroit → Chicago
5h 30m
8:15 PM - 10:45 PM • 1 stop
Detroit → Chicago
2h
6:10 PM - 8:30 PM • nonstop
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.
Nov 13 - Nov 17, Economy
Birmingham → Chicago
3h 53m
- • nonstop
Birmingham → Chicago
2h 30m
- • nonstop
American Airlines
Nov 13 - Nov 17, Economy
Birmingham → Chicago
3h 58m
- • nonstop
Birmingham → Chicago
2h 30m
- • nonstop
American Airlines
Nov 13 - Nov 17, Economy
Birmingham → Chicago
3h 35m
- • nonstop
Birmingham → Chicago
2h 30m
- • nonstop
United Airlines
Nov 13 - Nov 17, Economy
Birmingham → Chicago
3h 58m
6:22 AM - 9:00 AM • nonstop
Birmingham → Chicago
3h 22m
10:30 AM - 12:32 PM • nonstop
American Airlines
Nov 13 - Nov 17, Economy
Boston → Chicago
2h 25m
4:20 PM - 6:05 PM • nonstop
Boston → Chicago
5h 5m
1:15 PM - 4:20 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.