Lowest Prices
Uncover the best deals on Hartford to Chicago flights by comparing fares from hundreds of airlines and agencies.
Useful information for finding best airline tickets from Bradley International to Chicago Midway International on your next trip.
Cheapest Round Trip Flight
$491
Southwest Airlines
• 1 stop
• 21h 40m
Nov 12 – Nov 19
The cheapest round trip flight from Hartford to Chicago (BDL-MDW-BDL) is currently $491
Cheapest Direct Flight
$121
United Airlines
• nonstop
• 4h 11m
Nov 12
The cheapest nonstop flight from Hartford to Chicago (BDL-MDW) is currently $121
Fastest Flight
3h 45m
The fastest nonstop flight from Hartford to Chicago (BDL-MDW) takes 3h 45m
| Origin Airport | Bradley International , Hartford, US |
| Destination Airport | Chicago Midway International , Chicago, US |
| Distance | 777 miles |