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MDW - BDL

Find cheap flights from Chicago Midway Airport to Hartford from $59

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Hartford departing on 5/18. 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
Fri 5/24
Fri 5/31

Search hundreds of travel sites at once for deals on flights to Hartford

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Hartford, 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 Chicago to Hartford, as well as popular online travel agencies
In the last 7 days travelers have searched 45,119,101 times on KAYAK, and here is why:

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

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Hartford 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
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
6:46 pm - 12:41 amBDL-MDW
6h 55m1 stop
$108Frontier
Find Deal
Thu, May 16 - Sun, May 19
8:17 pm - 10:32 amMDW-BDL
13h 15m1 stop
11:12 am - 6:54 amBDL-MDW
20h 42m1 stop
$123Frontier
Find Deal
Sat, May 11 - Wed, May 15
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
9:12 pm - 6:54 amBDL-MDW
10h 42m1 stop
$124Frontier
Find Deal
Thu, May 16 - Sat, May 18
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
7:56 pm - 6:54 amBDL-MDW
11h 58m2 stops
$129Frontier
Find Deal
Thu, May 16 - Sat, May 18
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
6:46 pm - 12:41 amBDL-MDW
6h 55m1 stop
$134Frontier
Find Deal
Thu, May 16 - Sun, May 19
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
10:00 am - 2:41 pmBDL-MDW
5h 41m1 stop
$143Frontier
Find Deal
Thu, May 16 - Mon, Jun 3
5:45 pm - 5:46 pmMDW-BDL
23h 01m1 stop
7:56 pm - 9:53 pmBDL-MDW
26h 57m1 stop
$146Frontier
Find Deal
Sat, May 25 - Tue, May 28
7:49 am - 7:06 pmMDW-BDL
10h 17m1 stop
7:56 pm - 9:53 pmBDL-MDW
26h 57m1 stop
$152Frontier
Find Deal
Thu, May 23 - Tue, May 28
5:47 pm - 11:51 pmMDW-BDL
5h 04m1 stop
5:40 am - 9:06 amBDL-MDW
4h 26m1 stop
$302Delta
Find Deal
Wed, May 22 - Tue, May 28
5:45 pm - 11:28 pmMDW-BDL
4h 43m1 stop
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
$312Delta
Find Deal
Wed, Jun 19 - Sun, Jun 23

Flights from Midway to Hartford - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to Hartford 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 Chicago Midway Airport to Hartford?

The average price of all flights from Chicago Midway Airport to Hartford clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Hartford on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago Midway Airport to Hartford. For your return ticket, we recommend flying on a Monday and avoiding Wednesdays for the best deals.

What is the cheapest month to fly from Chicago Midway Airport to Hartford?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Hartford, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Hartford is January, where tickets cost $263 on average. On the other hand, the most expensive months are August and June, where the average cost of tickets is $417 and $408 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Hartford?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Hartford, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Hartford, you should book around 3 days before departure. For the absolute cheapest price, our data suggests you should book 68 days before departure.

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

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 ($59) and Delta ($179). The cheapest round-trip tickets were found on Frontier ($108) and Delta ($302).

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

Each day, there are between 1 and 2 nonstop flights that take off from Chicago Midway Airport and land in Hartford, with an average flight time of 2h 01m. The most common departure time is 11:00 am and most flights take off in the morning. Each week, there are 13 flights. The most frequent day of departure is Monday, when 15% of all weekly flights depart. The fewest flights depart on a Saturday.

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

Early birds can take the earliest flight from Chicago Midway Airport at 11:35 am and will be landing in Hartford at 2:35 pm.

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

If you prefer to fly at night, the latest flight from Chicago Midway Airport to Hartford jets off at 8:30 pm and lands at 11:30 pm.

Good to know

Low season

April

High season

July

Cheapest flight

$59
Best time to beat the crowds with an average 53% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Chicago Midway Airport to Hartford

When to book flights from Midway to Hartford

Are your dates flexible? Find out the best times to travel from Midway to Hartford 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 Chicago Midway Airport to Hartford flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Hartford was $59 for a one-way ticket and $108 for a round-trip.

