Search Cheap Flights toSugarloaf Key
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Sugarloaf Key Flights as Low as $89
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Jan 28 - Sat, Feb 1
ORD
O'Hare Intl.
MIA
Miami Intl.
$89 Roundtrip, found 1 day ago
$89
Roundtrip
found 1 day ago
Tue, Feb 4 - Sat, Feb 8
ORD
O'Hare Intl.
MIA
Miami Intl.
$99 Roundtrip, found 10 hours ago
$99
Roundtrip
found 10 hours ago
Tue, Jan 28 - Sat, Feb 1
ORD
O'Hare Intl.
MIA
Miami Intl.
$105 Roundtrip, found 1 day ago
$105
Roundtrip
found 1 day ago
Thu, Jan 30 - Sat, Feb 1
ORD
O'Hare Intl.
MIA
Miami Intl.
$109 Roundtrip, found 1 day ago
$109
Roundtrip
found 1 day ago
Tue, Jan 21 - Wed, Jan 22
ORD
O'Hare Intl.
MIA
Miami Intl.
$120 Roundtrip, found 8 hours ago
$120
Roundtrip
found 8 hours ago
Tue, Feb 18 - Thu, Feb 20
ORD
O'Hare Intl.
MIA
Miami Intl.
$157 Roundtrip, found 3 days ago
$157
Roundtrip
found 3 days ago
Tue, Feb 18 - Wed, Feb 26
STL
Lambert-St. Louis Intl.
MIA
Miami Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Tue, Feb 18 - Sat, Feb 22
ORD
O'Hare Intl.
MIA
Miami Intl.
$175 Roundtrip, found 3 days ago
$175
Roundtrip
found 3 days ago
Tue, Feb 11 - Tue, Feb 11
STL
Lambert-St. Louis Intl.
MIA
Miami Intl.
$191 Roundtrip, found 2 days ago
$191
Roundtrip
found 2 days ago
Mon, Feb 3 - Tue, Feb 11
DSM
Des Moines Intl.
MIA
Miami Intl.
$215 Roundtrip, found 3 days ago
$215
Roundtrip
found 3 days ago
Tue, Mar 11 - Tue, Mar 25
OMA
Eppley Field
MIA
Miami Intl.
$219 Roundtrip, found 18 hours ago
$219
Roundtrip
found 18 hours ago
Tue, Mar 11 - Thu, Mar 20
STL
Lambert-St. Louis Intl.
EYW
Key West Intl.
$259 Roundtrip, found 10 hours ago
$259
Roundtrip
found 10 hours ago
Tue, Feb 18 - Wed, Mar 5
OMA
Eppley Field
EYW
Key West Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago
Sat, Jan 25 - Sat, Feb 1
ORD
O'Hare Intl.
EYW
Key West Intl.
$274 Roundtrip, found 1 day ago
$274
Roundtrip
found 1 day ago
Sat, Mar 1 - Wed, Mar 5
DSM
Des Moines Intl.
EYW
Key West Intl.
$359 Roundtrip, found 10 hours ago
$359
Roundtrip
found 10 hours ago
Sat, May 17 - Sat, May 24
ORD
O'Hare Intl.
MIA
Miami Intl.
$410 Roundtrip, found 5 hours ago
$410
Roundtrip
found 5 hours ago
Cheap Flights to Sugarloaf Key
Fall in love at first flight with your vacation to Sugarloaf Key by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Sugarloaf Key on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Sugarloaf Key, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Sugarloaf Key
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Sugarloaf Key with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the MIA airport.
What is the cheapest month to fly to Sugarloaf Key?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Sugarloaf Key are in January, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Sugarloaf Key?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Sugarloaf Key.
What airport is best to fly into Sugarloaf Key?
When you’re planning your trip to Sugarloaf Key, convenience is the name of the game. Luckily, Sugarloaf Key Key West Intl. Airport is nearby so you can deplane and get going on checking off everything on your Sugarloaf Key must-do list.
How much are flights to Sugarloaf Key?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Sugarloaf Key on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $89, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Sugarloaf Key?
The trick to saving a stack of cash on your flight to Sugarloaf Key? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $89 right now, why wait?
Destination airport | Miami Intl. |
Destination airport IATA code | MIA |
Roundtrip price | $88 |
Last Minute Hotel Deals in Sugarloaf Key
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939, Summerland Key, FL
Stay at this 3-star hotel in Summerland Key. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
9.8/10 Exceptional! (282 reviews)
"Good"
Reviewed on Jan 4, 2025
Havana Cabana at Key West - Adults Only
3420 N. Roosevelt Blvd, Key West, FL
The price is $376 per night from Jan 13 to Jan 14
$376
includes taxes & fees
Jan 13 - Jan 14
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in ...
8.8/10 Excellent! (1,643 reviews)
Young & Lively
"Short but sweet visit to this lively hotel resort."
Reviewed on Jan 5, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
The price is $383 per night from Jan 28 to Jan 29
$383
includes taxes & fees
Jan 28 - Jan 29
Stay at this 4-star golf 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! (1,540 reviews)
"Beautiful resort. Amenities were great ."
Reviewed on Jan 4, 2025
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd, Key West, FL
The price is $255 per night from Jan 8 to Jan 9
$255
includes taxes & fees
Jan 8 - Jan 9
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,710 reviews)
"I truly enjoyed my stay here! My waterfront room provided me with such a lovely view each morning. Sure, the rooms could be updated but I did not lack for anything while staying here. I am so appreciative of the kind shuttle drivers as well!"
Reviewed on Jan 3, 2025
Southernmost Beach Resort
1319 Duval Street, Key West, FL
The price is $446 per night from Jan 8 to Jan 9
$446
includes taxes & fees
Jan 8 - Jan 9
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.4/10 Very Good! (2,227 reviews)
"Everything was great!"
Reviewed on Jan 6, 2025
The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
The price is $345 per night from Jan 8 to Jan 9
$345
includes taxes & fees
Jan 8 - Jan 9
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,016 reviews)
"Room was a good size and had ample space. A bit more seating in the room(other than the bed) would have been great. Patio faced the pool, and was a good covered seating/relaxing destination. Got to love the EARLY morning wake-ups with the local roosters!"
Reviewed on Jan 6, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is $451 per night from Jan 12 to Jan 13
$451
includes taxes & fees
Jan 12 - Jan 13
Stay at this 3.5-star 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. ...
8.4/10 Very Good! (1,019 reviews)
"Great place"
Reviewed on Jan 6, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
The price is $400 per night from Jan 8 to Jan 9
$400
includes taxes & fees
Jan 8 - Jan 9
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,794 reviews)
"Roads are under construction, Staff is awesome, Property is smaller than other locations, Had to pay for beach chairs, Just an older feel to the place"
Reviewed on Dec 31, 2024
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.
Nearby Cities
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Top Sugarloaf Key Hotels
- Havana Cabana at Key West - Adults Only
- Oceans Edge Key West Resort, Hotel & Marina
- Ibis Bay Beach Resort
- Southernmost Beach Resort
- The Perry Hotel & Marina Key West
- Beachside Resort & Residences
- 24 North Hotel Key West - Newly Renovated
- The Gates Hotel Key West Newly Renovated
- Pier House Resort & Spa
- DoubleTree Resort by Hilton Grand Key - Key West
- Winslow's Bungalows - Key West Historic Inns
- Parrot Key Hotel & Villas
- Hilton Garden Inn Key West / The Keys Collection
- NYAH Key West - Adults Only