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BDL - MDW

Find cheap flights from Hartford to Chicago Midway Airport from $62

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hartford to Midway departing on 5/29. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mon 6/3
Mon 6/10

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hartford to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hartford to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,693,958 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap flight deals from Hartford to Midway (BDL-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hartford to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:46 pm - 12:31 amBDL-MDW
6h 45m1 stop
1:15 pm - 6:54 pmMDW-BDL
28h 39m1 stop
$141Frontier
Find Deal
Tue, May 21 - Fri, May 24
7:54 pm - 6:54 amBDL-MDW
12h 00m2 stops
8:51 pm - 6:45 pmMDW-BDL
20h 54m1 stop
$146Frontier
Find Deal
Sat, Jun 1 - Thu, Jun 6
9:12 pm - 6:54 amBDL-MDW
10h 42m1 stop
1:15 pm - 6:54 pmMDW-BDL
28h 39m1 stop
$152Frontier
Find Deal
Sat, May 18 - Fri, May 24
9:42 am - 8:49 pmBDL-MDW
12h 07m1 stop
12:15 pm - 8:35 pmMDW-BDL
7h 20m1 stop
$154Frontier
Find Deal
Sun, Sep 15 - Wed, Sep 18
7:56 pm - 6:54 amBDL-MDW
11h 58m2 stops
1:15 pm - 6:54 pmMDW-BDL
28h 39m1 stop
$157Frontier
Find Deal
Sat, May 18 - Fri, May 24
5:40 am - 8:51 amBDL-MDW
4h 11m1 stop
9:32 am - 5:13 pmMDW-BDL
6h 41m1 stop
$276Delta
Find Deal
Sun, May 26 - Wed, May 29
6:00 am - 8:45 amBDL-MDW
3h 45m1 stop
9:35 am - 3:52 pmMDW-BDL
5h 17m1 stop
$291Delta
Find Deal
Wed, Sep 18 - Sat, Sep 21
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
5:45 pm - 11:28 pmMDW-BDL
4h 43m1 stop
$302Delta
Find Deal
Tue, Jun 18 - Tue, Jun 18
1:00 pm - 5:03 pmBDL-MDW
5h 03m1 stop
5:59 pm - 11:35 pmMDW-BDL
4h 36m1 stop
$306Delta
Find Deal
Sat, Sep 14 - Mon, Sep 23
2:58 pm - 4:17 pmBDL-MDW
26h 19m3 stops
8:45 pm - 11:54 pmMDW-BDL
26h 09m2 stops
Wed, Jun 19 - Tue, Jun 25

Flights from Hartford to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Hartford to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Hartford to Chicago Midway Airport?

The average price of all flights from Hartford to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Monday and more expensive on a Wednesday. On your return trip to Hartford, you should consider flying back on a Tuesday, and avoid Mondays for better deals.

Which airlines provide the cheapest flights from Hartford to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on Frontier ($62) and Delta ($184). The cheapest round-trip tickets were found on Frontier ($141) and Delta ($276).

How many flights are there between Hartford and Chicago Midway Airport per day?

Each day, there are between 1 and 5 nonstop flights that take off from Hartford and land in Chicago Midway Airport, with an average flight time of 2h 22m. The most common departure time is 7:00 pm and most flights take off in the evening. Each week, there are 19 flights. The most frequent day of departure is Wednesday, when 26% of all weekly flights depart. The fewest flights depart on a Saturday.

What’s the earliest departure time from Hartford to Chicago Midway Airport?

Early birds can take the earliest flight from Hartford at 5:30 am and will be landing in Chicago Midway Airport at 6:50 am.

What’s the latest departure time from Hartford to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from Hartford to Chicago Midway Airport jets off at 8:25 pm and lands at 9:50 pm.

Good to know

Low season

March

High season

May

Cheapest flight

$62
Best time to beat the crowds with an average 45% drop in price.
Most popular time to fly and prices are also 1% lower on average.
Flight from Hartford to Chicago Midway Airport

When to book flights from Hartford to Midway

Are your dates flexible? Find out the best times to travel from Hartford to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Hartford to Chicago Midway Airport flights

  • What is the cheapest flight from Hartford to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from Hartford to Chicago Midway Airport was $62 for a one-way ticket and $141 for a round-trip.

  • Do I need a passport to fly between Hartford and Chicago Midway Airport?

