$157 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 9/2. 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, Sep 2 - Sat, Sep 5
United Airlines Logo
7:05 am - 10:29 am
MSN
-
EWR
2h 24mnonstop
United Airlines Logo
6:29 pm - 8:14 pm
EWR
-
MSN
2h 45mnonstop
$269United Airlines
Wed, Jul 1 - Sat, Jul 11
United Airlines Logo
10:53 am - 2:13 pm
MSN
-
EWR
2h 20mnonstop
United Airlines Logo
7:12 pm - 11:12 pm
EWR
-
MSN
5h 00m
1 stop
$279United Airlines
Fri, Jul 3 - Tue, Jul 7
Delta Logo
5:45 pm - 11:59 pm
MSN
-
EWR
5h 14m
1 stop
Delta Logo
9:55 am - 12:42 pm
EWR
-
MSN
3h 47m
1 stop
$289Delta
Wed, Jul 1 - Sat, Jul 11
United Airlines Logo
10:53 am - 2:13 pm
MSN
-
EWR
2h 20mnonstop
United Airlines Logo
8:40 am - 10:11 am
EWR
-
MSN
2h 31mnonstop
$291United Airlines
Wed, Jun 17 - Sat, Jun 20
United Airlines Logo
6:24 am - 9:45 am
MSN
-
EWR
2h 21mnonstop
United Airlines Logo
7:12 pm - 11:05 pm
EWR
-
MSN
4h 53m
1 stop
$299United Airlines
Wed, Jul 29 - Tue, Aug 4
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
$301United Airlines
Sun, Sep 6 - Sun, Sep 13
Delta Logo
5:47 pm - 11:51 pm
MSN
-
BDL
5h 04m
1 stop
Delta Logo
9:35 am - 12:54 pm
BDL
-
MSN
4h 19m
1 stop
$309Delta
Tue, Sep 8 - Wed, Sep 16
American Airlines Logo
2:45 pm - 11:24 pm
MSN
-
PVD
7h 39m
1 stop
American Airlines Logo
5:31 pm - 10:11 pm
PVD
-
MSN
5h 40m
1 stop
$313American Airlines
Tue, Jun 30 - Fri, Jul 3
American Airlines Logo
2:42 pm - 11:54 pm
MSN
-
BDL
8h 12m
2 stops
American Airlines Logo
5:22 pm - 12:13 am
BDL
-
MSN
7h 51m
1 stop
$314American Airlines
Mon, Aug 31 - Fri, Sep 4
Breeze Airways Logo
6:50 pm - 5:10 pm
MSN
-
BDL
21h 20m
1 stop
Breeze Airways Logo
6:34 pm - 9:47 am
BDL
-
MSN
16h 13m
2 stops
$323Breeze 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 September.

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$157
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 $253 one-way - $414 round-trip; New York $288 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.
7.9
DeltaOverall score based on 8419 reviews
7.8Entertainment
8.1Boarding
7.8Comfort
7.2Food
8.5Crew
Airline reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

6.0 GoodAnonymous, May 2026
ATL - ECP
Read more Delta reviews

No service flight that took 5 hrs and a stop at an unscheduled airport. Crew and pilots did their jobs

Clean planes and not take my comfort class seat away.

Weather caused a long delay, but the efficiency and updates from the pilot were helpful. We were able to make our connection fortunately.

Planes were clean, no water or snacks on either flight.

Free & relatively fast Wi-Fi. Would've liked a wider drink selection.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

Flight was delayed but more than 90 minutes. This caused me to miss my available windows for pick-up by a friend. I had to pay $125 for an uber back home from the airport which was an added expense that I had not budgeted for my trip. Staff was friendly.

Seat pitch is horrible especially on the 15 hour flight. Gate crew at SFO was Outstanding. The flight crew was also great.

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

6 1/2 hours from Tampa to SFO on a Boeing 737. Cramped. No Service. No real food. One pass for coffee at the beginning and a second pass THREE hours later. And check-in in Tampa was nasty even by United standards. And I am at almost TWO million miles on United. It's a non-stop. But terrible service.

MY FAMILY'S LUGGAGE WAS LOST FROM ROME TO BARI. I WAS THE ONLY ONE THAT RECEIVED MY LUGGAGE FROM ROME TO BARI. AFTER DEPLANING IN BARI, WE WASTED A LOT OF TIME AT BAG CLAIMS LOST AND FOUND REPORTING THE CLAIM AND PLEADING FOR THE BAGS TO BE DELIVERED THE NEXT DAY. WE WERE TOLD THAT IT TAKES 3 DAYS MINIMUM TO DELIVER. MY DAUGHTER AND MY GIRLFRIEND NEEDED THEIR PERSONAL THINGS AND WE WERE STAYING 3 HOURS AWAY FROM THE BARI AIRPORT. WE HAD TO DRIVE 3 HOURS TO THE AIRPORT TO COLLECT OUR LOST LUGGAGE THE NEXT DAY. WE ARE NOT HAPPY WITH THE EXPERIENCE

We had a delay, but thankfully I made it to my connection. Overall it went smooth

The flight had a delay but I made it to my connection. Flight was smooth overall

As I wrote earlier, poor planning and/or communication. At least twice, we were told that we would be boarding in less than ten minutes, only to have the flight again delayed at least another hour.

This flight is a quick way to get to Chicago, but a bit expensive.

Our flight to Rome, Italy was cancelled the day of and we were never informed. We only found out because I was trying to get into my husbands account and called to get his account number. Had to pay more for worse seating on another airline.

Movies on my phone are great. It would be nice to have a gluten free snack option.

It was what i expected. I like the movies you can access from your phone. It would be nice if there was a gluten free snack offered. But I did bring my own snack knowing there would not be a gluten free option

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Ontario airport boarding was very easy to park and access, is clean and TSA took 10 minutes total. Check-in was a breeze and cruise was very nice.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

The flight attendants were very friendly, efficient, and helpful. The plane was ahead of schedule, and it all went very smoothly. Thank you.

They lost my baggage and I am still struggling to the information and update

We got delayed getting out of DFW for broken overhead bins. Once the flight got underway the captain kept the seatbelt sign lit the entire flight despite little perceptible turbulence, preventing use of the rest rooms and any sort of refreshment service in the main cabin.

Flight delays for communication overall not a good experience uncomfortable on the plane. Person in front of me reclined his seat, putting them inches from my lap.

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

Information on your arrival and departure airports