CLE - EYW

$96 Find Cheap Flights from Cleveland to Key West

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cleveland to Key West departing on 5/24. 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 Cleveland 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 Cleveland to Key West, as well as popular online travel agencies
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41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$195
Typical prices: $554-$332
Multiple Airlines
Sun 5/10Thu 5/14
CLE - EYW • 1 stop
Cheapest one-way
$96
Typical prices: $409-$509
Multiple Airlines
Sun 5/24
CLE - EYW • 1 stop
Top airlines
Cheapest • from $231 (round-trip)
Best reviews • 7.9 score
Airline reviews
Airline reviews
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Airline reviews
Airline reviews
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Nonstop flights
Not available
There are currently no direct flights between Cleveland and Key West. You'll need at least 1 connection.
Insights
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Top layover airports
Cheapest • Avg $356 (round-trip)
Shortest trip • 5h 01m (one-way)
Insights
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When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 8% compared to booking last minute.
Insights
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Insights
When to travel
Cheapest • 32% price drop
Most popular
Good to know
Good to know
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Cleveland to Key West (CLE-EYW)

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

Sun, May 10 - Thu, May 14
Multiple Airlines Logo
9:57 pm - 11:27 am
CLE
-
EYW
13h 30m
1 stop
Multiple Airlines Logo
12:05 pm - 11:11 pm
EYW
-
CLE
11h 06m
1 stop
$195Multiple Airlines
Wed, May 20 - Thu, May 28
Multiple Airlines Logo
9:57 pm - 11:25 am
CLE
-
EYW
13h 28m
1 stop
Multiple Airlines Logo
11:04 am - 12:38 am
EYW
-
CLE
13h 34m
1 stop
$201Multiple Airlines
Mon, May 18 - Wed, May 20
Multiple Airlines Logo
5:30 am - 12:31 pm
CLE
-
EYW
7h 01m
1 stop
Multiple Airlines Logo
11:46 am - 12:38 am
EYW
-
CLE
12h 52m
1 stop
$204Multiple Airlines
Mon, May 18 - Thu, May 21
Multiple Airlines Logo
5:30 am - 12:31 pm
CLE
-
EYW
7h 01m
1 stop
Multiple Airlines Logo
12:05 pm - 8:52 pm
EYW
-
CLE
8h 47m
1 stop
$205Multiple Airlines
Sun, May 24 - Wed, May 27
Multiple Airlines Logo
9:57 pm - 11:27 am
CLE
-
EYW
13h 30m
1 stop
Multiple Airlines Logo
11:46 am - 8:53 am
EYW
-
CLE
21h 07m
2 stops
$207Multiple Airlines
Sun, May 24 - Wed, May 27
Multiple Airlines Logo
9:57 pm - 11:27 am
CLE
-
EYW
13h 30m
1 stop
Multiple Airlines Logo
11:46 am - 2:15 pm
EYW
-
CLE
26h 29m
1 stop
$208Multiple Airlines
Wed, May 20 - Thu, May 28
Multiple Airlines Logo
9:57 pm - 11:25 am
CLE
-
EYW
13h 28m
1 stop
Multiple Airlines Logo
11:04 am - 7:34 pm
EYW
-
CLE
8h 30m
2 stops
$214Multiple Airlines
Sun, Aug 16 - Thu, Aug 20
Multiple Airlines Logo
6:00 am - 11:25 am
CLE
-
EYW
5h 25m
1 stop
Multiple Airlines Logo
11:04 am - 10:52 pm
EYW
-
CLE
11h 48m
1 stop
$215Multiple Airlines
Tue, Jun 23 - Wed, Jul 1
Multiple Airlines Logo
6:30 am - 12:34 pm
CLE
-
EYW
6h 04m
1 stop
Multiple Airlines Logo
11:46 am - 8:53 am
EYW
-
CLE
21h 07m
2 stops
$217Multiple Airlines
Tue, Jun 16 - Fri, Jun 19
Multiple Airlines Logo
6:44 pm - 11:06 am
CLE
-
EYW
16h 22m
1 stop
Multiple Airlines Logo
1:11 pm - 12:43 am
EYW
-
CLE
11h 32m
1 stop
$218Multiple Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Cleveland 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 Cleveland 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 Cleveland to Key West departing in May.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cleveland 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 Cleveland to Key West is September, where tickets cost $258 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $561 and $468 respectively.

