$121 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 5/6. 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

Wed, May 6 - Sun, May 10
Multiple Airlines Logo
6:05 pm - 10:32 am
MSN
-
EWR
15h 27m
1 stop
Multiple Airlines Logo
4:00 pm - 8:25 am
EWR
-
MSN
17h 25m
1 stop
$254Multiple Airlines
Wed, May 27 - Sat, May 30
United Airlines Logo
10:53 am - 2:13 pm
MSN
-
EWR
2h 20mnonstop
United Airlines Logo
6:59 pm - 8:39 pm
EWR
-
MSN
2h 40mnonstop
$269United Airlines
Wed, May 6 - Sun, May 10
Multiple Airlines Logo
6:05 pm - 4:01 pm
MSN
-
LGA
20h 56m
2 stops
Multiple Airlines Logo
4:56 pm - 8:25 am
LGA
-
MSN
16h 29m
1 stop
$273Multiple Airlines
Sat, Apr 25 - Tue, Apr 28
United Airlines Logo
6:00 am - 9:22 am
MSN
-
EWR
2h 22mnonstop
United Airlines Logo
6:00 am - 10:11 am
EWR
-
MSN
5h 11m
1 stop
$279United Airlines
Sat, May 16 - Tue, May 19
American Airlines Logo
8:05 am - 11:29 am
MSN
-
LGA
2h 24mnonstop
American Airlines Logo
7:29 pm - 9:14 pm
LGA
-
MSN
2h 45mnonstop
$285American Airlines
Fri, Apr 24 - Fri, May 1
Delta Logo
6:22 pm - 11:03 pm
MSN
-
EWR
3h 41m
1 stop
Delta Logo
6:05 am - 10:09 am
EWR
-
MSN
5h 04m
1 stop
$289Delta
Tue, Apr 21 - Wed, Apr 22
American Airlines Logo
8:05 am - 11:29 am
MSN
-
LGA
2h 24mnonstop
American Airlines Logo
6:59 pm - 11:55 pm
LGA
-
MSN
5h 56m
1 stop
$294American Airlines
Tue, May 5 - Wed, May 6
Delta Logo
7:41 am - 10:59 am
MSN
-
LGA
2h 18mnonstop
Delta Logo
5:00 pm - 9:15 pm
LGA
-
MSN
5h 15m
1 stop
$320Delta
Fri, May 15 - Mon, May 18
Breeze Airways Logo
6:50 pm - 8:25 pm
MSN
-
HVN
24h 35m
2 stops
Breeze Airways Logo
6:31 pm - 5:25 pm
HVN
-
MSN
47h 54m
2 stops
$933Breeze Airways
Fri, May 15 - Mon, May 18
Breeze Airways Logo
6:50 pm - 4:47 pm
MSN
-
HVN
44h 57m
3 stops
Breeze Airways Logo
6:31 pm - 5:25 pm
HVN
-
MSN
47h 54m
2 stops
$1,148Breeze Airways
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 April.

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 May, when tickets cost $293 (return) on average. On the other hand, the most expensive months are December and January, when the average cost of round-trip tickets is $569 and $467 respectively.

Good to know

Low seasonJanuary
Cheapest flight$121
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 2% 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 $253 one-way - $391 round-trip; New York $288 one-way - $377 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.
7.9
DeltaOverall score based on 8359 reviews
7.9Comfort
7.8Entertainment
7.2Food
8.5Crew
8.1Boarding
Airline reviews

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

10.0 ExcellentAnonymous, Mar 2026
SAT - LAX
Read more Delta reviews

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

We purchase first class seats for the first time for multiples of standard economy ticket. There was no access to the club lounge and no priority boarding. The meal and the service once on the plane were superior and the seat was nicer, but not worth the price difference. I will be happy to seat in economy and spend the difference on more travel.

Wonderful in-seat entertainment with seatback screens and huge selection of quality movies. The ability to bluetooth connect headphones was amazing.

Smooth and easy boarding, comfortable for the entire 5 hour flight, and the seat back entertainment was great! I appreciated all the features, from location info and maps, movies, the ability to connect with Bluetooth headphones, and good selection of movies. Food was good, normal airline snacks (I didn’t purchase anything)

They promise free wi-fi prior to boarding and then once on board you are informed you have to purchase wifi even after being a mileagePlus member.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

Awful. No counter attendants. No dinner offered due to delays.

Horrible service no Wi-Fi connection on both leg of the flight and they are refusing to fix bad service

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

Flight was on-time, boarding was flawless and the crew was friendly.

The staff are very, very professional. It's what flying should feel like.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

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

Information on your arrival and departure airports