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Madison

$123+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MSN
Jul 29 — Aug 51
Wed 7/29
Wed 8/5
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 June 29, 2026.

This United Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 9/56:29 pm
EWR
-
MSN
Nonstop2h 45m
United Airlines
Sat 9/127:15 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Deal found 6/25$269
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:25 am
EWR
-
MSN
1 stop5h 34m
United Airlines
Sat 9/266:06 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Deal found 6/28$275
This United Airlines deal was found by Cheapflights users on 6/26. 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.
Wed 8/57:12 pm
EWR
-
MSN
1 stop5h 00m
United Airlines
Sat 8/810:53 am
MSN
-
EWR
Nonstop2h 20m
United Airlines
Deal found 6/26$279
This Delta deal was found by Cheapflights users on 6/29. 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 10/296:00 am
EWR
-
MSN
1 stop5h 10m
Delta
Sun 11/16:00 am
MSN
-
EWR
1 stop5h 57m
Delta
Deal found 6/29$289
This United Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 7/186:59 pm
EWR
-
MSN
Nonstop2h 40m
United Airlines
Tue 7/2110:45 am
MSN
-
EWR
Nonstop2h 20m
United Airlines
Deal found 6/25$291
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Wed 7/226:59 pm
EWR
-
MSN
Nonstop2h 40m
United Airlines
Wed 7/296:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 6/24$308
This American Airlines deal was found by Cheapflights users on 6/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:40 pm
BDL
-
MSN
1 stop5h 19m
American Airlines
Sun 9/63:53 pm
MSN
-
BDL
1 stop6h 58m
American Airlines
Deal found 6/25$309
This American Airlines deal was found by Cheapflights users on 6/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/45:30 pm
PVD
-
MSN
1 stop7h 40m
American Airlines
Sat 8/82:45 pm
MSN
-
PVD
1 stop7h 39m
American Airlines
Deal found 6/28$313
This Kiwi.com deal was found by Cheapflights users on 6/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:30 am
EWR
-
MSN
1 stop8h 45m
Multiple Airlines
Sat 9/1210:33 am
MSN
-
EWR
2 stops13h 26m
Multiple Airlines
Deal found 6/24$317
This American Airlines deal was found by Cheapflights users on 6/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:22 pm
PVD
-
MSN
1 stop5h 07m
American Airlines
Sun 8/303:53 pm
MSN
-
PVD
1 stop6h 52m
American Airlines
Deal found 6/28$319
This Delta deal was found by Cheapflights users on 6/25. 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.
Fri 7/105:30 am
BDL
-
MSN
1 stop4h 22m
Delta
Sat 7/185:22 pm
MSN
-
BDL
1 stop4h 52m
Delta
Deal found 6/25$324
This United Airlines deal was found by Cheapflights users on 6/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/176:09 am
BDL
-
MSN
1 stop4h 38m
United Airlines
Tue 7/215:00 am
MSN
-
BDL
2 stops8h 06m
United Airlines
Deal found 6/28$329

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 June 29, 2026.

Round-trip from

$269
(United Airlines)

One-way from

$123
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$474
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. 7% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 29, 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

Mon 9/28

4:29 pm-10:53 pm

1 stop7h 24m

Madison Truax Field

Tue 10/6

1:29 pm-7:30 pm

1 stop5h 01m

$289

ProvidenceMadison

PVD - MSN

PVDMSN

Providence-TFGreen

Sat 9/12

5:40 am-8:52 am

1 stop4h 12m

Madison Truax Field

Tue 9/15

6:37 pm-11:38 pm

1 stop4h 01m

$313

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 9/9

3:01 pm-8:53 pm

2 stops6h 52m

Madison Truax Field

Sun 9/13

6:30 am-2:05 pm

2 stops6h 35m

$350

New YorkMadison

LGA - MSN

LGAMSN

New York LaGuardia

Wed 8/12

12:55 pm-2:27 pm

Nonstop2h 32m

Madison Truax Field

Wed 8/19

5:43 am-12:42 pm

1 stop5h 59m

$355

New YorkMadison

LGA - MSN

LGAMSN

New York LaGuardia

Wed 10/21

11:00 am-4:34 pm

1 stop6h 34m

Madison Truax Field

Wed 10/28

12:30 pm-3:48 pm

Nonstop2h 18m

$355

NewarkMadison

EWR - MSN

EWRMSN

Newark

Wed 9/30

8:46 am-10:29 am

Nonstop2h 43m

Madison Truax Field

Mon 10/5

6:35 pm-12:57 am

1 stop5h 22m

$359

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 10/29

9:00 am-3:00 pm

1 stop7h 00m

Madison Truax Field

Sun 11/1

6:09 am-9:25 am

Nonstop2h 16m

$359

New YorkMadison

LGA - MSN

LGAMSN

New York LaGuardia

Tue 9/22

12:55 pm-5:17 pm

1 stop5h 22m

Madison Truax Field

Tue 9/29

12:00 pm-6:58 pm

1 stop5h 58m

$365

NewarkMadison

EWR - MSN

EWRMSN

Newark

Fri 10/16

3:00 pm-7:05 pm

1 stop5h 05m

Madison Truax Field

Mon 10/19

5:17 pm-12:58 am

1 stop6h 41m

$374

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 7/22

6:00 am-11:49 am

2 stops6h 49m

Madison Truax Field

Sat 7/25

5:00 am-2:06 pm

2 stops8h 06m

$379

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/25

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, October is the cheapest month in which you can book a flight from Connecticut to Madison (average of $247). Flying from Connecticut to Madison in March is currently the most expensive (average of $388). 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?

How far ahead should I book a flight from Connecticut to Madison?

The best time to book flights from Connecticut to Madison is 7 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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 Delta and United Airlines fly from Connecticut to Madison in about 6h 52m. The time it takes to get you to your destination can typically vary by up to 32m. Connecticut and Madison are separated by a distance of 849 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 Delta, with whom users have recently found tickets for as low as $161. However, be on the lookout for offers from American Airlines 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, October is the cheapest month in which you can book a flight from Connecticut to Madison (average of $247). Flying from Connecticut to Madison in March is currently the most expensive (average of $388). 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
Sun Prairie
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 June 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$364FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$270Average$377FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$458FlexibilityNo cancel feeOn-time71%

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