Cheap Flights to Florida Keys from $29

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How Much Does it Cost To Fly To Florida Keys?

The cheapest prices found with in the last 7 days for return flights were $51 and $29 for one-way flights to Florida Keys for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
ATLMiamiJanuary 22 to February 3$51
BOSMiamiJanuary 20 to January 27$54
CLTMiamiFebruary 2 to February 6$58
JFKMiamiJanuary 20 to January 21$58
PHLMiamiJanuary 20 to February 3$58
MDWMiamiFebruary 15 to February 26$59
EWRMiamiFebruary 8 to February 11$72
TPAKey WestFebruary 4 to February 7$110
ATLKey WestJanuary 23 to January 30$110
TPAMiamiFebruary 25 to February 28$128
BOSKey WestJanuary 17 to January 26$137
PHLKey WestJanuary 26 to January 29$148
EWRKey WestJanuary 26 to February 5$157
EWRKey WestJanuary 26 to February 5$157
CLTKey WestJanuary 18 to January 26$215
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPAKey WestJanuary 3 to January 7$129
PHLMiamiJanuary 3 to January 18$141
CLTMiamiJanuary 3 to February 2$168
EWRMiamiJanuary 4 to January 7$195
BWIMiamiJanuary 3 to January 8$228
ATLKey WestJanuary 4 to January 9$237
PHLKey WestJanuary 2 to January 8$256
BOSKey WestJanuary 3 to January 29$258
BOSMiamiJanuary 3 to January 14$298
TPAMiamiJanuary 3 to January 7$309
CLTKey WestJanuary 3 to January 7$320
LGAKey WestJanuary 3 to January 22$339
EWRKey WestJanuary 4 to January 11$357
BWIKey WestJanuary 4 to January 9$371
DTWKey WestJanuary 3 to January 7$413
*Prices include taxes and fees

Florida Keys Flight Information

Traveling to
Florida Keys
Lowest Price
$51
Number of Airlines Serving
Airlines Serving
Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Florida Keys 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
Bayside Inn Key Largo

Bayside Inn Key Largo

3 out of 5
99490 Overseas Hwy Key Largo FL
The price is $204 total per night from Jan 4 to Jan 5
$204 total
per night
Jan 4 - Jan 5
Book a stay at this beach hotel in Key Largo. Enjoy free WiFi, a private beach, and a 24-hour fitness center. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (1,623 reviews)
Yes

Reviewed on Dec 24, 2025

Opens in a new windowBayside Inn Key Largo
Floating Sea Cove Resort & Marina

Floating Sea Cove Resort & Marina

2 out of 5
12685 Overseas Highway Marathon FL
The price is $98 total per night from Jan 12 to Jan 13
$98 total
per night
Jan 12 - Jan 13
Stay at this hotel in Marathon. Enjoy free parking and air conditioning. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions ...
4.8/10 (1,002 reviews)
Everything was fine

Reviewed on Dec 25, 2025

Opens in a new windowFloating Sea Cove Resort & Marina
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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
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 Florida Keys 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 $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
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 $312 total per night from Jan 5 to Jan 6
$312 total
per night
Jan 5 - Jan 6
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
The price is $310 total per night from Jan 12 to Jan 13
$310 total
per night
Jan 12 - Jan 13
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
The price is $351 total per night from Jan 4 to Jan 5
$351 total
per night
Jan 4 - Jan 5
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 Florida Keys

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
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
The price is $373 total per night from Jan 4 to Jan 5
$373 total
per night
Jan 4 - Jan 5
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (1,276 reviews)
It was over the top amazing

Reviewed on Dec 27, 2025

Opens in a new windowCheeca Lodge & Spa
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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 $537 total per night from Jan 13 to Jan 14
$537 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! (490 reviews)
Everything was amazing. Staff was great and service was top notch. Weather this time of year is paradise. Only thing is bring your wallet, it ain’t cheap.

Reviewed on Dec 27, 2025

Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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 Florida Keys

Hawks Cay Resort
Great for families

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
The price is $359 total per night from Jan 4 to Jan 5
$359 total
per night
Jan 4 - Jan 5
Book a stay at this luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8/10 Very Good! (1,002 reviews)

Families like: Outdoor pools, kids club, playground, game room

Travelers say...
Room was clean and spacious. Bathroom door was difficult to close/slide. There was no hook to hand the cloths. Toiletries were good. Resort has lot of facilities/amenities. Cafe and restaurant have limited vegetarian options.

Reviewed on Dec 25, 2025

Opens in a new windowHawks Cay Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is $389 total per night from Jan 13 to Jan 14
$389 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! (2,957 reviews)
This is the most wonderful place to stay in all of Key West. It has a little bit of everything from multiple pool choices, poolside bars, onsite restaurant, beach access, live music, concierge and full service spa! It’s on the quiet end Duval Street, but still within walking distance of most everything, ...

