Cheap Flights to Key West from $51

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How Much Does it Cost To Fly To Key West?

The cheapest prices found with in the last 7 days for return flights were $106 and $51 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
TPAKey WestOctober 14 to October 17$122
EWRKey WestNovember 12 to November 17$188
EWRKey WestNovember 12 to November 17$188
PHLKey WestNovember 17 to November 20$205
CLTKey WestNovember 10 to November 13$206
BOSKey WestOctober 11 to October 18$207
ORDKey WestNovember 10 to November 17$213
ATLKey WestDecember 11 to December 15$215
BWIKey WestDecember 4 to December 8$215
DTWKey WestDecember 4 to December 11$251
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestSeptember 28 to October 2$201
BOSKey WestSeptember 27 to September 30$337
DTWKey WestSeptember 27 to October 7$337
BWIKey WestSeptember 27 to September 30$352
LGAKey WestSeptember 26 to October 3$433
PHLKey WestSeptember 26 to October 3$593
ORDKey WestSeptember 28 to October 3$607
ATLKey WestSeptember 26 to October 7$621
CLTKey WestSeptember 27 to October 4$735
*Prices include taxes and fees

Key West Flight Information

Traveling to
Key West
Lowest Price
$106
Number of Airlines Serving
Airlines Serving
Breeze Airways
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Key West Accommodation Deals

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
$148 nightly
The price is $167 total per night from Sep 29 to Sep 30
$167 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,183 reviews)
"Excellent for the prize"

Reviewed on Sep 19, 2025

Opens in a new windowSouthwinds Motel
Seashell Motel & Key West Hostel

Seashell Motel & Key West Hostel

1.5 out of 5
718 South Street, Key West, FL
$109 nightly
The price is $123 total per night from Oct 2 to Oct 3
$123 total
Oct 2 - Oct 3
Total with taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.8/10 Good! (1,006 reviews)
"The property is under construction and had some issues related to that. Rooms were recently remodeled but the windows were not and they leak air and allowed a lot of noise and light to enter the room. The beds and pillows were comfortable. Shower took a while to heat up and it was difficult to ..."

Reviewed on Sep 20, 2025

Opens in a new windowSeashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
$141 nightly
The price is $155 total per night from Sep 30 to Oct 1
$155 total
Sep 30 - Oct 1
Total with taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,024 reviews)
Amazing
"Incredible place. Beautiful room, amazing grounds, super helpful and friendly staff, perfect location, and affordable! The pool was a great afternoon break. Breakfast was great."

Reviewed on Sep 21, 2025

Opens in a new windowDuval House
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Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$128 nightly
The price is $145 total per night from Sep 28 to Sep 29
$145 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,234 reviews)
"Room was spacious as well as the bathroom. Pool was out of order, but 2 other options were provided at neighboring hotels. Front desk staff very helpful in all aspects. Cant wait to go back next year!"

Reviewed on Sep 20, 2025

Opens in a new windowHampton Inn Key West FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Our Top Key West with Airport Shuttles

Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5
3755 S Roosevelt Blvd, Key West, FL
$128 nightly
The price is $145 total per night from Sep 28 to Sep 29
$145 total
Sep 28 - Sep 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
9/10 Wonderful! (1,234 reviews)
"Room was spacious as well as the bathroom. Pool was out of order, but 2 other options were provided at neighboring hotels. Front desk staff very helpful in all aspects. Cant wait to go back next year!"

Reviewed on Sep 20, 2025

Opens in a new windowHampton Inn Key West FL
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd, Key West, FL
$137 nightly
The price is $154 total per night from Oct 1 to Oct 2
$154 total
Oct 1 - Oct 2
Total with taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,009 reviews)
"Clean"

Reviewed on Sep 19, 2025

Opens in a new windowDoubleTree Resort by Hilton Grand Key - Key West
The Garden House

The Garden House

3 out of 5
329 Elizabeth Street, Key West, FL
$111 nightly
The price is $122 total per night from Sep 29 to Sep 30
$122 total
Sep 29 - Sep 30
Total with taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (659 reviews)
Customer service
"I am sorry I don't know his name , the gentleman at the front desk ( Katie's dad ) was amazing!"

Reviewed on Sep 8, 2025

Opens in a new windowThe Garden House
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
$143 nightly
The price is $161 total per night from Oct 1 to Oct 2
$161 total
Oct 1 - Oct 2
Total with taxes and fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,539 reviews)
"Pool could be colder!"

