Cheap flights To Sugarloaf Key (MIA) from $51

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Cheap Flights to Sugarloaf Key from $51 One Way, $102 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Mar 5 - Sun, Mar 8
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Mar 5 from Orlando Intl. to Key West Intl., returning Sun, Mar 8, priced at $102 just found
Sun, Feb 8 - Fri, Feb 13
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Feb 8 from Orlando Intl. to Key West Intl., returning Fri, Feb 13, priced at $102 found 2 days ago
Sun, Jan 25 - Thu, Jan 29
MCO
Orlando Intl.
EYW
Key West Intl.
$103 Roundtrip, found 2 days ago
$103
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Jan 25 from Orlando Intl. to Key West Intl., returning Thu, Jan 29, priced at $103 found 2 days ago
Thu, Mar 26 - Mon, Mar 30
MCO
Orlando Intl.
EYW
Key West Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Mar 26 from Orlando Intl. to Key West Intl., returning Mon, Mar 30, priced at $108 found 1 hour ago
Fri, Jan 23 - Mon, Jan 26
MCO
Orlando Intl.
EYW
Key West Intl.
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jan 23 from Orlando Intl. to Key West Intl., returning Mon, Jan 26, priced at $108 found 1 hour ago
Fri, Jan 30 - Fri, Jan 30
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 30 from Tampa Intl. to Key West Intl., returning Fri, Jan 30, priced at $110 just found
Mon, Feb 2 - Thu, Feb 5
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Breeze Airways flight, departing Mon, Feb 2 from Tampa Intl. to Key West Intl., returning Thu, Feb 5, priced at $110 just found
Mon, Feb 2 - Wed, Feb 4
TPA
Tampa Intl.
EYW
Key West Intl.
$111 Roundtrip, found 1 hour ago
$111
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Mon, Feb 2 from Tampa Intl. to Key West Intl., returning Wed, Feb 4, priced at $111 found 1 hour ago
Sun, Feb 8 - Thu, Feb 12
MCO
Orlando Intl.
EYW
Key West Intl.
$112 Roundtrip, found 1 hour ago
$112
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sun, Feb 8 from Orlando Intl. to Key West Intl., returning Thu, Feb 12, priced at $112 found 1 hour ago
Sun, Jan 25 - Mon, Jan 26
MCO
Orlando Intl.
EYW
Key West Intl.
$113 Roundtrip, found 13 hours ago
$113
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Sun, Jan 25 from Orlando Intl. to Key West Intl., returning Mon, Jan 26, priced at $113 found 13 hours ago

Sugarloaf Key Flight Information

Traveling To
Sugarloaf Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Breeze Airways, American Airlines, Southwest Airlines
Flight Price
$102
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Sugarloaf Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
President Hotel
3.5-star property

President Hotel

Feb 10 - Feb 13

3 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $833, price is now $411 per person
$411
per person
found 1 day ago
Casablanca Miami Beach
3.0-star property

Casablanca Miami Beach

Feb 5 - Feb 11

6 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,142, price is now $548 per person
$548
per person
found 1 day ago
Park Central South Beach
4.0-star property

Park Central South Beach

Feb 4 - Feb 11

7 night stay

Boston (BOS) to Miami (MIA)

Spirit Airlines • Roundtrip • Coach
Price was $1,787, price is now $875 per person
$875
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Sugarloaf Key
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Sugarloaf Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.4/10 Very Good! (1,001 reviews)

Feb 5 - Feb 9

4 night stay

New York (NYC) to Miami (MIA)

United • PremiumEconomy

Miami (MIA) to New York (NYC)

Spirit Airlines • PremiumEconomy
Price was $1,930, price is now $956 per person
$956
per person
found 1 day ago
The property was decent, and maintenance and cleanliness were fine, but it's not been updated much, and they were short staffed. The room night price seemed high relative to value. Would recommend, as the staff they have is enthusiastic, and the location is in the midst of everything South Beach.

