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$73+ 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 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BDL
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 septiembre 11, 2025.

Round-trip from

$178
(Southwest)

One-way from

$73
(Southwest)

Popular in

August

Cheapest in

September

Average price

$278
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. 6% potential increase in price ($25 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 September 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 septiembre 11, 2025.

This Southwest deal was found by Cheapflights users on 9/11. 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.
sáb. 11/111:45 amMDW - BDL
1 stop6h 15mSouthwest
dom. 11/25:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 9/11$183
This Southwest deal was found by Cheapflights users on 9/9. 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.
mar. 10/75:35 amMDW - BDL
1 stop6h 40mSouthwest
sáb. 10/115:10 pmBDL - MDW
Nonstop2h 25mSouthwest
Deal found 9/9$185
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/199:48 amMDW - BDL
1 stop9h 09mFrontier
dom. 9/218:37 pmBDL - MDW
1 stop11h 46mFrontier
Deal found 9/10$186
This Delta deal was found by Cheapflights users on 9/10. 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.
mar. 12/236:00 pmMDW - BDL
1 stop4h 13mDelta
jue. 1/15:20 amBDL - MDW
1 stop4h 29mDelta
Deal found 9/10$197
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
mié. 11/122:06 pmMDW - BDL
1 stop18h 36mFrontier
vie. 11/147:36 pmBDL - MDW
1 stop26h 46mFrontier
Deal found 9/11$200
This Southwest deal was found by Cheapflights users on 9/11. 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.
vie. 10/316:50 amMDW - BDL
1 stop6h 30mSouthwest
dom. 11/25:15 amBDL - MDW
Nonstop2h 30mSouthwest
Deal found 9/11$209
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/106:20 amMDW - BDL
1 stop8h 01mFrontier
dom. 10/198:31 pmBDL - MDW
1 stop14h 02mFrontier
Deal found 9/10$211
This Frontier deal was found by Cheapflights users on 9/10. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/269:48 amMDW - BDL
1 stop9h 09mFrontier
dom. 9/288:37 pmBDL - MDW
2 stops20h 23mFrontier
Deal found 9/10$214
This Southwest deal was found by Cheapflights users on 9/11. 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.
mié. 11/126:15 pmMDW - BDL
Nonstop2h 10mSouthwest
vie. 11/147:15 pmBDL - MDW
Nonstop2h 30mSouthwest
Deal found 9/11$219
This Priceline deal was found by Cheapflights users on 9/10. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/2810:13 amMDW - BDL
1 stop8h 29mFrontier
vie. 10/104:20 pmBDL - MDW
1 stop8h 26mFrontier
Deal found 9/10$220

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 septiembre 11, 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

mar. 10/21

5:35 am-3:40 pm

1 stop9h 05m

Hartford Bradley Intl

mié. 10/22

5:30 am-6:55 am

Nonstop2h 25m

$178

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

sáb. 10/25

12:50 pm-3:50 pm

Nonstop2h 00m

Hartford Bradley Intl

mar. 10/28

12:05 pm-7:10 pm

2 stops8h 05m

$180

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

sáb. 11/1

11:45 am-7:00 pm

1 stop6h 15m

Hartford Bradley Intl

dom. 11/2

5:15 am-6:45 am

Nonstop2h 30m

$183

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

mar. 10/7

5:35 am-1:15 pm

1 stop6h 40m

Hartford Bradley Intl

sáb. 10/11

5:10 pm-6:35 pm

Nonstop2h 25m

$185

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

mar. 9/30

6:00 am-1:31 pm

1 stop6h 31m

Hartford Bradley Intl

mar. 10/7

7:05 am-11:53 am

1 stop5h 48m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

sáb. 10/11

6:23 pm-11:14 pm

1 stop3h 51m

Hartford Bradley Intl

mar. 10/14

5:30 am-8:40 am

1 stop4h 10m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

dom. 10/26

11:57 am-10:46 am

1 stop21h 49m

Hartford Bradley Intl

mié. 10/29

8:05 am-9:12 am

1 stop26h 07m

$225

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

mar. 11/11

11:15 am-8:05 pm

2 stops7h 50m

Hartford Bradley Intl

vie. 11/14

7:15 pm-8:45 pm

Nonstop2h 30m

$249

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

dom. 12/7

11:55 am-2:55 pm

Nonstop2h 00m

$79

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

jue. 10/16

9:30 am-12:35 pm

Nonstop2h 05m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 17 results
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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 septiembre 11, 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 19% 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 septiembre 11, 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
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

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 $197, Southwest can have you in Hartford from Chicago Midway Airport in 6h 31m. 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 47% 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 $247 for a flight from Chicago Midway Airport to Hartford. The cheapest flight overall is $108 while the most popular route, (Chicago Midway - Hartford Bradley Intl) is currently priced at $145.

  • 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.

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

    Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Hartford (average of $287). Flying from Chicago Midway Airport to Hartford in December is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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
Enfield
East Hartford
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
Windsor Locks
Newington
Lee
West Hartford
Vernon

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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$197Average$342FlexibilityNo cancel feeOn-time63%

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