Cheap Flights to Key West from $40
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
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 $40 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply
SFB
Orlando Sanford Intl.
EYW
Key West Intl.
$78 Roundtrip, found 2 hours ago
$78
Roundtrip
found 2 hours ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| TPA | Key West | October 6 to October 13 | $82 |
| JFK | Key West | December 1 to December 3 | $315 |
| BWI | Key West | October 13 to October 20 | $329 |
| ATL | Key West | October 12 to October 19 | $334 |
| EWR | Key West | September 28 to October 3 | $339 |
| ORD | Key West | November 7 to November 11 | $339 |
| DTW | Key West | November 14 to November 18 | $353 |
| BOS | Key West | December 12 to December 15 | $357 |
| PHL | Key West | October 28 to November 4 | $480 |
| CLT | Key West | October 29 to November 1 | $542 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PIE | Key West | September 13 to September 19 | $86 |
| DTW | Key West | September 12 to September 19 | $464 |
| EWR | Key West | September 12 to September 17 | $470 |
| EWR | Key West | September 12 to September 17 | $470 |
| ORD | Key West | September 12 to September 20 | $516 |
| PHL | Key West | September 12 to September 17 | $578 |
| CLT | Key West | September 12 to September 19 | $584 |
| BOS | Key West | September 13 to September 17 | $756 |
| ATL | Key West | September 12 to September 16 | $773 |
Key West Flight Information
Traveling to | Key West |
|---|---|
Lowest Price | $78 |
Number of Airlines Serving | |
Airlines Serving | Breeze Airways, Allegiant Air |
Number of Daily Flights | |
Airlines with Direct Flights |
Find The Perfect Hotel For After Your Flight
Amazing Key West Accommodation Deals
Southwinds Motel
1321 Simonton Street Key West FL
$155 nightly
The price is $174 total per night from Sep 14 to Sep 15
$174 total
Sep 14 - Sep 15
Total with taxes and fees
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! (1,380 reviews)
"SOUTHWINDS MOTEL WAS AN ABSOLUTELY PERFECT TO STAY IN KW!!!! The amenities were perfect, the moring breakfast was just perfect, and thee LOCATION IS SUPER GREAT. Literally minutes from everywhere. WE WILL BE BACK, FOR SURE!!!!!"
Reviewed on Sep 9, 2026
Seashell Motel
718 South Street Key West FL
$83 nightly
The price is $94 total per night from Sep 24 to Sep 25
$94 total
Sep 24 - Sep 25
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 ...
8/10 Very Good! (1,007 reviews)
"Comfortable and clean."
Reviewed on Sep 10, 2026
Duval House
815 Duval St Key West FL
$119 nightly
The price is $131 total per night from Sep 16 to Sep 17
$131 total
Sep 16 - Sep 17
Total with taxes and fees
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 ...
9.6/10 Exceptional! (1,098 reviews)
"Cold rooms!"
Reviewed on Sep 8, 2026
Save an average of 15% on thousands of hotels when you're signed in
Hampton Inn Key West FL
3755 S Roosevelt Blvd Key West FL
$118 nightly
The price is $133 total per night from Sep 15 to Sep 16
$133 total
Sep 15 - Sep 16
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! (1,493 reviews)
"The shuttle service was very helpful getting downtown. The shuttle drivers went above their call of duty to make sure you were happy. It is a great place to stay in a quieter area."
Reviewed on Sep 10, 2026
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
3755 S Roosevelt Blvd Key West FL
$118 nightly
The price is $133 total per night from Sep 15 to Sep 16
$133 total
Sep 15 - Sep 16
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! (1,493 reviews)
"The shuttle service was very helpful getting downtown. The shuttle drivers went above their call of duty to make sure you were happy. It is a great place to stay in a quieter area."
Reviewed on Sep 10, 2026
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
$133 nightly
The price is $150 total per night from Sep 27 to Sep 28
$150 total
Sep 27 - Sep 28
Total with taxes and fees
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 ...
The Garden House
329 Elizabeth Street Key West FL
$107 nightly
The price is $117 total per night from Sep 14 to Sep 15
$117 total
Sep 14 - Sep 15
Total with taxes and fees
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! (730 reviews)
"This spot is a GEM. Sammy Miami is a GEM. Consistent, fun, relaxed environment, great location and breakfast. Always a pleasure!!"
Reviewed on Sep 4, 2026
Save an average of 15% on thousands of hotels when you're signed in
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
$188 nightly
The price is $212 total per night from Sep 13 to Sep 14
$212 total
Sep 13 - Sep 14
Total with taxes and fees
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! (2,504 reviews)
"Our stay was excellent! Everyone was super nice"
Reviewed on Sep 9, 2026
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
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$159 nightly
The price is $179 total per night from Sep 22 to Sep 23
$179 total
Sep 22 - Sep 23
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 ...
The Marker Key West Harbor Resort
200 William Street Key West FL
$223 nightly
The price is $251 total per night from Sep 27 to Sep 28
$251 total
Sep 27 - Sep 28
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! (1,018 reviews)
"Great location! Close to everything! 56 dollar a day resort fee for what? A pool I haven’t used and ??? Sorry, this is insane! Besides this is an upscale Hotel with friendly staff. . At our room the a/c has blown straight onto the bed. Still suffering from this…"
Reviewed on Sep 10, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$296 nightly
The price is $333 total per night from Sep 29 to Sep 30
$333 total
Sep 29 - Sep 30
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! (905 reviews)
"The location is fantastic, and the staff is wonderful. I’m already planning to return!"
