$120 Find Cheap Flights from Key West 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 Key West to Connecticut departing on 7/17. 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 Key West 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 Key West to Connecticut, as well as popular online travel agencies
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Flight Deals

Book Cheap Key West 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 Key West 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 Key West to Connecticut

Wed, Aug 26 - Mon, Aug 31
Breeze Airways Logo
11:46 am - 10:57 pm
EYW
-
PVD
11h 11m
1 stop
Breeze Airways Logo
6:30 am - 11:27 am
PVD
-
EYW
4h 57m
1 stop
$211Breeze Airways
Thu, Sep 3 - Tue, Sep 8
Breeze Airways Logo
7:53 pm - 5:55 pm
EYW
-
BDL
22h 02m
1 stop
Breeze Airways Logo
8:10 am - 9:24 am
BDL
-
EYW
25h 14m
2 stops
$253Breeze Airways
Wed, Nov 4 - Wed, Nov 18
Breeze Airways Logo
10:04 am - 6:46 pm
EYW
-
BDL
8h 42m
1 stop
Breeze Airways Logo
6:00 am - 10:19 am
BDL
-
EYW
28h 19m
1 stop
$254Breeze Airways
Wed, Aug 26 - Fri, Aug 28
Breeze Airways Logo
11:46 am - 4:30 pm
EYW
-
BDL
4h 44m
1 stop
Breeze Airways Logo
7:25 am - 12:31 pm
BDL
-
EYW
5h 06m
1 stop
$256Breeze Airways
Fri, Jul 31 - Sun, Aug 30
Allegiant Air Logo
10:31 am - 9:05 am
EYW
-
EWR
22h 34m
1 stop
Allegiant Air Logo
12:00 pm - 5:31 pm
EWR
-
EYW
5h 31m
1 stop
$260Allegiant Air
Thu, Jul 30 - Sun, Aug 30
Multiple Airlines Logo
9:22 pm - 10:31 am
EYW
-
EWR
13h 09m
1 stop
Multiple Airlines Logo
12:00 pm - 5:31 pm
EWR
-
EYW
5h 31m
1 stop
$270Multiple Airlines
Thu, Jul 23 - Mon, Jul 27
Multiple Airlines Logo
12:05 pm - 11:32 am
EYW
-
BDL
23h 27m
1 stop
Multiple Airlines Logo
7:15 am - 6:28 pm
BDL
-
EYW
11h 13m
1 stop
$287Multiple Airlines
Sat, Jul 4 - Tue, Jul 7
United Airlines Logo
2:26 pm - 5:37 pm
EYW
-
EWR
3h 11mnonstop
United Airlines Logo
10:18 am - 1:30 pm
EWR
-
EYW
3h 12mnonstop
$289United Airlines
Thu, Jul 9 - Wed, Jul 15
American Airlines Logo
7:40 pm - 12:59 am
EYW
-
EWR
5h 19m
1 stop
American Airlines Logo
12:25 pm - 7:06 pm
EWR
-
EYW
6h 41m
1 stop
$310American Airlines
Thu, Jul 23 - Mon, Jul 27
American Airlines Logo
11:28 am - 6:29 pm
EYW
-
LGA
7h 01m
1 stop
American Airlines Logo
6:00 am - 12:14 pm
LGA
-
EYW
6h 14m
1 stop
$329American Airlines
Booking Insights

KAYAK's insights & trends for Key West to Connecticut flights

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

What is the cheapest Key West to Connecticut flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Connecticut from Key West found in the last 5 days was to New Haven, at $171 round-trip. The most popular route is from Key West (EYW) to New Haven (HVN), and the cheapest round-trip airline ticket found on this route in the last 5 days was $171.

Can I save money by flying with a layover from Key West to Connecticut?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $171, prices are generally cheapest when you fly direct.

