Cheap Flights to Key West from $42

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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 $101 and $42 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 WestFebruary 1 to February 4$110
ATLKey WestJanuary 23 to January 30$110
ORDKey WestJanuary 25 to January 30$146
PHLKey WestJanuary 26 to January 29$148
EWRKey WestJanuary 26 to February 5$157
EWRKey WestJanuary 26 to February 5$157
BOSKey WestJanuary 19 to January 26$160
DTWKey WestJanuary 23 to January 30$215
BWIKey WestJanuary 18 to January 26$215
CLTKey WestJanuary 18 to January 26$215
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestJanuary 3 to January 9$129
ATLKey WestJanuary 4 to January 9$237
PHLKey WestJanuary 2 to January 8$256
BOSKey WestJanuary 3 to January 29$258
CLTKey WestJanuary 3 to January 7$320
ORDKey WestJanuary 3 to January 9$336
LGAKey WestJanuary 3 to January 14$344
BWIKey WestJanuary 4 to January 6$371
DTWKey WestJanuary 4 to January 13$383
EWRKey WestJanuary 2 to January 16$383
*Prices include taxes and fees

Key West Flight Information

Traveling to
Key West
Lowest Price
$101
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 $316 total per night from Jan 5 to Jan 6
$316 total
per night
Jan 5 - Jan 6
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. ...
8.8/10 Excellent! (1,242 reviews)
Overall the place was nice, you could tel they try hard to make it nice. They could dim the outdoor lights a little in the evening so they don't come through the blinds at night time though! The evening clerk wasn't very cheery...at all. She was there LOL Breakfast is basically wrapped pastries, ...

Reviewed on Dec 26, 2025

Opens in a new windowSouthwinds Motel
Seashell Motel

Seashell Motel

1.5 out of 5
718 South Street Key West FL
The price is $271 total per night from Jan 11 to Jan 12
$271 total
per night
Jan 11 - Jan 12
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! (1,001 reviews)
Great

Reviewed on Dec 22, 2025

Opens in a new windowSeashell Motel
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
The price is $302 total per night from Jan 6 to Jan 7
$302 total
per night
Jan 6 - Jan 7
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! (1,003 reviews)
Great waffles from friendly staff!

Reviewed on Dec 27, 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
The price is $353 total per night from Jan 14 to Jan 15
$353 total
per night
Jan 14 - Jan 15
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! (1,290 reviews)
Very Clean, Very Friendly Awesome Views and very affordable. Definitely would choose this hotel again

Reviewed on Dec 24, 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
$314 nightly
The price is $353 total per night from Jan 14 to Jan 15
$353 total
Jan 14 - Jan 15, 2026
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! (1,290 reviews)
Very Clean, Very Friendly Awesome Views and very affordable. Definitely would choose this hotel again

Reviewed on Dec 24, 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
$261 nightly
The price is $294 total per night from Jan 4 to Jan 5
$294 total
Jan 4 - Jan 5, 2026
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 ...
8/10 Very Good! (1,001 reviews)
Dinner menu ok, food below average, eat in town! Tram services ok, frequently over loaded requiring a wait for second vehicle. Hotel had no hot water for showering or our last day. Complimentary coffee had coffee grounds and staff didn’t seem to care when notified. Place was clean, well kept.

Reviewed on Dec 25, 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
$269 nightly
The price is $299 total per night from Jan 5 to Jan 6
$299 total
Jan 5 - Jan 6, 2026
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! (668 reviews)
Host is very friendly and promotes good ambiance. He also makes homemade breakfast options. The whole experience/atmosphere is very relaxed.

Reviewed on Nov 20, 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
$286 nightly
The price is $321 total per night from Jan 4 to Jan 5
$321 total
Jan 4 - Jan 5, 2026
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! (1,835 reviews)
Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!

Reviewed on Dec 26, 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
The price is $328 total per night from Jan 26 to Jan 27
$328 total
per night
Jan 26 - Jan 27
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 ...
8.8/10 Excellent! (1,761 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.

Reviewed on Dec 26, 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
The price is $492 total per night from Jan 14 to Jan 15
$492 total
per night
Jan 14 - Jan 15
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 ...
9/10 Wonderful! (1,001 reviews)
Staff was great loved the restaurant bar area and pizza

Reviewed on Dec 22, 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
The price is $520 total per night from Jan 13 to Jan 14
$520 total
per night
Jan 13 - Jan 14
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 Southernmost ...
8.2/10 Very Good! (482 reviews)
The view was almost spectacular except the hotel has permanently parked some kind of van right outside between the ocean view patios and the beach. It was there all week during our stay. We were on the second floor so it was really detracting from the view we paid for.

Reviewed on Dec 21, 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
The price is $405 total per night from Jan 13 to Jan 14
$405 total
per night
Jan 13 - Jan 14
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 ...
8.6/10 Excellent! (2,938 reviews)
Amazing 👌

Reviewed on Dec 22, 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
The price is $405 total per night from Jan 13 to Jan 14
$405 total
per night
Jan 13 - Jan 14
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 ...
8.6/10 Excellent! (2,938 reviews)
Amazing 👌

Reviewed on Dec 22, 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
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 ...
8.2/10 Very Good! (999 reviews)

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

Travelers say...
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...

Reviewed on Dec 4, 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
The price is $318 total per night from Jan 8 to Jan 9
$318 total
per night
Jan 8 - Jan 9
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 ...
8/10 Very Good! (1,801 reviews)

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

Travelers say...
Very clean

Reviewed on Dec 26, 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
The price is $328 total per night from Jan 26 to Jan 27
$328 total
per night
Jan 26 - Jan 27
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 ...
8.8/10 Excellent! (1,761 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.

Reviewed on Dec 26, 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.
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Windward Pointe, Key West
Oceans Edge Key West Resort, Hotel & Marina
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See all available trips from Boston to Key West
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Key West flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
The Key West Hotel
Oceans Edge Key West Resort, Hotel & Marina
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.
Oceans Edge Key West Resort, Hotel & Marina
The Key West Hotel
Pier House Resort & Spa
Don't see what you're looking for?
See all available trips from Philadelphia 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.

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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.