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$89+ 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 8/4. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — BDL
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$242
(Southwest)

One-way from

$89
(Southwest)

Popular in

May

Cheapest in

September

Average price

$373
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. 13% potential increase in price ($55 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 June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/79:45 amMDW - BDL
Nonstop2h 05mSouthwest
Wed 8/132:15 pmBDL - MDW
1 stop7h 10mSouthwest
Deal found 6/10$242
This Delta deal was found by Cheapflights users on 6/10. 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.
Tue 7/11:09 pmMDW - BDL
1 stop3h 33mDelta
Sat 7/55:35 amBDL - MDW
1 stop4h 06mDelta
Deal found 6/10$245
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/199:12 pmMDW - BDL
1 stop21h 36mFrontier
Sun 6/2212:38 pmBDL - MDW
1 stop11h 40mFrontier
Deal found 6/10$270
This Mytrip deal was found by Cheapflights users on 6/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2411:37 amMDW - BDL
2 stops34h 01mMultiple Airlines
Sun 7/276:20 amBDL - MDW
3 stops32h 44mMultiple Airlines
Deal found 6/11$473

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 June 12, 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

Thu 8/7

9:45 am-12:50 pm

Nonstop2h 05m

Hartford Bradley Intl

Wed 8/13

2:15 pm-8:25 pm

1 stop7h 10m

$242

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 7/1

1:09 pm-5:42 pm

1 stop3h 33m

Hartford Bradley Intl

Sat 7/5

5:35 am-8:41 am

1 stop4h 06m

$245

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 6/26

9:12 pm-7:48 pm

1 stop21h 36m

Hartford Bradley Intl

Sun 6/29

12:38 pm-11:18 pm

1 stop11h 40m

$270

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Thu 7/24

11:37 am-10:38 pm

2 stops34h 01m

Hartford Bradley Intl

Sun 7/27

6:20 am-2:04 pm

3 stops32h 44m

$473

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 8/4

10:50 am-5:05 pm

1 stop5h 15m

$89

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Tue 7/29

6:20 pm-11:01 pm

1 stop3h 41m

$99

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Fri 6/20

9:12 pm-7:48 pm

1 stop21h 36m

$141

ChicagoHartford

MDW - BDL

MDWBDL

Chicago Midway

Mon 8/11

1:11 pm-11:29 pm

2 stops33h 18m

$148

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

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 June 12, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Hartford at noon. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the afternoon.

Rainfall in Hartford by month

Plan your trip to Hartford by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Hartford ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Hartford when rainfall is around 3.1 in.

Temperature in Hartford by month

Plan your trip to Hartford by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Hartford, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

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 June 12, 2025.
See what other customers who have flown with Southwest, Delta and Frontier from Chicago to Hartford have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,950 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,295 reviews
Southwest
8.0
Very good
4,287 reviews

Food

7.1

Boarding

8.2

Entertainment

7.6

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $242. Other airlines that can offer you cheap pricing are Delta, from $245, and Frontier, from $270. Southwest is priced at 32% 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 ($89), Delta ($99), and Frontier ($141).

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

    On average you can expect to pay $213 for a flight from Chicago Midway Airport to Hartford. The cheapest flight overall is $78 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.

  • 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Uncasville
Chicopee
New Britain
Windsor Locks
Southington
Meriden
Cromwell
Windsor
Farmington
Enfield
West Springfield
Rocky Hill
Northampton
Westfield
Glastonbury
East Hartford
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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$197Average$351FlexibilityNo cancel feeOn-time63%

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