Cheap flights To Sugarloaf Key (MIA) from $49

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Sugarloaf Key from $49 One Way, $97 Round Trip

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

Sat, Nov 15 - Tue, Nov 18
MCO
Orlando Intl.
MIA
Miami Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Orlando Intl. to Miami Intl., returning Tue, Nov 18, priced at $97 found 4 days ago
Mon, Nov 17 - Mon, Nov 24
MCO
Orlando Intl.
MIA
Miami Intl.
$97 Roundtrip, found 4 days ago
$97
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Nov 17 from Orlando Intl. to Miami Intl., returning Mon, Nov 24, priced at $97 found 4 days ago
Tue, Sep 30 - Mon, Oct 20
MCO
Orlando Intl.
MIA
Miami Intl.
$104 Roundtrip, found 5 days ago
$104
Roundtrip
found 5 days ago
Select American Airlines flight, departing Tue, Sep 30 from Orlando Intl. to Miami Intl., returning Mon, Oct 20, priced at $104 found 5 days ago
Wed, Oct 8 - Tue, Oct 28
MCO
Orlando Intl.
MIA
Miami Intl.
$104 Roundtrip, found 6 days ago
$104
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Oct 8 from Orlando Intl. to Miami Intl., returning Tue, Oct 28, priced at $104 found 6 days ago
Sat, Nov 15 - Tue, Nov 18
MCO
Orlando Intl.
MIA
Miami Intl.
$107 Roundtrip, found 4 days ago
$107
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Orlando Intl. to Miami Intl., returning Tue, Nov 18, priced at $107 found 4 days ago
Wed, Oct 1 - Wed, Oct 8
MCO
Orlando Intl.
MIA
Miami Intl.
$109 Roundtrip, found 3 days ago
$109
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Oct 1 from Orlando Intl. to Miami Intl., returning Wed, Oct 8, priced at $109 found 3 days ago
Sat, Oct 25 - Fri, Oct 31
MCO
Orlando Intl.
MIA
Miami Intl.
$110 Roundtrip, found 5 days ago
$110
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Sat, Oct 25 from Orlando Intl. to Miami Intl., returning Fri, Oct 31, priced at $110 found 5 days ago
Tue, Sep 30 - Mon, Oct 20
MCO
Orlando Intl.
MIA
Miami Intl.
$113 Roundtrip, found 5 days ago
$113
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Sep 30 from Orlando Intl. to Miami Intl., returning Mon, Oct 20, priced at $113 found 5 days ago
Tue, Sep 30 - Mon, Oct 20
MCO
Orlando Intl.
MIA
Miami Intl.
$113 Roundtrip, found 5 days ago
$113
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 30 from Orlando Intl. to Miami Intl., returning Mon, Oct 20, priced at $113 found 5 days ago
Tue, Sep 30 - Mon, Oct 20
MCO
Orlando Intl.
MIA
Miami Intl.
$117 Roundtrip, found 5 days ago
$117
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Sep 30 from Orlando Intl. to Miami Intl., returning Mon, Oct 20, priced at $117 found 5 days ago

Sugarloaf Key MIA Flight Information

Traveling To
Sugarloaf Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
2
Airlines
Southwest Airlines, American Airlines, Delta, Breeze Airways
Flight Price
$97
Earliest Departing Flight
AA 3375 9:19AM EDT
Latest Departing Flight
QR 2553 Sep 16 9:11PM EDT

Book Your Flight & Hotel Together & Save

Sugarloaf Key economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sunset Cove Beach Resort
2.5-star property

Sunset Cove Beach Resort

Oct 16 - Oct 20

4 night stay

Boston (BOS) to Miami (MIA)

Frontier Airlines • Coach

Miami (MIA) to Boston (BOS)

Spirit Airlines • Coach
Save 100% on your flight
Price was $676, price is now $386 per person
$386
per person
found 16 hours ago
Casa Boutique Hotel
3.0-star property

