Search Cheap Flights toFlorida Keys
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Florida Keys Flights as Low as $88
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Feb 3 - Wed, Feb 5
ORD
O'Hare Intl.
MIA
Miami Intl.
$88 Roundtrip, found 7 hours ago
$88
Roundtrip
found 7 hours ago
Wed, May 7 - Thu, May 8
ORD
O'Hare Intl.
MIA
Miami Intl.
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Mon, Feb 3 - Wed, Feb 5
ORD
O'Hare Intl.
MIA
Miami Intl.
$104 Roundtrip, found 7 hours ago
$104
Roundtrip
found 7 hours ago
Wed, Jan 22 - Tue, Jan 28
ORD
O'Hare Intl.
MIA
Miami Intl.
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Mon, Feb 24 - Fri, Feb 28
ORD
O'Hare Intl.
MIA
Miami Intl.
$110 Roundtrip, found 4 days ago
$110
Roundtrip
found 4 days ago
Wed, Feb 26 - Thu, Feb 27
ORD
O'Hare Intl.
MIA
Miami Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Tue, Mar 18 - Thu, Mar 20
FLL
Fort Lauderdale - Hollywood Intl.
EYW
Key West Intl.
$135 Roundtrip, found 17 hours ago
$135
Roundtrip
found 17 hours ago
Tue, Mar 18 - Thu, Mar 20
FLL
Fort Lauderdale - Hollywood Intl.
EYW
Key West Intl.
$135 Roundtrip, found 17 hours ago
$135
Roundtrip
found 17 hours ago
Sat, Feb 1 - Sat, Feb 8
AUS
Austin-Bergstrom Intl.
MIA
Miami Intl.
$140 Roundtrip, found 3 days ago
$140
Roundtrip
found 3 days ago
Sun, Feb 23 - Fri, Feb 28
ORD
O'Hare Intl.
MIA
Miami Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Tue, Mar 18 - Thu, Mar 20
FLL
Fort Lauderdale - Hollywood Intl.
EYW
Key West Intl.
$183 Roundtrip, found 17 hours ago
$183
Roundtrip
found 17 hours ago
Tue, Feb 11 - Sat, Feb 15
AUS
Austin-Bergstrom Intl.
EYW
Key West Intl.
$199 Roundtrip, found 17 hours ago
$199
Roundtrip
found 17 hours ago
Tue, Mar 4 - Tue, Mar 4
ORD
O'Hare Intl.
EYW
Key West Intl.
$217 Roundtrip, found 7 hours ago
$217
Roundtrip
found 7 hours ago
Wed, Feb 19 - Tue, Mar 4
ORF
Norfolk Intl.
EYW
Key West Intl.
$229 Roundtrip, found 17 hours ago
$229
Roundtrip
found 17 hours ago
Tue, Feb 25 - Wed, Mar 5
ORF
Norfolk Intl.
MIA
Miami Intl.
$269 Roundtrip, found 3 days ago
$269
Roundtrip
found 3 days ago
Mon, Jan 20 - Sat, Jan 25
FLL
Fort Lauderdale - Hollywood Intl.
MIA
Miami Intl.
$585 Roundtrip, found 8 hours ago
$585
Roundtrip
found 8 hours ago
Cheap Flights to Florida Keys
Fall in love at first flight with your vacation to Florida Keys 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 Florida Keys on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Florida Keys, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Florida Keys
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Florida Keys 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 Florida Keys?
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 Florida Keys are in February, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Florida Keys?
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 Florida Keys.
What airport is best to fly into Florida Keys?
When you’re planning your trip to Florida Keys, convenience is the name of the game. Luckily, Florida Keys Florida Keys Marathon Airport is nearby so you can deplane and get going on checking off everything on your Florida Keys must-do list.
How much are flights to Florida Keys?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Florida Keys on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $88, 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 Florida Keys?
The trick to saving a stack of cash on your flight to Florida Keys? 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 $88 right now, why wait?
Destination airport | Miami Intl. |
Destination airport IATA code | MIA |
Roundtrip price | $88 |
Last Minute Hotel Deals in Florida Keys
Marina Del Mar Resort and Marina
527 Caribbean Drive, Key Largo, FL
The price is $150 per night from Jan 20 to Jan 21
$150
includes taxes & fees
Jan 20 - Jan 21
Stay at this hotel in Key Largo. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
8.2/10 Very Good! (1,296 reviews)
"The cleaning staff were all in the parking lot under my room and they were very loud. I thought they were in my room early in the morning. Should also think about installing curtains on the windows. You could kind of see in the room through the side of the blinds. Other than this the room was very ..."
Reviewed on Jan 17, 2025
Baker's Cay Resort Key Largo, Curio Collection by Hilton
97000 Overseas Hwy, Key Largo, FL
The price is $468 per night from Jan 20 to Jan 21
$468
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,001 reviews)
"Beautiful resort and beach. Was very clean and comfortable."