Reviewed on Apr 28, 2025

The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

9.4/10 Exceptional! (56 reviews)

Feb 5 - Feb 9

4 night stay

New York (NYC) to Miami (MIA)

United • PremiumEconomy

Miami (MIA) to New York (NYC)

Spirit Airlines • PremiumEconomy
Price was $2,874, price is now $1,365 per person
$1,365
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

8/10 Very Good! (1 review)

Feb 5 - Feb 8

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $14,173, price is now $7,009 per person
$7,009
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from New York to Sugarloaf Key
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Sugarloaf Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel
3.5-star property

The Penguin Hotel

8.2/10 Very Good! (1,491 reviews)

Feb 19 - Feb 24

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Non-stop roundtrip • FirstClass
Price was $2,034, price is now $1,320 per person
$1,320
per person
found 15 hours ago
Great place and great time

Reviewed on Nov 10, 2025

1 Hotel South Beach
5.0-star property

1 Hotel South Beach

9.4/10 Exceptional! (1,365 reviews)

Feb 8 - Feb 11

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $3,598, price is now $2,148 per person
$2,148
per person
found 13 hours ago
This property is amazing. Food was great, staff was friendly and welcoming. We enjoyed our stay.

Reviewed on Jun 10, 2025

Cavalier Hotel South Beach
3.5-star property

Cavalier Hotel South Beach

8.4/10 Very Good! (1,001 reviews)

Feb 19 - Feb 24

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $2,372, price is now $1,431 per person
$1,431
per person
found 15 hours ago
The property was decent, and maintenance and cleanliness were fine, but it's not been updated much, and they were short staffed. The room night price seemed high relative to value. Would recommend, as the staff they have is enthusiastic, and the location is in the midst of everything South Beach.

Reviewed on Apr 28, 2025

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See all available trips from Boston to Sugarloaf Key
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Sugarloaf Key

Finding cheap flights to Sugarloaf Key is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Sugarloaf Key flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Sugarloaf Key through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Sugarloaf Key—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Sugarloaf Key flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Sugarloaf Key with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Sugarloaf Key?
Booking a flight to Sugarloaf Key is a breeze — simply choose from 20 airlines that jet into Key West Intl. Airport (EYW). When you've decided on your travel itinerary and packed your luggage, these popular domestic carriers will happily welcome you on board:

  • American Airlines - 118 flights to Sugarloaf Key per month
  • Silver Airways - 57 flights to Sugarloaf Key per month
  • Delta - 45 flights to Sugarloaf Key per month

What is the best airport to fly to in Sugarloaf Key?
Key West Intl. Airport (EYW). It's the city's main airport and is located approximately 15 miles southwest of the center. You'll be dropping off your belongings and discovering the best of Sugarloaf Key shortly after touching down.
How much is a flight to Sugarloaf Key?
Travelers from near and far snapped up round-trip deals ranging from $102 to $113 this week. Flying in from Orlando (MCO)? The cheapest one-way prices started at just $51.
How to book the cheapest flight to Sugarloaf Key?
With some of the most competitive flight deals around, bagging a bargain is easy with Orbitz. The following suggestions will help you snap up cheap flights to Sugarloaf Key — and leave you with more money to play with:

  • Taking off from or landing at nearby airports can often be more affordable. Enter your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below to look through your options.
  • If you're flexible with your schedule, click on the 'Show flexible dates' option. It'll bring up flight deals for the days either side of your selected departure. Fares often vary depending on what day it is.
  • To optimize your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Once you've worked out your travel dates, get booking. Prices usually become more expensive as the departure date nears.
  • Save even more on your adventure by bundling your hotel, flights and car rental into a package with Orbitz. Your wallet will thank you.
  • If possible, avoid flying in high seasons. Airfares are often at their most expensive during summer, school breaks and around other vacation times like Easter and Christmas.

