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Madison

$141+ Cheap flights from Connecticut to Madison (MSN)

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MSN
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Connecticut to Madison

Cheapest flights from Connecticut to Madison
Explore the most affordable flight options available from Connecticut to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/319:16 pmEWR - MSN
Nonstop2h 49mUnited Airlines
Mon 1/56:00 amMSN - EWR
Nonstop2h 21mUnited Airlines
Deal found 12/16$249
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:02 amEWR - MSN
1 stop7h 57mAmerican Airlines
Mon 1/56:18 pmMSN - EWR
1 stop4h 41mAmerican Airlines
Deal found 12/16$269
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/299:15 pmEWR - MSN
Nonstop2h 42mUnited Airlines
Sat 1/36:00 amMSN - EWR
Nonstop2h 18mUnited Airlines
Deal found 12/17$284
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Tue 12/309:15 pmEWR - MSN
Nonstop2h 42mUnited Airlines
Sat 1/36:00 amMSN - EWR
Nonstop2h 18mUnited Airlines
Deal found 12/15$319
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:05 amBDL - MSN
1 stop5h 03mAmerican Airlines
Sun 1/46:00 amMSN - BDL
1 stop5h 06mAmerican Airlines
Deal found 12/16$339
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/229:15 pmEWR - MSN
Nonstop2h 42mUnited Airlines
Thu 1/16:00 amMSN - EWR
Nonstop2h 28mUnited Airlines
Deal found 12/16$344
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/316:00 amBDL - MSN
2 stops8h 54mUnited Airlines
Sun 1/45:00 amMSN - BDL
1 stop4h 36mUnited Airlines
Deal found 12/16$353
This United Airlines deal was found by Cheapflights users on 12/15. 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.
Fri 12/269:15 pmEWR - MSN
Nonstop2h 42mUnited Airlines
Tue 12/306:00 amMSN - EWR
Nonstop2h 21mUnited Airlines
Deal found 12/15$354
This Delta deal was found by Cheapflights users on 12/17. 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 12/186:09 amBDL - MSN
1 stop5h 06mDelta
Thu 12/255:03 pmMSN - BDL
1 stop5h 11mDelta
Deal found 12/17$354
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/1811:17 amBDL - MSN
1 stop4h 48mUnited Airlines
Thu 12/255:00 amMSN - BDL
2 stops8h 09mUnited Airlines
Deal found 12/17$359
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/168:00 amEWR - MSN
1 stop4h 44mUnited Airlines
Wed 12/246:00 amMSN - EWR
Nonstop2h 21mUnited Airlines
Deal found 12/16$362
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/256:00 amEWR - MSN
1 stop6h 48mUnited Airlines
Sun 1/46:00 amMSN - EWR
Nonstop2h 18mUnited Airlines
Deal found 12/15$364

Find flight deals from Connecticut to Madison

Keep the following information in mind while searching for Connecticut to Madison flight deals. Data was last updated December 18, 2025.

Round-trip from

$209
(United Airlines)

One-way from

$141
(Kiwi.com)

Popular in

May

Cheapest in

January

Average price

$408
From Connecticut to Madison Truax Field
Search Deals
One-way flight from Connecticut to Madison Truax Field
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut to Madison 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 December 18, 2025.
Use the filters below to find and compare flights from Connecticut to Madison that are best for you.

Fly from

Connecticut

Fly to

Madison

Route

Depart

Return

Price

NewarkMadison

EWR - MSN

EWRMSN

Newark

Fri 1/30

9:59 pm-11:44 pm

Nonstop2h 45m

Madison Truax Field

Tue 2/3

6:00 am-9:29 am

Nonstop2h 29m

$209

NewarkMadison

EWR - MSN

EWRMSN

Newark

Tue 1/13

9:59 pm-11:44 pm

Nonstop2h 45m

Madison Truax Field

Sun 2/1

6:00 am-9:29 am

Nonstop2h 29m

$209

NewarkMadison

EWR - MSN

EWRMSN

Newark

Tue 1/6

9:59 pm-11:44 pm

Nonstop2h 45m

Madison Truax Field

Sat 1/10

6:00 am-9:29 am

Nonstop2h 29m

$209

NewarkMadison

EWR - MSN

EWRMSN

Newark

Fri 1/9

9:59 pm-11:44 pm

Nonstop2h 45m

Madison Truax Field

Sun 1/11

6:00 am-9:29 am

Nonstop2h 29m

$209

NewarkMadison

EWR - MSN

EWRMSN

Newark

Fri 1/30

9:59 pm-11:44 pm

Nonstop2h 45m

Madison Truax Field

Sun 2/1

6:00 am-9:29 am

Nonstop2h 29m

$209

NewarkMadison

EWR - MSN

EWRMSN

Newark

Wed 1/21

6:00 am-10:19 am

1 stop5h 19m

Madison Truax Field

Mon 1/26

5:54 pm-11:40 pm

1 stop4h 46m

$229

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 1/22

11:53 am-4:52 pm

1 stop5h 59m

Madison Truax Field

Sat 1/24

11:29 am-5:29 pm

1 stop5h 00m

$229

NewarkMadison

EWR - MSN

EWRMSN

Newark

Sat 1/31

3:10 pm-7:07 pm

1 stop4h 57m

Madison Truax Field

Sun 2/1

6:30 am-12:18 pm

1 stop4h 48m

$229

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Sat 2/7

6:03 am-10:10 am

1 stop5h 07m

Madison Truax Field

Sun 2/8

6:20 pm-11:40 pm

1 stop4h 20m

$269

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Sat 2/7

9:55 am-4:51 pm

1 stop7h 56m

Madison Truax Field

Sun 2/8

6:30 am-2:22 pm

1 stop6h 52m

$269

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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

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

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

Currently, March is the cheapest month in which you can book a flight from Connecticut to Madison (average of $198). Flying from Connecticut to Madison in April is currently the most expensive (average of $266). 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.

What is the cheapest time of day to fly from CT to MSN?

Find hourly flight availability from Connecticut to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 37% on flights from Connecticut to Madison by exploring options for tickets in the evening.

Related info for your journey

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

    Madison Truax Field (MSN) is the airport you will fly into if you book a flight from Connecticut to Madison. It is only a 5.4 mi journey from Truax Field (MSN) to Madison’s city center.

  • How long is the flight from Connecticut to Madison?

    Airlines like United Airlines, Delta, and American Airlines fly from Connecticut to Madison in about 2h 45m. The time it takes to get you to your destination can typically vary by up to 6h 07m. Connecticut and Madison are separated by a distance of 796 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from Delta and United Airlines, as they are both options that can get you from Connecticut to Madison for a low price.

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

    When deciding which route to take from Connecticut to Madison consider New York LaGuardia - Madison Truax Field, Newark - Madison Truax Field or New York John F Kennedy Intl - Madison Truax Field as they are the most popular.

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

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

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Connecticut to Madison (average of $198). Flying from Connecticut to Madison in April is currently the most expensive (average of $266). 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 Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Alternative routes for Connecticut to Madison

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

Discover the top 3 airlines that operate flights from Connecticut to Madison. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$198Average$395FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$248Average$409FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$335FlexibilityNo cancel feeOn-timeN/A

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