Reviewed on Sep 10, 2026
Save an average of 15% on thousands of hotels when you're signed in
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 20 to Sep 21
$237 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this spa 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 ...
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
1319 Duval Street Key West FL
$210 nightly
The price is $237 total per night from Sep 20 to Sep 21
$237 total
Sep 20 - Sep 21
Total with taxes and fees
Book a stay at this spa 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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$160 nightly
The price is $180 total per night from Sep 13 to Sep 14
$180 total
Sep 13 - Sep 14
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 ...
8.6/10 Excellent! (2,662 reviews)
Families like: Outdoor pools, playground, miniature golf, game room
Travelers say...
"Muy limpio y bonito, un servicio especial"
Reviewed on Sep 10, 2026
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
$159 nightly
The price is $179 total per night from Sep 22 to Sep 23
$179 total
Sep 22 - Sep 23
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
$134 nightly
The price is $151 total per night from Sep 17 to Sep 18
$151 total
Sep 17 - Sep 18
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool ...
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.
Key West flight + hotel packages - first class flights
Price found within the past 48 hours. Click for updated prices.
Don't see what you're looking for?
See all available trips from Philadelphia to Key West
View all tripsNeed a Car For After Your Flight?
Economy
Chevrolet Spark
Compact
Ford Focus
Midsize
Toyota Corolla
SUV
Jeep Compass
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.
More Ways To Wander
Key West Hotels
Find the perfect hotel after your flight
Key West Vacation Rentals
Great Deals on alternative accommodations
Key West Car Rentals
Affordable cars to get you around town
Key West Vacations
Save more by combining flights, hotels and cars
Things to do in Key West
Activities, attractions and tours
Explore More Ways to Travel with Travelocity
- Hotels in Marathon
- Old Town Key West Hotels
- Hotels near Southernmost Point
- Hotels in Big Pine Key
- Casa Marina Hotels
- Downtown Key West Hotels
- Hotels near Duval Street
- Hotels near Fort Zachary Taylor Historic State Park
- Bedandbreakfast in Key West
- Condos in Key West
- Key West Historic District Hotels
- Adults Only in Key West
- All-Inclusive in Key West
- Amsterdam's Curry Mansion Inn
- Beach in Key West
- Boutique in Key West
- The Key West Hotel
- Casa Marina Key West Curio Collection by Hilton
- Budget in Key West
- Coconut Beach Resort
- Coconut Mallory Resort And Marina By Kees Vacations
- La Concha Key West Autograph Collection
- Duval House
- Duval Inn
- Eden House
- Family Friendly in Key West
- LGBT Friendly in Key West
- H2O Suites - Adults Only
- Havana Cabana at Key West
- Heron House - Adult Only
- The Independent Inn - Formerly Heron House Court
- Suites in Key West
- Island City House Hotel
- Beachside Resort & Residences
- Ella's Cottages - Key West Historic Inns
- Lighthouse Hotel - Key West Historic Inns
- Winslow's Bungalows - Key West Historic Inns
- LA TE DA Hotel - Adults Only
- Luxury in Key West
- New Orleans House - Gay Men Adult Resort
- NYAH Key West - Adults Only
- Ocean Key Resort - A Noble House Resort
- Hilton Key West Resort & Marina
- Opal Key Resort & Marina Key West
- Orchid Key Inn - Adults Only
- Paradise Inn Key West - Adults Only
- Parrot Key Hotel & Villas
- Pegasus International Hotel
- Pet Friendly in Key West
- Pier House Resort & Spa
- Santa Maria Suites
- Seashell Motel
- Silver Palms Inn & Historic Homes
- Simonton Court Historic Inn & Cottages
- Southernmost Beach Resort and Guesthouses
- Southwinds Motel
- Sunset Key Cottages
- The Cabana Inn Key West - Adults Only
- Sunset Key Hotels
- Sugar Loaf Lodge
- The Gardens Hotel
- The Laureate Key West
- The Marker Key West Harbor Resort
- The Marquesa Hotel
- The Perry Hotel & Marina Key West
- The Reach Key West Curio Collection by Hilton
- Southernmost House - Adult Exclusive
- The Southernmost Inn - Adults Only
- Westwinds Inn
- Wicker Guesthouse
- Hotels in Key West
- Houseboats in Key West
- Privatevacationhomes in Key West
- Resorts in Key West
- Hotels near Mallory Square
- Isla Bella Beach Resort & Spa
- Flights to Big Pine Key
- Flights to Cudjoe Key
- Flights to Duck Key
- Flights to Marathon FL
- Flights to Key Colony Beach
- Flights to Little Torch Key
- Flights to Marathon
- Flights to Stock Island
- Flights to Sugarloaf Key
- Flights to Summerland Key
- Flights from Nashville (BNA) to Key West (EYW)
- Flights from Baltimore (BWI) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Milwaukee (MKE) to Key West (EYW)
- Flights from New Orleans (MSY) to Key West (EYW)
- Flights from Chicago (ORD) to Key West (EYW)
- Flights from Philadelphia (PHL) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from St Louis (STL) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Alcoa (TYS) to Key West (EYW)
- Hotels in Truman Annex
- Visit Duval Street
- Visit Harry S. Truman Little White House
- Hotels in Old Town Key West
- Hotels in Key West Historic District
- Hotels near Ernest Hemingway Home and Museum
- Flights to Key West
- Visit Ernest Hemingway Home and Museum
- Hotels near Mallory Square
- Hotels near Duval Street