Madison

$137+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MSN
Jun 7 — Jun 141
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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 May 8, 2026.

This United Airlines deal was found by Cheapflights users on 5/6. 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 5/298:38 am
EWR
-
MSN
Nonstop2h 31m
United Airlines
Sat 5/3010:53 am
MSN
-
EWR
Nonstop2h 20m
United Airlines
Deal found 5/6$269
This United Airlines deal was found by Cheapflights users on 5/7. 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 6/67:12 pm
EWR
-
MSN
1 stop4h 53m
United Airlines
Sun 6/76:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 5/7$279
This Delta deal was found by Cheapflights users on 5/5. 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 5/279:45 am
EWR
-
MSN
1 stop3h 56m
Delta
Tue 6/26:15 pm
MSN
-
EWR
1 stop4h 03m
Delta
Deal found 5/5$289
This United Airlines deal was found by Cheapflights users on 5/7. 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 5/268:38 am
EWR
-
MSN
Nonstop2h 31m
United Airlines
Sat 5/306:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 5/7$294
This Delta deal was found by Cheapflights users on 5/7. 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 6/176:00 am
EWR
-
MSN
1 stop3h 50m
Delta
Wed 6/246:19 pm
MSN
-
EWR
1 stop4h 40m
Delta
Deal found 5/7$299
This United Airlines deal was found by Cheapflights users on 5/5. 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 6/26:00 am
EWR
-
MSN
1 stop4h 59m
United Airlines
Tue 6/910:53 am
MSN
-
EWR
Nonstop2h 20m
United Airlines
Deal found 5/5$301
This United Airlines deal was found by Cheapflights users on 5/4. 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 5/288:38 am
EWR
-
MSN
Nonstop2h 31m
United Airlines
Tue 6/25:45 pm
MSN
-
EWR
1 stop6h 12m
United Airlines
Deal found 5/4$302
This United Airlines deal was found by Cheapflights users on 5/7. 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 6/56:59 pm
EWR
-
MSN
Nonstop2h 40m
United Airlines
Tue 6/96:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 5/7$305
This United Airlines deal was found by Cheapflights users on 5/7. 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 7/144:45 pm
EWR
-
MSN
1 stop7h 27m
United Airlines
Tue 7/216:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 5/7$307
This United Airlines deal was found by Cheapflights users on 5/7. 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 5/236:59 pm
EWR
-
MSN
Nonstop2h 40m
United Airlines
Sun 5/246:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Deal found 5/7$309
This Delta deal was found by Cheapflights users on 5/6. 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 5/306:00 am
BDL
-
MSN
1 stop6h 08m
Delta
Tue 6/25:43 am
MSN
-
BDL
1 stop6h 17m
Delta
Deal found 5/6$309
This American Airlines deal was found by Cheapflights users on 5/5. 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 7/87:00 am
PVD
-
MSN
1 stop6h 26m
American Airlines
Tue 7/147:13 am
MSN
-
PVD
1 stop7h 36m
American Airlines
Deal found 5/5$313

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 May 8, 2026.

Round-trip from

$269
(United Airlines)

One-way from

$137
(Kiwi.com)

Popular in

March

Cheapest in

January

Average price

$344
From Connecticut to Madison Truax Field
One-way flight from Connecticut to Madison Truax Field
Highest demand for flights based on searches. 10% potential increase in price ($43 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 8, 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

Wed 5/27

8:38 am-10:09 am

Nonstop2h 31m

Madison Truax Field

Sat 6/6

6:29 am-9:50 am

Nonstop2h 21m

$269

NewarkMadison

EWR - MSN

EWRMSN

Newark

Thu 5/28

8:38 am-10:09 am

Nonstop2h 31m

Madison Truax Field

Sat 5/30

6:30 am-12:11 pm

1 stop4h 41m

$279

NewarkMadison

EWR - MSN

EWRMSN

Newark

Wed 5/20

7:30 am-11:43 am

1 stop5h 13m

Madison Truax Field

Wed 6/3

10:53 am-2:13 pm

Nonstop2h 20m

$299

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Wed 7/15

5:30 am-8:52 am

1 stop4h 22m

Madison Truax Field

Mon 7/20

6:11 pm-11:39 pm

1 stop4h 28m

$309

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Fri 5/29

5:30 am-8:49 am

1 stop4h 19m

Madison Truax Field

Tue 6/2

7:00 am-12:07 pm

1 stop4h 07m

$309

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Sat 5/30

6:00 am-11:08 am

1 stop6h 08m

Madison Truax Field

Tue 6/2

5:43 am-1:00 pm

1 stop6h 17m

$309

ProvidenceMadison

PVD - MSN

PVDMSN

Providence-TFGreen

Tue 6/2

5:46 am-8:49 am

1 stop4h 03m

Madison Truax Field

Tue 6/16

6:00 am-1:49 pm

1 stop6h 49m

$313

NewarkMadison

EWR - MSN

EWRMSN

Newark

Wed 8/5

6:00 am-8:52 am

1 stop3h 52m

Madison Truax Field

Thu 8/13

6:39 pm-11:25 pm

1 stop3h 46m

$314

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Thu 6/4

6:00 am-11:08 am

1 stop6h 08m

Madison Truax Field

Sun 6/7

4:40 pm-12:04 am

1 stop6h 24m

$319

HartfordMadison

BDL - MSN

BDLMSN

Hartford Bradley Intl

Fri 7/17

5:20 pm-10:38 pm

1 stop6h 18m

Madison Truax Field

Mon 7/20

6:11 pm-11:39 pm

1 stop4h 28m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

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

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

The best time to book flights from Connecticut to Madison is 83 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.

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

Currently, May is the cheapest month in which you can book a flight from Connecticut to Madison (average of $118). 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?

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 31m. The time it takes to get you to your destination can typically vary by up to 4h 06m. 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 $118. 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?

  • 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, May is the cheapest month in which you can book a flight from Connecticut to Madison (average of $118). 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
Portage
Sun Prairie
Middleton
Baraboo
Fitchburg

Browse thousands of different options on Cheapflights for your next trip

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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.

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 May 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$345FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$269Average$376FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$293Average$458FlexibilityNo cancel feeOn-time71%

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