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BDL - MDW

$58 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 6/4. 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
vie. 6/28
vie. 7/5

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 43,361,115 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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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
7:38 pm - 6:48 pmBDL-MDW
24h 10m1 stop
10:08 am - 7:09 pmMDW-BDL
8h 01m1 stop
$168Frontier
Find Deal
jue., sep. 12 - sáb., sep. 14
7:38 pm - 6:48 pmBDL-MDW
24h 10m1 stop
10:08 am - 7:09 pmMDW-BDL
8h 01m1 stop
$169Frontier
Find Deal
jue., sep. 12 - sáb., sep. 14
7:38 pm - 6:48 pmBDL-MDW
24h 10m1 stop
12:15 pm - 8:35 pmMDW-BDL
7h 20m1 stop
$190Frontier
Find Deal
dom., ago. 18 - vie., ago. 23
1:17 pm - 9:20 pmBDL-MDW
9h 03m2 stops
8:51 pm - 6:41 pmMDW-BDL
20h 50m1 stop
$194Frontier
Find Deal
mar., jun. 18 - jue., jun. 20
9:42 am - 8:49 pmBDL-MDW
12h 07m1 stop
12:15 pm - 8:35 pmMDW-BDL
7h 20m1 stop
$195Frontier
Find Deal
dom., sep. 15 - lun., sep. 16
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
5:45 pm - 11:30 pmMDW-BDL
4h 45m1 stop
$276Delta
Find Deal
mié., jun. 26 - mié., jul. 3
5:37 am - 8:38 amBDL-MDW
4h 01m1 stop
9:33 am - 4:04 pmMDW-BDL
5h 31m1 stop
$291Delta
Find Deal
sáb., ago. 24 - mié., ago. 28
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
9:29 am - 5:22 pmMDW-BDL
6h 53m1 stop
$302Delta
Find Deal
mié., jun. 19 - mar., jun. 25
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
5:45 pm - 11:30 pmMDW-BDL
4h 45m1 stop
$305Delta
Find Deal
sáb., jun. 29 - mié., jul. 3
6:30 am - 8:24 pmBDL-MDW
14h 54m2 stops
11:05 am - 2:27 pmMDW-BDL
26h 22m3 stops
vie., oct. 4 - dom., oct. 6
6:45 pm - 12:31 amBDL-MDW
6h 46m1 stop
$58Frontier
Find Deal
mar., jun. 4
1:17 pm - 9:20 pmBDL-MDW
9h 03m2 stops
$67Frontier
Find Deal
mar., jun. 11
8:51 pm - 9:31 amBDL-MDW
13h 40m1 stop
$86Frontier
Find Deal
sáb., jun. 29
8:51 pm - 9:31 amBDL-MDW
13h 40m1 stop
$89Frontier
Find Deal
sáb., jun. 8
4:18 pm - 12:17 amBDL-MDW
8h 59m1 stop
$100Frontier
Find Deal
jue., ago. 8
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
$138Delta
Find Deal
mié., jun. 26
6:00 am - 8:45 amBDL-MDW
3h 45m1 stop
$153Delta
Find Deal
sáb., nov. 2
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
$208Delta
Find Deal
vie., jun. 28
11:24 am - 4:00 pmBDL-MDW
29h 36m3 stops
dom., ago. 18
5:45 am - 8:48 amBDL-MDW
4h 03m1 stop
$285Delta
Find Deal
lun., jun. 24
10:00 am - 2:41 pmBDL-MDW
5h 41m1 stop
12:04 pm - 7:48 pmMDW-BDL
6h 44m1 stop
$217Frontier
Find Deal
lun., jun. 3 - jue., jun. 6
10:00 am - 2:41 pmBDL-MDW
5h 41m1 stop
6:56 am - 7:48 pmMDW-BDL
11h 52m1 stop
$264Frontier
Find Deal
lun., jun. 3 - jue., jun. 6
10:00 am - 2:41 pmBDL-MDW
5h 41m1 stop
6:56 am - 7:48 pmMDW-BDL
11h 52m1 stop
$288Frontier
Find Deal
lun., jun. 3 - dom., jun. 9
9:14 pm - 6:54 amBDL-MDW
10h 40m1 stop
11:51 am - 8:50 amMDW-BDL
19h 59m1 stop
$310Frontier
Find Deal
sáb., jun. 1 - sáb., jun. 15
7:54 pm - 6:54 amBDL-MDW
12h 00m2 stops
11:51 am - 8:50 amMDW-BDL
19h 59m1 stop
$315Frontier
Find Deal
sáb., jun. 1 - sáb., jun. 15
6:12 am - 11:52 amBDL-MDW
6h 40m1 stop
6:00 am - 12:41 pmMDW-BDL
5h 41m1 stop
$631Delta
Find Deal
lun., jun. 3 - mié., jul. 10
8:30 am - 5:40 pmBDL-MDW
10h 10m2 stops
8:00 am - 1:08 pmMDW-BDL
28h 08m3 stops
lun., jun. 3 - mié., jul. 10
9:42 am - 12:40 pmBDL-MDW
3h 58m1 stop
9:32 am - 5:21 pmMDW-BDL
6h 49m1 stop
$848Delta
Find Deal
dom., jun. 2 - mar., jun. 4
5:27 am - 12:40 pmBDL-MDW
8h 13m2 stops
6:00 am - 12:41 pmMDW-BDL
5h 41m1 stop
$883Delta
Find Deal
lun., jun. 3 - mié., jul. 10
5:40 am - 9:06 amBDL-MDW
4h 26m1 stop
3:45 pm - 11:40 pmMDW-BDL
6h 55m1 stop
$916Delta
Find Deal
jue., may. 30 - jue., may. 30

