BDL - EYW

$109 Find Cheap Flights from Hartford to Key West - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Hartford to Key West departing on 9/7. 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 Key West

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Hartford to Key West, 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 Hartford to Key West, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$250
Typical prices: $363-$712
Breeze Airways
Tue 11/3Fri 11/6
BDL - EYW • 1 stop
Cheapest one-way
$109
Overall average: $479
Breeze Airways
Mon 9/7
BDL - EYW • 1 stop
Top airlines
Cheapest • from $250 (round-trip)
Best reviews • 8.2 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Hartford and Key West. You'll need at least 1 connection.
Insights
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Insights
Top layover airports
Cheapest • Avg $368 (round-trip)
Shortest trip • 5h 00m (one-way)
Insights
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Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 27% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 30% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
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We hope you love your trip to Key West!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Hartford to Key West (BDL-EYW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Hartford to Key West 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 Hartford to Key West

Tue, Nov 3 - Fri, Nov 6
Breeze Airways Logo
8:10 am - 9:24 am
BDL
-
EYW
25h 14m
1 stop
Breeze Airways Logo
12:59 pm - 5:30 pm
EYW
-
BDL
4h 31m
1 stop
$250Breeze Airways
Mon, Jul 27 - Tue, Aug 4
Multiple Airlines Logo
7:15 am - 6:28 pm
BDL
-
EYW
11h 13m
1 stop
Multiple Airlines Logo
1:14 pm - 4:30 pm
EYW
-
BDL
27h 16m
1 stop
$260Multiple Airlines
Mon, Jul 27 - Thu, Aug 6
Multiple Airlines Logo
7:15 am - 6:28 pm
BDL
-
EYW
11h 13m
1 stop
Multiple Airlines Logo
12:05 pm - 11:11 pm
EYW
-
BDL
11h 06m
2 stops
$266Multiple Airlines
Wed, Jul 1 - Fri, Jul 3
Breeze Airways Logo
6:00 am - 11:06 am
BDL
-
EYW
5h 06m
1 stop
Breeze Airways Logo
11:07 am - 11:33 pm
EYW
-
BDL
12h 26m
1 stop
$269Breeze Airways
Sat, Aug 1 - Tue, Aug 4
Multiple Airlines Logo
8:10 pm - 11:25 am
BDL
-
EYW
15h 15m
1 stop
Multiple Airlines Logo
1:14 pm - 4:30 pm
EYW
-
BDL
27h 16m
1 stop
$274Multiple Airlines
Mon, Jul 27 - Thu, Aug 6
Multiple Airlines Logo
7:15 am - 6:28 pm
BDL
-
EYW
11h 13m
1 stop
Multiple Airlines Logo
12:05 pm - 10:36 am
EYW
-
BDL
22h 31m
1 stop
$278Multiple Airlines
Mon, Jul 27 - Fri, Aug 7
Multiple Airlines Logo
7:15 am - 6:28 pm
BDL
-
EYW
11h 13m
1 stop
Multiple Airlines Logo
1:11 pm - 9:01 am
EYW
-
BDL
19h 50m
1 stop
$279Multiple Airlines
Sat, Aug 1 - Thu, Aug 6
Multiple Airlines Logo
8:10 pm - 11:25 am
BDL
-
EYW
15h 15m
1 stop
Multiple Airlines Logo
12:05 pm - 11:11 pm
EYW
-
BDL
11h 06m
2 stops
$281Multiple Airlines
Fri, Jul 31 - Thu, Aug 6
Breeze Airways Logo
7:25 am - 12:31 pm
BDL
-
EYW
5h 06m
1 stop
Breeze Airways Logo
12:05 pm - 11:11 pm
EYW
-
BDL
11h 06m
2 stops
$284Breeze Airways
Mon, Jul 27 - Wed, Aug 5
Multiple Airlines Logo
7:15 am - 6:28 pm
BDL
-
EYW
11h 13m
1 stop
Multiple Airlines Logo
11:46 am - 4:30 pm
EYW
-
BDL
4h 44m
1 stop
$289Multiple Airlines
Booking Insights

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

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

How much is a round-trip flight from Hartford to Key West?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Hartford to Key West departing in November.

