Cheap Flights to Key West from $41

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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 $78 and $41 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 WestAugust 2 to August 11$78
EWRKey WestJune 16 to June 23$309
EWRKey WestJune 16 to June 23$309
ORDKey WestJuly 1 to July 8$309
BOSKey WestJuly 2 to July 8$317
DTWKey WestAugust 8 to August 11$323
BWIKey WestJuly 14 to July 21$323
ATLKey WestJuly 16 to July 20$339
PHLKey WestJuly 4 to July 8$443
CLTKey WestJune 13 to June 17$517
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestMay 24 to June 2$97
BOSKey WestMay 24 to May 28$463
ORDKey WestMay 23 to May 25$481
BWIKey WestMay 23 to May 29$552
CLTKey WestMay 23 to May 26$560
EWRKey WestMay 24 to May 27$582
EWRKey WestMay 24 to May 27$582
PHLKey WestMay 24 to May 26$583
ATLKey WestMay 22 to May 24$675
*Prices include taxes and fees

Key West Flight Information

Traveling to
Key West
Lowest Price
$78
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
The price is $218 total per night from Jun 2 to Jun 3
$218 total
per night
Jun 2 - Jun 3
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,345 reviews)
Excelente servicio y muy buen lugar de la propiedad

Reviewed on May 14, 2026

Opens in a new windowSouthwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
The price is $160 total per night from May 17 to May 18
$160 total
per night
May 17 - May 18
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 ...
8/10 Very Good! (1,007 reviews)
Great first impression the staff was so helpful. The room was nice and clean and air-conditioned. Will definitely stay there again.

Reviewed on May 12, 2026

Opens in a new windowSeashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
The price is $222 total per night from May 19 to May 20
$222 total
per night
May 19 - May 20
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,040 reviews)
A lovely property, an oasis amongst the fast pace of Duval Street.

Reviewed on May 15, 2026

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
The price is $224 total per night from Jun 8 to Jun 9
$224 total
per night
Jun 8 - Jun 9
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! (1,353 reviews)
Clean room. Excellent pool side view. Shuttle and trolley options. Great pool.

Reviewed on May 14, 2026

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
The price is $224 total per night from Jun 8 to Jun 9
$224 total
per night
Jun 8 - Jun 9
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! (1,353 reviews)
Clean room. Excellent pool side view. Shuttle and trolley options. Great pool.

Reviewed on May 14, 2026

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
The price is $199 total per night from May 26 to May 27
$199 total
per night
May 26 - May 27
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.4/10 Very Good! (1,021 reviews)
Dear Double Tree, This was our first trip to Key West and our first experience with a Hilton resort. You met and exceeded any expectations that we could have had. The friendliness, helpfulness and professionalism of each member of your staff was outstanding. The facility was immaculate and well maintained. ...

Reviewed on May 14, 2026

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
The price is $164 total per night from May 17 to May 18
$164 total
per night
May 17 - May 18
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.2/10 Wonderful! (699 reviews)
The room was a bit on the small size. The staff was friendly and helpful.

Reviewed on Apr 30, 2026

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
The price is $269 total per night from May 17 to May 18
$269 total
per night
May 17 - May 18
Book a stay at this 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. ...
8.6/10 Excellent! (2,214 reviews)
Clean nice room. The staff was great- and restaurant was amazing and delicious. Like going to a five star high end restaurant

Reviewed on May 14, 2026

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
$222 nightly
The price is $249 total per night from May 19 to May 20
$249 total
May 19 - May 20
Total with taxes and fees
Book a stay at this 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 ...
9/10 Wonderful! (1,857 reviews)
Everything about oceans edge was wonderful! The rooms were beautiful! The beds and pillows do comfortable! The view was beautiful! The property and pool lovely. Loved the marina view! The shuttle to downtown was great and the drivers - esp Jeffrey! And the food and drinks at Yellowfin Restaurant ...

Reviewed on May 12, 2026

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
$311 nightly
The price is $350 total per night from May 28 to May 29
$350 total
May 28 - May 29
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,007 reviews)
We enjoyed our stay at the Marker. It was clean and well maintained, the breakfast and bar food were good. My only issue is that we requested a specific area well in advance and they put us in the complete opposite of what we asked for.

Reviewed on May 9, 2026

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
$331 nightly
The price is $372 total per night from May 25 to May 26
$372 total
May 25 - May 26
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.4/10 Very Good! (651 reviews)
Amazing location with private beach and awesome restaurant. We would definitely stay here again.

Reviewed on May 13, 2026

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
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,315 reviews)
Great Atmosphere and friendly staff

Reviewed on May 14, 2026

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
$261 nightly
The price is $294 total per night from Jun 8 to Jun 9
$294 total
Jun 8 - Jun 9
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,315 reviews)
Great Atmosphere and friendly staff

Reviewed on May 14, 2026

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
Book a stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.4/10 Very Good! (999 reviews)

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

Travelers say...
This is a beautiful resort full of amenities! Margaritas when you arrive, smoothies at the pool each day around noon, free airport and old town shuttles so we didn’t need to Uber anywhere, also coffee/water/cookies in the lobby daily. The beach is an easy walk across the street. The hotel is super ...

Reviewed on Apr 19, 2026

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
$201 nightly
The price is $226 total per night from Jun 3 to Jun 4
$226 total
Jun 3 - Jun 4
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,223 reviews)

Families like: Outdoor pools, playground, miniature golf, game room

Travelers say...
Great location, pools are both amazing and the bartenders are friendly and professional. Was staying there for work and will definitely be back.

Reviewed on May 15, 2026

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
$222 nightly
The price is $249 total per night from May 19 to May 20
$249 total
May 19 - May 20
Total with taxes and fees
Book a stay at this 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 ...
9/10 Wonderful! (1,857 reviews)
Everything about oceans edge was wonderful! The rooms were beautiful! The beds and pillows do comfortable! The view was beautiful! The property and pool lovely. Loved the marina view! The shuttle to downtown was great and the drivers - esp Jeffrey! And the food and drinks at Yellowfin Restaurant ...

Reviewed on May 12, 2026

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.
The Reach Key West, Curio Collection by Hilton
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
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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.
Hyatt Vacation Club at Windward Pointe, Key West
The Key West Hotel
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!
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See all available trips from Boston to Key West
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Need a Car For After Your Flight?

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.

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*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.