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

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airports will I be using when flying from Chicago Midway Airport to Hartford?

    Chicago Midway Airport and Hartford are both served by 1 main airport. You will leave Chicago Midway Airport from Chicago Midway and will be arriving at Hartford Bradley Intl.

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

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

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

    The Airbus A319 is the aircraft model that flies most regularly on the Chicago Midway Airport to Hartford flight route.

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

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

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

    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 Chicago Midway Airport to Hartford.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Hartford from Chicago Midway Airport 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 Chicago Midway Airport to Hartford?

    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 Hartford with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and BDL 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 Chicago Midway Airport to Hartford?

    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 Hartford from Chicago Midway Airport 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 Chicago Midway Airport to Hartford?

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

Nonstop departures

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

Nonstop returns

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
See more direct flights

Top airline flying from Midway to Hartford

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Hartford. 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 Midway to Hartford? 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 11004 reviews
8.2boarding
7.9comfort
7.5food
8.0entertainment
8.6crew
Airline reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

6.0 GoodDan, Apr 2024LGA - DEN
Read more about Delta reviews

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Book cheap flights from Chicago to Hartford

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Hartford found on KAYAK in the last 72 hours.
5/18Sat
1 stopFrontier
23h 01mMDW-BDL
$59
5/11Sat
1 stopFrontier
13h 15mMDW-BDL
$81
6/1Sat
1 stopFrontier
14h 28mMDW-BDL
$88
5/10Fri
1 stopFrontier
17h 28mMDW-BDL
$89
5/4Sat
1 stopFrontier
13h 15mMDW-BDL
$94
5/9Thu
1 stopFrontier
24h 06mMDW-BDL
$99
6/22Sat
1 stopDelta
4h 43mMDW-BDL
$179
6/4Tue
1 stopDelta
6h 41mMDW-BDL
$199
5/4Sat
3 stops
14h 59mMDW-BDL
$435
5/1Wed
3 stopsWestJet
23h 42mMDW-BDL
$618

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Last minute flights from Midway to Hartford

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 Chicago to Hartford that are departing in the next 10 days.
4/27Sat
multi-stopFrontier
13h 15mMDW-BDL
5/4Sat
multi-stopFrontier
9h 25mBDL-MDW
$297
4/25Thu
multi-stopFrontier
23h 23mMDW-BDL
4/28Sun
multi-stopFrontier
15h 09mBDL-MDW
$308
4/27Sat
multi-stopFrontier
13h 15mMDW-BDL
5/3Fri
multi-stopFrontier
25h 08mBDL-MDW
$668
4/26Fri
multi-stopDelta
6h 14mMDW-BDL
4/29Mon
multi-stopDelta
5h 45mBDL-MDW
$906
4/25Thu
multi-stopDelta
6h 14mMDW-BDL
4/28Sun
multi-stopDelta
5h 45mBDL-MDW
$1,006
4/26Fri
multi-stopDelta
10h 38mMDW-BDL
4/29Mon
multi-stopDelta
6h 54mBDL-MDW
$1,163
4/25Thu
multi-stopDelta
6h 14mMDW-BDL
4/28Sun
multi-stopDelta
6h 55mBDL-MDW
$1,307
4/26Fri
multi-stopDelta
10h 38mMDW-BDL
4/29Mon
multi-stopDelta
9h 32mBDL-MDW
$1,420
4/28Sun
multi-stopDelta
4h 40mMDW-BDL
4/29Mon
multi-stopDelta
9h 32mBDL-MDW
$1,532
4/28Sun
multi-stopDelta
4h 40mMDW-BDL
5/3Fri
multi-stopDelta
10h 30mBDL-MDW
$1,705

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Chicago Midway Airport - Hartford Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

Hartford (BDL)United States

Return flight deals:

Hartford - Chicago Midway Airport

Cabin classes:

$836