What is the cheapest month to fly from Hartford to Key West?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Hartford to Key West, 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 Hartford to Key West is September, where tickets cost $315 (return) on average. On the other hand, the most expensive months are April and November, where the average cost of round-trip tickets is $585 and $561 respectively.

How far in advance should I book a flight from Hartford to Key West?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Hartford to Key West, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Hartford to Key West, you should book around 4 weeks before departure, which saves you about 27% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$109
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Hartford to Key West

When to book flights from Hartford to Key West

Are your dates flexible? Find out the best times to travel from Hartford to Key West based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Hartford to Key West

  • If you are looking for a cheap flight from BDL to EYW that provides a comfortable journey, consider a one-stop flight on Delta. Both legs of the flight have economy seats with 31 inches of seat pitch and snacks provided. One leg has seat-back entertainment and a power and USB port at the seat, on the other leg has email and messaging for a fee.

    Which airlines allow a carry-on per economy ticket on flights from Hartford to Key West?

  • Both Delta and American operate cheap flights from BDL to EYW that allow one carry-on per economy ticket. On both airlines, the carry-on must be within 22 x 14 x 9 inches. An American carry-on must weigh no more than 40 lb, but Delta has no weight restrictions. Also, consider an even cheaper flight, and calculate what the ticket would cost if you were to pay a fee to bring luggage.

    What are some common connection cities on flights from Hartford to Key West?

  • On very cheap flights that combine multiple airlines, Orlando (MCO and SFB), Charleston, and Tampa are common connection cities. American tends to stop in Charlotte, Washington DC (DCA), Philadelphia, and Miami and Delta tends to stop in Atlanta. JetBlue as one-stop flights that stop in Fort Lauderdale or Tampa.

    Can I rent a car when I land at Key West International Airport (EYW)?

  • You can find the EYW car rental counters in the arrivals area near baggage claim. If you plan to drive with children in Key West, be sure to reserve the appropriate size child safety seat. According to Florida law, all children must be secured in an appropriately-sized child safety seat until they reach the age of nine or the height of four feet nine inches tall.

    Does Bradley International Airport have any high-end lounges where I can relax before I board my plane to Key West?

  • What is the cheapest flight from Hartford to Key West?

    In the last 5 days, the lowest price for a flight from Hartford to Key West was $107 for a one-way ticket and $250 for a round-trip.

  • Do I need a passport to fly between Hartford and Key West?

    A passport is not required to fly from Hartford to Key West.

  • Which aircraft models fly most regularly from Hartford to Key West?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Hartford to Key West?

    Star Alliance, SkyTeam, and oneworld are the airline alliances operating flights between Hartford and Key West, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from Hartford to Key West, Breeze Airways or Delta?

    The two airlines most popular with KAYAK users for flights from Hartford to Key West are Breeze Airways and Delta. With an average price for the route of $321 and an overall rating of 8.2, Breeze Airways is the most popular choice. Delta is also a great choice for the route, with an average price of $445 and an overall rating of 7.8.

  • How does KAYAK find such low prices on flights from Hartford to Key West?

    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 Hartford to Key West.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Hartford 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 Hartford to Key West?

    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 to Key West with an airline and back to Hartford with another airline. Booking your flights between Hartford and EYW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hartford to Key West?