How far in advance should I book a flight from Cleveland 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 Cleveland 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 Cleveland to Key West, you should book around 3 weeks before departure, which saves you about 8% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonOctober
Cheapest flight$96
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Cleveland to Key West

When to book flights from Cleveland to Key West

Are your dates flexible? Find out the best times to travel from Cleveland 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 Cleveland to Key West

  • Where can I pray at Cleveland Hopkins International Airport?

    If you need a quiet relaxing environment to pray in before your flight from CLE, make your way to the Interfaith Center. Located on Concourse B just before security, the chapel offers a quiet praying environment from all airport noise. The prayer area is open between 5 am and 11 pm.

  • What is the best way to get from Key West International Airport?

    There are several ways to get from EYW airport to downtown Key West. The most recommended option is to take the bus at the bus station outside the airport to the city center as it is the cheapest. However, if you are in haste and need to get to the city quickly, consider taking a taxi as it is much faster.

  • Does Cleveland Hopkins International Airport have an information desk?

    CLE does have an information center located in the main terminal next to checkpoint B. If you are stranded, feel free to seek assistance at this information center, which is staffed by knowledgeable personnel. In addition, volunteers are stationed throughout the airport to assist anyone who is stranded or in need of assistance.

  • Is Key West International Airport a pet-friendly airport?

    EYW is a pet-friendly airport with two designated pet relief zones. The pet relief areas can be found outside the Baggage Claim area and next to the restrooms in the Departure Terminal. Both areas have waste bags and trash cans. It should be noted that all guests are expected to clean up after their pets.

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

    In the last 3 days, the lowest price for a flight from Cleveland to Key West was $96 for a one-way ticket and $195 for a round-trip.

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

    No, a passport isn't needed to fly from Cleveland to Key West. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from Cleveland to Key West?

    When flying out of Cleveland you will be using Cleveland Hopkins Intl. You will be landing at Key West, also known as Key West.

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

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

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

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

  • What is the most popular layover when flying to Key West from Cleveland?

    Charlotte is the most popular layover city among KAYAK users traveling from Cleveland to Key West.

  • Which is the best airline for flights from Cleveland to Key West, Delta or United Airlines?

    The two airlines most popular with KAYAK users for flights from Cleveland to Key West are Delta and United Airlines. With an average price for the route of $334 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $424 and an overall rating of 7.4.

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Key West from Cleveland 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 Cleveland 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 Cleveland with another airline. Booking your flights between Cleveland 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 Cleveland 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 Cleveland 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 Cleveland to Key West

  • Cleveland Hopkins International Airport (CLE) is the main airport serving the Cleveland metropolitan and is located 9 miles southwest of the city center. It is a focus city for Frontier Airlines. Key West International Airport (EYW) is located in the heart of Key West and is the primary airport serving the city.
  • Arrive at Cleveland Hopkins International Airport (CLE) at least 90 minutes before the departure time. Arriving early will give you enough time to check-in and go through the security checks in time for your flight to EYW.
  • CLE has a USO lounge that is free for serving US military members and their dependents. The lounge is located in the baggage claim area near carousel 1 and provides a nice relaxing area for military personnel. It features clean restrooms, comfortable seating, free internet, and free snacks and magazines.
  • Renting a car at EYW airport is easy as the airport has several onsite car rental agencies. These car rental agencies include Budget, Avis, Dollar, Thrifty, and Hertz. Other car rental agencies, such as Alamo and Enterprise, have car rental agencies a few minutes from the airport terminals. They offer shuttle services to and from their rental facilities.
  • Nursing mothers flying through EYW will be relieved to know that the airport has Mamava nursing suites. The nursing suites are located in the departures lounge and provide mothers with sufficient privacy to breastfeed their children. Diaper changing stations are also available in restrooms throughout the airport.

