Cheap Flights to Sugarloaf Key from $32

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Sugarloaf Key?

The cheapest prices found with in the last 7 days for return flights were $59 and $32 for one-way flights to Sugarloaf Key for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
PHLMiamiNovember 23 to November 26$63
EWRMiamiDecember 13 to December 13$63
EWRMiamiDecember 13 to December 13$63
CLTMiamiNovember 22 to November 24$71
DTWMiamiJanuary 5 to January 7$75
BOSMiamiJanuary 8 to January 14$98
TPAKey WestDecember 2 to December 5$110
TPAMiamiDecember 6 to December 13$120
LGAKey WestDecember 6 to December 13$150
PHLKey WestJanuary 25 to February 1$157
ATLKey WestNovember 23 to November 27$165
EWRKey WestDecember 4 to December 6$170
BOSKey WestFebruary 3 to February 3$186
CLTKey WestDecember 22 to December 25$222
DTWKey WestJanuary 21 to January 26$227
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PHLMiamiNovember 16 to November 21$80
CLTMiamiNovember 14 to November 16$98
JFKMiamiNovember 16 to November 20$115
TPAKey WestNovember 15 to November 21$144
EWRMiamiNovember 16 to November 18$152
TPAMiamiNovember 15 to December 3$163
ATLKey WestNovember 16 to November 20$188
BWIKey WestNovember 16 to November 20$207
BOSMiamiNovember 15 to November 23$235
EWRKey WestNovember 16 to November 22$258
EWRKey WestNovember 16 to November 22$258
PHLKey WestNovember 16 to November 23$267
ORDKey WestNovember 15 to November 22$303
BOSKey WestNovember 14 to November 21$330
CLTKey WestNovember 15 to November 19$675
*Prices include taxes and fees

Sugarloaf Key Flight Information

Traveling to
Sugarloaf Key
Lowest Price
$59
Number of Airlines Serving
Airlines Serving
Spirit Airlines, Southwest Airlines, Frontier Airlines
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Sugarloaf Key Accommodation Deals

Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
$99 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,000 reviews)
This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!

Reviewed on Oct 6, 2025

Opens in a new windowSugar Loaf Lodge
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 Sugarloaf Key

Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
$99 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,000 reviews)
This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!

Reviewed on Oct 6, 2025

Opens in a new windowSugar Loaf Lodge
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 Sugarloaf Key

Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 out of 5
17001 Overseas Hwy, Summerland Key, FL
$99 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 1
Total with taxes and fees
Stay at this hotel in Summerland Key. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8/10 Very Good! (1,000 reviews)
This was an excellent value for the price - the room was spacious and clean, the property was quiet. There was a beautiful view with a balcony. I could not have been happier with my experience!

Reviewed on Oct 6, 2025

Opens in a new windowSugar Loaf Lodge
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 Sugarloaf Key Flight and Hotel Packages

Sugarloaf Key flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Creekside Inn
The Retreat Collection at 1 Hotel & Homes South Beach
Mondrian South Beach
Don't see what you're looking for?
See all available trips from Boston to Sugarloaf Key
View all trips

Sugarloaf Key flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
The Marlin Hotel
EAST Miami
1 Hotel South Beach
Don't see what you're looking for?
See all available trips from Chicago to Sugarloaf Key
View all trips

Sugarloaf Key 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 Sugarloaf Key
View all trips

Need a Car For After Your Flight?

Lowest prices found within the past 12 hours. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Which airlines fly to Sugarloaf Key?
All ready to jet around the world? Hoping to kick off your amazing adventure in Sugarloaf Key? Just a few of the 20 airlines that fly here include:

  • American Airlines
  • Delta Air Lines
  • Spirit Airlines

Where to stay in Sugarloaf Key
Whether you'd like to splash your cash on accommodations or you simply want something to use as a base, you'll find what you're looking for in Sugarloaf Key. With 413 places to stay on Travelocity, you'll have no trouble hitting the hay after a big day of amazing adventures.If you don't want to waste time scouring the web for places to stay in Sugarloaf Key, don't worry. We've done all the hard work for you. Our top accommodations here are the 3 bedroom accommodation in Summerland Key and the Canalfront Home - The Perfect Keys Getaway.
Places to visit in Sugarloaf Key
Gather up the children and spend the afternoon watching the children play and tasting the salty air at Florida Keys Beaches. Seeking some more ideas? With welcoming staff and lots of activities, you'll have a fun time making a splash at Key West Fly Fishing. And there's more. This is a test sentence referencing Upper Sugarloaf Sound for Travelocity.
How to get through airport security fast when traveling to Sugarloaf Key
These practical tips and pointers about airport security procedures will save you plenty of time on your way to Sugarloaf Key:

  • Make sure your boarding pass and travel ID are not difficult to reach. You'll be required to produce them straightaway.
  • Bear in mind that metal belt buckles can set off the body scanner's alarms. If you have one on, you may be asked to take it off before continuing.
  • Laptops, digital cameras and other electronic devices must be placed in a bin to be X-rayed.
  • When you get to the security checkpoint, you'll be asked to put all gels, liquids and creams in a separate tub for inspection. Make sure they're all stored in containers smaller than 3.4 ounces (100 milliliters) and sealed in a clear zip-lock bag.
  • Undo your shoelaces before entering the body scanner. Depending on the type of shoes you're wearing, security may tell you to remove them.
  • Put any multi-tools or other pointy metal items inside your checked luggage. Security personnel don't permit these on the aircraft.

Plane Tickets To Sugarloaf Key

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 Sugarloaf Key. Browse through our inventory to explore a wide range of cheap flights to Sugarloaf Key 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 Sugarloaf Key as you anxiously await to exit the plane and explore what Sugarloaf Key has to offer. Considering all the amazing local food and culture in Sugarloaf Key, 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 Sugarloaf Key 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 Sugarloaf Key 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 Sugarloaf Key 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 Sugarloaf Key today!

Explore More Ways to Travel with Travelocity

*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.