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$84+ 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 9/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BDL
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
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 July 29, 2025.

Round-trip from

$177
(Southwest)

One-way from

$84
(Southwest)

Popular in

May

Cheapest in

September

Average price

$329
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. 14% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 29, 2025.

This Southwest deal was found by Cheapflights users on 7/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:10 pmMDW - BDL
Nonstop2h 05mSouthwest
Sun 10/195:45 amBDL - MDW
Nonstop2h 25mSouthwest
Deal found 7/26$177
This Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/286:17 pmMDW - BDL
1 stop4h 04mDelta
Tue 9/25:35 amBDL - MDW
1 stop4h 00mDelta
Deal found 7/28$197
This FlightHub deal was found by Cheapflights users on 7/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2310:51 amMDW - BDL
1 stop22h 19mFrontier
Sat 8/3011:44 amBDL - MDW
1 stop21h 38mFrontier
Deal found 7/26$215

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 July 29, 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

Tue 10/14

6:10 pm-9:15 pm

Nonstop2h 05m

Hartford Bradley Intl

Sun 10/19

5:45 am-7:10 am

Nonstop2h 25m

$177

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 8/28

6:17 pm-11:21 pm

1 stop4h 04m

Hartford Bradley Intl

Tue 9/2

5:35 am-8:35 am

1 stop4h 00m

$197

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 8/23

10:51 am-10:10 am

1 stop22h 19m

Hartford Bradley Intl

Sat 8/30

11:44 am-8:22 am

1 stop21h 38m

$215

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 9/4

5:40 am-4:35 pm

1 stop9h 55m

$84

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 9/2

6:17 pm-11:21 pm

1 stop4h 04m

$99

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Sat 8/30

10:51 am-10:10 am

1 stop22h 19m

$107

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 9/29

7:03 pm-10:47 pm

2 stops26h 44m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 29, 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 16% 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 July 29, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Hartford, such as Southwest, Delta, and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,977 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 2 inbound flights 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.

  • What are the cheapest airlines flying from Chicago Midway Airport to Hartford round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Hartford round-trip from $177. Other airlines that can offer you cheap pricing are Delta, from $197, and Frontier, from $215. Southwest is priced at 50% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Hartford one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Hartford are Southwest ($84), Delta ($99), and Frontier ($107).

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

    On average you can expect to pay $169 for a flight from Chicago Midway Airport to Hartford. The cheapest flight overall is $68 while the most popular route, (Chicago Midway - Hartford Bradley Intl) is currently priced at $137.

  • 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
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Meriden
Cromwell
Windsor
Southington
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West Springfield
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Northampton
Westfield
Glastonbury
Windsor Locks
East Hartford
Newington
Lee
West Hartford
Vernon

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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 July 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$197Average$350FlexibilityNo cancel feeOn-time63%

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