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$112+ Cheap flights from Midway (MDW) to Hartford (BDL)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BDL
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from Midway to Hartford

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Hartford (BDL). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$167
(Southwest)

One-way from

$112
(Kiwi.com)

Popular in

August

Cheapest in

March

Average price

$317
Provider with most accurate pricing for Chicago Midway-Hartford Bradley Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Hartford Bradley Intl flights.
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From Chicago Midway to Hartford Bradley Intl
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One-way flight from Chicago Midway to Hartford Bradley Intl
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Highest demand for flights based on searches. 7% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Midway to Hartford

Cheapest flights from Midway to Hartford
Explore the most affordable flight options available from Midway to Hartford. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/122:06 pmMDW - BDL
2 stops27h 38mMultiple Airlines
Sun 11/161:36 pmBDL - MDW
1 stop19h 56mMultiple Airlines
Deal found 10/28$169
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amMDW - BDL
1 stop6h 17mDelta
Sun 1/115:40 amBDL - MDW
1 stop4h 14mDelta
Deal found 10/26$177
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:20 amMDW - BDL
1 stop5h 55mSouthwest
Sun 12/72:00 pmBDL - MDW
2 stops7h 30mSouthwest
Deal found 10/27$182
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1310:12 amMDW - BDL
1 stop25h 29mMultiple Airlines
Mon 11/176:00 amBDL - MDW
1 stop19h 30mMultiple Airlines
Deal found 10/28$189
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:12 amMDW - BDL
2 stops32h 17mMultiple Airlines
Tue 12/2312:05 pmBDL - MDW
1 stop11h 07mMultiple Airlines
Deal found 10/28$218
This Mytrip deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:12 amMDW - BDL
1 stop25h 29mFrontier
Sun 11/21:36 pmBDL - MDW
1 stop19h 56mFrontier
Deal found 10/28$228
This Booking.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3010:12 amMDW - BDL
1 stop25h 29mFrontier
Sat 11/111:13 amBDL - MDW
1 stop8h 26mFrontier
Deal found 10/27$230
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/113:10 pmMDW - BDL
1 stop20h 14mMultiple Airlines
Sun 1/112:04 pmBDL - MDW
2 stops20h 09mMultiple Airlines
Deal found 10/26$237
This Southwest deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:15 pmMDW - BDL
Nonstop2h 10mSouthwest
Sun 12/77:15 pmBDL - MDW
Nonstop2h 30mSouthwest
Deal found 10/27$240
This Kiwi.com deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/226:12 amMDW - BDL
1 stop27h 58mFrontier
Thu 12/2512:05 pmBDL - MDW
1 stop6h 33mFrontier
Deal found 10/27$244

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Hartford that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Hartford that are best for you.

Fly from

Midway

Fly to

Hartford

Route

Depart

Return

Price

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 11/12

2:06 pm-6:44 pm

2 stops27h 38m

Hartford Bradley Intl

Sun 11/16

1:36 pm-8:32 am

1 stop19h 56m

$169

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/17

6:45 am-1:41 pm

1 stop5h 56m

Hartford Bradley Intl

Sun 1/18

5:40 am-8:54 am

1 stop4h 14m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/31

4:30 pm-10:34 pm

1 stop5h 04m

Hartford Bradley Intl

Sun 2/1

5:30 am-8:54 am

1 stop4h 24m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 1/17

6:40 am-11:55 am

1 stop4h 15m

Hartford Bradley Intl

Sun 1/18

6:00 am-1:55 pm

2 stops8h 55m

$182

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 12/4

9:20 am-4:15 pm

1 stop5h 55m

Hartford Bradley Intl

Sun 12/7

2:00 pm-8:30 pm

2 stops7h 30m

$182

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 12/12

11:55 am-2:55 pm

Nonstop2h 00m

Hartford Bradley Intl

Tue 12/16

5:15 am-6:45 am

Nonstop2h 30m

$240

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 12/5

1:45 pm-4:45 pm

Nonstop2h 00m

Hartford Bradley Intl

Sun 12/7

6:00 am-11:00 am

1 stop6h 00m

$250

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 12/16

6:00 am-1:17 pm

1 stop6h 17m

Hartford Bradley Intl

Mon 12/22

5:30 am-8:49 am

1 stop4h 19m

$262

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 12/24

6:08 pm-11:14 pm

1 stop4h 06m

Hartford Bradley Intl

Wed 12/31

12:48 pm-5:26 pm

1 stop5h 38m

$267

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Wed 12/24

6:12 am-11:10 am

1 stop27h 58m

$122

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 18 results
1
2

Compare providers for flights from Midway to Hartford

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Hartford in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Hartford flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-Hartford flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Hartford flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Hartford flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Hartford flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Hartford

Have a flexible travel schedule? Discover the best time to fly to Hartford from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Hartford

What is the cheapest time of day to fly from MDW to BDL?

Find hourly flight availability from Midway to Hartford. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Hartford in the morning. If you’re flexible enough to do this you can expect to save up to 26% on your trip compared to booking a flight in the afternoon.

Reviews of airlines servicing Hartford

Get insights into the airlines that provide service to Hartford. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Hartford. Reviews last updated October 28, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Hartford, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to Hartford. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Hartford from Chicago Midway?

    Hartford Bradley Intl (BDL) is the airport you will fly into if you book a flight from Chicago Midway to Hartford. You should not have trouble finding flights to Bradley Intl from Chicago Midway; the airport handles an average of 1 inbound flight from Chicago Midway per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Hartford airport from Chicago Midway. It is only a 11.9 mi journey from Bradley Intl (BDL) to Hartford’s city center.

  • How long is the flight from Chicago Midway Airport to Hartford?

    For as low as $182, Delta can have you in Hartford from Chicago Midway Airport in 4h 15m. Chicago Midway Airport and Hartford are separated by a distance of 773 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What is the cheapest airline to fly from Chicago Midway Airport to Hartford round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Hartford round-trip from $197. Southwest is priced at 48% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest flights from Chicago Midway Airport to Hartford?

    On average you can expect to pay $344 for a flight from Chicago Midway Airport to Hartford. The cheapest flight overall is $113 while the most popular route, (Chicago Midway - Hartford Bradley Intl) is currently priced at $157.

  • Can I find deals for flights from Midway to Hartford that include hotel bookings?

    Yes. In addition to deals on Midway to Hartford flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Hartford?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Hartford.

  • Can I find deals for business class flights from Midway to Hartford?

    Yes. Cheapflights offers flight deals from Midway to Hartford by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Hartford?

Book flights to Hartford if you plan to visit one of these locations
Uncasville
New Britain
Chicopee
Meriden
Cromwell
Windsor
Southington
Farmington
East Hartford
Enfield
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
Windsor Locks
Newington
Lee
West Hartford

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Midway to Hartford

Discover the top airline that operate flights from Midway to Hartford. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$197Average$330FlexibilityNo cancel feeOn-time63%

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