Cheap Flight Deals to Key West FL from CA $142

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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 $247 and CA $142 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 WestJune 4 to June 14CA $247
LGAKey WestAugust 12 to August 16CA $388
EWRKey WestAugust 6 to August 8CA $636
MDWKey WestJune 5 to June 12CA $693
DTWKey WestJune 4 to June 11CA $723
BWIKey WestJune 28 to July 3CA $727
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
TPAKey WestJune 2 to June 6CA $266
MDWKey WestJune 2 to June 12CA $762
DTWKey WestJune 1 to June 11CA $777
BWIKey WestJune 1 to June 11CA $941
*Prices include taxes and fees

Your guide to flights to Key West, FL

American Airlines, Air Canada, Delta 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 $247 and CA $941. Prices vary, but for the best fares, travel in August 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 $247. 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 $264 per night from May 28 to May 29
CA $264
per night
May 28 - May 29
Stay at this hotel in Key West. Enjoy 2 outdoor pools, a 24-hour front desk, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
"Stayed here Several times now and enjoyed all our stays, nice continental breakfast and Cuban Café and Convenience store right across the street, serving breakfast all day"

Reviewed on 21 May 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 $164 per night from May 30 to May 31
CA $164
per night
May 30 - May 31
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! (1,000 reviews)
Comfortable and safe
"Very comfortable and large bed. Laundry available. We could walk to the fort and downtown from the lodge (around a mile or so). Good less expensive option for Key West."

Reviewed on 21 May 2024

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is CA $218 per night from May 28 to May 29
CA $218
per night
May 28 - May 29
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! (1,002 reviews)
"I enjoyed my stay at the Duval Housr. It gave me the feeling of being in old Florida, but with modern amenities. It was centrally located and is convenient to many of the old town places of interest. I also liked the continental breakfast with the vanilla yogurt, fruit and granola that was put together ..."

Reviewed on 20 May 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 $272 per night from May 29 to May 30
CA $272
per night
May 29 - May 30
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! (1,092 reviews)
"Pool was nice!"

Reviewed on 19 May 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 $272 per night from May 29 to May 30
CA $272
per night
May 29 - May 30
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! (1,092 reviews)
"Pool was nice!"

Reviewed on 19 May 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 $237 per night from May 27 to May 28
CA $237
per night
May 27 - May 28
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! (1,004 reviews)
"Staff very friendly. Condition great. Room clean and comfortable. Glad we got the pool view."

Reviewed on 23 May 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 $177 per night from May 28 to May 29
CA $177
per night
May 28 - May 29
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! (548 reviews)
"Very friendly staff, great location. Room was small but comfortable."

Reviewed on 22 May 2024

The Garden House
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Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is CA $308 per night from Jun. 19 to Jun. 20
CA $308
per night
Jun. 19 - Jun. 20
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, a private beach, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,001 reviews)
"Oddly, I liked not having cleaning services come through the room each day. Couple of things that would have made the stay better; kitchen/laundry was not equipped for a six day stay (there was a coffee maker but no filters causing me to by a package of 200 that i would not use during my stay, better ..."

Reviewed on 20 May 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 $240 per night from May 27 to May 28
CA $240
per night
May 27 - May 28
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 bar in our reviews. Popular attractions ...
8.8/10 Excellent! (1,513 reviews)
"This resort is a bargain at any price. They offer transportation, rentals of just about everything, they have restaurants on the premises. They have like 6 pools, lots of games to play, and the rooms are beautiful. We will back again."

Reviewed on 22 May 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 $357 per night from May 29 to May 30
CA $357
per night
May 29 - May 30
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 restaurant ...
8.6/10 Excellent! (1,002 reviews)
"Great stay! We loved Rachel!"

Reviewed on 21 May 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 $523 per night from Jun. 18 to Jun. 19
CA $523
per night
Jun. 18 - Jun. 19
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 Clarence ...
6.6/10 (1,001 reviews)
"Have stayed at Casa maybe 10 times in the past. One of my favorite hotels anywhere. Love the staff, love the suite rooms. The beach, the pools. Great times in Key West!!"

Reviewed on 20 May 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 $336 per night from Jun. 19 to Jun. 20
CA $336
per night
Jun. 19 - Jun. 20
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. ...
8.2/10 Very Good! (1,868 reviews)
"This report was perfect for a three day trip. Nice beach and just a walk away from the crowds."

Reviewed on 22 May 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 $336 per night from Jun. 19 to Jun. 20
CA $336
per night
Jun. 19 - Jun. 20
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. ...
8.2/10 Very Good! (1,868 reviews)
"This report was perfect for a three day trip. Nice beach and just a walk away from the crowds."

Reviewed on 22 May 2024

Southernmost Beach Resort
24 North Hotel Key West

24 North Hotel Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is CA $196 per night from May 27 to May 28
CA $196
per night
May 27 - May 28
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
7.2/10 Good! (1,452 reviews)
"The best. Love it"

Reviewed on 20 May 2024

24 North Hotel 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 $240 per night from May 27 to May 28
CA $240
per night
May 27 - May 28
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 bar in our reviews. Popular attractions ...
8.8/10 Excellent! (1,513 reviews)
"This resort is a bargain at any price. They offer transportation, rentals of just about everything, they have restaurants on the premises. They have like 6 pools, lots of games to play, and the rooms are beautiful. We will back again."

Reviewed on 22 May 2024

Oceans Edge Key West Resort, Hotel & Marina
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Fairfield Inn & Suites Key West at The Keys Collection

Fairfield Inn & Suites Key West at The Keys Collection

3.5 out of 5
3852 North Roosevelt Boulevard, Key West, FL
The price is CA $215 per night from May 30 to May 31
CA $215
per night
May 30 - May 31
Book a stay at this eco-certified hotel in Key West. Enjoy free breakfast, room service, and a fitness center. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,002 reviews)
"The native roosters were at their best"

Reviewed on 20 May 2024

Fairfield Inn & Suites Key West at The Keys Collection
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.
Casa Marina Key West, Curio Collection by Hilton
Pier House Resort & Spa
Beachside Resort & Residences
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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.

How to find cheap flights

What is the best day to buy a plane ticket?

Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you’re looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you’re browsing flight deals.

 

What are the cheapest days to fly?

Frequent travellers may already know this, earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.

 

How far in advance can you book a flight?

Here’s the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.

*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

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.