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 ($58) and Delta ($138). The cheapest round-trip tickets were found on Frontier ($168) and Delta ($276).

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

Each day, there are between 2 and 3 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 evening. Each week, there are 19 flights. The most frequent day of departure is Thursday, when 16% of all weekly flights depart. The fewest flights depart on a Sunday.

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 8:20 pm and lands at 9:45 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$58
Best time to beat the crowds with an average 47% 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 $58 for a one-way ticket and $168 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 $436 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 10476 reviews
7.9Comfort
8.6Crew
8.0Entertainment
8.2Boarding
7.4Food
Airline reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

10.0 ExcellentMichael, May 2024SJC - ATL
Read more about Delta reviews

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

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.
6/4mar.
1 stopFrontier
6h 46mBDL-MDW
$58
6/11mar.
2 stopsFrontier
9h 03mBDL-MDW
$67
6/29sáb.
1 stopFrontier
13h 40mBDL-MDW
$86
6/8sáb.
1 stopFrontier
13h 40mBDL-MDW
$89
8/8jue.
1 stopFrontier
8h 59mBDL-MDW
$100
6/26mié.
1 stopDelta
4h 03mBDL-MDW
$138
11/2sáb.
1 stopDelta
3h 45mBDL-MDW
$153
6/28vie.
1 stopDelta
4h 03mBDL-MDW
$208
8/18dom.
3 stops
29h 36mBDL-MDW
$240
6/24lun.
1 stopDelta
4h 03mBDL-MDW
$285

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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.
6/3lun.
multi-stopFrontier
5h 41mBDL-MDW
6/6jue.
multi-stopFrontier
6h 44mMDW-BDL
$217
6/3lun.
multi-stopFrontier
5h 41mBDL-MDW
6/6jue.
multi-stopFrontier
11h 52mMDW-BDL
$264
6/3lun.
multi-stopFrontier
5h 41mBDL-MDW
6/9dom.
multi-stopFrontier
11h 52mMDW-BDL
$288
6/1sáb.
multi-stopFrontier
10h 40mBDL-MDW
6/15sáb.
multi-stopFrontier
19h 59mMDW-BDL
$310
6/1sáb.
multi-stopFrontier
12h 00mBDL-MDW
6/15sáb.
multi-stopFrontier
19h 59mMDW-BDL
$315
6/3lun.
multi-stopDelta
6h 40mBDL-MDW
7/10mié.
multi-stopDelta
5h 41mMDW-BDL
$631
6/3lun.
multi-stop
10h 10mBDL-MDW
7/10mié.
multi-stop
28h 08mMDW-BDL
$653
6/2dom.
multi-stopDelta
3h 58mBDL-MDW
6/4mar.
multi-stopDelta
6h 49mMDW-BDL
$848
6/3lun.
multi-stopDelta
8h 13mBDL-MDW
7/10mié.
multi-stopDelta
5h 41mMDW-BDL
$883
5/30jue.
multi-stopDelta
4h 26mBDL-MDW
5/30jue.
multi-stopDelta
6h 55mMDW-BDL
$916

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Hartford - Chicago Midway Airport Flights

Departure:

Hartford (BDL)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Hartford

Cabin classes:

$525