Good to know

Low seasonMay
Cheapest flight$120
Best time to beat the crowds but there is an average 24% increase in price.
Most popular time to fly and prices are also 11% lower on average.
Flight from Key West to Newark Liberty Airport

FAQs - booking Connecticut flights

  • How does KAYAK find such low prices on flights from Key West 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 Key West to Connecticut.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Key West to Connecticut?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Key West 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 Key West 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 Key West 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 Key West 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 Key West 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 Key West to the following destinations at these prices or less: Newark $258 one-way - $389 round-trip

Reviews of the top airline flying from Key West to Connecticut

 
See real verified KAYAK customer reviews for airlines flying from Key West 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 Key West 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.
7.1
American AirlinesOverall score based on 11668 reviews
6.8Entertainment
7.2Comfort
7.5Boarding
7.9Crew
6.4Food
Airline reviews

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

2.0 MediocreMichael, Jun 2026
MIA - MSY
Read more American Airlines reviews

Trash. Sat on the runway for 40 mins…missed connecting flight because of it now I’m stuck. Thanks…a whole fkn lot.

Little time between flight from Dallas to flight to Gainesville. We chose this one, 43 minutes between, because the price for a connection with at least an hour between, was so much higher. Had to ask passengers on the Dallas flight to please allow us to deplane ahead of them. The economy passengers allowed this. We had to walk very fast to the next gate, 35 gates away. Thankfully all in the same terminal. Getting to the small Gainesville plane was a little confusing as you enter an area that is boarding many small planes at the same time. We stood in the wrong line for about 15 seconds before realizing it was not our Gainesville flight. Since I had boarded at this gate in the past, I knew to check the signs carefully so we weren’t lost. The first class seat experience was wonderful. I really enjoyed the upgrade. We were offered an alcohol drink as soon as we sat down. I got something different but it was a great gesture especially since we really had to hurry to make the flight. We had packed expecting we might miss this connection, but made it. Our luggage didn’t miss the flight. American Airlines delivered our bags to our home the next day. That was very convenient!

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

There were flight delays making our flight arrive at our destination after midnight didn’t seem to have enough crew or airplanes for the flights laid over in Dallas should’ve had plenty of time to make it to our next flight only made it because that flight was also delayed because our plane wasn’t even at the airport yet overall have not had a good experience on American

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

We had several flights and they were all on-time and flawless

The seats need better cushioning for a nearly 5-hour flight, it was a bit uncomfortable. I'm glad American has free wi-fi but there were was a bout 30 minutes in the middle of the flight when there was no connection which was frustrating.

My original flight got delayed day of so I had to rebook it from one layover to two layovers. The flight also left earlier which was a slight inconvenience but manageable. Then my first connection flight got delayed 3 separate times for a total of 2 hours delayed, causing me to miss my second connection flight back to Santa Barbara. Now, because of this missed flight, I am missing my college classes that I pay for.

Flight: Started on time. Comfortable flight. Arrived on time. Crew: Very cordial and helpful. Drinks and snack was served with a smile. Overall enjoyed the trip. Regards, Hari Doss Chanchala Doss

This short sector between Miami and JFK was undertaken purely for business purposes, with efficiency as the primary objective rather than a full inflight experience. Overall, the journey met its intended purpose; however, the ground experience at Miami stood out significantly. During check-in, I was unable to link my frequent flyer details from Qatar Airways (oneworld alliance) through either the self-service kiosk or web check-in. The situation was handled exceptionally well by the check-in agent, who demonstrated remarkable ownership. She coordinated across multiple counters, ensured my frequent flyer number was correctly reflected, reissued the boarding pass, and confirmed that mileage accrual would be recognized. Additionally, she ensured the boarding pass reflected priority status, enabling a seamless priority check-in experience without delays. This level of proactive service was both commendable and impactful. Boarding and the inflight experience, operated by American Airlines under a codeshare arrangement, were efficient but largely transactional. While operational delivery was smooth, there was no visible recognition of oneworld frequent flyer status onboard. In comparison to the consistently personalized engagement typically experienced with Qatar Airways, this absence was noticeable—though understandably a potential limitation of codeshare alignment rather than a direct service shortfall. In summary, while the flight itself fulfilled its operational intent, the exceptional professionalism and commitment demonstrated at the Miami check-in counter was the defining highlight of this journey. Greater consistency in elite recognition across partner airlines would further enhance the overall experience.

Everything you need to know for your flight from Key West to Connecticut

Information on your arrival and departure airports