Cheap Flight Deals to Key West FL from CA $128

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How to find cheap flights to Key West?

The cheapest prices found with in the last 7 days for return flights were CA $254 and CA $128 for one-way flights to Key West for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
BOSKey WestDecember 15 to December 21CA $289
TPAKey WestDecember 2 to December 4CA $333
BWIKey WestDecember 7 to December 14CA $347
EWRKey WestDecember 9 to December 16CA $396
EWRKey WestDecember 9 to December 16CA $396
MDWKey WestDecember 7 to December 12CA $480
DTWKey WestDecember 6 to December 13CA $530
ATLKey WestDecember 5 to December 14CA $698
CLTKey WestDecember 8 to December 13CA $838
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
BOSKey WestDecember 1 to December 13CA $304
TPAKey WestNovember 29 to December 7CA $334
EWRKey WestNovember 30 to December 12CA $660
EWRKey WestNovember 30 to December 12CA $660
DTWKey WestNovember 29 to December 10CA $684
ATLKey WestNovember 29 to December 11CA $738
*Prices include taxes and fees

Your guide to flights to Key West, FL

JetBlue Airways, WestJet, Air Canada fly to Key West, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Key West FL currently costs between CA $254 and CA $838. Prices vary, but for the best fares, travel in December when prices are at their lowest.  

Top tips for finding cheap flights to Key West  

The cheapest flight for a round trip to Key West is currently CA $254. When you search for flights to Key West, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Key West for nearby days.  The cheapest month to travel to Key West is March from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Key West 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Key West with Travelocity 

We have top deals on plane tickets even for last minute flights to Key West, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Key West for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Key West

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is CA $216 per night from Dec. 1 to Dec. 2
CA $216
CA $282 total
includes taxes & fees
1 Dec - 2 Dec
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! (1,018 reviews)
"First time for us visiting the Southwinds and we thought it was a great location. We had a daily stop at the Tipsy Rooster, which is located on the property, to relax while listening to the live music."

Reviewed on 19 Nov. 2024

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 CA $168 per night from Nov. 25 to Nov. 26
CA $168
CA $189 total
includes taxes & fees
25 Nov - 26 Nov
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! (1,001 reviews)
"Good location"

Reviewed on 16 Nov. 2024

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is CA $194 per night from Dec. 2 to Dec. 3
CA $194
CA $249 total
includes taxes & fees
2 Dec - 3 Dec
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! (1,001 reviews)
"This property was amazing! The staff was friendly, communications were above expectations. I will refer this property to all my friends and if I visit Key West again I will stay there."

Reviewed on 19 Nov. 2024

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 CA $264 per night from Dec. 4 to Dec. 5
CA $264
CA $344 total
includes taxes & fees
4 Dec - 5 Dec
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! (1,133 reviews)
Fantastic room and view!!!
"The room was nice, spacious, and clean. We stayed on the second floor and had a great view of the (heated) pool area and the ocean in the background. Their breakfast was nice as well, the morning we went they had a southwestern style egg with peppers, sausage, biscuits with gravy, toast (cream cheese, ..."

Reviewed on 22 Nov. 2024

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 hotel 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 CA $264 per night from Dec. 4 to Dec. 5
CA $264
CA $344 total
includes taxes & fees
4 Dec - 5 Dec
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! (1,133 reviews)
Fantastic room and view!!!
"The room was nice, spacious, and clean. We stayed on the second floor and had a great view of the (heated) pool area and the ocean in the background. Their breakfast was nice as well, the morning we went they had a southwestern style egg with peppers, sausage, biscuits with gravy, toast (cream cheese, ..."

Reviewed on 22 Nov. 2024

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 CA $211 per night from Dec. 15 to Dec. 16
CA $211
CA $285 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,000 reviews)
"Lovely hotel with a great restaurant, pool/jacuzzi/poolside bar and staff."

Reviewed on 16 Nov. 2024

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 CA $180 per night from Nov. 26 to Nov. 27
CA $180
CA $233 total
includes taxes & fees
26 Nov - 27 Nov
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! (579 reviews)
"Amazing vibe cant wait to stay again! Sam is amazing!!"

Reviewed on 3 Nov. 2024

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 CA $214 per night from Dec. 3 to Dec. 4
CA $214
CA $312 total
includes taxes & fees
3 Dec - 4 Dec
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! (1,003 reviews)
"Everyone was friendly"

Reviewed on 21 Nov. 2024

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 CA $251 per night from Dec. 1 to Dec. 2
CA $251
CA $364 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 4-star golf 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! (1,504 reviews)
"The whole experience from start to finish was fantastic! Checking in the front desk was very informative and helpful. The room was absolutely wonderful the bed was comfortable the shower was roomy the balcony views were exceptional! The food and service at the Yellowfin Restaurant was top notch we ..."

Reviewed on 23 Nov. 2024

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 CA $350 per night from Dec. 1 to Dec. 2
CA $350
CA $478 total
includes taxes & fees
1 Dec - 2 Dec
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! (1,000 reviews)
"Location was outstanding and staff was exceptional."

