CA $183 Cheap Flights from Hartford (BDL) to Chicago (MDW)

Featured airlines

    Plan, book, fly with confidence
    trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
    bex rewards loyalty icon
    Book smarter
    Save up to 30% on select hotels after you book a flight*
    payments icon
    Earn twice
    Earn your airline miles on top of our rewards

Cheap flights from Hartford (BDL) to Chicago (MDW)

Prices were available within the past 7 days and start at CA $183 for one-way flights and CA $476 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Delta
Flight from Hartford to Chicago (BDL - MDW) route information
Origin airport
Bradley Intl.
Destination airport
Midway Intl.
Airlines serving
Delta
Roundtrip price
CA $476
Distance
1238 km
Average flight time
1 hour 27 mins

Windsor Locks to Chicago Flights

The easy way to book your flights from Hartford to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Hartford whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are Southwest Airlines nonstop flights to Midway Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Hartford to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Bradley Intl., BDL to Midway Intl., MDW 

Sort your search results by price to find great deals on your flight from Hartford to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Hartford currently is just CA $476 rising to CA $656.  

Here are more money-saving tips: 

  • Fly in August when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Hartford 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Frequently asked questions

How much is a flight from BDL to Midway Intl. Airport (MDW)?
Based on fares quoted within the last 7 days on Expedia for flights departing within the next year, round-trip flights from Bradley Intl. Airport (BDL) to MDW start from CA $476. Make your booking ASAP to secure the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Bradley Intl. Airport (BDL) to MDW?
When it comes to cancellation fees, each airline has a different set of terms and conditions. If you decide to cancel your escape, visit our Customer Service Portal.
How do I find cheap flights from BDL to Midway Intl. Airport (MDW) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for Bradley Intl. Airport (BDL) to Midway Airport flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from Bradley Intl. Airport (BDL) to Midway Intl. Airport (MDW)?
It’s just 1,250 kilometers between Windsor Locks and Chicago. It’s quite possible that you’ll spend more time traveling to and from the airport than you will actually flying!
Which airlines fly direct from Bradley International Airport to Midway Intl. Airport (MDW)?
Offering 60 flights every month, Southwest Airlines (WN) is a great choice when flying straight from Bradley Intl. Airport (BDL) to MDW.
Are BDL to MDW flight tickets cheaper when they're purchased at the last minute?
Flight prices are always on the move, so it’s no sure thing. While last-minute flight deals between BDL and Midway Airport are of course possible, it’s also a good idea to keep a close eye on prices well before you fly. In fact, some carriers publicize their prices up to 12 months ahead of the departure date. Expedia is constantly updating the biggest bargains around, so keep checking back and be ready to grab your seat when the price dips.
Chicago nearby Airports

Chicago

*Available to Expedia members.