HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Connecticut

$166+ 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 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BDL
Sep 2 — Sep 91
Wed 9/2
Wed 9/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Madison to Connecticut with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 August 3, 2026.

This United Airlines deal was found by Cheapflights users on 7/31. 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 8/287:10 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Sat 9/56:29 pm
EWR
-
MSN
Nonstop2h 45m
United Airlines
Deal found 7/31$279
This Kiwi.com deal was found by Cheapflights users on 8/2. 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.
Fri 8/286:50 pm
MSN
-
BDL
1 stop23h 02m
Breeze Airways
Tue 9/18:10 am
BDL
-
MSN
2 stops26h 37m
Breeze Airways
Deal found 8/2$283
This United Airlines deal was found by Cheapflights users on 8/2. 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 9/210:57 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Tue 9/810:25 am
EWR
-
MSN
1 stop5h 34m
United Airlines
Deal found 8/2$285
This United Airlines deal was found by Cheapflights users on 7/31. 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 8/282:44 pm
MSN
-
EWR
1 stop5h 14m
United Airlines
Sun 8/308:30 am
EWR
-
MSN
Nonstop2h 43m
United Airlines
Deal found 7/31$289
This Kiwi.com deal was found by Cheapflights users on 7/30. 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.
Tue 11/310:30 am
MSN
-
EWR
1 stop22h 57m
Multiple Airlines
Mon 11/911:30 am
EWR
-
MSN
1 stop23h 20m
Multiple Airlines
Deal found 7/30$290
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/183:25 pm
MSN
-
EWR
1 stop5h 04m
American Airlines
Tue 9/226:48 am
EWR
-
MSN
1 stop6h 38m
American Airlines
Deal found 7/30$299
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/1512:56 pm
MSN
-
EWR
1 stop7h 33m
American Airlines
Sat 9/196:48 am
EWR
-
MSN
1 stop6h 38m
American Airlines
Deal found 7/30$300
This United Airlines deal was found by Cheapflights users on 8/3. 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 10/104:10 pm
MSN
-
EWR
1 stop6h 05m
United Airlines
Tue 10/136:30 pm
EWR
-
MSN
Nonstop2h 45m
United Airlines
Deal found 8/3$301
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/93:25 pm
MSN
-
EWR
1 stop5h 04m
American Airlines
Tue 9/156:48 am
EWR
-
MSN
1 stop6h 38m
American Airlines
Deal found 8/3$304
This United Airlines deal was found by Cheapflights users on 7/31. 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 8/277:10 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Fri 9/44:55 pm
EWR
-
MSN
1 stop4h 58m
United Airlines
Deal found 7/31$305
This United Airlines deal was found by Cheapflights users on 8/1. 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 10/226:06 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Mon 10/267:30 pm
EWR
-
MSN
1 stop4h 29m
United Airlines
Deal found 8/1$307
This United Airlines deal was found by Cheapflights users on 8/1. 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 8/198:10 am
MSN
-
EWR
1 stop4h 40m
United Airlines
Wed 8/268:30 am
EWR
-
MSN
Nonstop2h 43m
United Airlines
Deal found 8/1$309

Find flight deals from Madison to Connecticut

Keep the following information in mind while searching for Madison to Connecticut flight deals. Data was last updated August 3, 2026.

Round-trip from

$279
(United Airlines)

One-way from

$166
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$437
From Madison Truax Field to Connecticut
Search Deals
One-way flight from Madison Truax Field to Connecticut
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($72 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

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 August 3, 2026.
Use the filters below to find and compare flights from Madison to Connecticut that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Wed 8/19

