MDW - BDL

$71 Find Cheap Flights from Chicago Midway Airport to Hartford

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 2/15. 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
1 adult, Economy, 0 bags

KAYAK searches 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
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Everything you should know

Cheapest round-trip
$154
Frontier
Thu 2/12Thu 2/19
MDW - BDL • 1 stop
Cheapest non-stop
$328
Typical prices: $197-$317
Southwest
Sat 3/7Mon 3/9
MDW - BDL • Non-stop
Top airlines
Frontier
Cheapest • from $154 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to Hartford!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights 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 for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Hartford

Thu, Feb 12 - Thu, Feb 19
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
2:27 pm - 10:37 pm
BDL
-
MDW
9h 10m
1 stop
$154Frontier
Thu, Feb 26 - Sun, Mar 1
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
9:10 pm - 8:27 pm
BDL
-
MDW
24h 17m
1 stop
$189Frontier
Mon, Feb 23 - Mon, Mar 2
Frontier Logo
9:22 pm - 8:53 am
MDW
-
BDL
10h 31m
1 stop
Frontier Logo
10:52 am - 8:27 pm
BDL
-
MDW
10h 35m
1 stop
$215Frontier
Thu, Mar 12 - Mon, Mar 16
Frontier Logo
11:00 am - 7:13 pm
MDW
-
BDL
7h 13m
1 stop
Frontier Logo
8:08 pm - 6:13 pm
BDL
-
MDW
23h 05m
1 stop
$229Frontier
Mon, Mar 2 - Fri, Mar 6
Frontier Logo
9:22 pm - 9:23 am
MDW
-
BDL
11h 01m
1 stop
Frontier Logo
8:08 pm - 1:08 pm
BDL
-
MDW
18h 00m
1 stop
$234Frontier
Mon, Feb 9 - Wed, Feb 11
Multiple Airlines Logo
7:00 pm - 11:24 am
MDW
-
BDL
15h 24m
1 stop
Multiple Airlines Logo
7:20 am - 11:27 am
BDL
-
MDW
29h 07m
2 stops
$239Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Frontier Logo
6:25 am - 1:32 pm
MDW
-
BDL
6h 07m
1 stop
Frontier Logo
9:10 pm - 7:47 pm
BDL
-
MDW
23h 37m
2 stops
$240Frontier
Thu, Feb 19 - Thu, Feb 26
Multiple Airlines Logo
12:22 pm - 10:45 pm
MDW
-
BDL
33h 23m
2 stops
Multiple Airlines Logo
2:27 pm - 10:29 pm
BDL
-
MDW
9h 02m
1 stop
$244Multiple Airlines
Thu, Apr 9 - Mon, Apr 13
Frontier Logo
6:00 am - 1:58 pm
MDW
-
BDL
6h 58m
1 stop
Frontier Logo
12:49 pm - 8:07 pm
BDL
-
MDW
8h 18m
1 stop
$247Frontier
Fri, Apr 10 - Sun, Apr 12
Frontier Logo
6:30 am - 7:09 pm
MDW
-
BDL
11h 39m
1 stop
Frontier Logo
2:55 pm - 10:21 pm
BDL
-
MDW
8h 26m
1 stop
$250Frontier
Booking Insights

KAYAK's insights & trends for Midway to Hartford flights

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 round-trip flights from Chicago Midway Airport to Hartford clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Hartford, you should consider leaving on a Tuesday and avoid Mondays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Wednesdays and the most expensive ones on Sundays.

Find deals

Good to know

Low seasonMarch
Cheapest flight$71
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 22% lower on average.
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 $71 for a one-way ticket and $154 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 Boeing 737 MAX 8 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.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Hartford

  • Looking for a cheap flight? 25% of our users found flights on this route for $206 or less one-way.

Prefer to fly direct from Chicago Midway Airport to Hartford?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Hartford Bradley Intl.
Find which airlines fly direct from Chicago Midway Airport to Hartford Bradley Intl Airport, which days they fly and book direct flights.

Direct 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

Direct 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

Reviews of the 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
SouthwestOverall score based on 4268 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Everything you need to know for your flight from Midway to Hartford

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Hartford (BDL)