    A passport is not required to fly from Hartford to Chicago Midway Airport.

  • Which airlines offer Wi-Fi service onboard planes from Hartford to Chicago Midway Airport?

    Only JetBlue offers inflight Wi-Fi service on the Hartford to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from Hartford to Chicago Midway Airport?

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Hartford to Chicago Midway Airport flight route.

  • On which days can I fly direct from Hartford to Chicago Midway Airport?

    There are nonstop flights from Hartford to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from Hartford to Chicago, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Hartford to Chicago are Delta and Frontier. With an average price for the route of $442 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $229 and an overall rating of 6.2.

  • How does KAYAK find such low prices on flights from Hartford to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hartford to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hartford to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from Hartford is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Hartford to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to Hartford with another airline. Booking your flights between Hartford and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hartford to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from Hartford up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Hartford to Chicago Midway Airport?

Find which airlines fly direct from Bradley Intl to Midway, which days they fly and book direct flights.

Nonstop departures

Hartford Bradley Intl to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Chicago Midway to Hartford Bradley Intl

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top airlines flying from Hartford to Midway

 
See real verified KAYAK customer reviews for airlines flying from Hartford to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Hartford to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10848 reviews
8.2Boarding
8.6Crew
7.4Food
7.9Comfort
8.0Entertainment
Airline reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

10.0 ExcellentAllan, May 2024SUN - SLC
Read more about Delta reviews

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

I had a wonderful experience flying with delta. The gentleman taking care of us on our flight was so nice, accommodating, and attentive. He always was smiling and giving pins to the kids which made me smile. The flight was quick too and without turbulence. Thank you for the great flying experience.

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Book cheap flights from Hartford to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Hartford to Chicago found on KAYAK in the last 72 hours.
5/29Wed
1 stopFrontier
6h 26mBDL-MDW
$62
5/28Tue
1 stopFrontier
10h 47mBDL-MDW
$64
5/16Thu
1 stopFrontier
7h 00mBDL-MDW
$75
6/18Tue
2 stopsFrontier
9h 03mBDL-MDW
$85
5/12Sun
1 stopFrontier
15h 09mBDL-MDW
$89
7/6Sat
1 stopDelta
4h 19mBDL-MDW
$184
6/17Mon
1 stopDelta
4h 03mBDL-MDW
$204
6/24Mon
1 stopDelta
7h 48mBDL-MDW
$224
7/15Mon
1 stopDelta
5h 37mBDL-MDW
$284
5/29Wed
3 stops
30h 27mBDL-MDW
$290

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Last minute flights from Hartford to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Hartford to Chicago that are departing in the next 10 days.
5/4Sat
multi-stopFrontier
9h 25mBDL-MDW
5/5Sun
multi-stopFrontier
13h 57mMDW-BDL
$368
5/5Sun
multi-stopFrontier
15h 09mBDL-MDW
5/9Thu
multi-stopFrontier
24h 06mMDW-BDL
$378
5/7Tue
multi-stopDelta
8h 15mBDL-MDW
5/9Thu
multi-stopDelta
6h 17mMDW-BDL
$848
5/4Sat
multi-stopDelta
5h 05mBDL-MDW
5/4Sat
multi-stopDelta
4h 40mMDW-BDL
$916
5/5Sun
multi-stopDelta
6h 54mBDL-MDW
5/9Thu
multi-stopDelta
6h 17mMDW-BDL
$1,291
5/4Sat
multi-stopDelta
9h 31mBDL-MDW
5/5Sun
multi-stopDelta
5h 44mMDW-BDL
$1,328
5/7Tue
multi-stopDelta
7h 12mBDL-MDW
5/8Wed
multi-stopDelta
8h 35mMDW-BDL
$1,431
5/7Tue
multi-stopDelta
8h 13mBDL-MDW
5/9Thu
multi-stopDelta
5h 04mMDW-BDL
$1,463
5/5Sun
multi-stopDelta
6h 54mBDL-MDW
5/9Thu
multi-stopDelta
8h 35mMDW-BDL
$1,787
5/7Tue
multi-stopDelta
8h 13mBDL-MDW
5/8Wed
multi-stopDelta
8h 35mMDW-BDL
$1,846

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Hartford - Chicago Midway Airport Flights

Departure:

Hartford (BDL)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Hartford

Cabin classes:

$525