$96 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 4/8. 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

Thu, Jun 4 - Mon, Jun 8
Breeze Airways Logo
12:05 pm - 7:56 pm
EYW
-
HVN
7h 51m
1 stop
Breeze Airways Logo
6:31 pm - 12:34 pm
HVN
-
EYW
18h 03m
2 stops
$234Breeze Airways
Wed, Apr 22 - Tue, Apr 28
Multiple Airlines Logo
11:51 am - 6:50 pm
EYW
-
EWR
6h 59m
1 stop
Multiple Airlines Logo
1:45 pm - 11:11 am
EWR
-
EYW
21h 26m
1 stop
$235Multiple Airlines
Thu, Apr 16 - Wed, Apr 22
Multiple Airlines Logo
9:46 am - 10:15 pm
EYW
-
LGA
12h 29m
1 stop
Multiple Airlines Logo
8:25 pm - 9:06 am
LGA
-
EYW
12h 41m
1 stop
$243Multiple Airlines
Wed, Apr 29 - Wed, May 6
Multiple Airlines Logo
11:51 am - 9:03 am
EYW
-
EWR
21h 12m
1 stop
Multiple Airlines Logo
11:30 am - 11:25 am
EWR
-
EYW
23h 55m
1 stop
$243Multiple Airlines
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
9:46 am - 4:04 pm
EYW
-
LGA
6h 18m
1 stop
Multiple Airlines Logo
10:55 pm - 11:11 am
LGA
-
EYW
36h 16m
2 stops
$244Multiple Airlines
Thu, May 7 - Sat, May 9
Multiple Airlines Logo
12:05 pm - 10:00 pm
EYW
-
LGA
9h 55m
1 stop
Multiple Airlines Logo
10:55 pm - 12:31 pm
LGA
-
EYW
37h 36m
2 stops
$246Multiple Airlines
Tue, Apr 28 - Tue, May 5
American Airlines Logo
8:20 am - 1:28 pm
EYW
-
JFK
5h 08m
1 stop
American Airlines Logo
5:30 am - 10:54 am
JFK
-
EYW
5h 24m
1 stop
$355American Airlines
Tue, Aug 4 - Wed, Aug 26
American Airlines Logo
1:01 pm - 8:10 pm
EYW
-
JFK
7h 09m
1 stop
American Airlines Logo
6:30 am - 2:05 pm
JFK
-
EYW
7h 35m
1 stop
$357American Airlines
Tue, Apr 14 - Tue, Apr 21
Delta Logo
6:23 pm - 12:48 am
EYW
-
JFK
6h 25m
1 stop
Delta Logo
11:45 am - 5:23 pm
JFK
-
EYW
5h 38m
1 stop
$373Delta
Tue, Mar 31 - Sat, Apr 4
United Airlines Logo
6:22 pm - 11:54 pm
EYW
-
PVD
5h 32m
1 stop
United Airlines Logo
6:00 am - 5:39 pm
PVD
-
EYW
11h 39m
2 stops
$523United 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 72 hours 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 72 hours 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $139 on average.

Find deals

Good to know

Low seasonAugust
Cheapest flight$96
Best time to beat the crowds but there is an average 30% increase in price.
Most popular time to fly and prices are also 24% lower on average.
Flight from Key West to Hartford

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 $267 one-way - $457 round-trip; New York $268 one-way - $408 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 11468 reviews
7.5Boarding
6.9Entertainment
7.9Crew
7.2Comfort
6.4Food
Airline reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

2.0 Mediocresteven, Mar 2026
MIA - CLE
Read more American Airlines reviews

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

Flights were constantly delayed. CRW took 50 minutes to get bags

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

I didn't end up taking this flight. I got up at 4am for a flight that was supposed to board at 6am - at 5:55am you delayed the flight to 10am. The airport is under construction so I switched to a later flight as I wasn't going to sit in the airport for 4 hours. They said the delay was due to the crew needing rest from a flight coming in late the night before - if that was the case then I think you should have delayed the flight much sooner so that passengers wouldn't get up so early and get to the airport to sit and wait.

The flight attendants and the service is getting worse by the day.

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

Other than nearly three hour delay for maintenance issues, everything went smooth

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Overall good. The pilots and flight attendants are excellent! The equipment was the issue on my First flight as they had to wait for a part to be installed. So the take off was at least 30 minutes later.

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

Information on your arrival and departure airports

Key West (EYW)