    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 to Key West from Hartford up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Hartford to Key West

  • A cheap flight aboard Qatar Airways with stops in Chicago (ORD) in Doha allows one carry-on and two checked bags per Economy Classic ticket. Your carry-on must weigh no more than 15 lb and be within 2 0x 14 x 10 inches. Each checked bag must weigh no more than 50 lb and be within 62 inches in total dimensions.
  • Serving Hartford, Connecticut, the Bradley International Airport (BDL) is a focus airport for Breeze Airways. Key West International Airport (EYW) is a focus airport for Delta. Some of the cheapest flights available from BDL to EYW involve Breeze Airways or are aboard Delta.
  • If you have a hidden disability and experience challenges while traveling, you can sign up for the Sunflower Hidden Disabilities Program, of which Bradley International Airport is a member. You wear a sunflower lanyard which discreetly alerts airport staff that you need patience, extra time, and assistance navigating the travel process.
  • Delta offers Unaccompanied Minor service on its flight from BDL to EYW with one stop in Atlanta. If you are sending a child 8 through 14 to fly alone, you must purchase the Unaccompanied Minor service for them. For kids 15 through 17, the service is optional.
  • Some of the cheapest flights from BDL to EYW have an overnight connection. Before you buy such a ticket, check that is possible to stay in the airport overnight, either landside or air side. If it is allowed, make sure you feel comfortable staying at the airport. If not, make sure you have overnight accommodation.

Reviews of the top 4 airlines serving from Hartford to Key West

 
See real verified KAYAK customer reviews for airlines flying from Hartford to Key West. 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 Hartford to Key West? 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.
8.2
Breeze AirwaysOverall score based on 292 reviews
8.2Comfort
6.7Entertainment
6.7Food
8.8Crew
8.4Boarding
Airline reviews

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

10.0 ExcellentSilvano, May 2026
SFO - CVG
Read more Breeze Airways reviews

Flight attendants were wonderful. Seats were comfortable “Nicest” bundle). No screens or meal, but it is a budget airline.

it is an economy airline so lack of perks expected .. however an efficient board, clean plane, pleasant crew and an early arrival for half the price of full service airline

Very quick and easy process from check in to deboarding and baggage claim. Crew was professional and friendly. Flight was smooth and on time. Very convenient for short flights.

It was easy and very comfortable! The crew was accommodating and cheerful. I enjoyed myself!

I normally have very good experiences with Breeze. The crew is great, pricing is excellent, and the planes are new and usually clean. This time in Huntsville we were delayed, which I understand can happen, however we were moved from one gate to the opposite side of the terminal and then back again... There was a lot of confusion. Also, my seat had a lot of food crumbs still on the floor where I had to stow my bookbag, so that was a bit disappointing. Other than that, all was good. Crew was great as usual!

Our flight was delayed 7 hours. Due to a change in equipment we were downgraded from "Nicest" to "Nicer," even having to pay for a soft drink. Disappointing. To Breeze's credit that issued a $100 flight credit. A refund would have been more appreciated.

Lost my luggage and terrible experience with customer service trying to track it down

10 hour delay with minimal updates. Couldn’t leave terminal and then ended up on redeye with a dirty broken plane. It is literally impossible to reach customer service via gate agent, app, phone, text or email.

I thought that I had pre-purchased carry-on luggage and was surprised when I tried to check in that I did not have it.

Flight departure was 90 min delayed, and the boarding experience was confused, stressful, and generally poor. Additionally, the wifi on the plane was malfunctioning for all but the final 15 min of the flight into ILM.

Third flight in two months where the crew was not there. Comfort seating does not guarantee overhead bin space. Passengers with children are allowed on the plane first - if you are flying to and from Orlando, this means half the plane has boarded before you get on. And somehow all the bin space is taken up. 3 out of 5 flights have had issues with equipment or procedure. Some of these instances caused the flight to be delayed because of a "nuisance" light. One time it was a bag that had been brought on board but did not belong to anyone so we had to return to the gate. Last night we were told the "AC" on the plane doesn't work well and we're 10th for take off- because the crew was late - and that it will get cool when we're in the air. Not sure if this is usual, but I didn't think flight crew could jump seat in first class. Movie and TV selection has not been refreshed for several months- flying one to two round trips each month easily exhausts the list of content.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

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

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

Overall Good! The weather delayed our takeoff from Atlanta and our arrival in Miami! If Mother Nature can mess up a flight she will do it every time!

