$99+ Cheap flights from Cleveland to Key West (CLE - EYW)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — EYW
May 19 — May 261
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Cleveland to Key West with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Key West
Cheapest
Best
Last-minute
One-way
Cheapest flights from Cleveland to Key WestExplore the most affordable flight options available from Cleveland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 19, 2026.
Explore the most affordable flight options available from Cleveland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:57 pm
CLE
- EYW
1 stop16h 29m
Multiple Airlines
Thu 5/71:57 pm
EYW
- CLE
1 stop9h 14m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:31 pm
CLE
- EYW
1 stop18h 40m
Multiple Airlines
Fri 5/11:06 pm
EYW
- CLE
1 stop7h 49m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Fri 5/2212:07 pm
EYW
- CLE
1 stop11h 04m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/249:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Fri 5/2912:07 pm
EYW
- CLE
1 stop8h 45m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/249:57 pm
CLE
- EYW
1 stop16h 04m
Multiple Airlines
Tue 6/21:14 pm
EYW
- CLE
1 stop27h 09m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Fri 5/1512:07 pm
EYW
- CLE
1 stop25h 02m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/87:24 pm
CLE
- EYW
2 stops39h 42m
Multiple Airlines
Fri 6/191:11 pm
EYW
- CLE
1 stop7h 12m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Thu 5/1412:05 pm
EYW
- CLE
1 stop11h 06m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:30 am
CLE
- EYW
1 stop6h 56m
Multiple Airlines
Fri 5/81:11 pm
EYW
- CLE
2 stops29h 16m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Tue 5/191:14 pm
EYW
- CLE
1 stop8h 27m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/163:46 pm
CLE
- EYW
2 stops19h 20m
Multiple Airlines
Fri 6/191:11 pm
EYW
- CLE
1 stop7h 12m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$211
Best flights from Cleveland to Key WestDiscover carefully curated flight deals from Cleveland to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 19, 2026.
Discover carefully curated flight deals from Cleveland to Key West that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 19, 2026.
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/302:00 pm
CLE
- EYW
1 stop5h 49m
Delta
Wed 6/36:19 pm
EYW
- CLE
1 stop6h 13m
Delta
Deal found 4/18![Delta logo]()
$255
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/611:52 am
CLE
- EYW
1 stop5h 31m
Delta
Tue 6/96:24 pm
EYW
- CLE
1 stop6h 32m
Delta
Deal found 4/14![Delta logo]()
$309
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/1610:15 am
CLE
- EYW
1 stop7h 08m
Delta
Tue 7/216:18 pm
EYW
- CLE
1 stop6h 39m
Delta
Deal found 4/14![Delta logo]()
$325
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/82:00 pm
CLE
- EYW
1 stop5h 49m
Delta
Tue 5/121:22 pm
EYW
- CLE
1 stop5h 22m
Delta
Deal found 4/15![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1112:39 pm
CLE
- EYW
1 stop7h 14m
Delta
Tue 6/166:24 pm
EYW
- CLE
1 stop6h 32m
Delta
Deal found 4/18![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1012:37 pm
CLE
- EYW
1 stop7h 14m
Delta
Fri 7/176:18 pm
EYW
- CLE
1 stop6h 39m
Delta
Deal found 4/14![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:00 am
CLE
- EYW
1 stop6h 40m
Delta
Tue 5/127:30 am
EYW
- CLE
1 stop5h 33m
Delta
Deal found 4/15![Delta logo]()
$339
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/21:53 pm
CLE
- EYW
1 stop5h 47m
Delta
Tue 5/56:23 pm
EYW
- CLE
1 stop4h 42m
Delta
Deal found 4/16![Delta logo]()
$345
Last-minute flights from Cleveland to Key WestDiscover last-minute flight deals from Cleveland to Key West. Data last updated April 19, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Key West. Data last updated April 19, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/284:31 pm
CLE
- EYW
1 stop18h 40m
Multiple Airlines
Fri 5/11:06 pm
EYW
- CLE
1 stop7h 49m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/37:57 pm
CLE
- EYW
1 stop16h 29m
Multiple Airlines
Thu 5/71:57 pm
EYW
- CLE
1 stop9h 14m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:30 am
CLE
- EYW
1 stop6h 56m
Multiple Airlines
Fri 5/81:11 pm
EYW
- CLE
2 stops29h 16m
Multiple Airlines
Deal found 4/18![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Fri 5/1512:07 pm
EYW
- CLE
1 stop25h 02m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Thu 5/1412:05 pm
EYW
- CLE
1 stop11h 06m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Tue 5/191:14 pm
EYW
- CLE
1 stop8h 27m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$209
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/109:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Wed 5/1311:46 am
EYW
- CLE
2 stops21h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$213
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Fri 5/2212:07 pm
EYW
- CLE
1 stop11h 04m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/249:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Fri 5/2912:07 pm
EYW
- CLE
1 stop8h 45m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/249:57 pm
CLE
- EYW
1 stop16h 04m
Multiple Airlines
Tue 6/21:14 pm
EYW
- CLE
1 stop27h 09m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$199
This Kiwi.com deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/265:27 pm
CLE
- EYW
1 stop17h 39m
Multiple Airlines
Fri 5/2912:07 pm
EYW
- CLE
1 stop8h 45m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$212
One-way flights from Cleveland to Key WestSearch for one-way flight options from Cleveland to Key West. Find affordable one-way fares based on user searches. Data last updated April 19, 2026.
