$158 Find Cheap Flights from Madison to Connecticut - Compare and Save

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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?

Flight prices are typical for this route right now.

Flights to Connecticut from Madison usually cost between $318 and $398 in October.
The lowest price found in the past 5 days was $319 on United Airlines (Oct 14-Oct 20).

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

The cheapest month for flights from Madison to Connecticut is September, when tickets cost $318 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $569 and $547 respectively.

Good to know

Low season

January

Cheapest flight

$158
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Madison to Hartford

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 $248 one-way - $389 round-trip; New York $373 one-way - $401 round-trip

Reviews of the top 3 airlines serving from Madison to Connecticut

 
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 8557 reviews
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
7.8Comfort
Airline reviews

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

8.0 ExcellentCARMEN, Aug 2026
Read more Delta reviews

The flights were on time; all went as expected which is a big positive! No delays! There was no food or drink service in any legs, which I understand due to the short flight time.

The Delta assistsed services were awesome for my aunt. So very helpful.

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

Great Brasilia aircraft - not a Boeing 757 like the next part of the flight. Flight from MCI to IAD was great, on-time, comfortable, did I mention that? The flight from IAD to EDI was painful. One of the reasons I won't fly United again? Boeing 757, with a seat pitch and material that was horrendous. Worst aircraft ever, made worse by United sardine-can tight seating. Oh, and the connection window, 45 minutes, really? At IAD, in different concourses? What idiot came up with that flight scenario? Happily, (for me and my travel insurance people) the flight was late (reminiscent of American Airlines). The crew was professional and courteous.

Crew was great. Seats are cramped and uncomfortable and I’m a small person.

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?

Delayed and WIFI was not working for most of flight.

I am generally an American Airlines loyalist but this flight was not good. I was seated in an aisle seat and the gentleman in front of my had his seat fully reclined which made it impossible to work on my laptop, eat or drink.. The gentleman in the middle seat was watching something on his phone without headphones.

Disorganized boarding. Mandatory to gate check bags. Curt flight staff. No space for cabin bag, even when I was in first class.

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

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.

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

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

More options for your flight from Madison to Connecticut

Complete your trip to Connecticut with a hotel stay or car rental