N Everything was perfect from boarding to assistance to baggage in Tampa

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

The whole experience was excellent. As it most often is with Delta

We waited an hour on the runway to get a gate in Orlando

For the expense of first class, the seats could have been nicer and higher tier snacks would have been nice.

The boarding process on the departure from LA was rather slow even though I was in Group 1. For first class, I was not expecting to have to pay for Wi-fi but I did and then the wi-fi was spotty. The entree was surprisingly good and so that was a pleasant surprise. However, once I got to Houston, it was terrible. Unfortunately there was bad weather but the constant gate changes for my connecting flight was difficult to manage due to having to navigate back and forth between different terminals.

They delayed the flight 3 hours because it wasn't full they moved us to 5 different gates probably the worst airline ever not even spirit is this bad.

Very easy ! Use the kiosk and bag drop and right to security within 10 min

Checking bag at terminal was horrible. No agents to check us in and only 1 kiosk working. Boarding went ok. Crew onboard was very scattered rained. Missed our row while serving and then didn’t see them hardly again.

Crew was amazing, takeoff wonderful. The bathroom was disgusting from before takeoff the odor made the flight uncomfortable as you could smell the bathroom from the center of the plane where we were sitting. Smelled like raw sewage. My daughter was throwing up as we landed due to the smell and horrible turbulence as we approached Newark.

Airline tickets are not cheap. You expect reliable competent service. Thanks to canceled flights and botched transfers we arrived at our destination two days late. This is not acceptable

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

The entertainment is a bit limited, it would be better if they added some games to play besides the movies and tv shows. But the seats are comfortable and the crew is polite

This planes staff was top tier. Everything went great and had a great flight home.

It was awful. The communication between corporate and the crew on the ground left more to be desired. The crew even said that Corporate was waiting on answers because they themselves didn't know. Every hour, there was a new excuse. I also understood that passengers were angry, but the crew should have done a better job at crowd control. There was a racial exchange between passengers that could've been avoided has the crew acted sooner.

We sat on plane at gate delayed without communication as to why we were just sitting there

Flight was delayed by 6 hours... the level of incompetence was truly astounding. I won't be flying American Airlines again. I don't care if AA is direct and there is a layover with another airline, I'll take the layover.

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!

The plane was large, not full, but one with 3 seats near each window and 4 in a row in the middle of the plane. There were screens on the backs of the seats for entertainment and information. To use the entertainment one needs ear plugs that physically plug into the screen. My husband had some he let me use as I only had blue tooth type. The stewards gave out some headphones to some, but when my neighbor asked for some, the steward said no. So maybe they ran out? Idk. Bring the old kind of headphones or earbuds if you want entertainment in case this is the type of entertainment offered. We had a very tight connection in Miami. 43 minutes. The other economy passengers allowed us to get ahead of them because I asked if we could since we were near boarding time for our next flight and 35 gates away. They were extremely kind. First class wasn’t going to allow us to pass through. We did make the next flight. Our baggage didn’t, but they were delivered to us the next day and we were prepared with essentials in our carry on packs.

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

So overall the flight was just average and nothing special. They overbooked some of the flights and they ended up running out of overhead storage space so we had to check our carry-ons which wasn't terrible but we were inconvenienced because of the second connecting flight with a long layover we couldn't get our bags until the final destination. Most of the flight attendants were pretty good and overall the meals were not that great because the chicken was dry and overcooked. They also didn't provide butter or any kind of spread with the bread which is cheap and concerning. The American airlines staff at the check-in counter was kind of unprofessional because this lady just started singing in the middle of checking us in and that's weird. The worst part of the flights was the terrible conditions of the bathrooms which were unclean and did not have toilet paper or toilet tissue available which is kind of insane for a 14-hour and 8 and 1/2 hour flight.

Cancelled BOYH legs of our flight home 30 min before initial boarding

Flight left early and arrived 30 MINUTES early at the destination. Smooth trip.

I was able to get the AA customer Service desk to put me on an earlier flight without any issues.

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

Information on your arrival and departure airports