$123 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 9/22. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Connecticut

 
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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Flight Deals

Book Cheap Madison to Connecticut Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Madison to Connecticut

Fri, Aug 28 - Wed, Sep 2
Breeze Airways Logo
6:50 pm - 6:52 pm
MSN
-
BDL
23h 02m
1 stop
Breeze Airways Logo
8:00 am - 5:25 pm
BDL
-
MSN
10h 25m
1 stop
$265Breeze Airways
Fri, Sep 11 - Sat, Sep 12
United Airlines Logo
7:15 am - 10:39 am
MSN
-
EWR
2h 24mnonstop
United Airlines Logo
6:30 pm - 8:15 pm
EWR
-
MSN
2h 45mnonstop
$269United Airlines
Fri, Sep 11 - Sat, Sep 12
United Airlines Logo
7:15 am - 10:39 am
MSN
-
EWR
2h 24mnonstop
United Airlines Logo
10:25 am - 2:59 pm
EWR
-
MSN
5h 34m
1 stop
$275United Airlines
Thu, Aug 6 - Sat, Aug 8
United Airlines Logo
6:29 am - 9:50 am
MSN
-
EWR
2h 21mnonstop
United Airlines Logo
7:12 pm - 11:12 pm
EWR
-
MSN
5h 00m
1 stop
$279United Airlines
Tue, Aug 25 - Mon, Aug 31
American Airlines Logo
7:47 am - 1:30 pm
MSN
-
EWR
4h 43m
1 stop
American Airlines Logo
5:29 am - 9:17 am
EWR
-
MSN
4h 48m
1 stop
$288American Airlines
Fri, Aug 28 - Sat, Sep 5
Multiple Airlines Logo
6:50 pm - 6:52 pm
MSN
-
BDL
23h 02m
1 stop
Multiple Airlines Logo
12:27 pm - 7:15 pm
BDL
-
MSN
7h 48m
1 stop
$292Multiple Airlines
Thu, Aug 27 - Thu, Sep 3
Delta Logo
6:39 pm - 11:51 pm
MSN
-
BDL
4h 12m
1 stop
Delta Logo
6:50 am - 11:26 am
BDL
-
MSN
5h 36m
1 stop
$309Delta
Tue, Aug 11 - Wed, Aug 19
Delta Logo
6:39 pm - 11:51 pm
MSN
-
PVD
4h 12m
1 stop
Delta Logo
5:45 am - 8:52 am
PVD
-
MSN
4h 07m
1 stop
$313Delta
Tue, Aug 11 - Wed, Aug 19
American Airlines Logo
5:00 am - 2:44 pm
MSN
-
PVD
8h 44m
2 stops
American Airlines Logo
6:00 am - 12:08 pm
PVD
-
MSN
7h 08m
1 stop
$318American Airlines
Wed, Aug 26 - Sat, Sep 5
Multiple Airlines Logo
6:05 pm - 11:11 pm
MSN
-
BDL
28h 06m
2 stops
Multiple Airlines Logo
12:27 pm - 7:15 pm
BDL
-
MSN
7h 48m
1 stop
$338Multiple Airlines
Booking Insights

KAYAK's insights & trends for Madison to Connecticut flights

Get data-powered insights and trends into flights from Madison to Connecticut to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Madison to Connecticut?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Madison to Connecticut departing in August.

What is the cheapest month to fly from Madison to Connecticut?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Madison to Connecticut, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Madison to Connecticut is January, when tickets cost $134 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $328 and $328 respectively.

Good to know

Low seasonJanuary
Cheapest flight$123
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly and prices are also 4% 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.

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 $288 one-way - $424 round-trip; New York $298 one-way - $390 round-trip

Reviews of the 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.
7.8
DeltaOverall score based on 8440 reviews
8.1Boarding
7.8Entertainment
7.8Comfort
7.2Food
8.5Crew
Airline reviews

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

6.0 GoodMary, Jun 2026
KOA - SEA
Read more Delta reviews

Not really a “Delta” problem but worth mentioning: Boarding was a difficult process. TSA seemed understaffed and Pre-Check took longer than regular TSA. The supervisor was frazzled and yelled at travelers. Once through TSA, we had to put our carry-ons through another x-ray machine. Then queue up to board with both boarding pass and ID. Then, when we got to the stairs on the tarmac, we had to show our boarding pass again. Maybe this is just normal for Kona since the terminal is outdoors (but still a “secured” area).

I upgraded to first. Quick and easy boarding. Comfortable seat with power and a nice IPA.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Flight was delayed due to needing a replacement flight crew. Delta changed the aircraft type in Detroit. One hour delay. But once in the air, good flight

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Horrible I am at almost 2,000,000 miles on United. This was probably the worst flight ever. An hour and a half before takeoff I get a message that they’re changing the plane and I no longer have a seat in Polaris business Supposedly, there was a problem with the plane, but then there was no other plane Finally, they decided to bring a plane from Newark to Washington Dulles Of course the original flight was at 10:45 PM so by the time the plane got there it was 12:30 AM. It had not been cleaned. It had not been catered. They don’t really have people available to do those things when it’s not pre-programmed at 1 o’clock in the morning. The crew had to be changed And the new plane held 28 fewer people than the scheduled plane There is no way you can hate United Airlines enough The people at the gate were actually just fine, but it was management who was completely useless And did they send extra help to the people at the gate? Did they send supervisors? Of course not. Just don’t take United find somebody else or buy a boat

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

Tired of being nickel and dimed for every little thing, especially carry-on luggage.

Late start, late arrival and very uncomfortable seats. No legroom, no elbow room because the person next to me was fat. I had to press myself toward the aisle or be rubbing arms with them. As a result, I was bumped every time someone passed in the aisle. But I couldn't get away from the hip encroachment. Who wants to rub hips with an oversized stranger for over 2 hours? I'm not fat, just tall and larger-than-average frame so I need to leg room but it would be nice if other peoples' body parts weren't squeezing under and over the arm of the seating. Why should it cost me so much for simple comfort so United can get a little more profit?

Like all of the flights I took to get down to Dallas. They were delayed

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Good communication at the gate and very nice crew in the flight

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Unfortunately we had turbulence because of the weather and when we were about to land in Miami, the pilot brought the aircraft quickly up because another plane was in its way. The pilot was remarkable however we weren’t told until we started our second descent. Our flight was GOOD. The flight from Miami to Hartford was packed, so many people. It was late at night and we were tired and just wanted to be home. Obviously, the aviation staff preformed well.

Our flight was changed from Madison to DC to Madison to Charlotte.

Boarding was relatively fast and easy and the crew was attentive throughout.

Everything you need to know for your flight from Madison to Connecticut

Information on your arrival and departure airports