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
$189
Southwest Airlines• 1 stop • 10h 10mJul 28 – Jul 29
The cheapest round trip flight from Phoenix Sky Harbor International to Chicago Midway International is currently $189
Cheapest One way Flight
$264
Southwest Airlines• 1 stop• 7h 15mJul 28
The cheapest one way flight from Orlando International to Chicago Midway International is currently $264
Cheapest Direct Flight
$214
Southwest Airlines• nonstop• 8h 35mJul 27
The cheapest nonstop flight from Phoenix Sky Harbor International to Chicago Midway International is currently $214
Fastest Flight
5h 15m
The fastest nonstop flight from Phoenix Sky Harbor International to Chicago Midway International takes 5h 15m
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.
Jul 28 - Jul 29, Economy
Phoenix → Chicago
10h 10m
8:30 PM - 4:40 AM • 1 stop
Phoenix → Chicago
5h 40m
6:55 PM - 8:35 PM • nonstop
Southwest Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
12h 16m
10:55 AM - 8:31 PM • 1 stop
Phoenix → Chicago
15h 33m
12:11 PM - 7:44 PM • 1 stop
Delta Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
5h 20m
6:00 AM - 11:20 AM • nonstop
Phoenix → Chicago
7h 25m
12:20 PM - 3:05 PM • 1 stop
Southwest Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
30h 22m
12:15 PM - 8:37 AM • 2 stops
Phoenix → Chicago
10h 37m
1:18 PM - 5:55 PM • 1 stop
Delta Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
7h 20m
8:50 AM - 3:30 PM • 1 stop
Phoenix → Chicago
7h 25m
12:20 PM - 3:05 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.
Jul 28 - Jul 29, Economy
Phoenix → Chicago
10h 10m
8:30 PM - 4:40 AM • 1 stop
Phoenix → Chicago
5h 40m
6:55 PM - 8:35 PM • nonstop
Southwest Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
12h 16m
10:55 AM - 8:31 PM • 1 stop
Phoenix → Chicago
15h 33m
12:11 PM - 7:44 PM • 1 stop
Delta Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
5h 20m
6:00 AM - 11:20 AM • nonstop
Phoenix → Chicago
7h 25m
12:20 PM - 3:05 PM • 1 stop
Southwest Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
30h 22m
12:15 PM - 8:37 AM • 2 stops
Phoenix → Chicago
10h 37m
1:18 PM - 5:55 PM • 1 stop
Delta Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
7h 20m
8:50 AM - 3:30 PM • 1 stop
Phoenix → Chicago
7h 25m
12:20 PM - 3:05 PM • 1 stop
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.
Jul 27 - Jul 28, Economy
Phoenix → Chicago
8h 35m
5:05 AM - 12:20 PM • nonstop
Phoenix → Chicago
5h 35m
5:25 AM - 7:00 AM • nonstop
Southwest Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
5h 15m
10:25 AM - 3:40 PM • nonstop
Phoenix → Chicago
5h 35m
5:25 AM - 7:00 AM • nonstop
Southwest Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
5h 38m
6:50 AM - 12:28 PM • nonstop
Phoenix → Chicago
5h 22m
8:49 PM - 10:11 PM • nonstop
United Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
5h 51m
8:30 AM - 2:21 PM • nonstop
Phoenix → Chicago
5h 22m
8:49 PM - 10:11 PM • nonstop
American Airlines
Jul 28 - Jul 29, Economy
Phoenix → Chicago
5h 51m
7:00 AM - 12:51 PM • nonstop
Phoenix → Chicago
5h 22m
8:49 PM - 10:11 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
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.