$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 2/18. 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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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

mar., feb. 17 - mar., feb. 24
United Airlines Logo
6:05 am - 9:28 am
MSN
-
EWR
2h 23mnonstop
United Airlines Logo
11:32 am - 2:57 pm
EWR
-
MSN
4h 25m
1 stop
$219United Airlines
mié., mar. 4 - lun., mar. 9
United Airlines Logo
6:05 am - 9:28 am
MSN
-
EWR
2h 23mnonstop
United Airlines Logo
8:47 pm - 10:37 pm
EWR
-
MSN
2h 50mnonstop
$227United Airlines
mié., feb. 18 - sáb., feb. 21
Delta Logo
5:54 pm - 11:30 pm
MSN
-
EWR
4h 36m
1 stop
Delta Logo
5:30 pm - 8:52 pm
EWR
-
MSN
4h 22m
1 stop
$229Delta
dom., feb. 15 - dom., feb. 22
United Airlines Logo
6:05 am - 9:28 am
MSN
-
EWR
2h 23mnonstop
United Airlines Logo
9:00 am - 2:57 pm
EWR
-
MSN
6h 57m
1 stop
$230United Airlines
mié., mar. 4 - lun., mar. 9
United Airlines Logo
8:15 am - 3:16 pm
MSN
-
EWR
6h 01m
1 stop
United Airlines Logo
8:47 pm - 10:37 pm
EWR
-
MSN
2h 50mnonstop
$236United Airlines
mié., feb. 18 - sáb., feb. 21
Delta Logo
3:30 pm - 6:47 pm
MSN
-
LGA
2h 17mnonstop
Delta Logo
12:50 pm - 2:31 pm
LGA
-
MSN
2h 41mnonstop
$245Delta
mar., feb. 24 - mar., feb. 24
American Airlines Logo
6:00 am - 1:19 pm
MSN
-
LGA
6h 19m
1 stop
American Airlines Logo
9:02 pm - 10:42 pm
LGA
-
MSN
2h 40mnonstop
$255American Airlines
mar., feb. 24 - mar., feb. 24
American Airlines Logo
6:00 am - 11:21 am
MSN
-
LGA
4h 21m
1 stop
American Airlines Logo
5:18 pm - 9:58 pm
LGA
-
MSN
5h 40m
1 stop
$265American Airlines
mié., ene. 28 - mar., feb. 3
Multiple Airlines Logo
6:16 pm - 10:28 am
MSN
-
JFK
15h 12m
1 stop
Multiple Airlines Logo
4:25 pm - 5:56 pm
JFK
-
MSN
26h 31m
1 stop
$273Multiple Airlines
sáb., ene. 31 - mar., feb. 3
Multiple Airlines Logo
6:16 pm - 10:28 am
MSN
-
JFK
15h 12m
1 stop
Multiple Airlines Logo
4:25 pm - 5:56 pm
JFK
-
MSN
26h 31m
1 stop
$277Multiple 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.

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 $268 (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 seasonFebruary
Cheapest flight$123
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 7% 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 $308 one-way - $262 round-trip; New York $280 one-way - $329 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 8089 reviews
8.1Boarding
7.2Food
7.8Entertainment
7.9Comfort
8.5Crew
Airline reviews

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

2.0 MediocreAnonymous, Jan 2026
ATL - FLL
Read more Delta reviews

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

Because I was moved to an exit row, the snacks in economy comfort, the selection of snacks was better.

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

No in flight service, no explanation - FC got service, C+ did not, unsure about Economy. No turbulence to speak of, so I guess another way to cut cost, or promote health and well being of Delta employees? Also, boarding in MEM combined zones, and with overhead space already full on both flights after Zone 2/ Diamond, presents a huge challenge to find a space for a bag. Delta, other than point A to B, is no longer reasonable to fly - very poor experiences, not even taking into account the chastising at the gate and rude crews, across the board.

It would have been better if the flight wasn't delayed by 2.5 hours

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

Delta flight Delay for ,more that two hours i.e original flight was 6.30 PM and it starts at 8.45 PM, When we connect Delta team for meal vouchers as it is late arrival in designation,But we did not get it as per delta policy , which is not good for mid night arrival,

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Yet another flight in which beverage and snack service was skipped. Other that that, firmly mediocre. Landed early, to gate late due to congestion at the gates. Airline's fault or airports fault: unknown.

Miserable. They moved my seat, but canceled the next leg of my flight. I resolved the issue at my transfer, but that resulted in lost luggage that has taken days off my schedule with no resolution. Worse, they fail to interface effectively with Lufthansa, forcing me to bounce between two equally useless help desks. The apps are unable to handle the situation, the bag dropped off the tracker, and while the call centers are polite, they do not provide written information to assist with cross-airline communication.

left on time, reasonable boarding process arrived early luggage came out quickly

I like flying first class, and United has a nice one

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

I would like the crew to talk LESS over the PA and specifically about credit card offers. I am trying to work, sleep, watch a movie and the PA was booming about a credit card offer. Could we go back to the days when the customer was more important than selling a credit card?

No enough space plus only allowing one laggage instead of two like other airlines.

It was good. But the gate team made me check my carry on when there was plenty of space for my luggage on the plane. Otherwise our trip was fine.

The entertainment options were at best, fair. It was exactly the same as my outbound flight. It would have been more entertaining if there were some series from Apple TV, HBO, Showtime or other carriers for me to catch up with.

Concern Regarding Significant Gate Delay and Jet Bridge Issue Dear Customer Relations Team, I am writing to express my disappointment with the experience I had on my recent flight AA 2414 on Sunday January 18, 2026. What should have been a routine departure turned into a frustrating and avoidable delay due to an issue with the jet bridge at the gate. As a result, the flight was delayed by approximately 90 minutes while multiple gate changes were attempted. The lack of clear communication during this period made the situation even more challenging. Passengers were left uncertain about the cause of the delay, the expected timeline, and the next steps. This not only disrupted travel plans but also created unnecessary stress for everyone on board. I understand that operational issues can arise, but a malfunctioning jet bridge and the resulting extended delay suggest an area where procedures or equipment maintenance may need attention. I hope you will review this incident to prevent similar disruptions in the future. I would appreciate acknowledgment of this concern and consideration of appropriate compensation for the inconvenience and lost time caused by this delay. Thank you for taking the time to review my experience. I look forward to hearing from you. Sincerely, Dion Dillard

They made me pay $40 to check a bag that was listed as free when I bought my ticket. Then before boarding they offered to check any bags free.

It was a good trip. Flight Attendants were friendly and responsive.

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

Information on your arrival and departure airports