$101 Find Cheap Flights from Madison to Connecticut

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Madison to Connecticut departing on 3/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Connecticut, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Madison to Connecticut, as well as popular online travel agencies
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Best Connecticut Flight Deals from Madison

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
Newarknonstop$209

Cheap Flight Deals from Madison to Connecticut (MSN-USCT)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Madison to Connecticut that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Madison to Connecticut

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Madison to Connecticut.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
4:23 pm - 10:43 pmMSN-BDL
5h 20m1 stop
5:34 pm - 11:59 pmBDL-MSN
7h 25m1 stop
$199American Airlines
Find Deal
Thu, May 29 - Sat, Jun 7
7:05 am - 10:25 amMSN-EWR
2h 20mnonstop
7:00 pm - 8:50 pmEWR-MSN
2h 50mnonstop
$209United Airlines
Find Deal
Tue, Apr 15 - Tue, Apr 29
5:30 pm - 11:35 pmMSN-EWR
5h 05m1 stop
7:00 pm - 8:50 pmEWR-MSN
2h 50mnonstop
$219United Airlines
Find Deal
Tue, Apr 15 - Tue, Apr 29
5:30 pm - 10:38 pmMSN-EWR
4h 08m1 stop
6:05 am - 10:20 amEWR-MSN
5h 15m1 stop
$229Delta
Find Deal
Sat, Apr 26 - Sat, May 3
5:24 pm - 11:59 pmMSN-BDL
5h 35m1 stop
6:54 pm - 11:02 pmBDL-MSN
5h 08m1 stop
$243Delta
Find Deal
Mon, May 26 - Wed, Jun 4
6:30 am - 12:11 pmMSN-EWR
4h 41m1 stop
6:15 pm - 10:20 pmEWR-MSN
5h 05m1 stop
$245United Airlines
Find Deal
Sat, Jul 26 - Sat, Aug 2
1:21 pm - 7:04 pmMSN-BDL
4h 43m1 stop
6:00 am - 11:56 amBDL-MSN
6h 56m1 stop
$249American Airlines
Find Deal
Thu, May 29 - Sat, Jun 7
5:00 am - 12:09 pmMSN-BDL
6h 09m1 stop
6:17 am - 10:49 amBDL-MSN
5h 32m1 stop
$254American Airlines
Find Deal
Wed, May 21 - Mon, May 26
6:25 pm - 11:09 pmMSN-PVD
27h 44m2 stops
12:53 pm - 8:01 amPVD-MSN
20h 08m2 stops
$717Breeze Airways
Find Deal
Wed, Jun 25 - Tue, Jul 29
6:29 pm - 12:02 pmMSN-JFK
16h 33m1 stop
6:00 am - 6:38 pmJFK-MSN
13h 38m1 stop
$794Frontier
Find Deal
Fri, Mar 21 - Sun, Mar 30

Good to know

Low season

February

High season

December

Cheapest flight

$101
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Madison to New York LaGuardia Airport

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from Madison to Connecticut?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Madison to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Madison to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Madison to Connecticut is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Madison to Connecticut?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Madison to Connecticut with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Madison to Connecticut?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Madison to Connecticut up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Connecticut

  • Looking for a cheap flight? 25% of our users found tickets from Madison to the following destinations at these prices or less: Newark $258 one-way - $314 round-trip; New York $258 one-way - $358 round-trip
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be February, March and April. The cheapest month to fly from Madison is April.
  • Morning departure is around 23% cheaper than an evening flight, on average*.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 3 airlines serving from Madison to Connecticut

 
See real verified KAYAK customer reviews for airlines flying from Madison to Connecticut. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Madison to Connecticut? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7986 reviews
7.9Entertainment
8.5Crew
8.0Comfort
7.3Food
8.2Boarding
Airline reviews

The WiFi didn't seem as fast as it normally is

10.0 ExcellentKristopher, Mar 2025AVL - ATL
Read more Delta reviews

The WiFi didn't seem as fast as it normally is

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

The crew was wonderful and attentive. The seats near exit row were restrictive. Offer healthy snacks please

Delta is a premier airline so my expectations are most always met.

