Cheap flights To Key West (EYW) from $51
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Cheap Flights to Key West from $51 One Way, $102 Round Trip
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 4 hours ago
$110
Roundtrip
found 4 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$126 Roundtrip, found 10 hours ago
$126
Roundtrip
found 10 hours ago
BOS
Logan Intl.
EYW
Key West Intl.
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago
PHL
Philadelphia Intl.
EYW
Key West Intl.
$155 Roundtrip, found 4 days ago
$155
Roundtrip
found 4 days ago
PIT
Pittsburgh Intl.
EYW
Key West Intl.
$188 Roundtrip, found 9 hours ago
$188
Roundtrip
found 9 hours ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$188 Roundtrip, found 6 days ago
$188
Roundtrip
found 6 days ago
ORD
O'Hare Intl.
EYW
Key West Intl.
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
LGA
LaGuardia
EYW
Key West Intl.
$190 Roundtrip, found 6 days ago
$190
Roundtrip
found 6 days ago
CLE
Hopkins Intl.
EYW
Key West Intl.
$191 Roundtrip, found 3 days ago
$191
Roundtrip
found 3 days ago
Key West Flight Information
Traveling To | Key West |
|---|---|
Destination Airport IATA Code | EYW |
Number of Airlines Serving | |
Airlines | Breeze Airways, Spirit Airlines, American Airlines, JetBlue Airways |
Flight Price | $102 |
Earliest Departing Flight | |
Latest Departing Flight |
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Key West economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Havana Cabana at Key West
Mar 5 - Mar 10
5 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,674, price is now $1,208 per person
$1,208
per person
found 1 day ago
3.0-star property
Tranquility by Avantstay Close to Duval St w/ BBQ & Shared Pool
Mar 5 - Mar 10
5 night stay
Boston (BOS) to Key West (EYW)
Spirit Airlines • Non-stop • Coach
Key West (EYW) to Boston (BOS)
American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,448, price is now $1,886 per person
$1,886
per person
found 1 day ago
Key West premium economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Perry Hotel & Marina Key West
9.4/10 Exceptional! (1,151 reviews)
Mar 8 - Mar 12
4 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • PremiumEconomy
Key West (EYW) to Boston (BOS)
Delta • PremiumEconomy
Price was $1,880, price is now $1,584 per person
$1,584
per person
found 15 hours ago
Check-in was as smooth as could be. Reps made sure we had access to a luggage cart right away. Property very clean. Room staff could not have been nicer. Would certainly book again
Reviewed on Aug 12, 2025
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Mar 8 - Mar 12
4 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • PremiumEconomy
Key West (EYW) to Boston (BOS)
Delta • PremiumEconomy
Price was $2,826, price is now $2,139 per person
$2,139
per person
found 15 hours ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Mar 8 - Mar 12
4 night stay
Boston (BOS) to Key West (EYW)
JetBlue Airways • PremiumEconomy
Key West (EYW) to Boston (BOS)
Delta • PremiumEconomy
Price was $2,142, price is now $1,770 per person
$1,770
per person
found 15 hours ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025
Key West first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Southernmost Beach Resort and Guesthouses
8.6/10 Excellent! (2,844 reviews)
Feb 16 - Feb 19
3 night stay
Boston (BOS) to Key West (EYW)
United • Non-stop roundtrip • FirstClass
Price was $2,112, price is now $1,666 per person
$1,666
per person
found 1 day ago
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.
Reviewed on Nov 1, 2025
2.5-star property
The Key West Hotel
9.2/10 Wonderful! (505 reviews)
Feb 16 - Feb 19
3 night stay
Boston (BOS) to Key West (EYW)
United • Non-stop roundtrip • FirstClass
Price was $2,723, price is now $1,892 per person
$1,892
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.
Reviewed on Jan 5, 2025
4.0-star property
Oceans Edge Key West Resort, Hotel & Marina
9/10 Wonderful! (1,736 reviews)
Feb 16 - Feb 19
3 night stay
Boston (BOS) to Key West (EYW)
United • Non-stop roundtrip • FirstClass
Price was $2,898, price is now $2,052 per person
$2,052
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful!
Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy.
Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you.
The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was.
Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor!
Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am.
Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side.
Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.
Reviewed on Dec 28, 2025
Key West
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.