Nonstop flights from Chicago to Hartford

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

MDWChicago Midway International

774 mi · 20 flights a week

BDLHartford Bradley International

MDWBDL

When they leave

Chicago time

8:05a7:10pFirst departure 8:05 AM, last 7:10 PM

Two in the morning, 8:05 AM to 8:45 AM, then two in the afternoon, 1:10 PM to 3:25 PM, then three in the evening, 6:20 PM to 7:10 PM.

Every flight

Earliest first

8:05 AM→11:20 AMSouthwest AirlinesBoeing 737 MAX 8Sun
8:45 AM→12:00 PMSouthwest AirlinesBoeing 737-700Mon, Tue, Wed, Thu, Fri, Sat
1:10 PM→4:15 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri, Sun
3:25 PM→6:25 PMSouthwest AirlinesBoeing 737-700Sat
6:20 PM→9:25 PMSouthwest AirlinesBoeing 737 MAX 8Sun
6:25 PM→9:30 PMSouthwest AirlinesBoeing 737-700Tue, Wed
7:10 PM→10:15 PMSouthwest AirlinesBoeing 737Mon, Tue, Wed, Thu, Fri

Schedules last checked Sep 20, 2026. Times are local.

Flying from Chicago to Hartford

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

There are 2 or 3 flights every day of the week. The first arrival in Hartford is at 11:20 AM and the last at 10:15 PM. The flight covers 774 miles.

Flying back, Hartford to Chicago has 20 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Hartford, 49 a week.

Return flights

Hartford to ChicagoView

Every Chicago airport

All Chicago to Hartford flightsView

Find the cheapest day to fly from Chicago to Hartford.

Schedules as of Oct 9, 2026.