Seats are much much more comfortable than United, which is what I usually fly

Zero updates from the pilots for 30 minutes in the tarmac

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

My priority checked bag was not loaded on the flight. I had to sit in baggage claim in Las Vegas for 2 1/2 hours waiting for the next flight. All baggage staff were very helpful, tracking showed it as scanned for loading. Nobody told me why it wasn't on my flight.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

I don’t understand the purpose of the orange “priority” tag on my bag. This tagged, my bag is last or near to the last bag to come down the carousel at IAH.

The tv monitor in front of my seat was not responding. The flight crew reset it and it still didn’t work.

The agents was very rude and they charged me $50 for a carry-on bag saying that it was too big and then I saw someone going on a plane with the same size bag as me

Terrible. First of all we were delayed 4 3/4 hours departing Honolulu. As we had to leave our condo and the rental car had to be returned we had to go to the airport. Even though we had a business class boarding pass to Washington, since we did not have business class to Montreal we could not access the lounge without paying a $59 fee each. This does not make sense to us. Since we could not meet our original connection United booked us to Montreal via New York LaGuardia on Air Canada. In Washington a further delay got us into LaGuardia too late to make our connection to Montreal so we were booked on another Air Canada flight 3 hours later. We were originally scheduled to arrive in Montreal at 10:40 and arrived at 19:55. A totally exhausting day, United did not offer a meal voucher or any type of compensation. Air Canada did give us a digital meal voucher. The food in United business class is poor among all meals offered. The pods look nice but are not that confortable. Overall would not fly on United again.

Plenty of room for me and the cat in Premium Economy. Seat was comfortable. Boarding was a breeze. The lady at the special check-in desk was great, super helpful and professional.

Good experience but the snacks are not gluten free, so I cannot eat them.

Between Las Vegas and Dallas was okay But, once in the Dallas airport, notice, I have disability and ask for a wheelchair, they leave in a middle of nowhere, the personal in charge try to push me on a cart where I couldn't sit because was to high. Then they don't care about me, they bulling, till I start to yelling and crying, ask to everyone around, who can help me. The man in charge make a despective movements and said you are to loosing the fly. The last name in his batch started with an H, I did not have the full name. A nightmare. After all, a woman in charge was walking very slowly and asking me for a tip cause she was helping me to reach the fly. For years, AA has been the preferred airline. The personal in charge of the disabled people are discriminate me. Thank you Kayak.

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

This was an overnight flight. There was no meal service in first class, just a simple snack basket was offered along with beverages. There should have been some type of continental breakfast prior to arrival in PHL. As an Executive Platinum American Airlines Advantage member, I received no name recognition from the first class flight attendant. When disembarking at PHL, the flight attendants were more interested in their cell phones than saying "thank you" to the passengers as they disembarked.

Flight boarded from Gate 39 at OGG, the farthest gate in the terminal. There were no Hawaiian themed amenities for the flight. The first class service was mediocre at best; I received not special welcome or recognition as an executive platinum member of American Advantage program. The flight attendants were more concerned with their cell phones than saying "thank you" to the passengers as we disembarked. Fortunately, the flight arrived at LAX a few minutes early.

I was a little disappointed of not having an android charger. Only one it was for an iPhone. I've flown American in the past and had access to one.

The flight was quick and to the point. The crew just did their job w/o excessive talking and everything was just perfect.

Flight was late and missed connecting flight. They could have better accommodated, but instead did an overnight and had to arrive the next afternoon.

The boarding crew was incredibly helpful getting me on an earlier flight

I didn’t like anything, being platinum pro get you absolutely nowhere and does not increase the customer service treatment whatsoever anymore. My flight was canceled and they put me on a flight eight hours later that would’ve got me back in the middle of the night. They could’ve easily move me up to an hour Prior on an earlier flight. My second flight was unreasonable to take, the third flight was also canceled due to mechanical issues like the first flight. I don’t know what’s going on with American, but they are falling apart, after seven flight changes I finally got home, Unreasonable.

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