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Madison

$143+ 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 4/22. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MSN
Apr 26 — May 31
Sun 4/26
Sun 5/3
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 March 27, 2026.

This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:59 pm
EWR
-
MSN
Nonstop2h 46m
United Airlines
Mon 5/46:00 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 3/26$269
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
EWR
-
MSN
1 stop5h 11m
United Airlines
Mon 4/276:00 am
MSN
-
EWR
Nonstop2h 22m
United Airlines
Deal found 3/26$279
This United Airlines deal was found by Cheapflights users on 3/22. 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 4/216:47 pm
EWR
-
MSN
Nonstop2h 46m
United Airlines
Mon 4/276:00 am
MSN
-
EWR
Nonstop2h 22m
United Airlines
Deal found 3/22$288
This Delta deal was found by Cheapflights users on 3/25. 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.
Sat 4/184:59 pm
EWR
-
MSN
1 stop5h 30m
Delta
Sat 4/252:41 pm
MSN
-
EWR
1 stop7h 53m
Delta
Deal found 3/25$289
This Delta deal was found by Cheapflights users on 3/24. 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.
Sat 4/186:30 pm
EWR
-
MSN
1 stop5h 21m
Delta
Mon 4/206:22 pm
MSN
-
EWR
1 stop3h 41m
Delta
Deal found 3/24$290
This United Airlines deal was found by Cheapflights users on 3/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:00 am
EWR
-
MSN
1 stop5h 11m
United Airlines
Sat 4/256:00 am
MSN
-
EWR
Nonstop2h 22m
United Airlines
Deal found 3/26$296
This United Airlines deal was found by Cheapflights users on 3/24. 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 4/111:00 pm
EWR
-
MSN
1 stop7h 25m
United Airlines
Thu 4/166:00 am
MSN
-
EWR
Nonstop2h 22m
United Airlines
Deal found 3/24$299
This United Airlines deal was found by Cheapflights users on 3/23. 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 7/37:12 pm
EWR
-
MSN
1 stop4h 47m
United Airlines
Tue 7/146:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 3/23$301
This United Airlines deal was found by Cheapflights users on 3/25. 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 4/156:47 pm
EWR
-
MSN
Nonstop2h 46m
United Airlines
Sat 4/186:00 am
MSN
-
EWR
Nonstop2h 22m
United Airlines
Deal found 3/25$302
This United Airlines deal was found by Cheapflights users on 3/22. 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 4/176:47 pm
EWR
-
MSN
Nonstop2h 46m
United Airlines
Sat 4/186:00 am
MSN
-
EWR
Nonstop2h 22m
United Airlines
Deal found 3/22$304
This United Airlines deal was found by Cheapflights users on 3/23. 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 4/1510:15 am
LGA
-
MSN
1 stop5h 55m
United Airlines
Sat 4/1810:05 am
MSN
-
LGA
1 stop4h 14m
United Airlines
Deal found 3/23$305
This American Airlines deal was found by Cheapflights users on 3/23. 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 4/157:29 pm
JFK
-
MSN
1 stop5h 26m
American Airlines
Sat 4/182:18 pm
MSN
-
JFK
1 stop4h 41m
American Airlines
Deal found 3/23$305

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 March 27, 2026.

Round-trip from

$269
(United Airlines)

One-way from

$143
(Delta)

Popular in

March

Cheapest in

January

Average price

$551
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. 11% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

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 March 27, 2026.
Use the filters below to find and compare flights from Connecticut to Madison that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NewarkMadison

EWR - MSN

EWRMSN

Newark

Sat 5/2

10:24 am-3:02 pm

1 stop5h 38m

Madison Truax Field

Mon 5/4

6:00 am-9:21 am

Nonstop2h 21m

$279

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 4/23

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Mon 4/27

6:00 am-9:22 am

Nonstop2h 22m

$279

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 4/23

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Sun 4/26

6:00 am-9:22 am

Nonstop2h 22m

$279

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 4/23

6:00 am-10:11 am

1 stop5h 11m

Madison Truax Field

Sat 4/25

10:50 am-4:19 pm

1 stop4h 29m

$289

NewarkMadison

EWR - MSN

EWRMSN

Newark

Sat 5/23

6:10 pm-10:27 pm

1 stop5h 17m

Madison Truax Field

Wed 5/27

2:35 pm-8:16 pm

1 stop4h 41m

$289

NewarkMadison

EWR - MSN

EWRMSN

Newark

Fri 4/17

7:45 pm-11:49 pm

1 stop5h 04m

Madison Truax Field

Tue 4/21

8:30 am-1:55 pm

1 stop4h 25m

$289

NewarkMadison

EWR - MSN

EWRMSN

Newark

Tue 4/14

6:47 pm-8:33 pm

Nonstop2h 46m

Madison Truax Field

Tue 4/21

10:05 am-4:30 pm

1 stop5h 25m

$299

NewarkMadison

EWR - MSN

EWRMSN

Newark

Fri 4/10

6:50 pm-10:54 pm

1 stop5h 04m

Madison Truax Field

Tue 4/14

8:30 am-1:55 pm

1 stop4h 25m

$309

New YorkMadison

LGA - MSN

LGAMSN

New York LaGuardia

Wed 4/15

8:05 am-11:38 am

1 stop4h 33m

Madison Truax Field

Sat 4/18

6:30 am-2:08 pm

2 stops6h 38m

$310

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 4/9

6:00 am-10:05 am

1 stop5h 05m

Madison Truax Field

Mon 4/13

6:22 pm-11:03 pm

1 stop3h 41m

$329

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 60 resultsSorted by cheapest first
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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, September is the cheapest month in which you can book a flight from Connecticut to Madison (average of $198). Flying from Connecticut to Madison in March is currently the most expensive (average of $316). 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.

How much does it cost to fly round-trip from Connecticut to Madison?

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 Breeze Airways fly from Connecticut to Madison in about 5h 38m. The time it takes to get you to your destination can typically vary by up to 36h 05m. 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 Newark - Madison Truax Field, New York LaGuardia - 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, September is the cheapest month in which you can book a flight from Connecticut to Madison (average of $198). Flying from Connecticut to Madison in March is currently the most expensive (average of $316). 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 March 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$247Average$376FlexibilityNo cancel feeOn-time69%
DeltaCheapest$248Average$334FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$278Average$438FlexibilityNo cancel feeOn-time71%

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