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BDL - MDW

$55 Find cheap flights from Hartford to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hartford to Midway departing on 6/11. 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 6/15
Sat 6/22

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hartford to Chicago, 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 Hartford to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 42,211,976 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.

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

 
These are the cheapest deals for flights from Hartford to Midway currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Hartford to Midway

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Hartford to Midway.

Recent one-way flight deals from Hartford to Midway

Only flying one-way? Below are some of the best one-way flight deals from Hartford to Midway found on KAYAK recently.

Recent last minute flight deals from Hartford to Midway

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Hartford to Midway.

Recent direct flight deals from Hartford to Midway

The latest deals for direct flights from Hartford to Midway so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Hartford to Midway

Find recent round-trip train or bus tickets from Hartford to Midway.

All round-trip flight deals to Midway

The cheapest plane tickets to Midway found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
6:45 pm - 12:31 amBDL-MDW
6h 46m1 stop
12:04 pm - 7:48 pmMDW-BDL
6h 44m1 stop
$123Frontier
Find Deal
Tue, Jun 4 - Thu, Jun 13
9:15 am - 2:41 pmBDL-MDW
6h 26m1 stop
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
$125Frontier
Find Deal
Wed, May 29 - Thu, May 30
7:56 pm - 9:53 pmBDL-MDW
26h 57m1 stop
9:12 pm - 8:55 amMDW-BDL
10h 43m1 stop
$128Frontier
Find Deal
Tue, May 28 - Thu, May 30
9:15 am - 2:41 pmBDL-MDW
6h 26m1 stop
9:53 pm - 9:10 amMDW-BDL
10h 17m1 stop
$129Frontier
Find Deal
Wed, May 29 - Sun, Jun 2
9:15 am - 2:41 pmBDL-MDW
6h 26m1 stop
10:08 am - 6:54 pmMDW-BDL
7h 46m1 stop
$139Frontier
Find Deal
Wed, May 29 - Sat, Jun 1
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
5:45 pm - 11:28 pmMDW-BDL
4h 43m1 stop
$304Delta
Find Deal
Wed, Jun 19 - Tue, Jun 25
5:40 am - 9:06 amBDL-MDW
4h 26m1 stop
3:45 pm - 11:40 pmMDW-BDL
6h 55m1 stop
$307Delta
Find Deal
Wed, May 29 - Fri, May 31
5:00 pm - 9:47 pmBDL-MDW
5h 47m1 stop
9:35 am - 3:56 pmMDW-BDL
5h 21m1 stop
$308Delta
Find Deal
Sat, Aug 17 - Sat, Aug 24
11:39 am - 6:38 pmBDL-MDW
7h 59m1 stop
5:45 pm - 12:21 amMDW-BDL
5h 36m1 stop
$318Delta
Find Deal
Wed, Jul 31 - Sat, Aug 3
8:30 am - 5:40 pmBDL-MDW
10h 10m2 stops
12:08 pm - 10:59 pmMDW-BDL
33h 51m3 stops
Fri, May 31 - Mon, Jun 3
1:17 pm - 9:20 pmBDL-MDW
9h 03m2 stops
$55Frontier
Find Deal
Tue, Jun 11
9:12 pm - 6:54 amBDL-MDW
10h 42m1 stop
$56Frontier
Find Deal
Sat, May 25
7:56 pm - 9:53 pmBDL-MDW
26h 57m1 stop
$60Frontier
Find Deal
Tue, May 28
7:54 pm - 6:54 amBDL-MDW
12h 00m2 stops
$61Frontier
Find Deal
Sat, May 25
4:18 pm - 12:20 amBDL-MDW
9h 02m1 stop
$75Frontier
Find Deal
Thu, Jun 6
5:00 pm - 9:47 pmBDL-MDW
5h 47m1 stop
$152Delta
Find Deal
Wed, Aug 21
5:00 pm - 9:47 pmBDL-MDW
5h 47m1 stop
$154Delta
Find Deal
Sat, Aug 17
5:00 pm - 9:44 pmBDL-MDW
5h 44m1 stop
$167Delta
Find Deal
Sat, Oct 19
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
$196Delta
Find Deal
Mon, Jun 24
1:58 pm - 4:00 pmBDL-MDW
27h 02m3 stops
Sun, Aug 18
6:46 pm - 12:31 amBDL-MDW
6h 45m1 stop
7:49 am - 7:06 pmMDW-BDL
10h 17m1 stop
$303Frontier
Find Deal
Tue, May 21 - Thu, May 23
6:46 pm - 12:41 amBDL-MDW
6h 55m1 stop
6:30 pm - 7:06 pmMDW-BDL
23h 36m1 stop
$354Frontier
Find Deal
Sun, May 19 - Mon, May 20
9:12 pm - 6:54 amBDL-MDW
10h 42m1 stop
6:30 pm - 7:06 pmMDW-BDL
23h 36m1 stop
$417Frontier
Find Deal
Sat, May 18 - Mon, May 20
7:25 pm - 8:45 pmBDL-MDW
2h 20mnonstop
10:10 am - 10:45 pmMDW-BDL
11h 35m1 stop
$571Southwest
Find Deal
Mon, May 20 - Wed, May 22
6:30 pm - 10:00 pmBDL-MDW
4h 30m1 stop
10:10 am - 10:45 pmMDW-BDL
11h 35m1 stop
$580Southwest
Find Deal
Mon, May 20 - Wed, May 22
6:30 pm - 8:40 amBDL-MDW
15h 10m2 stops
10:10 am - 10:45 pmMDW-BDL
11h 35m1 stop
$612Southwest
Find Deal
Mon, May 20 - Wed, May 22
1:00 pm - 4:13 pmBDL-MDW
4h 13m1 stop
5:47 pm - 11:51 pmMDW-BDL
5h 04m1 stop
$701Delta
Find Deal
Sat, May 18 - Tue, May 28
6:20 am - 1:35 pmBDL-MDW
8h 15m1 stop
8:45 am - 4:07 pmMDW-BDL
6h 22m1 stop
$761Delta
Find Deal
Mon, May 20 - Tue, May 21
6:20 am - 11:02 amBDL-MDW
5h 42m1 stop
9:32 am - 5:13 pmMDW-BDL
6h 41m1 stop
$848Delta
Find Deal
Sat, May 18 - Wed, May 22
5:40 am - 9:06 amBDL-MDW
4h 26m1 stop
9:32 am - 5:13 pmMDW-BDL
6h 41m1 stop
$916Delta
Find Deal
Fri, May 17 - Mon, May 20