Reviewed on Sep 18, 2025

Opens in a new windowBeachside Resort & Residences
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Key West

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$146 nightly
The price is $164 total per night from Oct 23 to Oct 24
$164 total
Oct 23 - Oct 24
Total with taxes and fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,724 reviews)
"my stay at this resort was good at first they gave me a room that I didn’t like I booked a suite with ocean view, they gave me a room seeing the mangrove was upset about that so they didn’t get to switch me out until the next day which they gave me a room which wasn’t a suite and then on the last ..."

Reviewed on Sep 17, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
$226 nightly
The price is $254 total per night from Oct 14 to Oct 15
$254 total
Oct 14 - Oct 15
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
9/10 Wonderful! (1,024 reviews)
"The lotion was empty even after I told house keeping twice also the soap."

Reviewed on Sep 20, 2025

Opens in a new windowThe Marker Key West Harbor Resort
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
$233 nightly
The price is $262 total per night from Oct 14 to Oct 15
$262 total
Oct 14 - Oct 15
Total with taxes and fees
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (361 reviews)
"Elevator was broken but other than that enjoyed our stay"

Reviewed on Sep 18, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$237 nightly
The price is $266 total per night from Oct 13 to Oct 14
$266 total
Oct 13 - Oct 14
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,768 reviews)
"I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."

Reviewed on Sep 21, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Key West

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
$237 nightly
The price is $266 total per night from Oct 13 to Oct 14
$266 total
Oct 13 - Oct 14
Total with taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,768 reviews)
"I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump."

Reviewed on Sep 21, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West
Great for families

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (1,000 reviews)

Families like: Outdoor pool, babysitting, close to beach, bicycle rentals

Travelers say...
"Stayed here many times. Easy in and out, plenty of parking. Great friendly staff"

Reviewed on Sep 1, 2025

Opens in a new windowMargaritaville Beach House Key West
Blue Flamingo Resort Key West
Great for families

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
$156 nightly
The price is $176 total per night from Sep 28 to Sep 29
$176 total
Sep 28 - Sep 29
Total with taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.8/10 Good! (1,590 reviews)

Families like: Outdoor pools, miniature golf, game room, bicycle rentals

Travelers say...
"I loved the hotel"

Reviewed on Sep 14, 2025

Opens in a new windowBlue Flamingo Resort Key West
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Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
$146 nightly
The price is $164 total per night from Oct 23 to Oct 24
$164 total
Oct 23 - Oct 24
Total with taxes and fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,724 reviews)
"my stay at this resort was good at first they gave me a room that I didn’t like I booked a suite with ocean view, they gave me a room seeing the mangrove was upset about that so they didn’t get to switch me out until the next day which they gave me a room which wasn’t a suite and then on the last ..."

Reviewed on Sep 17, 2025

Opens in a new windowOceans Edge Key West Resort, Hotel & Marina
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Key West Flight and Hotel Packages

Key West flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
Casa Marina Key West, Curio Collection by Hilton
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See all available trips from Boston to Key West
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Key West flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Lighthouse Hotel - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
Don't see what you're looking for?
See all available trips from New York to Key West
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Need a Car For After Your Flight?

Lowest prices found within the past 2 days. Prices and availability subject to change. Additional terms may apply.

Flights To Key West

Pristine coral reefs, fiery sunsets (and sunrises!), and miles of endless emerald waves—if you’re thinking of Key West flights (EYW), you already know all this beauty is in store. But this tiny island may still amaze you. You’ll find both the expected—glass-bottom kayaks, fresh seafood, hammocks and mai tais—and the unexpected—pirate tours, presidential houses, and Civil War forts. When your plane touches down in paradise, there are no obligations, so journey among the pastel clapboard cottages and discover your next adventure.

Transportation from EYW

Airfare to Key West lands you minutes from the fun. Hotels near Key West International Airport could be your perfect match. Just 4 miles from downtown, you’ll be away from the hustle and bustle but close enough to enjoy the sights. To get in on the action, stay near Duval Street on the western end of the island. Book an airport shuttle ahead of time—or catch a shuttle or taxi when you land—and you’ll be at your hotel before you can say “coconut telegraph.” Car rentals are available at the airport, but depending on where you’re staying, having a vehicle on Key West can be more hassle than helpful. Do as the locals do and rent a bicycle, or just hoof it. At just over seven square miles, with a mile-long downtown, Key West is the epitome of the walkable city. Meander in the footsteps of famous visitors, from Jimmy Buffett to Ernest Hemingway to Harry Truman—two of whom have landmarks named after them (sorry Jimmy, Margaritaville doesn’t count!).

Get Gulfside in Key West

We hope you like seashells, because you’re entering the Conch Republic. In this laissez-faire archipelago, you’re free to be, and do, whatever you desire. Book cheap flights to Key West with Travelocity and get your ticket to tranquility. We also have the best deals on Key West vacation packages—bundle and save today, then start exploring tomorrow.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.