Cheap Flight Deals to Key West FL from CA $129

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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 $258 and CA $129 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 WestDecember 30 to January 3CA $338
ORDKey WestMarch 18 to March 25CA $402
LGAKey WestJanuary 4 to January 8CA $431
BOSKey WestJanuary 5 to January 11CA $442
EWRKey WestJanuary 1 to January 10CA $533
CLTKey WestJanuary 1 to January 11CA $695
DTWKey WestJanuary 3 to January 11CA $719
PHLKey WestJanuary 4 to January 11CA $737
ATLKey WestJanuary 3 to January 9CA $785
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPAKey WestDecember 28 to January 3CA $338
JFKKey WestDecember 29 to January 8CA $703
ORDKey WestDecember 29 to January 9CA $713
BOSKey WestDecember 27 to January 2CA $872
DTWKey WestDecember 29 to January 1CA $972
*Prices include taxes and fees

Your guide to flights to Key West, FL

JetBlue Airways, 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 $258 and CA $972. 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 $258. 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 January 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 $403 per night from Jan. 5 to Jan. 6
CA $403
CA $493 total
includes taxes & fees
5 Jan - 6 Jan 2025
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! (1,044 reviews)
Great location, older motel.Clean but needs update
"This is an older, motel style property in a great location. It was clean and the staff were great but the rooms need updating which includes storage and ventilation. The room air was running all the time and left us sweaty and chilly at the same time due to the humidity in the room. There was not ..."

Reviewed on 19 Dec. 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 $220 per night from Jan. 5 to Jan. 6
CA $220
CA $247 total
includes taxes & fees
5 Jan - 6 Jan 2025
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)
"Nice peop’e"

Reviewed on 19 Dec. 2024

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is CA $358 per night from Dec. 24 to Dec. 25
CA $358
CA $433 total
includes taxes & fees
24 Dec - 25 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. ...
9.2/10 Wonderful! (1,007 reviews)
"Staff was very nice. Breakfast was good. Nice location"

Reviewed on 20 Dec. 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 $472 per night from Jan. 5 to Jan. 6
CA $472
CA $580 total
includes taxes & fees
5 Jan - 6 Jan 2025
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! (1,136 reviews)
"Did not like the chemical smell of room. Alot of ants on balcony."

Reviewed on 19 Dec. 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 $472 per night from Jan. 5 to Jan. 6
CA $472
CA $580 total
includes taxes & fees
5 Jan - 6 Jan 2025
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! (1,136 reviews)
"Did not like the chemical smell of room. Alot of ants on balcony."

Reviewed on 19 Dec. 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 $350 per night from Jan. 6 to Jan. 7
CA $350
CA $443 total
includes taxes & fees
6 Jan - 7 Jan 2025
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! (1,005 reviews)
"Wonderful pool and hot tub area; had delicious cookies at the check-in desk; I left my eye glasses at the hotel and the staff successfully located it and had it packaged/mailed to me ."

Reviewed on 19 Dec. 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 $343 per night from Jan. 13 to Jan. 14
CA $343
CA $417 total
includes taxes & fees
13 Jan - 14 Jan 2025
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! (593 reviews)
"The location of the property is absolutely excellent, within walking distances to most of the popular places. We were very lucky for finding a free parking spot just cross the street. The breakfast was decent and the staff services were excellent. The air conditioner was pretty loud though."

Reviewed on 19 Dec. 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 $268 per night from Jan. 7 to Jan. 8
CA $268
CA $375 total
includes taxes & fees
7 Jan - 8 Jan 2025
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! (1,012 reviews)
"Just nice. No worries"

Reviewed on 22 Dec. 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 $413 per night from Jan. 8 to Jan. 9
CA $413
CA $549 total
includes taxes & fees
8 Jan - 9 Jan 2025
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! (1,522 reviews)
"Great place to stay"

Reviewed on 18 Dec. 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 $487 per night from Jan. 15 to Jan. 16
CA $487
CA $635 total
includes taxes & fees
15 Jan - 16 Jan 2025
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! (1,005 reviews)
"First time stay was excellent. Thanks."

Reviewed on 21 Dec. 2024

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 CA $670 per night from Jan. 6 to Jan. 7
CA $670
CA $844 total
includes taxes & fees
6 Jan - 7 Jan 2025
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 Southernmost ...
6.8/10 (1,002 reviews)
"Amazing place for vacation!"

Reviewed on 6 Dec. 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 $513 per night from Jan. 14 to Jan. 15
CA $513
CA $674 total
includes taxes & fees
14 Jan - 15 Jan 2025
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. ...
8.4/10 Very Good! (2,200 reviews)
"Very friendly staff. Rooms cleaned to perfection daily. Free entertainment. Multiple pools."

Reviewed on 22 Dec. 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 $513 per night from Jan. 14 to Jan. 15
CA $513
CA $674 total
includes taxes & fees
14 Jan - 15 Jan 2025
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. ...
8.4/10 Very Good! (2,200 reviews)
"Very friendly staff. Rooms cleaned to perfection daily. Free entertainment. Multiple pools."

Reviewed on 22 Dec. 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 Smathers Beach ...
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 $348 per night from Jan. 5 to Jan. 6
CA $348
CA $464 total
includes taxes & fees
5 Jan - 6 Jan 2025
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! (1,369 reviews)
"People"

Reviewed on 15 Dec. 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 $413 per night from Jan. 8 to Jan. 9
CA $413
CA $549 total
includes taxes & fees
8 Jan - 9 Jan 2025
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! (1,522 reviews)
"Great place to stay"

Reviewed on 18 Dec. 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.
Douglas House
The Gardens Hotel
The Key West Hotel
Don't see what you're looking for?
See all available trips from Toronto 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.
Havana Cabana at Key West - Adults Only
Ella's Cottages - Key West Historic Inns
Oceans Edge Key West Resort, Hotel & Marina
Don't see what you're looking for?
See all available trips from Hamilton 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.