Flights from Hartford to Midway - Travel Insights & Trends

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

The average price of all flights from Hartford to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to Chicago Midway Airport on a Monday and more expensive on a Tuesday. On your return trip to Hartford, you should consider flying back on a Tuesday, and avoid Mondays for better deals.

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

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 ($55) and Delta ($152). The cheapest round-trip tickets were found on Frontier ($123) and Delta ($304).

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

Each day, there are between 3 and 5 nonstop flights that take off from Hartford and land in Chicago Midway Airport, with an average flight time of 2h 23m. The most common departure time is 7:00 pm and most flights take off in the morning. Each week, there are 32 flights. The most frequent day of departure is Monday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between Hartford and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

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

Early birds can take the earliest flight from Hartford at 5:30 am and will be landing in Chicago Midway Airport at 6:50 am.

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

If you prefer to fly at night, the latest flight from Hartford to Chicago Midway Airport jets off at 8:25 pm and lands at 9:50 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$55
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly with an average 36% increase in price.
Flight from Hartford to Chicago Midway Airport

When to book flights from Hartford to Midway

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

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

    In the last 3 days, the lowest price for a flight from Hartford to Chicago Midway Airport was $55 for a one-way ticket and $123 for a round-trip.

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

    A passport is not required to fly from Hartford to Chicago Midway Airport.

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

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

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

    The Airbus A320-100/200 is the aircraft model that flies most regularly on the Hartford to Chicago Midway Airport flight route.

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

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

  • Which is the best airline for flights from Hartford to Chicago, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Hartford to Chicago are Delta and Frontier. With an average price for the route of $442 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $229 and an overall rating of 6.2.

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

    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 Hartford to Chicago Midway Airport.

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

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

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

    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 Chicago Midway Airport from Hartford 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 Hartford to Chicago Midway Airport?

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

Nonstop departures

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

Nonstop returns

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
See more direct flights

Top airlines flying from Hartford to Midway

 
See real verified KAYAK customer reviews for airlines flying from Hartford to Chicago. 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 Hartford to Midway? 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 10673 reviews
7.9Comfort
8.2Boarding
8.6Crew
8.0Entertainment
7.4Food
Airline reviews

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

6.0 GoodGary, May 2024MSP - TPA
Read more about Delta reviews

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

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.

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Book cheap flights from Hartford to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Hartford to Chicago found on KAYAK in the last 72 hours.
6/11Tue
2 stopsFrontier
9h 03mBDL-MDW
$55
5/25Sat
1 stopFrontier
10h 42mBDL-MDW
$56
5/28Tue
1 stopFrontier
26h 57mBDL-MDW
$60
5/25Sat
2 stopsFrontier
12h 00mBDL-MDW
$61
6/6Thu
1 stopFrontier
9h 02mBDL-MDW
$75
8/21Wed
1 stopDelta
5h 47mBDL-MDW
$152
8/17Sat
1 stopDelta
5h 47mBDL-MDW
$154
10/19Sat
1 stopDelta
5h 44mBDL-MDW
$167
6/24Mon
1 stopDelta
4h 03mBDL-MDW
$196
8/18Sun
3 stops
27h 02mBDL-MDW
$256

Search by stops

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Last minute flights from Hartford to Midway

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 Hartford to Chicago that are departing in the next 10 days.
5/21Tue
multi-stopFrontier
6h 45mBDL-MDW
5/23Thu
multi-stopFrontier
10h 17mMDW-BDL
$303
5/19Sun
multi-stopFrontier
6h 55mBDL-MDW
5/20Mon
multi-stopFrontier
23h 36mMDW-BDL
$354
5/18Sat
multi-stopFrontier
10h 42mBDL-MDW
5/20Mon
multi-stopFrontier
23h 36mMDW-BDL
$417
5/20Mon
nonstopSouthwest
2h 20mBDL-MDW
5/22Wed
multi-stopSouthwest
11h 35mMDW-BDL
$571
5/20Mon
multi-stopSouthwest
4h 30mBDL-MDW
5/22Wed
multi-stopSouthwest
11h 35mMDW-BDL
$580
5/20Mon
multi-stopSouthwest
15h 10mBDL-MDW
5/22Wed
multi-stopSouthwest
11h 35mMDW-BDL
$612
5/18Sat
multi-stopDelta
4h 13mBDL-MDW
5/28Tue
multi-stopDelta
5h 04mMDW-BDL
$701
5/20Mon
multi-stopDelta
8h 15mBDL-MDW
5/21Tue
multi-stopDelta
6h 22mMDW-BDL
$761
5/18Sat
multi-stopDelta
5h 42mBDL-MDW
5/22Wed
multi-stopDelta
6h 41mMDW-BDL
$848
5/17Fri
multi-stopDelta
4h 26mBDL-MDW
5/20Mon
multi-stopDelta
6h 41mMDW-BDL
$916

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Hartford - Chicago Midway Airport Flights

Departure:

Hartford (undefined)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Hartford

Cabin classes:

$525