Cheap flights To Sugarloaf Key (MIA) from $32

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Cheap Flights to Sugarloaf Key from $32 One Way, $63 Round Trip

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

Tue, Dec 9 - Sat, Dec 13
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$63 Roundtrip, found 1 hour ago
$63
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Dec 9 from Newark Liberty Intl. Airport to Miami Intl., returning Sat, Dec 13, priced at $63 found 1 hour ago
Sun, Dec 7 - Tue, Dec 9
ORD
O'Hare Intl.
MIA
Miami Intl.
$69 Roundtrip, found 6 hours ago
$69
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Sun, Dec 7 from O'Hare Intl. to Miami Intl., returning Tue, Dec 9, priced at $69 found 6 hours ago
Wed, Jan 14 - Wed, Jan 21
ORD
O'Hare Intl.
MIA
Miami Intl.
$74 Roundtrip, just found
$74
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Jan 14 from O'Hare Intl. to Miami Intl., returning Wed, Jan 21, priced at $74 just found
Mon, Nov 24 - Sat, Dec 6
ORD
O'Hare Intl.
MIA
Miami Intl.
$75 Roundtrip, found 13 hours ago
$75
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Mon, Nov 24 from O'Hare Intl. to Miami Intl., returning Sat, Dec 6, priced at $75 found 13 hours ago
Sat, Jan 10 - Sun, Jan 25
BOS
Logan Intl.
MIA
Miami Intl.
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Jan 10 from Logan Intl. to Miami Intl., returning Sun, Jan 25, priced at $98 found 1 hour ago
Wed, Dec 3 - Wed, Dec 3
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$115 Roundtrip, found 11 hours ago
$115
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Wed, Dec 3 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Dec 3, priced at $115 found 11 hours ago
Tue, Nov 18 - Wed, Nov 19
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$129 Roundtrip, found 4 hours ago
$129
Roundtrip
found 4 hours ago
Select United flight, departing Tue, Nov 18 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Nov 19, priced at $129 found 4 hours ago
Tue, Nov 18 - Wed, Nov 19
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$129 Roundtrip, found 4 hours ago
$129
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Nov 18 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Nov 19, priced at $129 found 4 hours ago
Sat, Dec 6 - Tue, Dec 9
BOS
Logan Intl.
MIA
Miami Intl.
$137 Roundtrip, found 14 hours ago
$137
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, Dec 6 from Logan Intl. to Miami Intl., returning Tue, Dec 9, priced at $137 found 14 hours ago
Tue, Dec 2 - Thu, Dec 4
BOS
Logan Intl.
MIA
Miami Intl.
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Tue, Dec 2 from Logan Intl. to Miami Intl., returning Thu, Dec 4, priced at $159 found 1 hour ago

Sugarloaf Key Flight Information

Traveling To
Sugarloaf Key
Destination Airport IATA Code
MIA
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, American Airlines, Delta, United, Southwest Airlines
Flight Price
$63
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 Villa
3.5-star property

President Villa

Dec 31 - Jan 4

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
Price was $1,582, price is now $879 per person
$879
per person
found 1 day ago
The Shelborne By Proper, a Member of Design Hotels
4.0-star property

The Shelborne By Proper, a Member of Design Hotels

Dec 5 - Dec 8

3 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Price was $2,673, price is now $1,455 per person
$1,455
per person
found 1 day ago
Hawks Cay Resort
4.0-star property

Hawks Cay Resort

Dec 26 - Jan 3

8 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Non-stop • Coach

Miami (MIA) to Boston (BOS)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $6,008, price is now $3,356 per person
$3,356
per person
found 1 day ago
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Sugarloaf Key premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Fort Lauderdale Marriott Pompano Beach Resort
4.0-star property

Fort Lauderdale Marriott Pompano Beach Resort

7.8/10 Good! (1,005 reviews)

Dec 9 - Dec 14

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $1,164, price is now $888 per person
$888
per person
found 1 day ago
I liked that this property is right on the beach.

Reviewed on Mar 27, 2024

FLORENCE VILLA
3.0-star property

FLORENCE VILLA

10/10 Exceptional! (1 review)

Dec 7 - Dec 12

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $1,245, price is now $967 per person
$967
per person
found 1 day ago
The Penguin Hotel
3.5-star property

The Penguin Hotel

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

Dec 5 - Dec 7

2 night stay

New York (JFK) to Miami (MIA)

Delta • Roundtrip • PremiumEconomy
Price was $1,279, price is now $935 per person
$935
per person
found 14 hours ago
James and staff were excellent ! so helpful and nice This was an amazing location Hotel has a great patio to sit out on right across the street from a green space and the beach Lots of shops restaurants & walking biking paths in the area The neighboring hotel was fun for a free, welcome drink, and rooftop pool

Reviewed on Jun 11, 2025

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Sugarloaf Key first class flight packages

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,021 reviews)

Dec 5 - Dec 7

2 night stay

New York (LGA) to Key West (EYW)

Delta • Non-stop • FirstClass

Key West (EYW) to New York (LGA)

American Airlines • Non-stop • FirstClass
Price was $1,585, price is now $1,336 per person
$1,336
per person
found 1 day ago
Professional staff, lovely rooms

Reviewed on Oct 21, 2025

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (498 reviews)

Dec 5 - Dec 7

2 night stay

New York (LGA) to Key West (EYW)

Delta • Non-stop • FirstClass

Key West (EYW) to New York (LGA)

American Airlines • Non-stop • FirstClass
Price was $2,213, price is now $1,819 per person
$1,819
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.

Reviewed on Jan 5, 2025

Ella's Cottages - Key West Historic Inns
3.5-star property

Ella's Cottages - Key West Historic Inns

9.4/10 Exceptional! (378 reviews)

Dec 5 - Dec 7

2 night stay

New York (LGA) to Key West (EYW)

Delta • Non-stop • FirstClass

Key West (EYW) to New York (LGA)

American Airlines • Non-stop • FirstClass
Price was $1,771, price is now $1,483 per person
$1,483
per person
found 1 day ago
We chose this historic inn based on central location to everything we wanted in less than 15 min. Front desk staff (Dwight and others) are fantastic and always willing to listen and provide assistance. Fort Zachary Taylor Beach Park is walkable - 25 min (beach water shoes recommended due to rocks). We didn't need to rent any transportation as it was easier for us to walk it out, so I can't comment on parking since I didn't use it (it is limited at most places). We felt very safe walking around, even at night. We used a taxi to and from Key West airport (both drivers familiar with this inn). Room is clean. Both night stands have power and USB charging outlets. Excellent daily room service and Sunshine Breakfast basket hand delivered to your room. Duval Loop bus stop 14 (free) in front of inn (bus route loop is an hour long and two buses running to ensure next bus in 30 min), so this is another convenient option if walking isn't your thing.

Reviewed on Dec 17, 2024

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Sugarloaf Key

Snag some “suite” deals when you add cheap hotel rooms to Sugarloaf Key flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

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Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Sugarloaf Key. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

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 $63 to $159 this week. Flying in from Chicago (ORD)? The cheapest one-way prices started at just $32.
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.