CLE - EYW

$107 Find Cheap Flights from Cleveland 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 Cleveland to Key West departing on 9/21. 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.
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Everything you should know

Cheapest round-trip
$189
Typical prices: $315-$459
Multiple Airlines
Mon 10/5Wed 10/7
CLE - EYW • 1 stop
Cheapest one-way
$107
Multiple Airlines
Mon 9/21
CLE - EYW • 1 stop
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 $369 (round-trip)
Shortest trip • 5h 19m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 28% price drop
Most popular
Good to know
Good to know
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Good to know
Good to know
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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

Mon, Oct 5 - Wed, Oct 7
Multiple Airlines Logo
6:00 am - 12:19 pm
CLE
-
EYW
6h 19m
1 stop
Multiple Airlines Logo
10:04 am - 12:09 pm
EYW
-
CLE
26h 05m
1 stop
$189Multiple Airlines
Sun, Oct 4 - Wed, Oct 7
Multiple Airlines Logo
6:00 am - 11:21 am
CLE
-
EYW
5h 21m
1 stop
Multiple Airlines Logo
10:04 am - 12:09 pm
EYW
-
CLE
26h 05m
1 stop
$189Multiple Airlines
Mon, Oct 5 - Thu, Oct 15
Multiple Airlines Logo
6:00 am - 12:19 pm
CLE
-
EYW
6h 19m
1 stop
Multiple Airlines Logo
12:01 pm - 12:48 am
EYW
-
CLE
12h 47m
1 stop
$195Multiple Airlines
Wed, Sep 2 - Tue, Sep 8
American Airlines Logo
6:15 am - 1:08 pm
CLE
-
EYW
6h 53m
1 stop
American Airlines Logo
7:03 pm - 11:44 pm
EYW
-
CLE
4h 41m
1 stop
$295American Airlines
Tue, Sep 1 - Sat, Sep 5
American Airlines Logo
6:15 am - 1:05 pm
CLE
-
EYW
6h 50m
1 stop
American Airlines Logo
4:56 pm - 11:46 pm
EYW
-
CLE
6h 50m
1 stop
$295American Airlines
Wed, Oct 7 - Wed, Oct 14
Delta Logo
3:04 pm - 8:01 pm
CLE
-
EYW
4h 57m
1 stop
Delta Logo
6:10 pm - 12:57 am
EYW
-
CLE
6h 47m
1 stop
$295Delta
Sat, Oct 10 - Tue, Oct 13
Delta Logo
2:00 pm - 8:01 pm
CLE
-
EYW
6h 01m
1 stop
Delta Logo
7:40 am - 1:59 pm
EYW
-
CLE
6h 19m
1 stop
$295Delta
Sat, Oct 3 - Tue, Oct 13
Delta Logo
1:45 pm - 8:00 pm
CLE
-
EYW
6h 15m
1 stop
Delta Logo
6:10 pm - 12:57 am
EYW
-
CLE
6h 47m
1 stop
$295Delta
Thu, Jan 14 - Sun, Jan 17
United Airlines Logo
5:30 am - 11:11 am
CLE
-
EYW
5h 41m
1 stop
United Airlines Logo
4:05 pm - 11:58 pm
EYW
-
CLE
7h 53m
1 stop
$423United Airlines
Sat, Dec 12 - Tue, Dec 15
United Airlines Logo
5:30 am - 1:11 pm
CLE
-
EYW
7h 41m
1 stop
United Airlines Logo
4:05 pm - 1:56 pm
EYW
-
CLE
21h 51m
3 stops
$540United 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 October.

Flight prices are below average for this route right now.

Flights to Key West from Cleveland usually cost between $279 and $441 in October.
The lowest price found in the past 5 days was $189 on Multiple Airlines (Oct 4-Oct 7).

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 $295 (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 $504 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 1 week before departure. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low season

June

Cheapest flight

$107
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly and prices are also 1% lower on average.
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 5 days, the lowest price for a flight from Cleveland to Key West was $107 for a one-way ticket and $189 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 $366 and an overall rating of 7.8, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of $419 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.
7.8
DeltaOverall score based on 8483 reviews
8.5Crew
7.8Comfort
8.1Boarding
7.8Entertainment
7.2Food
Airline reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

6.0 GoodLaura, Jul 2026
JFK - MCO
Read more Delta reviews

We were skipped when the snack cart passed and then the attendant said we weren’t . I am disabled and was in a row toward the back of the plane which was very difficult for me to navigate. Disabled people should not be forced to walk the plank.

Flight was delayed and then "they did not have time to load food". No snack or drink at all for 1.5 how flight. Somebody wasn't prepared.

It is usually very pleasant. Good service for the price, international flights are even better

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

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.

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

The flight attendant in first class was beyond rude and didn't care at all about her job. AND the gate agent was even worse than the flight attendant for rudeness. She was awful.

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

The experience with United Airlines was excellent; however, the experience with Houston Intercontinental Airport (IAH) was horrible. Although our flight departed from Terminal B, we had to go through security in Terminal C and then get on a train for travel to Terminal B. Additionally, there was significant walking required to get to the boarding location.

Flight was delayed 5 hours. Updates kept changing. Sears were extremely cramped. Very little leg room. Flight attendant was rushing through with drinks and hit me in the knee either the cart and didn’t apologize. They gave a 15 dollar voucher in airport which doesn’t buy. Much and it was so late that choices were limited.

Always pretty good as far as I see it. Staff was friendly and process was quick to get on and off.

Flight was delayed 14 hours due to DC air show and weather. Missed connection to MUC.

The flight was delayed because they closed several flight ways because of air shows, fire works, etc.

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!

Teeny tiny bathrooms, crew was not realistic about when we'd arrive.

The flight from Cleveland to Newark was great. The connecting flight wasn’t so good.

Flight was not comfortable and crew was rude and not wanted to help, i would never choose united if there is alternate options . not cooperative with baby

Seat comfort is still an issue. Seats way too hard or lacking lumbar support. Entertainment system has lots of nice features like “Don’t wake me for meals”. The Bluetooth headphone pairing works well if you know how to make your pods available for pairing. While this trip I didn’t find any of the many many movies that interesting, there is plenty in there for all tastes. Crew were excellent. Captain was good about telling us how limg seat belt sign would be on while going around a storm system. Wi-Fi was quite good for only $8 bucks for mileage plus members. Be sure to load a credit card into your United app to pay for food or drinks.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

Terrible steward... Plane was quite empty... I asked to move "back" in the plane and the steward said no... Unnecessary power trip of mediocre people.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

It was a code share with Alaska - would have been great if I actually made it on the plane, claimed I didn’t have a ticket or a seat even thought I was checked in.

Plenty of overhead space but forced to check my carry-ons both legs

The flight from CLE to JFK was fantasti! Pilots and cre were informative and accommodating.

Everything was ok except that we had to de-ice the plane which took about 20 mins. I realize this is a safety issue, but it caused us to miss a connection in Charlotte by 15 mins which meant a four hour layover. I think the thing that bothered me was American Airlines knew we were only 15 mins late, so couldn’t they have waited for us? There were about 10 of us that had to take alternate planes. I remember recently waiting 15 to 20 mins for passengers connecting with flights we were on. Just wondering why they couldn’t do the same for ours.

Another American flight delay. Gate staff was gratuitously abusive of anyone expressing frustration. This will be my last American Airlines flight

Abysmal, getting delayed approximately 13 times, having to switch out a crew with another crew that timed out within an hour, and customer service representatives that abandoned the stranded travelers. Terrible service

We sat on the plane for 1 hour because the airline was short handed could not be unloading.

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

Information on your arrival and departure airports