Southwest Airlines
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United States
Midway International Airport
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United States
Bradley International Airport
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Scan through all non-stop flights from Chicago to Hartford. The full flight schedule below gives an overview of all non-stop flights from MDW to BDL, 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, Hartford 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 Hartford 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 Chicago MDW to Hartford BDL, 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 MDW BDL flight schedule.
Flights from MDW to BDL are operated 18 times a week, with an average of 3 flights per day. Departure times vary between 07:35 - 19:50. The earliest flight departs at 07:35, the last flight departs at 19:50. 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 Chicago to Hartford takes 2 hours and 15 minutes. The flight distance between Chicago and Hartford is 774 miles (or 1,246 km).
There is 1 airport in Hartford: Bradley International Airport (BDL).
There are 18 flights per week flying from Chicago to Hartford (as of April 2026).
2 hours and 15 minutes is the average flight time from Chicago to Hartford.
The distance from Chicago to Hartford is 774 miles (1,246 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Hartford.
There are no alliances flying direct from Chicago to Hartford at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Hartford:
The earliest flight departs at 07:35 from Chicago and arrives at 10:35 at Hartford.
The latest flight departs at 19:50 from Chicago and arrives at 22:55 at Hartford.
774 miles (1,246 km) · 2h 15m
07:35
10:35
Southwest Airlines
WN 3229
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:40
10:40
Southwest Airlines
WN 3374
Southwest Airlines
Boeing 757
Y
W
J
F
07:40
10:40
Southwest Airlines
WN 2464
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:40
10:40
Southwest Airlines
WN 3229
Southwest Airlines
Boeing 757
Y
W
J
F
07:40
10:40
Southwest Airlines
WN 3229
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:45
10:45
Southwest Airlines
WN 3374
Southwest Airlines
Boeing 757
Y
W
J
F
12:55
15:55
Southwest Airlines
WN 3374
Southwest Airlines
Boeing 757
Y
W
J
F
12:55
16:00
Southwest Airlines
WN 479
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:55
16:00
Southwest Airlines
WN 3547
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:15
16:10
Southwest Airlines
WN 1951
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:45
18:45
Southwest Airlines
WN 3230
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:00
21:05
Southwest Airlines
WN 3230
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:10
21:10
Southwest Airlines
WN 3409
Southwest Airlines
Boeing 757
Y
W
J
F
18:45
21:45
Southwest Airlines
WN 3409
Southwest Airlines
Boeing 757
Y
W
J
F
18:50
21:50
Southwest Airlines
WN 3409
Southwest Airlines
Boeing 757
Y
W
J
F
18:55
22:00
Southwest Airlines
WN 3230
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:00
22:05
Southwest Airlines
WN 3230
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:05
22:05
Southwest Airlines
WN 1951
Southwest Airlines
Boeing 757
Y
W
J
F
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