8:10 am-1:50 pm

1 stop4h 40m

Newark

Wed 8/26

8:30 am-10:13 am

Nonstop2h 43m

$309

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 8/26

2:51 pm-11:25 pm

1 stop7h 34m

Hartford Bradley Intl

Wed 9/2

5:50 am-8:52 am

1 stop4h 02m

$319

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Wed 8/26

2:45 pm-10:54 pm

1 stop7h 09m

Hartford Bradley Intl

Wed 9/2

7:24 pm-11:29 pm

1 stop5h 05m

$319

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Fri 8/28

6:39 pm-11:51 pm

1 stop4h 12m

Hartford Bradley Intl

Thu 9/3

9:43 am-12:47 pm

1 stop4h 04m

$319

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Tue 8/18

5:15 pm-12:10 am

1 stop5h 55m

Newark

Tue 8/25

6:15 am-11:26 am

1 stop6h 11m

$319

MadisonProvidence

MSN - PVD

MSNPVD

Madison Truax Field

Tue 10/13

6:16 am-2:30 pm

2 stops7h 14m

Providence-TFGreen

Sat 10/17

6:10 am-12:30 pm

1 stop7h 20m

$328

MadisonNew York

MSN - LGA

MSNLGA

Madison Truax Field

Wed 9/23

7:00 am-10:20 am

Nonstop2h 20m

New York LaGuardia

Sat 9/26

3:20 pm-4:59 pm

Nonstop2h 39m

$355
Quickest round-trip

MadisonNew York

MSN - LGA

MSNLGA

Madison Truax Field

Wed 9/9

7:00 am-10:20 am

Nonstop2h 20m

New York LaGuardia

Wed 9/9

5:29 pm-7:06 pm

Nonstop2h 37m

$355

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Thu 9/10

7:15 am-10:39 am

Nonstop2h 24m

Newark

Wed 9/16

10:25 am-2:59 pm

1 stop5h 34m

$365

MadisonNew York

MSN - LGA

MSNLGA

Madison Truax Field

Wed 10/21

5:51 am-1:36 pm

1 stop6h 45m

New York LaGuardia

Sat 10/24

3:00 pm-4:48 pm

Nonstop2h 48m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

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, September is the cheapest month in which you can book a flight from Madison to Connecticut (average of $323). Flying from Madison to Connecticut in December is currently the most expensive (average of $569). 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 Madison to Connecticut?

Airfare is below average for this route at the moment.
Madison to Connecticut flights typically cost between $338 and $487 in August.
The cheapest round-trip price found within the last 5 days was $283 on Breeze Airways (Aug 28-Sep 1).

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 August 3, 2026.
Read through reviews of airlines operating flights from Madison to Connecticut, such as Delta,United Airlines, andAmerican Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,483 reviews

Overall

7.8

Boarding

8.1

Entertainment

7.8

Food

7.2

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
Delta
7.8
Good
8,483 reviews
Delta
7.8
Good
8,483 reviews

Overall

7.8

Boarding

8.1

Entertainment

7.8

Food

7.2

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
United Airlines
7.4
Good
10,058 reviews
Delta
7.8
Good
8,483 reviews

Overall

7.8

Boarding

8.1

Entertainment

7.8

Food

7.2

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional
American Airlines
7.1
Good
11,842 reviews
Delta
7.8
Good
8,483 reviews

Overall

7.8

Boarding

8.1

Entertainment

7.8

Food

7.2

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2026

SEA - KOA

The snacks were not very good, not everyone was very friendly and professional

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 $309, 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 American Airlines ($168), Delta ($204), and United Airlines ($225).

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

    The most popular route from Madison to Connecticut is Madison Truax Field - Newark. You may also consider Madison Truax Field - New York LaGuardia 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, September is the cheapest month in which you can book a flight from Madison to Connecticut (average of $323). Flying from Madison to Connecticut in December is currently the most expensive (average of $569). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Newark flights
O'Hare Intl to Las Vegas flights
O'Hare Intl to Seattle flights
O'Hare Intl to Orlando flights
O'Hare Intl to John F Kennedy Intl flights
O'Hare Intl to Los Angeles flights
O'Hare Intl to LaGuardia flights
O'Hare Intl to Denver flights
O'Hare Intl to Dallas/Fort Worth flights
Minneapolis to Seattle flights
O'Hare Intl to Sky Harbor Intl flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Boston flights
O'Hare Intl to Tampa flights
Minneapolis to Denver flights
O'Hare Intl to San Francisco flights
Minneapolis to Newark flights
O'Hare Intl to New Orleans flights
Minneapolis to Las Vegas flights
O'Hare Intl to San Diego flights
O'Hare Intl to Atlanta flights
Minneapolis to John F Kennedy Intl flights
O'Hare Intl to Reagan-National flights
O'Hare Intl to Fort Myers flights
Minneapolis to Sky Harbor Intl flights
Minneapolis to LaGuardia flights
Minneapolis to Los Angeles flights
Minneapolis to Orlando flights
O'Hare Intl to Nashville flights
O'Hare Intl to Baltimore flights
O'Hare Intl to Dulles Intl flights
O'Hare Intl to Hobby flights
O'Hare Intl to George Bush Intcntl flights
Minneapolis to O'Hare Intl flights
O'Hare Intl to Ontario flights
Minneapolis to Dallas/Fort Worth flights
O'Hare Intl to Philadelphia flights
Minneapolis to Boston flights
Minneapolis to San Francisco flights
O'Hare Intl to Honolulu flights
Minneapolis to San Diego flights
Minneapolis to Dulles Intl flights
Minneapolis to Miami flights
Minneapolis to Baltimore flights
O'Hare Intl to Charlotte flights
Minneapolis to Midway flights
O'Hare Intl to Minneapolis flights
Minneapolis to Reagan-National flights
O'Hare Intl to Portland flights

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 August 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$268Average$366FlexibilityNo cancel feeOn-time69%
DeltaCheapest$269Average$442FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$273Average$426FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.
Site
©2026 Cheapflights