Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

MDW - BDL

Find cheap flights from Chicago Midway Airport to Hartford from $88

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 5/7. 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
Sat 4/27
Sat 5/4

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 46,342,885 times on KAYAK, and here is why:

Save 20% 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

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
3:44 pm - 10:12 amMDW-BDL
17h 28m1 stop
11:12 am - 11:52 amBDL-MDW
25h 40m1 stop
$171Frontier
Find Deal
Mon, Apr 29 - Wed, May 1
9:30 am - 5:15 pmMDW-BDL
6h 45m1 stop
6:05 am - 11:55 amBDL-MDW
6h 50m1 stop
$176Delta
Find Deal
Tue, Apr 30 - Wed, May 1
3:44 pm - 10:12 amMDW-BDL
17h 28m1 stop
7:38 pm - 9:47 amBDL-MDW
15h 09m1 stop
$184Frontier
Find Deal
Fri, Apr 26 - Sun, Apr 28
3:44 pm - 10:12 amMDW-BDL
17h 28m1 stop
7:38 pm - 9:47 amBDL-MDW
15h 09m1 stop
$188Frontier
Find Deal
Mon, Apr 15 - Thu, Apr 18
3:44 pm - 10:12 amMDW-BDL
17h 28m1 stop
7:38 pm - 9:47 amBDL-MDW
15h 09m1 stop
$190Frontier
Find Deal
Fri, May 10 - Sun, May 12
3:44 pm - 10:12 amMDW-BDL
17h 28m1 stop
7:38 pm - 9:47 amBDL-MDW
15h 09m1 stop
$191Frontier
Find Deal
Fri, May 3 - Sun, May 5
1:15 pm - 6:51 pmMDW-BDL
28h 36m1 stop
7:56 pm - 10:04 pmBDL-MDW
27h 08m1 stop
$192Frontier
Find Deal
Fri, May 17 - Sun, May 19
6:30 am - 1:58 pmMDW-BDL
6h 28m1 stop
5:45 am - 8:50 amBDL-MDW
4h 05m1 stop
$198Delta
Find Deal
Wed, Apr 17 - Sat, Apr 20
2:00 pm - 5:00 pmMDW-BDL
2h 00mnonstop
7:20 pm - 8:40 pmBDL-MDW
2h 20mnonstop
$498Southwest
Find Deal
Thu, Apr 11 - Fri, Apr 12
7:00 pm - 10:00 pmMDW-BDL
2h 00mnonstop
10:20 am - 1:30 pmBDL-MDW
4h 10m1 stop
$507Southwest
Find Deal
Thu, Apr 11 - Fri, Apr 12

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 Sunday and avoiding Saturdays 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 Delta ($88) and Frontier ($95). The cheapest round-trip tickets were found on Frontier ($171) and Delta ($176).

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

Each day, there are between 2 and 4 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 21 flights. The most frequent day of departure is Friday, when 19% of all weekly flights depart. The fewest flights depart on a Wednesday.

How long does a flight from Chicago Midway Airport to Hartford take?

The average nonstop flight takes 2h 00m, covering a distance of 773 miles.

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

Good to know

Low season

April

High season

July

Cheapest flight

$88
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 $88 for a one-way ticket and $171 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

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 KAYAK reviews.
8.0
DeltaOverall score based on 11402 reviews
82boarding
79comfort
86crew
80entertainment
75food
81overall
Airline reviews

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

Read more about Delta

Carly the flight attendant was extremely helpful and very accommodating to passengers on the flight from what I noticed. Couldn't be more satisfied with the service and assistance from Delta's flight attendant, Thanks again Carly!!

I didn’t not like that I could not select my seat and ended up with the worse seat.

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Delta did an awful job w logistics at DTW. Missed connection. We were there an hour early. SUCKED

Inflight entertainment stopped working as we taxi to runway and never worked again until landing and taxi to gate. Grrrr

Had to run to make it only to have the flight delayed to wait for all the late connectors Second drink service skipped up

Boarding was a sh!t show. JFK BOARDING was awful. The agent called three sections at a time Clogging the area then yelling at people to not block the walk way. How are you going to call delta one , premium select and comfort plus at once and the yell at highest paying passengers. Need to do a lot better and the flight attendants in the galley need to understand that their voices travel. They were talking about others and everyone in the cabin heard them

Uncomfortable seats on 14 hour flight. Mediocre food. On time and great crew.