Reviewed on 14 Nov. 2024

The Marker Key West Harbor Resort
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
1500 Reynolds Street, Key West, FL
The price is CA $481 per night from Nov. 27 to Nov. 28
CA $481
CA $629 total
includes taxes & fees
27 Nov - 28 Nov
Stay at this 5-star luxury resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Mallory Square ...
6.8/10 (1,004 reviews)
On my list to stay again
"Absolutely loved this place. Historic, newly renovated, close enough to tourist attractions without being right in the action. My only regret was not staying another day or two to enjoy the private beach! Very large room, beautiful bathroom with wonderful rainfall showerhead."

Reviewed on 2 Nov. 2024

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 CA $340 per night from Dec. 17 to Dec. 18
CA $340
CA $477 total
includes taxes & fees
17 Dec - 18 Dec
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,181 reviews)
"It would be nice to have a regular coffee machine in the room instead of an expresso machine. Mine didn't work anyway, leaked water all over the tray."

Reviewed on 21 Nov. 2024

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 CA $340 per night from Dec. 17 to Dec. 18
CA $340
CA $477 total
includes taxes & fees
17 Dec - 18 Dec
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,181 reviews)
"It would be nice to have a regular coffee machine in the room instead of an expresso machine. Mine didn't work anyway, leaked water all over the tray."

Reviewed on 21 Nov. 2024

Southernmost Beach Resort
Margaritaville Beach House Key West

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 Mallory Square ...
8.2/10 Very Good! (999 reviews)
"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 6 Feb. 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 CA $191 per night from Nov. 25 to Nov. 26
CA $191
CA $286 total
includes taxes & fees
25 Nov - 26 Nov
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! (1,362 reviews)
"Great"

Reviewed on 19 Nov. 2024

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 CA $251 per night from Dec. 1 to Dec. 2
CA $251
CA $364 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 4-star golf 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! (1,504 reviews)
"The whole experience from start to finish was fantastic! Checking in the front desk was very informative and helpful. The room was absolutely wonderful the bed was comfortable the shower was roomy the balcony views were exceptional! The food and service at the Yellowfin Restaurant was top notch we ..."

Reviewed on 23 Nov. 2024

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.
The Gates Hotel Key West
The Perry Hotel & Marina Key West
Southernmost Beach Resort
Don't see what you're looking for?
See all available trips from Halifax 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.
The Perry Hotel & Marina Key West
Oceans Edge Key West Resort, Hotel & Marina
Havana Cabana at Key West - Adults Only
Don't see what you're looking for?
See all available trips from Toronto to Key West
View all trips

Need a car after flight to Key West?

Frequently asked questions

Which airlines fly to Key West?
There are 5 airlines that fly to the city of Key West, so finding one that suits all your travel needs shouldn’t be difficult. Book your ideal seat on one of these top-rated carriers:

  • American Airlines
  • Delta Air Lines
  • Silver Airways

What airport is best to fly into Key West?
You don’t need to consider flight options into several airports when planning a trip to Key West. EYW is the city’s sole airport, and is located 5 kilometers from the downtown action.
Where to stay in Key West
Every remarkable journey starts with just one step — along with a cozy place to rest your weary head! Book your Key West accommodations through Travelocity and you’ll have 3,428 properties to select from.Who doesn’t appreciate the finer things in life? If you want to indulge for a couple of nights, book a room at the The Gardens Hotel or the Crowne Plaza Key West-La Concha. That being said, you don’t plan a getaway to stay in your room all week. If you’re after a more wallet-friendly option, try the Smallest Bar Inn or the Southwinds Motel.If you’re contemplating exploring Ernest Hemingway Home and Museum, you might want to stay nearby. The Lighthouse Court Hotel and the PAPA’S CASITA @ OLD TOWN 3BR ½ Block to Duval & Pool + LAST KEY SERVICES… are just a short distance away, so you can be sure you won’t miss out on any of the action!
Places to visit in Key West
We hardly even have to introduce Ernest Hemingway Home and Museum, and Audubon House and Tropical Gardens. These sights are so famous that people flock to Key West just to catch a glimpse of them.Experience the true essence of this city by checking out attractions like Mallory Square, and Southernmost Point. If you’ve got a little more time up your sleeve, Smathers Beach, and Key West Art and Historical Society are worth a look too.0 Seeking some more ideas? 0 And that’s not all there is. 0
How to get through airport security fast when traveling to Key West
These clever tips and hints about airport security procedures will save you plenty of time on your trip to Key West:

  • Make sure your boarding pass and passport are easily accessible. You will be instructed to show them straightaway.
  • Coins, belts and wrist watches should be placed in a tub for X-raying. If you walk into the body scanner with these items, you’ll be asked to turn back and remove them.
  • Electronics such as phones, laptops and cameras will need to be put through the X-ray machine separately. Be sure they’re easily accessible.
  • When it comes to traveling with liquids or gels, every passenger is permitted a quart-sized clear zip-lock bag to store containers no bigger than 3.4 ounces (100 milliliters).
  • Loosen your shoelaces in preparation for entering the body scanner. Depending on the type of shoes you’re wearing, security may tell you to take them off.
  • Scissors and multi-tools are prohibited inside the aircraft. Pack them in your checked luggage to avoid them being confiscated at the airport security checkpoint.

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.