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MDW - BDL

Find cheap flights from Chicago Midway Airport to Hartford from $81

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 6/6. 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
Sun 6/9
Sun 6/16

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 43,895,468 times on KAYAK, and here is why:

Save 21% 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
1:15 pm - 6:54 pmMDW-BDL
28h 39m1 stop
6:45 pm - 12:31 amBDL-MDW
6h 46m1 stop
$158Frontier
Find Deal
Fri, May 31 - Tue, Jun 4
1:15 pm - 6:54 pmMDW-BDL
28h 39m1 stop
4:18 pm - 12:24 amBDL-MDW
9h 06m1 stop
$161Frontier
Find Deal
Fri, May 31 - Sun, Jun 9
8:53 pm - 7:06 pmMDW-BDL
21h 13m1 stop
4:18 pm - 12:24 amBDL-MDW
9h 06m1 stop
$163Frontier
Find Deal
Sun, Jun 9 - Sun, Jun 16
11:51 am - 8:50 amMDW-BDL
19h 59m1 stop
4:18 pm - 12:24 amBDL-MDW
9h 06m1 stop
$175Frontier
Find Deal
Sat, Jun 8 - Sun, Jun 9
1:15 pm - 6:54 pmMDW-BDL
28h 39m1 stop
7:38 pm - 9:54 pmBDL-MDW
27h 16m1 stop
$176Frontier
Find Deal
Fri, May 31 - Sun, Jun 2
8:45 am - 6:00 pmMDW-BDL
8h 15m1 stop
2:28 pm - 9:46 pmBDL-MDW
8h 18m1 stop
$276Delta
Find Deal
Wed, Jun 5 - Tue, Jun 11
5:59 pm - 11:35 pmMDW-BDL
4h 36m1 stop
9:35 am - 12:31 pmBDL-MDW
3h 56m1 stop
$291Delta
Find Deal
Sat, Aug 17 - Wed, Nov 20
5:45 pm - 11:28 pmMDW-BDL
4h 43m1 stop
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
$322Delta
Find Deal
Wed, Jun 19 - Sun, Jun 23
3:45 pm - 11:42 pmMDW-BDL
6h 57m1 stop
5:00 pm - 9:44 pmBDL-MDW
5h 44m1 stop
$342Delta
Find Deal
Thu, Oct 10 - Tue, Oct 15
7:40 pm - 11:41 pmMDW-BDL
27h 01m3 stops
1:58 pm - 4:17 pmBDL-MDW
27h 19m3 stops
Thu, Jun 13 - Mon, Jun 17

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 $329 on average. On the other hand, the most expensive months are October and December, where the average cost of tickets is $440 and $439 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 49 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 ($81) and Delta ($138). The cheapest round-trip tickets were found on Frontier ($158) and Delta ($276).

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

Each day, there are between 3 and 5 nonstop flights that take off from Chicago Midway Airport and land in Hartford, with an average flight time of 2h 00m. The most common departure time is 2:00 pm and most flights take off in the morning. Each week, there are 33 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 8:50 am and will be landing in Hartford at 11:50 am.

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 8:50 pm and lands at 11:55 pm.

Good to know

Low season

February

High season

December

Cheapest flight

$81
Best time to beat the crowds with an average 49% drop in price.
Most popular time to fly with an average 5% 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 $81 for a one-way ticket and $158 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 10768 reviews
8.2Boarding
7.4Food
7.9Comfort
8.0Entertainment
8.6Crew
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

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.

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.
6/6Thu
1 stopFrontier
11h 52mMDW-BDL
$81
5/18Sat
1 stopFrontier
23h 01mMDW-BDL
$85
6/9Sun
1 stopFrontier
21h 13mMDW-BDL
$89
6/8Sat
1 stopFrontier
19h 59mMDW-BDL
$99
6/23Sun
1 stopFrontier
21h 13mMDW-BDL
$115
7/2Tue
1 stopDelta
4h 45mMDW-BDL
$138
6/9Sun
3 stops
25h 55mMDW-BDL
$261
5/28Tue
1 stopDelta
5h 04mMDW-BDL
$265
5/27Mon
1 stopDelta
5h 04mMDW-BDL
$285
6/1Sat
2 stopsDelta
10h 09mMDW-BDL
$551

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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.
5/13Mon
multi-stopFrontier
17h 28mMDW-BDL
5/15Wed
multi-stopFrontier
20h 42mBDL-MDW
$328
5/11Sat
multi-stopFrontier
13h 15mMDW-BDL
5/13Mon
multi-stopFrontier
13h 18mBDL-MDW
$718
5/14Tue
multi-stopDelta
6h 18mMDW-BDL
5/16Thu
multi-stopDelta
4h 26mBDL-MDW
$848
5/14Tue
multi-stopDelta
6h 17mMDW-BDL
5/15Wed
multi-stopDelta
3h 58mBDL-MDW
$916
5/15Wed
multi-stopDelta
5h 04mMDW-BDL
5/17Fri
multi-stopDelta
4h 26mBDL-MDW
$948
5/14Tue
multi-stopDelta
5h 04mMDW-BDL
5/15Wed
multi-stopDelta
8h 15mBDL-MDW
$1,016
5/14Tue
multi-stopDelta
6h 17mMDW-BDL
5/15Wed
multi-stopDelta
12h 39mBDL-MDW
$1,072
5/14Tue
multi-stopDelta
6h 18mMDW-BDL
5/16Thu
multi-stopDelta
8h 13mBDL-MDW
$1,126
5/11Sat
multi-stopDelta
10h 09mMDW-BDL
5/13Mon
multi-stopDelta
5h 49mBDL-MDW
$1,178
5/14Tue
multi-stopDelta
12h 24mMDW-BDL
5/15Wed
multi-stopDelta
6h 40mBDL-MDW
$1,271

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Chicago Midway Airport - Hartford Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

Hartford (BDL)United States

Return flight deals:

Hartford - Chicago Midway Airport

Cabin classes:

$836