Cheap Flight Deals to Key West FL from CA $279

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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 $193 and CA $279 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 WestJuly 17 to July 24CA $193
DTWKey WestMay 7 to May 20CA $488
BOSKey WestJune 30 to July 5CA $797
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
DTWKey WestMay 3 to May 26CA $800
*Prices include taxes and fees

Your guide to flights to Key West, FL

Air Canada, WestJet fly to Key West, so use Travelocity to search, find, and compare some truly tempting deals from the 2 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 $193 and CA $800. Prices vary, but for the best fares, travel in June 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 $193. 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 June 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 $227 per night from May 19 to May 20
CA $227
CA $294 total
includes taxes & fees
May 19 - May 20
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! (1,104 reviews)
"A hop and a skip to the Tipsy Rooster"

Reviewed on Apr. 27, 2025

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 $227 per night from May 7 to May 8
CA $227
CA $255 total
includes taxes & fees
May 7 - May 8
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! (1,003 reviews)
"The hosts were awesome and very responsive. The office is open 24/7 if you ever need anything. I borrowed their sunscreen a few times, nice folks."

Reviewed on Apr. 24, 2025

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is CA $248 per night from May 5 to May 6
CA $248
CA $308 total
includes taxes & fees
May 5 - May 6
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! (1,000 reviews)
Great location and relaxing tropical resort.
"We had a great girls trip here at Duvall House. The room was spacious and the bed was very comfortable. Staff was friendly and breakfast in the morning had many options available. Great location, we walked everywhere. Would definitely stay here again in a heartbeat."

Reviewed on Apr. 27, 2025

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 $289 per night from May 11 to May 12
CA $289
CA $372 total
includes taxes & fees
May 11 - May 12
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! (1,174 reviews)
"I had a pleasant stay at this hotel. The staff were friendly, the room was clean, and the location was very convenient. I would be happy to return in the future.”"

Reviewed on Apr. 28, 2025

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 $289 per night from May 11 to May 12
CA $289
CA $372 total
includes taxes & fees
May 11 - May 12
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! (1,174 reviews)
"I had a pleasant stay at this hotel. The staff were friendly, the room was clean, and the location was very convenient. I would be happy to return in the future.”"

Reviewed on Apr. 28, 2025

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 $255 per night from May 26 to May 27
CA $255
CA $334 total
includes taxes & fees
May 26 - May 27
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,007 reviews)
"Ok"

Reviewed on Apr. 28, 2025

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 $199 per night from May 4 to May 5
CA $199
CA $254 total
includes taxes & fees
May 4 - May 5
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! (626 reviews)
"Wonderful"

Reviewed on Apr. 27, 2025

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 $260 per night from May 20 to May 21
CA $260
CA $363 total
includes taxes & fees
May 20 - May 21
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! (1,018 reviews)
"My wife is in a wheelchair. They without question immediately accommodated her needs great stuff. The room was well-maintained, though there were a couple marks and Nicks in the paint here and there, but nothing is perfect. The only thing I would be concerned about was the shower wand was missing ..."

Reviewed on Apr. 27, 2025

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 $257 per night from May 11 to May 12
CA $257
CA $369 total
includes taxes & fees
May 11 - May 12
Stay at this 4-star 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! (1,643 reviews)
"Great location for a quiet getaway. The resort has plenty of amenities, including restaurant and bar, 6 pools, and a gym. The rooms are clean, spacious, and thoughtfully designed, some including a terrace. There is also complimentary shuttle to Key West, 2hr bike and kayak rental. The only remark ..."

Reviewed on Apr. 28, 2025

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 $358 per night from May 14 to May 15
CA $358
CA $487 total
includes taxes & fees
May 14 - May 15
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! (1,007 reviews)
"Such an upscale property in Key West! Had a great time everything is 5 stars!!! I cannot wait to come back to this outstanding property! Big shout to Luis who man handled all our luggage to the room 😎"

Reviewed on Apr. 27, 2025

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 $481 per night from May 20 to May 21
CA $481
CA $624 total
includes taxes & fees
May 20 - May 21
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 South Beach ...
7/10 Good! (1,005 reviews)
"Great"

Reviewed on Apr. 25, 2025

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 $396 per night from May 11 to May 12
CA $396
CA $539 total
includes taxes & fees
May 11 - May 12
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. ...
8.6/10 Excellent! (2,450 reviews)
"I love they had a daily itinerary. My room is always clean and I also think they had to turn down service."

Reviewed on Apr. 29, 2025

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 $396 per night from May 11 to May 12
CA $396
CA $539 total
includes taxes & fees
May 11 - May 12
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. ...
8.6/10 Excellent! (2,450 reviews)
"I love they had a daily itinerary. My room is always clean and I also think they had to turn down service."

Reviewed on Apr. 29, 2025

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 Feb. 6, 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 $235 per night from May 5 to May 6
CA $235
CA $342 total
includes taxes & fees
May 5 - May 6
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! (1,423 reviews)
Wonderful getaway
"Hotel was beautiful, very clean.Newly renovated free shuttle to and from hotel to the wharf end of all street. Did not have the 2 Lounges and restaurants as advertised"

Reviewed on Apr. 21, 2025

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 $257 per night from May 11 to May 12
CA $257
CA $369 total
includes taxes & fees
May 11 - May 12
Stay at this 4-star 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! (1,643 reviews)
"Great location for a quiet getaway. The resort has plenty of amenities, including restaurant and bar, 6 pools, and a gym. The rooms are clean, spacious, and thoughtfully designed, some including a terrace. There is also complimentary shuttle to Key West, 2hr bike and kayak rental. The only remark ..."

Reviewed on Apr. 28, 2025

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 Perry Hotel & Marina Key West
Pier House Resort & Spa
Southernmost Beach Resort
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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.