MDW - BDL

$90 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 4/9. 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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41,299,237 searches in the past 7 days on KAYAK

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

Everything you should know

Cheapest round-trip
$293
Frontier
sáb 4/11seg 4/13
MDW - BDL • 1 stop
Cheapest non-stop
$326
Typical prices: $437-$495
Southwest
sáb 4/4ter 4/7
MDW - BDL • Non-stop
Top airlines
Frontier
Cheapest • from $293 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 00m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
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

sáb, abr 11 - seg, abr 13
Frontier Logo
2:56 pm - 1:58 pm
MDW
-
BDL
22h 02m
1 stop
Frontier Logo
9:53 pm - 10:14 pm
BDL
-
MDW
25h 21m
2 stops
$293Frontier
qui, abr 2 - seg, abr 6
Frontier Logo
5:01 am - 8:26 pm
MDW
-
BDL
14h 25m
1 stop
Frontier Logo
9:53 pm - 8:07 pm
BDL
-
MDW
47h 14m
2 stops
$301Frontier
dom, mai 3 - seg, mai 4
Frontier Logo
6:00 am - 2:13 pm
MDW
-
BDL
7h 13m
1 stop
Frontier Logo
8:42 pm - 2:12 pm
BDL
-
MDW
18h 30m
2 stops
$302Frontier
dom, abr 12 - qua, abr 15
Multiple Airlines Logo
6:00 am - 1:58 pm
MDW
-
BDL
6h 58m
1 stop
Multiple Airlines Logo
7:20 am - 10:14 pm
BDL
-
MDW
15h 54m
2 stops
$304Multiple Airlines
sáb, abr 11 - dom, abr 26
Multiple Airlines Logo
2:56 pm - 1:58 pm
MDW
-
BDL
22h 02m
1 stop
Multiple Airlines Logo
8:42 pm - 10:19 pm
BDL
-
MDW
26h 37m
2 stops
$306Multiple Airlines
qui, abr 2 - seg, abr 6
Frontier Logo
2:56 pm - 12:04 pm
MDW
-
BDL
20h 08m
1 stop
Frontier Logo
9:53 pm - 8:07 pm
BDL
-
MDW
47h 14m
2 stops
$307Frontier
sex, abr 10 - dom, abr 12
Frontier Logo
2:56 pm - 10:05 am
MDW
-
BDL
18h 09m
1 stop
Frontier Logo
8:04 pm - 8:07 pm
BDL
-
MDW
25h 03m
2 stops
$308Frontier
sex, mai 1 - dom, mai 3
Multiple Airlines Logo
6:00 am - 4:21 pm
MDW
-
BDL
9h 21m
1 stop
Multiple Airlines Logo
7:15 am - 7:31 pm
BDL
-
MDW
13h 16m
2 stops
$310Multiple Airlines
ter, abr 14 - qui, abr 16
Multiple Airlines Logo
6:10 am - 6:11 pm
MDW
-
BDL
11h 01m
2 stops
Multiple Airlines Logo
3:50 pm - 10:19 pm
BDL
-
MDW
7h 29m
1 stop
$311Multiple Airlines
qui, abr 9 - qua, abr 15
Multiple Airlines Logo
6:00 am - 1:58 pm
MDW
-
BDL
6h 58m
1 stop
Multiple Airlines Logo
7:20 am - 10:14 pm
BDL
-
MDW
15h 54m
2 stops
$314Multiple Airlines
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 seasonOctober
Cheapest flight$90
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly and prices are also 2% 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 $90 for a one-way ticket and $293 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 737-800 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 $216 or less one-way and $483 or less round-trip.

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 4318 reviews
8.6Crew
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

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)