MSP to Atlanta was much better than Atlanta to St. Kitts. Paid $180 each for myself and wife for Delta comfort from Atlanta to St. Kitts. Seats were more narrow and obviously old and worn out. Tailbone is killing me. Seat would not recline. Seats behind reclined and we were not an exit row or in front of an exit row. Entertainment did not work in that the movie jumped forward and back and there was no audio. The plug in the arm rest was loose. Flight attendant tried “resetting” the video for my seat but no good. She never checked back. Someone else near me had the same issue. Touch screen was unresponsive. No where near as comfortable as MSP to Atlanta flight. 3 plus hrs. flight time without the basic amenities and not even remotely close to comfortable but paid for Comfort plus. I will be very disappointed if I have the same on my return “Comfort Plus” flight St. Kitts to Atlanta. At the very least my wife and I should be refunded for round trip “Comfort Plus” charges. Please feel free to contact me directly for more details.

public website still broken for years randomly blocking browsers with privacy options active after loading a page maybe once. check-in on laptop was almost impossible but eventually randomly worked. had to print pass at airport since couldn't get back in to load digital pass on mobile firefox or chrome. red eye flight so smooth onboarding, plenty of room to spread out, easy offboarding. onboard wifi instructions mention vpn can cause problems connecting but fails to also mention private dns. no printed or built in menu list, seems weird to require personal device to point at qr code link for menu which does not even allow direct ordering. people with health condition risk related dietary restrictions trying to avoid for example cholesterol and sugar are left guessing what they can order either way without nutritional info highlights (cranberry juice was minute maid cocktail with as much suger as typical can of soda). tap to pay wasn't working and always seems sketchy to manually enter card info. good movie variety, so limited tv was okay.

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.
5/7Tue
1 stopDelta
8h 15mMDW-BDL
$88
5/16Thu
1 stopFrontier
10h 43mMDW-BDL
$95
4/3Wed
1 stopFrontier
10h 15mMDW-BDL
$96
4/29Mon
1 stopDelta
4h 40mMDW-BDL
$99
4/15Mon
1 stopFrontier
17h 28mMDW-BDL
$100
6/5Wed
1 stop
9h 54mMDW-BDL
$101
4/8Mon
1 stopFrontier
10h 25mMDW-BDL
$105
7/10Wed
1 stop
9h 54mMDW-BDL
$107
4/4Thu
1 stopFrontier
21h 16mMDW-BDL
$109
4/4Thu
nonstopSouthwest
2h 00mMDW-BDL
$414

Search by stops

Search by airline

Search by price

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.
4/2Tue
multi-stopFrontier
27h 09mMDW-BDL
4/9Tue
multi-stopFrontier
12h 02mBDL-MDW
$223
4/2Tue
multi-stopFrontier
27h 09mMDW-BDL
4/4Thu
multi-stopFrontier
28h 22mBDL-MDW
$258
4/2Tue
multi-stopFrontier
22h 46mMDW-BDL
4/7Sun
multi-stopFrontier
21h 48mBDL-MDW
$268
3/30Sat
multi-stopFrontier
26h 06mMDW-BDL
4/3Wed
multi-stopFrontier
23h 48mBDL-MDW
$275
3/31Sun
multi-stopFrontier
10h 30mMDW-BDL
4/4Thu
multi-stopFrontier
27h 59mBDL-MDW
$318
3/30Sat
multi-stop
18h 46mMDW-BDL
4/3Wed
multi-stop
10h 31mBDL-MDW
$364
4/2Tue
multi-stopDelta
8h 32mMDW-BDL
4/7Sun
multi-stopDelta
5h 47mBDL-MDW
$1,099
4/2Tue
multi-stopDelta
3h 17mMDW-BDL
4/5Fri
multi-stopDelta
8h 05mBDL-MDW
$1,341
4/2Tue
multi-stopDelta
8h 32mMDW-BDL
4/9Tue
multi-stopDelta
8h 21mBDL-MDW
$1,363
3/30Sat
multi-stopDelta
10h 40mMDW-BDL
4/3Wed
multi-stopDelta
8h 05mBDL-MDW
$1,669

Search by stops

Search by airline

Search by price

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