Southwest Airlines
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Indianapolis International Airport
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Midway International Airport
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Scan through all non-stop flights from Indianapolis to Chicago. The full flight schedule below gives an overview of all non-stop flights from IND 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 Indianapolis IND 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 IND MDW flight schedule.
Flights from IND to MDW are operated 15 times a week, with an average of 2 flights per day. Departure times vary between 06:25 - 18:00. The earliest flight departs at 06:25, the last flight departs at 18:00. 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 Indianapolis to Chicago takes 1 hour and 5 minutes. The flight distance between Indianapolis and Chicago is 161 miles (or 259 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 15 flights per week flying from Indianapolis to Chicago (as of April 2026).
1 hour and 5 minutes is the average flight time from Indianapolis to Chicago.
The distance from Indianapolis to Chicago is 161 miles (259 kilometers).
Southwest Airlines is the only airline flying nonstop from Indianapolis to Chicago.
There are no alliances flying direct from Indianapolis to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Indianapolis to Chicago:
The earliest flight departs at 06:25 from Indianapolis and arrives at 06:30 at Chicago.
The latest flight departs at 18:00 from Indianapolis and arrives at 18:00 at Chicago.
161 miles (259 km) · 1h 5m
06:35
06:30
Southwest Airlines
WN 2479
Southwest Airlines
Boeing 757
Y
W
J
F
06:40
06:40
Southwest Airlines
WN 3406
Southwest Airlines
Boeing 757
Y
W
J
F
06:40
06:35
Southwest Airlines
WN 2479
Southwest Airlines
Boeing 757
Y
W
J
F
06:45
06:40
Southwest Airlines
WN 2479
Southwest Airlines
Boeing 757
Y
W
J
F
06:50
06:50
Southwest Airlines
WN 3406
Southwest Airlines
Boeing 757
Y
W
J
F
06:50
06:45
Southwest Airlines
WN 2479
Southwest Airlines
Boeing 757
Y
W
J
F
06:55
06:55
Southwest Airlines
WN 3406
Southwest Airlines
Boeing 757
Y
W
J
F
10:20
10:15
Southwest Airlines
WN 5087
Southwest Airlines
Boeing 757
Y
W
J
F
13:35
13:35
Southwest Airlines
WN 5105
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:10
14:05
Southwest Airlines
WN 5091
Southwest Airlines
Boeing 757
Y
W
J
F
14:40
14:40
Southwest Airlines
WN 2480
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:30
15:25
Southwest Airlines
WN 5005
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:55
16:55
Southwest Airlines
WN 269
Southwest Airlines
Boeing 757
Y
W
J
F
17:10
17:10
Southwest Airlines
WN 3583
Southwest Airlines
Boeing 757
Y
W
J
F
17:30
17:30
Southwest Airlines
WN 269
Southwest Airlines
Boeing 757
Y
W
J
F
17:45
17:45
Southwest Airlines
WN 2480
Southwest Airlines
Boeing 757
Y
W
J
F
17:50
17:50
Southwest Airlines
WN 269
Southwest Airlines
Boeing 757
Y
W
J
F
17:50
17:50
Southwest Airlines
WN 269
Southwest Airlines
Boeing 757
Y
W
J
F
18:00
18:00
Southwest Airlines
WN 2480
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:00
18:00
Southwest Airlines
WN 2480
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
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