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$120+ Cheap flights from Madison (MSN) to Connecticut

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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BDL
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Madison to Connecticut

Keep the following information in mind while searching for Madison to Connecticut flight deals. Data was last updated September 15, 2025.

Round-trip from

$209
(United Airlines)

One-way from

$120
(Kiwi.com)

Popular in

July

Cheapest in

May

Average price

$343
From Madison Truax Field to Connecticut
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One-way flight from Madison Truax Field to Connecticut
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Highest demand for flights based on searches. 10% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 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 Madison to Connecticut

Cheapest flights from Madison to Connecticut
Explore the most affordable flight options available from Madison to Connecticut. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/306:00 amMSN - EWR
Nonstop2h 17mUnited Airlines
Wed 11/59:07 pmEWR - MSN
Nonstop2h 38mUnited Airlines
Deal found 9/13$209
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/306:17 amMSN - EWR
Nonstop2h 12mUnited Airlines
Tue 10/79:00 pmEWR - MSN
Nonstop2h 33mUnited Airlines
Deal found 9/14$219
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:00 amMSN - EWR
Nonstop2h 17mUnited Airlines
Mon 11/39:07 pmEWR - MSN
Nonstop2h 38mUnited Airlines
Deal found 9/13$225
This Delta deal was found by Cheapflights users on 9/14. 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 11/45:52 pmMSN - EWR
1 stop4h 40mDelta
Tue 11/116:08 amEWR - MSN
1 stop6h 34mDelta
Deal found 9/14$229
This American Airlines deal was found by Cheapflights users on 9/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/43:10 pmMSN - EWR
1 stop7h 44mAmerican Airlines
Tue 11/111:44 pmEWR - MSN
2 stops9h 10mAmerican Airlines
Deal found 9/13$234
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/116:17 amMSN - EWR
Nonstop2h 13mUnited Airlines
Sat 10/1811:30 amEWR - MSN
1 stop4h 37mUnited Airlines
Deal found 9/13$236
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/246:17 amMSN - EWR
Nonstop2h 12mUnited Airlines
Mon 10/279:07 pmEWR - MSN
Nonstop2h 38mUnited Airlines
Deal found 9/14$237
This Delta deal was found by Cheapflights users on 9/15. 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 9/304:55 pmMSN - EWR
1 stop5h 36mDelta
Tue 10/146:15 amEWR - MSN
1 stop6h 10mDelta
Deal found 9/15$239
This United Airlines deal was found by Cheapflights users on 9/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/123:59 pmMSN - EWR
1 stop4h 49mUnited Airlines
Mon 12/159:06 pmEWR - MSN
Nonstop2h 39mUnited Airlines
Deal found 9/14$246
This Delta deal was found by Cheapflights users on 9/14. 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.
Wed 12/245:03 pmMSN - BDL
1 stop5h 10mDelta
Tue 12/306:00 amBDL - MSN
1 stop5h 10mDelta
Deal found 9/14$249
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/276:17 amMSN - EWR
Nonstop2h 13mUnited Airlines
Sat 10/119:30 pmEWR - MSN
Nonstop2h 33mUnited Airlines
Deal found 9/15$249
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/26:30 amMSN - EWR
1 stop6h 30mUnited Airlines
Sat 10/113:00 pmEWR - MSN
1 stop4h 55mUnited Airlines
Deal found 9/15$250

Cheapflights Fare Finder

 
Customize your flight search to find flights from Madison to Connecticut 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 September 15, 2025.
Use the filters below to find and compare flights from Madison to Connecticut that are best for you.

Fly from

Madison

Fly to

Connecticut

Route

Depart

Return

Price

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Mon 11/24

3:58 pm-12:13 am

1 stop7h 15m

Newark

Tue 12/2

9:06 pm-10:45 pm

Nonstop2h 39m

$219

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Tue 10/14

6:17 am-9:29 am

Nonstop2h 12m

Newark

Wed 10/22

6:00 am-11:45 am

1 stop6h 45m

$219

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Tue 11/4

5:52 pm-11:32 pm

1 stop4h 40m

Newark

Tue 11/11

6:08 am-11:42 am

1 stop6h 34m

$229

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Thu 10/2

6:17 am-9:29 am

Nonstop2h 12m

Newark

Sat 10/11

3:00 pm-6:55 pm

1 stop4h 55m

$229

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Fri 10/24

6:17 am-9:29 am

Nonstop2h 12m

Newark

Mon 10/27

9:07 pm-10:45 pm

Nonstop2h 38m

$237

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 10/15

8:09 am-2:26 pm

1 stop5h 17m

Hartford Bradley Intl

Wed 10/22

4:00 pm-8:29 pm

1 stop5h 29m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 2/18

6:15 am-1:57 pm

1 stop6h 42m

Hartford Bradley Intl

Sat 2/21

5:00 pm-8:48 pm

1 stop4h 48m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Sat 10/18

5:16 pm-11:14 pm

1 stop4h 58m

Hartford Bradley Intl

Wed 10/22

5:30 am-8:40 am

1 stop4h 10m

$249

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 12/24

5:03 pm-11:13 pm

1 stop5h 10m

Hartford Bradley Intl

Tue 12/30

6:00 am-10:10 am

1 stop5h 10m

$249

MadisonProvidence

MSN - PVD

MSNPVD

Madison Truax Field

Wed 2/18

5:50 pm-11:23 pm

1 stop4h 33m

Providence-TFGreen

Sat 2/21

5:35 am-8:55 am

1 stop4h 20m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 60 results
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Best time to book a flight from Madison to Connecticut

Have a flexible travel schedule? Discover the best time to fly to Connecticut from Madison 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 Madison to Connecticut

What is the cheapest month to book a flight from Madison to Connecticut?

Currently, November is the cheapest month in which you can book a flight from Madison to Connecticut (average of $287). Flying from Madison to Connecticut 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.

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Madison to Connecticut, such as Delta, United Airlines, and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Crew

8.5

Overall

8.0

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Madison to Connecticut. 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 from for flights from Madison to Connecticut?

    If you book a flight to Connecticut from Madison, you will be flying from Truax Field, which is the city’s only airport. Madison Truax Field (MSN) is located 5.4 mi from the center of Madison.

  • How long is the flight from Madison to Connecticut?

    For as low as $229, United Airlines can have you in Connecticut from Madison in 4h 40m. There are 796 mi between Madison and Connecticut. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Madison to Connecticut one-way?

    The cheapest airlines for a one-way flight from Madison to Connecticut are United Airlines ($134), Delta ($139), and Frontier ($141).

  • What are the most popular routes from Madison to Connecticut?

    The most popular route from Madison to Connecticut is Madison Truax Field - New York LaGuardia. You may also consider Madison Truax Field - Newark or Madison Truax Field - New York John F Kennedy Intl.

  • Can I find deals for flights from Madison to Connecticut that include hotel bookings?

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

  • How can I find direct flights from Madison to Connecticut?

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

  • Can I find deals for business class flights from Madison to Connecticut?

    Yes. Cheapflights offers flight deals from Madison to Connecticut 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 Madison to Connecticut?

    Currently, November is the cheapest month in which you can book a flight from Madison to Connecticut (average of $287). Flying from Madison to Connecticut 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

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Alternative routes for Madison to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
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Top 3 airlines flying from Madison to Connecticut

Discover the top 3 airlines that operate flights from Madison to Connecticut. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$324FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$228Average$378FlexibilityNo cancel feeOn-time69%
DeltaCheapest$242Average$349FlexibilityNo cancel feeOn-timeN/A

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