Casa Boutique Hotel

Oct 25 - Nov 1

7 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $979, price is now $530 per person
$530
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

Oct 18 - Oct 21

3 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Roundtrip • Coach
Price was $12,181, price is now $6,721 per person
$6,721
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Sugarloaf Key
View all trips

Sugarloaf Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hilton Cabana Miami Beach Resort
4.0-star property

Hilton Cabana Miami Beach Resort

7.6/10 Good! (385 reviews)

Oct 9 - Oct 12

3 night stay

New York (JFK) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $926, price is now $696 per person
$696
per person
found 1 day ago
Average at best. Room was not the cleanest and all body wash, shampoo, conditioner bottles were empty upon checkin. Took a trip to front desk and multiple calls to front desk and about 12 hrs for them to finally send someone up. Then instead of actually filling the wall mounted bottles, they just handed me bottles. Prior to this when I tried to get some from a maid cleaning rooms, she did not have any and gave me a small single use body wash the size of lipstick for 4 people in our room… do better there Hilton… elevators also sound like they are on their way out… make lots of noises and one was down for a while.

Reviewed on Jun 24, 2025

Fontainebleau Miami Beach
4.5-star property

Fontainebleau Miami Beach

8.2/10 Very Good! (6,951 reviews)

Oct 9 - Oct 12

3 night stay

New York (JFK) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,022, price is now $789 per person
$789
per person
found 1 day ago
Service at the beach closed early and we were not able to get my son a beach wheelchair

Reviewed on Jul 7, 2025

The Seagate
4.5-star property

The Seagate

9/10 Wonderful! (1,133 reviews)

Oct 14 - Oct 20

6 night stay

Newark Liberty Intl. Airport (EWR) to Miami (MIA)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,463, price is now $1,154 per person
$1,154
per person
found 3 hours ago
Clean and staff was very friendly.

Reviewed on May 5, 2025

Don't see what you're looking for?
See all available trips from New York to Sugarloaf Key
View all trips

Sugarloaf Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Park Central South Beach
4.0-star property

Park Central South Beach

8.2/10 Very Good! (961 reviews)

Nov 1 - Nov 7

6 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,889, price is now $1,145 per person
$1,145
per person
found 7 hours ago
Great place to stay, if you have any issue go and get Eric, he’s the best!

Reviewed on Aug 30, 2025

Hotel Riu Plaza Miami Beach
4.0-star property

Hotel Riu Plaza Miami Beach

8.2/10 Very Good! (1,102 reviews)

Nov 1 - Nov 7

6 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,175, price is now $1,483 per person
$1,483
per person
found 7 hours ago
I would wholeheartedly recommend the Miami Beach Riu. Not only was the entire hotel clean and kept clean throughout the day, the staff also did a wonderful job of being helpful and friendly.

Reviewed on Jun 23, 2025

EAST Miami
5.0-star property

EAST Miami

9.2/10 Wonderful! (3,320 reviews)

Nov 1 - Nov 7

6 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $2,518, price is now $1,800 per person
$1,800
per person
found 7 hours ago
Always a great stay at East Miami.

Reviewed on Sep 1, 2025

Don't see what you're looking for?
See all available trips from Boston to Sugarloaf Key
View all trips

Sugarloaf Key

When you plan to buy tickets for flights to Sugarloaf Key, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Sugarloaf Key flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Sugarloaf Key Flights

Orbitz offers deeply discounted flights to Sugarloaf Key, and we provide the resources to research your travel destination and plan your complete itinerary.

Use Orbitz to Earn Points with Your Frequent Flyer Program

Saving your frequent flyer miles for your flights to Sugarloaf Key? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Sugarloaf Key flights.

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 $97 to $117 this week. Flying in from Orlando (MCO)? The cheapest one-way prices started at just $49.
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.

Nearby

Flights To

Book on Expedia

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.