Reviews of the top 3 airlines serving from Cleveland to Key West

 
See real verified KAYAK customer reviews for airlines flying from Cleveland 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 Cleveland 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.
7.9
DeltaOverall score based on 8464 reviews
7.8Entertainment
7.9Comfort
7.2Food
8.1Boarding
8.5Crew
Airline reviews

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!

8.0 ExcellentPaul A, Apr 2026
ATL - MIA
Read more Delta reviews

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

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The staff on board and gate was nice - a welcome change from the usual. We also arrived early, which was a great benefit, given that it takes 30 minutes plus to get bags at SRQ.

They took all carry-on luggage from Groups 6 -9 - I was group 5 and waiting in line to board - they made me check my luggage too. That then went to baggage claim and delayed departure from the airport. There was overhead room in my seating area - Delta over reacted. Also, had a gentleman next to me that took up 1/2 my seat.

Sorry I didn't realize I was writing a review for each leg. Please see my previous review - it applies to the entire flight, not just a single leg.

boarded at 5:30 pm, pushed away from gate at 6pm ... takeoff was not until ~6:45pm; disappointing

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

The entertainment options on the seat back video boards were nice.

I've been flying American mostly, and it's been very frustrating. This united flight makes me realize maybe the issue isn't flying, but the airline. United was a significantly better experience. The plane was more comfortable, with a normal amount of leg room (vs the ridiculous reductions AA has made), more comfortable seats, screens to watch movies. It was a much better experience!

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

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.

Incredibly delayed. First delay was due to plane coming in being late. Resulted in 30 minute delay. Boarded and then had multiple mechanical issues. Was on plane for an hour until they told people they could get off if they wanted but couldn't come back. Then gate agent rushed in and said they had lost control of who went off and we would all have to deplane and then get back on. They said flight had not been cancelled. Then while sitting waiting to board again they announced it would take two hours to get new plane and to wait at new gate. New plane arrived, reboarded only to find out that pilots had timed out. Waited for new pilots. In that time one of the flight attendants timed out. Never received food or water while waiting. Was confusing mess as to what was happening. Even flight attendants and gate agents were getting frustrated. Almost 6 hours delayed. Called American to received flight credit but can't get anywhere as Kayak reservation and don't have a ticket number. Reached out to Kayak but never heard back.

Very disappointing. Flight was delayed by 1.5 hours and food options are very underwhelming even for first class seats (same food given to economy seats)

Was not able to do a online check-in because the American Airlines system doesn't store our visa or other passport information, allowing us to have a trouble-free check-in. We were forced to have to check-in at the counter which Changes are upgrade status given that we were not able to check in much earlier.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I would have liked vegetarian and gluten free options for evening dinner time flight. I would have like a pillow on the international overnight flight . The veg wrap and oaten desert on the international flight was good

We hoarded. Then we deplaned. Then we waited for 10 hours in the MSP airport due to a wheel misfunction. We understand safety but communication between crew and airport staff was horrible. When we did finally board, we were rushed on and because we were waiting for a “fresh” pilot and crew, we sat in a roasting plane with no A/C for an hour. My question is why was this flight not cancelled right away when they knew this would be a huge issue OR, why did AA not get a substitute plane, considering this was already a full flight? To me, this appears to be a complete breakdown in leadership and utter systems failure. The compensation for completely disrupting travel plans for hundreds, which we paid dearly for, was measly. While we appreciated the lodging for the night, $12 in meal vouchers isn’t going to sustain anyone for over 12 hours. “We apologize; our hands are tied” is no longer an acceptable explanation. We are so completely turned off by this experience and will definitely seek alternative avenues when we need to fly.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Mechanical issue delayed us 2hrs and then once we landed sat on tarmac for 30mins because someone left a vehicle in front of the gaye

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

Information on your arrival and departure airports