Search for one-way flight options from Cleveland to Key West. Find affordable one-way fares based on user searches. Data last updated April 19, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/179:57 pm
CLE
- EYW
1 stop13h 30m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$99
This Kiwi.com deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:24 pm
CLE
- EYW
2 stops41h 43m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$108
This Kiwi.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:33 pm
CLE
- EYW
1 stop18h 01m
Multiple Airlines
Deal found 4/16![Multiple Airlines logo]()
$114
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:38 pm
CLE
- EYW
2 stops36h 46m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/271:02 pm
CLE
- EYW
2 stops21h 22m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$160
Find flight deals from Cleveland to Key West
Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $185 (Kiwi.com) |
One-way from | $99 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $413 |
Cheapflights Fare Finder
Customize your flight search to find flights from Cleveland to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 19, 2026.
Use the filters below to find and compare flights from Cleveland to Key West that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Sat 5/30
2:00 pm-7:49 pm
1 stop5h 49m
Key West
Wed 6/3
6:19 pm-12:32 am
1 stop6h 13m
$255
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Sat 6/6
11:52 am-5:23 pm
1 stop5h 31m
Key West
Tue 6/9
6:24 pm-12:56 am
1 stop6h 32m
$309
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Thu 7/16
10:15 am-5:23 pm
1 stop7h 08m
Key West
Tue 7/21
6:18 pm-12:57 am
1 stop6h 39m
$325
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Fri 5/8
2:00 pm-7:49 pm
1 stop5h 49m
Key West
Tue 5/12
1:22 pm-6:44 pm
1 stop5h 22m
$339
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Thu 6/11
12:39 pm-7:53 pm
1 stop7h 14m
Key West
Tue 6/16
6:24 pm-12:56 am
1 stop6h 32m
$339
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Fri 7/10
12:37 pm-7:51 pm
1 stop7h 14m
Key West
Fri 7/17
6:18 pm-12:57 am
1 stop6h 39m
$339
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Tue 5/5
6:00 am-12:40 pm
1 stop6h 40m
Key West
Tue 5/12
7:30 am-1:03 pm
1 stop5h 33m
$339
Quickest round-trip
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Sat 5/2
1:53 pm-7:40 pm
1 stop5h 47m
Key West
Tue 5/5
6:23 pm-11:05 pm
1 stop4h 42m
$345
Cheapest one-way
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Mon 5/18
3:49 pm-12:34 pm
2 stops20h 45m
$107
ClevelandKey West
CLE - EYW
CLEEYW
Cleveland Hopkins Intl
Fri 5/8
7:24 pm-1:07 pm
2 stops41h 43m
$108
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from Cleveland to Key West
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Key West in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Cleveland-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Key West flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Cleveland-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Cleveland to Key West
Have a flexible travel schedule? Discover the best time to fly to Key West from Cleveland with our price prediction graph.
CLE-EYW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Cleveland to Key West
Prices
More
How far ahead should I book a flight from Cleveland to Key West?
Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Key West. Price data was last updated on April 17, 2026.
To ensure you get the cheapest price possible for a flight from Cleveland to Key West, you should look to book at least 72 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest month to book a flight from Cleveland to Key West?
Currently, September is the cheapest month in which you can book a flight from Cleveland to Key West (average of $258). Flying from Cleveland to Key West in March is currently the most expensive (average of $561). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Cleveland to Key West?
What’s the top layover airport for flights from Cleveland to Key West?
Share of 1-stop round-trip flights from Cleveland to Key West chosen by Cheapflights users in the past 12 months, using the same layover each way.
Newark (EWR) – chosen by Cheapflights users on 50% of 1-stop itineraries from Cleveland to Key West on Cheapflights.
What’s the cheapest layover airport for flights from Cleveland to Key West?
Average round-trip fare for 1-stop flights from Cleveland to Key West, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Charlotte (CLT) is the most affordable 1-stop option, with an average round-trip price of $190.
What’s the fastest layover option from Cleveland to Key West?
Shortest average travel time for 1-stop one-way flights from Cleveland to Key West, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Charlotte (CLT) have the shortest average one-way travel time for 1-stop routes: 4h 51m.
Which airport typically offers the quickest layover for flights from Cleveland to Key West?
Average layover duration for 1-stop one-way flights from Cleveland to Key West, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Charlotte (CLT) offer the fastest connection on this route, with an average layover time of 0h 51m.
Reviews of airlines servicing Key West
Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated April 19, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Cleveland to Key West. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Boarding
8.1
Overall
7.9
Reviews
1 / 20
2.0
MediocreJake,Jan 2024
CVG - ATL
Related info for your journey
Find useful and relevant information for your journey from Cleveland to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Key West flight routes
Other flight options
Other flights from Cleveland
Popular flights
Alternative routes for Cleveland to Key West
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Key West by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cleveland to Key West by cabin class
Find flights from Cleveland to Key West, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Key West
Explore flights to Key West departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 19, 2026.
Cleveland and Key West flights
Browse other Cleveland and Key West flight options. Last updated on April 19, 2026.
Other flights from Cleveland
Browse through other flights departing from Cleveland. Flights are based on user searches made on Cheapflights and were last updated on April 19, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Cleveland to Key West
Discover the top 3 airlines that operate flights from Cleveland to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$190 | Average$392 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$216 | Average$334 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$257 | Average$428 | FlexibilityNo cancel fee | On-time69% |