Reviewed on Jan 16, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
The price is $404 per night from Feb 9 to Feb 10
$404
includes taxes & fees
Feb 9 - Feb 10
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,019 reviews)
"Staff are super friendly and the pools and restaurants are amazing"
Reviewed on Jan 15, 2025
Waterside Suites & Marina
201 Ocean Drive, Key Largo, FL
The price is $213 per night from Jan 20 to Jan 21
$213
includes taxes & fees
Jan 20 - Jan 21
Stay at this 3.5-star hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...
8.6/10 Excellent! (1,001 reviews)
"Like home only more resortish"
Reviewed on Jan 14, 2025
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard, MM 47, Marathon, FL
The price is $477 per night from Jan 28 to Jan 29
$477
includes taxes & fees
Jan 28 - Jan 29
Stay at this 5-star luxury hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,003 reviews)
"very quiet and beatiful"
Reviewed on Jan 16, 2025
Lime Tree Bay Resort
68500 Overseas Hwy, Long Key, FL
The price is $245 per night from Jan 20 to Jan 21
$245
includes taxes & fees
Jan 20 - Jan 21
Stay at this 3.5-star beach resort in Long Key. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,017 reviews)
"After Ft. Lauderdale and key west, this was a welcome sight. This is such a beautiful place. Our room was so spacious , modern and clean. The view from our balcony and proximity to the adjacent restaurant was what we needed. Great food, strong drinks and solitude."
Reviewed on Jan 15, 2025
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
The price is $319 per night from Jan 20 to Jan 21
$319
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
9/10 Wonderful! (1,388 reviews)
"So beautiful, quiet, warm pools, excellent breakfast, views, and reception was amazing! Highly recommend!"
Reviewed on Jan 15, 2025
Aqua Lodge Rentals At Coconut Cay
7200 Aviation Blvd, Marathon, FL
The price is $433 per night from Jan 19 to Jan 20
$433
includes taxes & fees
Jan 19 - Jan 20
Stay at this 3.5-star vacation home in Marathon. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (131 reviews)
"The aqua lodge was a nice change to the typical accommodations. The only complaint was the air traffic, although i would stay again"
Reviewed on Jan 3, 2025
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.
Top Hotels With Free Airport Shuttle
Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
The price is $438 per night from Jan 20 to Jan 21
$438
includes taxes & fees
Jan 20 - Jan 21
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,160 reviews)
"Bad odor"
Reviewed on Jan 16, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
The price is $350 per night from Jan 26 to Jan 27
$350
includes taxes & fees
Jan 26 - Jan 27
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, breakfast (surcharge), and a free beach shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,001 reviews)
"Friendly and helpful staff, all amenities available as described when hotel was booked. I would recommend this place to anyone and would stay there again"
Reviewed on Jan 13, 2025
The Garden House
329 Elizabeth Street, Key West, FL
The price is $334 per night from Jan 28 to Jan 29
$334
includes taxes & fees
Jan 28 - Jan 29
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (601 reviews)
"Very convenient location."
Reviewed on Jan 12, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
The price is $387 per night from Jan 28 to Jan 29
$387
includes taxes & fees
Jan 28 - Jan 29
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! (1,005 reviews)
"The room was very high quality and very clean with all the facilities you could need for a break away. The shuttle to town was very handy as well. We enjoyed good service and good food in the onsite restaurant but thought that the happy hour policy was unfair. You only get happy hour drinks if you ..."
Reviewed on Jan 15, 2025
Key West Sailing Adventure With Sunset Charter Included
201 Williams Street; Historic Seaport, E-Dock Slips E-10, E-11, E-12, Key West, FL
Stay at this 3-star houseboat in Key West. Enjoy free WiFi, 2 beach bars, and parking (surcharge). Popular attractions Duval Street and Mallory Square are located ...
7/10 Good! (13 reviews)
Key West alternative
"We enjoyed our stay on the sailboat as an alternative to staying in a hotel. However, this would not be suitable for everyone. Quarters are clean but somewhat cramped. Location is GREAT! Close to everything. Sunset cruise was wonderful. Captain Ben and crew are excellent! Only problem we had was ..."
Reviewed on Mar 29, 2019
Margaritaville Beach House Key West
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Smathers Beach and Southernmost ...
8.2/10 Very Good! (999 reviews)
"The staff is what makes this property such a wonderful experience! No matter the individual staff members function, they are all focused on excellent guest experience! Special shout out to Constanta for making sure all our needs were met whether we were lounging at the pool or on the patio dining ..."
Reviewed on Feb 6, 2021
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
Popular Flight Routes
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Flights to Our Favorite Destinations
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Top Florida Keys Hotels
- Marina Del Mar Resort and Marina
- Baker's Cay Resort Key Largo, Curio Collection by Hilton
- Cheeca Lodge & Spa
- Waterside Suites & Marina
- Isla Bella Beach Resort & Spa
- Lime Tree Bay Resort
- Chesapeake Beach Resort
- Faro Blanco Resort & Yacht Club Marathon, Curio by Hilton
- Holiday Inn Key Largo, an IHG Hotel
- Coconut Cay Resort & Marina
- Kingsail Resort
- Amara Cay Resort
- Bayside Inn Key Largo
- Reefhouse Resort & Marina
- Hawks Cay Resort