Southwest Airlines
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United States
Phoenix Sky Harbor International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Phoenix to Chicago. The full flight schedule below gives an overview of all non-stop flights from PHX to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.

Currently, there is only one airline operating non-stop flights from Phoenix PHX to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their PHX MDW flight schedule.
Flights from PHX to MDW are operated 47 times a week, with an average of 7 flights per day. Departure times vary between 00:35 - 23:55. The earliest flight departs at 00:35, the last flight departs at 23:55. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Phoenix to Chicago takes 3 hours and 15 minutes. The flight distance between Phoenix and Chicago is 1,440 miles (or 2,317 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 47 flights per week flying from Phoenix to Chicago (as of July 2026).
3 hours and 15 minutes is the average flight time from Phoenix to Chicago.
The distance from Phoenix to Chicago is 1,440 miles (2,317 kilometers).
Southwest Airlines is the only airline flying nonstop from Phoenix to Chicago.
There are no alliances flying direct from Phoenix to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Phoenix to Chicago:
The earliest flight departs at 00:35 from Phoenix and arrives at 05:50 at Chicago.
The latest flight departs at 23:55 from Phoenix and arrives at 05:10 at Chicago.
1,440 miles (2,317 km) · 3h 15m
05:00
10:20
Southwest Airlines
WN 2723
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:10
10:25
Southwest Airlines
WN 2373
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:40
10:55
Southwest Airlines
WN 1294
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:00
11:20
Southwest Airlines
WN 3682
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:25
11:40
Southwest Airlines
WN 3295
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
06:40
11:55
Southwest Airlines
WN 1658
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:00
12:20
Southwest Airlines
WN 3296
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:00
12:20
Southwest Airlines
WN 1467
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:10
12:30
Southwest Airlines
WN 3295
Southwest Airlines
Boeing 737-700
Y
W
J
F
07:30
12:50
Southwest Airlines
WN 3296
Southwest Airlines
Boeing 737-700
Y
W
J
F
09:30
14:50
Southwest Airlines
WN 1663
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:00
15:15
Southwest Airlines
WN 4066
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:25
15:40
Southwest Airlines
WN 3296
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
11:00
16:20
Southwest Airlines
WN 4066
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
11:40
16:55
Southwest Airlines
WN 4066
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:20
17:35
Southwest Airlines
WN 4066
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:30
17:50
Southwest Airlines
WN 416
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:40
19:00
Southwest Airlines
WN 4418
Southwest Airlines
Boeing 737-700
Y
W
J
F
14:35
19:55
Southwest Airlines
WN 3297
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:30
20:50
Southwest Airlines
WN 770
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:35
21:00
Southwest Airlines
WN 2162
Southwest Airlines
Boeing 737-700
Y
W
J
F
15:55
21:15
Southwest Airlines
WN 4085
Southwest Airlines
Boeing 737-700
Y
W
J
F
16:25
21:45
Southwest Airlines
WN 3297
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:25
21:50
Southwest Airlines
WN 3297
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:40
22:00
Southwest Airlines
WN 4169
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:45
23:05
Southwest Airlines
WN 3190
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:45
23:10
Southwest Airlines
WN 3190
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:50
00:05
Southwest Airlines
WN 2521
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:50
00:10
Southwest Airlines
WN 2521
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:50
00:10
Southwest Airlines
WN 2521
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:15
00:35
Southwest Airlines
WN 2521
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:15
00:40
Southwest Airlines
WN 2521
Southwest Airlines
Boeing 737-700
Y
W
J
F
23:55
05:10
Southwest Airlines
WN 3298
Southwest Airlines
Boeing 737-700
Y
W
J
F
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