Reviewed on Dec 29, 2025

Opens in a new windowSouthernmost Beach Resort and Guesthouses
Islander Resort
Great for families

Islander Resort

4 out of 5
82100 Overseas Highway Islamorada FL
The price is $353 total per night from Jan 29 to Jan 30
$353 total
per night
Jan 29 - Jan 30
Book a stay at this beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,003 reviews)

Families like: Outdoor pools, miniature golf, on the beach, bicycle rentals

Travelers say...
Rooms at villas are a little small but loved staying there. The rooms at the main resort are spacious and the property is amazing.

Reviewed on Dec 25, 2025

Opens in a new windowIslander Resort
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Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
Great for families

Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton

4 out of 5
1996 Overseas Highway Marathon FL
The price is $360 total per night from Jan 5 to Jan 6
$360 total
per night
Jan 5 - Jan 6
Book a stay at this beach resort in Marathon. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our ...
8.8/10 Excellent! (1,270 reviews)

Families like: Outdoor pools, close to beach, bicycle rentals, games and toys

Travelers say...
Very nice resort. All the staff was friendly and helpful. The pool bar was great and the bartender was friendly. Our favorite place to stay in Marathon.

Reviewed on Dec 14, 2025

Opens in a new windowFaro Blanco Resort & Yacht Club Marathon, Curio by Hilton
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 Florida Keys Flight and Hotel Packages

Florida Keys flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
The Shelborne By Proper, a Member of Design Hotels
Hawks Cay Resort
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See all available trips from Boston to Florida Keys
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Florida Keys flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
1818 Meridian House Apartments and Suites by Eskape Collection
The Retreat Collection at 1 Hotel & Homes South Beach
Cavalier Hotel South Beach
Don't see what you're looking for?
See all available trips from Boston to Florida Keys
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Florida Keys flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Shelborne By Proper, a Member of Design Hotels
The Retreat Collection at 1 Hotel & Homes South Beach
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Boston to Florida Keys
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 8 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Florida Keys?
To give you a ballpark figure, the cheapest roundtrip flight to Florida Keys was $51 in the last seven days. A great way to nab a travel bargain is to be flexible with your dates. This price was available on Travelocity for flights to Florida Keys departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Florida Keys?
Make sure you leave January empty in your calendar, because it's the cheapest month to head to Florida Keys. That's based on Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can splurge on a hotel upgrade, go to theatre or whatever makes you happy.
How can I check my flight status to Florida Keys?
Get helpful alerts about your flight status and more with Trips. Travelocity's customer portal can be found at the top of our homepage and is the place to view and manage your bookings. Sign in to your account or create a new one in moments and you're ready to go. The Travelocity app allows you to check the details of your flight to Florida Keys while you're on the move — and even while you're offline. Travelocity's app has your booking needs sorted. Whether you want to add transportation from your airport or share itinerary details with any members of your family flying with you, you can do it through the app.
How do I find the best deals on flights to Florida Keys?
Being flexible with your dates is a simple way to walk away with an unbeatable deal. Travelocity makes it a snap to find your ideal fare through the "Flexible dates" feature. First, search for your flight to Florida Keys, then compare prices for nearby days by clicking the Flexible dates box above. Booking ahead and avoiding peak season are other things to consider. In the last seven days, the best price for a roundtrip flight to Florida Keys was $51. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Florida Keys with Travelocity?
Look for cheap flights to Florida Keys with Travelocity and begin planning your next adventure. With 24/7 customer assistance during every step of your trip and our Price Match Guarantee, we take the difficulty out of finding cheap family flights, hotels, experiences and more. Pick up a top deal today and prepare yourself for an epic adventure.
What are the most popular flight routes to Florida Keys?
Browse through these top flight routes to Florida Keys and start planning your dream escape:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 849 flights a month.
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 637 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 442 flights a month.

How much is a flight to Florida Keys on average?
Travelers have found roundtrip flights to Florida Keys for between $51 and $413 with Travelocity in the last seven days. Whether you want to fly budget or first class, we'll help you land the best deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Florida Keys?
The length of your direct flight to Florida Keys is typically dependent on your departure location. For some idea of what to expect, here are the average travel times for several popular routes to Florida Keys:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 45 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 48 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes

What can I expect on a flight to Florida Keys?
Factors including which airline you're flying with and your place of departure will largely determine what you can expect on your trip. You'll likely find all kinds of flights to Florida Keys, from cheap flights for family vacations to premium fares. Warm meals, entertainment and games for the youngsters are just a little taste of what most airlines offer on long-haul services.

Flights To Florida Keys

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Florida Keys. Browse through our inventory to explore a wide range of cheap flights to Florida Keys to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Florida Keys, as you anxiously await to exit the plane and explore what Florida Keys has to offer. Considering all the amazing local food and culture in Florida Keys, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Florida Keys to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Florida Keys without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Florida Keys with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Florida Keys today!

Need insider tips on must-see attractions in Florida Keys? Check out our Florida Keys travel guide!

*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.