Cheap Flights to Key West from $44

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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 $87 and $44 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 WestJuly 7 to July 11$87
CLTKey WestJuly 8 to July 15$217
EWRKey WestMay 10 to May 14$221
EWRKey WestMay 10 to May 14$221
ORDKey WestJuly 26 to July 30$249
BWIKey WestJune 3 to June 18$251
DTWKey WestMay 30 to June 3$257
BOSKey WestJune 30 to July 3$317
ATLKey WestJuly 4 to July 4$334
PHLKey WestJuly 12 to July 19$381
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestMay 3 to May 7$248
BWIKey WestMay 4 to May 14$344
DTWKey WestMay 3 to May 7$344
MDWKey WestMay 3 to May 21$357
BOSKey WestMay 2 to May 8$399
CLTKey WestMay 2 to May 10$418
LGAKey WestMay 2 to May 7$477
EWRKey WestMay 3 to May 10$491
PHLKey WestMay 3 to May 6$581
ATLKey WestMay 2 to May 12$592
*Prices include taxes and fees

Key West EYW Flight Information

Traveling to
Key West EYW
Lowest Price
$87
Number of Airlines Serving
2
Airlines Serving
United
Number of Daily Flights
2
Airlines with Direct Flights
American Airlines, Qatar Airways

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
The price is $213 per night from May 19 to May 20
$213
per night
May 19 - May 20
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! (1,100 reviews)
"A hop and a skip to the Tipsy Rooster"

Reviewed on Apr 27, 2025

Southwinds Motel
Seashell Motel & Key West Hostel

Seashell Motel & Key West Hostel

1.5 out of 5
718 South Street, Key West, FL
The price is $160 per night from May 4 to May 5
$160
per night
May 4 - May 5
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 ...
7.6/10 Good! (1,000 reviews)
"The hosts were awesome and very responsive. The office is open 24/7 if you ever need anything. I borrowed their sunscreen a few times, nice folks."

Reviewed on Apr 24, 2025

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is $245 per night from May 5 to May 6
$245
per night
May 5 - May 6
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. ...
9.2/10 Wonderful! (1,000 reviews)
Great location and relaxing tropical resort.
"We had a great girls trip here at Duvall House. The room was spacious and the bed was very comfortable. Staff was friendly and breakfast in the morning had many options available. Great location, we walked everywhere. Would definitely stay here again in a heartbeat."

Reviewed on Apr 27, 2025

Duval 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
The price is $269 per night from May 11 to May 12
$269
per night
May 11 - May 12
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,175 reviews)
"Me and my husband had a great stay the room we had has an ocean and pool view which is awesome.We will definitely come back ."

Reviewed on Apr 26, 2025

Hampton 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
The price is $269 per night from May 11 to May 12
$269
includes taxes & fees
$239 per night
May 11 - May 12
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,175 reviews)
"Me and my husband had a great stay the room we had has an ocean and pool view which is awesome.We will definitely come back ."

Reviewed on Apr 26, 2025

Hampton 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
The price is $241 per night from May 26 to May 27
$241
includes taxes & fees
$215 per night
May 26 - May 27
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! (1,006 reviews)
"10/10 will absolutely stay here again! It’s literally a 5min ride to the airport and to get to all the attractions, such as Mallory Square and downtown is about a 10min Uber ride. The hotel has a beautiful and clean pool and hot tub, a tasty bar, great food, a convenient store, an area shuttle, an ..."

Reviewed on Apr 23, 2025

DoubleTree Resort by Hilton Grand Key - Key West
The Garden House

The Garden House

3 out of 5
329 Elizabeth Street, Key West, FL
The price is $203 per night from May 4 to May 5
$203
includes taxes & fees
$183 per night
May 4 - May 5
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! (626 reviews)
"Wonderful"

Reviewed on Apr 27, 2025

The Garden House
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Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is $268 per night from May 6 to May 7
$268
includes taxes & fees
$238 per night
May 6 - May 7
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! (1,013 reviews)
"Confortable, clean, spacious."

Reviewed on Apr 29, 2025

Beachside 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
The price is $265 per night from May 11 to May 12
$265
includes taxes & fees
$236 per night
May 11 - May 12
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! (1,643 reviews)
"Great location for a quiet getaway. The resort has plenty of amenities, including restaurant and bar, 6 pools, and a gym. The rooms are clean, spacious, and thoughtfully designed, some including a terrace. There is also complimentary shuttle to Key West, 2hr bike and kayak rental. The only remark ..."

Reviewed on Apr 28, 2025

Oceans 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
The price is $367 per night from May 12 to May 13
$367
includes taxes & fees
$326 per night
May 12 - May 13
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 ...
8.8/10 Excellent! (1,001 reviews)
"I can’t say enough about my experience at The Marker! Everything and everyone was amazing! I would highly recommend!"

Reviewed on Apr 29, 2025

The 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
The price is $451 per night from May 20 to May 21
$451
includes taxes & fees
$401 per night
May 20 - May 21
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 ...
7/10 Good! (1,005 reviews)
"Great"

Reviewed on Apr 25, 2025

Casa Marina Key West, Curio Collection by Hilton
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Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
The price is $374 per night from May 11 to May 12
$374
includes taxes & fees
$332 per night
May 11 - May 12
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! (2,452 reviews)
"Great place to stay. Has it all. 3 pools, beach and more."

Reviewed on Apr 29, 2025

Southernmost Beach Resort
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

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
The price is $374 per night from May 11 to May 12
$374
includes taxes & fees
$332 per night
May 11 - May 12
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! (2,452 reviews)
"Great place to stay. Has it all. 3 pools, beach and more."

Reviewed on Apr 29, 2025

Southernmost Beach Resort
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! (999 reviews)

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

Travelers say...
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining ..."

Reviewed on Feb 6, 2021

Margaritaville Beach House Key West
24 North Hotel Key West - Newly Renovated

24 North Hotel Key West - Newly Renovated

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is $248 per night from May 6 to May 7
$248
includes taxes & fees
$220 per night
May 6 - May 7
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
7.4/10 Good! (1,419 reviews)
"Very kind FD agent, good service and always willing to help the guests’ needs."

Reviewed on Apr 29, 2025

24 North Hotel Key West - Newly Renovated
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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
The price is $265 per night from May 11 to May 12
$265
includes taxes & fees
$236 per night
May 11 - May 12
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! (1,643 reviews)
"Great location for a quiet getaway. The resort has plenty of amenities, including restaurant and bar, 6 pools, and a gym. The rooms are clean, spacious, and thoughtfully designed, some including a terrace. There is also complimentary shuttle to Key West, 2hr bike and kayak rental. The only remark ..."

Reviewed on Apr 28, 2025

Oceans 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.
Havana Cabana at Key West - Adults Only
Southernmost Beach Resort
Tortuga Suite Sparkling Pool Hot Tub
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips

Key West flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort
The Grand Guesthouse
Pier House Resort & Spa
Don't see what you're looking for?
See all available trips from Boston to Key West
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 10 hours. 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.