How long is a flight to Sugarloaf Key?
Your city of origin, which airport you set off from and whether you have a layover — the flight duration depends on lots of factors. But we've listed the average times for three popular routes to Sugarloaf Key:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 49 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 59 minutes

What is the best time to book a flight to Sugarloaf Key?
On average, the cheapest time to book your journey is January. This is closely followed by February and August. When searching for a cheap flight to Sugarloaf Key, it's worth being ready to book. Cheap deals appear quickly and don't hang around!
What day of the week is the cheapest to book a flight to Sugarloaf Key?
If you're after low-cost airfares to Sugarloaf Key, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a superb flight deal will be all yours.
What is the cheapest day of the week to fly to Sugarloaf Key?
Based on Orbitz data from 2020, Monday is normally the best day to score cheap flights to Sugarloaf Key. Tuesday also has more affordable fares, whereas Saturday has the highest ticket prices. Although leaving at the weekend may be easier to arrange, you'll have more cash to play with if you fly out earlier in the week.
What is the cheapest month to fly to Sugarloaf Key?
You can jet for less in August. This is generally an excellent month to take off if you want cheap flights to Sugarloaf Key, according to Orbitz data. The costliest time to take off is June, so avoid this month if possible.
Which airlines allow free cancellation?
Plans change, and we believe your ticket should be able to as well. That's why Orbitz makes it a snap to search for airlines with free cancellation and no change fees. Just enter your travel details and then click on "Filter by flexible change policies." How's that for fuss-free?
What do I need for the flight to Sugarloaf Key?
There's nothing like flying someplace new, but it's good to be prepared. The following top tips will help get your journey off to a smooth start:

  • Your travel documents are the most important things you'll need to carry with you on your flight. To avoid any delays at the time of check-in, make sure that the personal info on your ticket is correct and matches your government-issued ID.
  • Make time fly by even quicker on your short flight by packing the right things. Think snacks, a water bottle and entertainment. If you want your journey to Sugarloaf Key to pass nice and peacefully, put some noise-canceling headphones or earplugs into your carry-on bag too.
  • It can get cool on the plane. If you'd prefer not to shiver your way through the flight, bring an extra layer.

How many direct flights are there to Sugarloaf Key?
With 49 flights traveling straight to Sugarloaf Key every month, it won't be hard to find one that fits your schedule. Various airlines fly nonstop to this location, including American Airlines, Silver Airways and Delta Air Lines.
How do I get cheap first-class/business deals to Sugarloaf Key?
Experienced travelers have a talent for finding business or first-class flights to Sugarloaf Key without the steep price tag. Take a leaf out of their book with these handy hints:

  • Flexibility doesn't just help with your yoga. Leave some room to move around your travel dates so you can pick up more affordable airfares when a sale pops up.
  • Many low-cost carriers these days have excellent business or premium-class seating without the hefty fees.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a flight loyalty scheme.

How to get into Sugarloaf Key from the airport?
Driving is a great option. Budget, Thrifty Car Rental and Dollar are three car rental offices located at Key West Intl. Airport (EYW). After picking up a Key West Intl. Airport (EYW) car rental, you can zip directly from EYW airport to downtown Sugarloaf Key, approximately 15 miles to the northeast. Or, if you're planning to book your own set of wheels from the city center, take a look through our Sugarloaf Key car rentals.
What is the best time to go to Sugarloaf Key?
If you want to soak up the vibe of Sugarloaf Key in peak season, February, March and November are the best months to visit. June 20 heralds the first day of summer in the Northern Hemisphere and is an excellent time to travel if you're hooked on the outdoors. Around this time of year, average daily temperatures normally range from 80 ºF to 85 ºF.
Travel tips for Sugarloaf Key

  • Get into your most comfortable kicks and discover this buzzing city on foot. There are plenty of leading attractions to make your way to, such as Florida Keys Beaches and Key West Fly Fishing.
  • You'll find rewarding day trips a quick drive from Sugarloaf Key's hustle and bustle. Visit Ernest Hemingway Home and Museum first and then travel to Audubon House and Tropical Gardens.
  • When it's time to get out and experience more of Monroe County, arrange a car rental and head in the direction of Key Largo. Islamorada is another popular city with loads to see and do.

More to Explore

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.