Nonstop flights from Hartford to Chicago

Southwest Airlines flies this route 2 to 3 times a day.

BDLHartford Bradley International

774 mi · 20 flights a week

MDWChicago Midway International

BDLMDW

When they leave

Hartford time

7:45a6:20pFirst departure 7:45 AM, last 6:20 PM

Four in the morning, 7:45 AM to 11:20 AM, then three in the afternoon, 12:45 PM to 3:50 PM, then two in the evening, 5:55 PM to 6:20 PM.

Every flight

Earliest first

7:45 AM→9:05 AMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sun
7:55 AM→9:15 AMSouthwest AirlinesBoeing 737 MAX 8Sat
8:00 AM→9:20 AMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
11:20 AM→12:35 PMSouthwest AirlinesBoeing 737-700Sun
12:45 PM→2:05 PMSouthwest AirlinesBoeing 737-700Tue, Wed
1:40 PM→2:55 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
3:50 PM→5:15 PMSouthwest AirlinesBoeing 737 MAX 8Sat
5:55 PM→7:15 PMSouthwest AirlinesBoeing 737 MAX 8Tue, Wed, Sun
6:20 PM→7:40 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri

Schedules last checked Sep 19, 2026. Times are local.

Flying from Hartford to Chicago

Southwest Airlines is the only airline flying nonstop from Hartford to Chicago, 2 to 3 times a day on the Boeing 737 MAX 8 and Boeing 737-700.

There are 2 or 3 flights every day of the week. The first arrival in Chicago is at 9:05 AM and the last at 7:40 PM. The flight covers 774 miles.

Flying back, Chicago to Hartford has 20 nonstop flights a week. From Hartford, O'Hare (ORD) is the other Chicago area airport with nonstop flights, 49 a week.

Return flights

Chicago to HartfordView

Every Chicago airport

All Hartford to Chicago flightsView

Find the cheapest day to fly from Hartford to Chicago.

Schedules as of Oct 9, 2026.