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$157+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
MSN — BDL
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
1 adult, Economy
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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 May 29, 2026.

This United Airlines deal was found by Cheapflights users on 5/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:05 am
MSN
-
EWR
Nonstop2h 24m
United Airlines
Sat 9/56:29 pm
EWR
-
MSN
Nonstop2h 45m
United Airlines
Deal found 5/29$269
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Wed 7/110:53 am
MSN
-
EWR
Nonstop2h 20m
United Airlines
Sat 7/117:12 pm
EWR
-
MSN
1 stop5h 00m
United Airlines
Deal found 5/28$279
This Delta deal was found by Cheapflights users on 5/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/35:45 pm
MSN
-
EWR
1 stop5h 14m
Delta
Tue 7/79:55 am
EWR
-
MSN
1 stop3h 47m
Delta
Deal found 5/28$289
This United Airlines deal was found by Cheapflights users on 5/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/176:24 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Sat 6/207:12 pm
EWR
-
MSN
1 stop4h 53m
United Airlines
Deal found 5/29$299
This United Airlines deal was found by Cheapflights users on 5/27. 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 7/296:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Tue 8/47:12 pm
EWR
-
MSN
1 stop5h 00m
United Airlines
Deal found 5/27$301
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Thu 7/26:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Sat 7/46:59 pm
EWR
-
MSN
Nonstop2h 40m
United Airlines
Deal found 5/28$307
This American Airlines deal was found by Cheapflights users on 5/28. 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 6/306:34 am
MSN
-
BDL
1 stop4h 37m
American Airlines
Fri 7/37:33 pm
BDL
-
MSN
1 stop4h 46m
American Airlines
Deal found 5/28$309
This United Airlines deal was found by Cheapflights users on 5/25. 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.
Thu 6/186:24 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Sat 6/208:40 am
EWR
-
MSN
Nonstop2h 31m
United Airlines
Deal found 5/25$309
This United Airlines deal was found by Cheapflights users on 5/28. 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.
Thu 7/96:29 am
MSN
-
EWR
Nonstop2h 21m
United Airlines
Sat 7/111:10 pm
EWR
-
MSN
1 stop6h 47m
United Airlines
Deal found 5/28$310
This United Airlines deal was found by Cheapflights users on 5/25. 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 7/48:10 am
MSN
-
PVD
1 stop5h 15m
United Airlines
Wed 7/86:00 am
PVD
-
MSN
1 stop4h 47m
United Airlines
Deal found 5/25$313
This Delta deal was found by Cheapflights users on 5/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/34:40 pm
MSN
-
EWR
1 stop6h 28m
Delta
Mon 7/66:00 am
EWR
-
MSN
1 stop3h 50m
Delta
Deal found 5/26$314
This American Airlines deal was found by Cheapflights users on 5/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/265:52 pm
MSN
-
PVD
1 stop4h 21m
American Airlines
Tue 6/304:44 pm
PVD
-
MSN
1 stop8h 25m
American Airlines
Deal found 5/26$316

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 May 29, 2026.

Round-trip from

$269
(United Airlines)

One-way from

$157
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$362
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. 18% potential increase in price ($90 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 29, 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

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Sat 6/20

5:27 pm-11:35 pm

1 stop5h 08m

Hartford Bradley Intl

Tue 6/23

5:30 am-8:50 am

1 stop4h 20m

$309

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Fri 6/12

2:45 pm-11:43 pm

1 stop7h 58m

Hartford Bradley Intl

Tue 6/16

5:30 am-8:50 am

1 stop4h 20m

$324

MadisonHartford

MSN - BDL

MSNBDL

Madison Truax Field

Mon 7/6

6:32 pm-11:35 pm

1 stop4h 03m

Hartford Bradley Intl

Sat 7/11

5:30 am-8:52 am

1 stop4h 22m

$334

MadisonNew York

MSN - LGA

MSNLGA

Madison Truax Field

Tue 7/14

1:31 pm-7:50 pm

1 stop5h 19m

New York LaGuardia

Wed 7/22

5:50 pm-7:45 pm

Nonstop2h 55m

$355

MadisonNewark

MSN - EWR

MSNEWR

Madison Truax Field

Fri 7/3

4:40 pm-12:08 am

1 stop6h 28m

Newark

Mon 7/6

6:00 am-8:50 am

1 stop3h 50m

$364

MadisonNew York

MSN - LGA

MSNLGA

Madison Truax Field

Sat 9/19

6:10 am-12:29 pm

1 stop5h 19m

New York LaGuardia

Sat 9/26

6:04 am-8:48 am

1 stop3h 44m

$365

MadisonNew York

MSN - LGA

MSNLGA

Madison Truax Field

Fri 7/3

6:32 pm-11:41 pm

1 stop4h 09m

New York LaGuardia

Tue 7/7

9:25 am-12:42 pm

1 stop4h 17m

$365

MadisonNew York

MSN - JFK

MSNJFK

Madison Truax Field

Tue 9/1

5:43 am-11:59 am

1 stop5h 16m

New York John F Kennedy Intl

Sat 9/5

7:15 am-11:26 am

1 stop5h 11m

$365

MadisonNew York

MSN - JFK

MSNJFK

Madison Truax Field

Sat 8/15

5:43 am-1:15 pm

1 stop6h 32m

New York John F Kennedy Intl

Tue 8/25

6:00 am-10:27 am

1 stop5h 27m

$365

MadisonNew York

MSN - JFK

MSNJFK

Madison Truax Field

Sat 9/19

7:05 am-11:59 am

1 stop3h 54m

New York John F Kennedy Intl

Sat 9/26

6:00 am-12:24 pm

1 stop7h 24m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/24

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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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, January is the cheapest month in which you can book a flight from Madison to Connecticut (average of $134). Flying from Madison to Connecticut in May is currently the most expensive (average of $328). 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?

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 May 29, 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
7.9
Good
8,419 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

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
7.9
Good
8,419 reviews
Delta
7.9
Good
8,419 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

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
9,763 reviews
Delta
7.9
Good
8,419 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

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
11,643 reviews
Delta
7.9
Good
8,419 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Crew

8.5

Comfort

7.8

Entertainment

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 $393, Delta can have you in Connecticut from Madison in 4h 35m. There are 916 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 ($201), 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, January is the cheapest month in which you can book a flight from Madison to Connecticut (average of $134). Flying from Madison to Connecticut in May is currently the most expensive (average of $328). 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

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Alternative routes for Madison to Connecticut

See prices for flight routes from nearby airports that may be better suited for you.
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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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$378FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$268Average$391FlexibilityNo cancel feeOn-time69%
DeltaCheapest$269Average$487FlexibilityNo cancel feeOn-timeN/A

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