Cheap Flights to Monroe County from $32 (2025/2026)
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How Much Does it Cost To Fly To Monroe County?
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LGA
LaGuardia
MIA
Miami Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$83 Roundtrip, found 12 hours ago
$83
Roundtrip
found 12 hours ago
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
LGA
LaGuardia
MIA
Miami Intl.
$88 Roundtrip, found 2 hours ago
$88
Roundtrip
found 2 hours ago
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$122 Roundtrip, found 18 hours ago
$122
Roundtrip
found 18 hours ago
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$122 Roundtrip, found 18 hours ago
$122
Roundtrip
found 18 hours ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$205 Roundtrip, just found
$205
Roundtrip
just found
LGA
LaGuardia
EYW
Key West Intl.
$205 Roundtrip, just found
$205
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| LGA | Miami | October 21 to October 28 | $63 |
| PHL | Miami | October 20 to October 25 | $66 |
| BWI | Miami | December 8 to December 12 | $78 |
| CLT | Miami | October 20 to October 30 | $86 |
| BOS | Miami | November 3 to November 6 | $98 |
| DTW | Miami | October 21 to October 24 | $107 |
| TPA | Key West | November 10 to November 11 | $122 |
| TPA | Miami | January 10 to January 17 | $139 |
| PHL | Key West | January 10 to January 14 | $185 |
| EWR | Key West | December 4 to December 8 | $205 |
| EWR | Key West | December 4 to December 8 | $205 |
| ATL | Key West | December 8 to December 15 | $205 |
| CLT | Key West | December 8 to December 15 | $205 |
| BOS | Key West | November 3 to November 7 | $207 |
| ORD | Key West | December 8 to December 11 | $213 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| CLT | Miami | October 3 to October 6 | $87 |
| TPA | Key West | October 4 to October 7 | $138 |
| LGA | Miami | October 3 to October 6 | $140 |
| BWI | Miami | October 3 to October 6 | $155 |
| ATL | Miami | October 5 to October 8 | $167 |
| TPA | Miami | October 3 to October 4 | $180 |
| EWR | Miami | October 4 to October 6 | $184 |
| DTW | Miami | October 5 to October 16 | $195 |
| BOS | Miami | October 3 to October 4 | $242 |
| BOS | Key West | October 3 to October 27 | $249 |
| BWI | Key West | October 4 to October 7 | $352 |
| EWR | Key West | October 4 to October 14 | $388 |
| EWR | Key West | October 4 to October 14 | $388 |
| ATL | Key West | October 4 to October 11 | $621 |
| CLT | Key West | October 5 to October 15 | $654 |
Best Monroe County Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
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 in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.6/10 Excellent! (1,790 reviews)
"We went during off peak season and it was amazing and quiet, relaxing."
Reviewed on Sep 23, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
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. Popular attractions Duval Street and South Beach are located nearby.
8.6/10 Excellent! (2,785 reviews)
"The three pools were amazing. We particularly enjoyed the tranquility pool for a quieter or relaxed experience. Lots of great activities and good communication via text from the hotel throughout the stay. Walkable to many of the must see Key West destinations."
Reviewed on Sep 27, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Stay at this 4-star luxury 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 attractions Duval Street and Smathers Beach are located nearby.
8.8/10 Excellent! (1,735 reviews)
"This was a nice hotel complex. Not really a resort in that there was only one restaurant on the property. And it was extremely limited in the menu selections and very expensive for the portion served. The complex needs to have a small cafe with coffee, appetizers or snacks. Also they should not book ..."
Reviewed on Sep 24, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
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. Popular attractions Duval Street and Smathers Beach are located nearby.
8.4/10 Very Good! (1,549 reviews)
"This property exceeded all expectations & Tommy Morales at the front desk at as amazing!! We rented a one bedroom Suite and it was incredible! They are set up like Condos. Separate dining area, living room with a large sectional with a sofa bed in it as well and a full kitchen. It was all open concept! ..."
Reviewed on Sep 23, 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.
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- Old Town Key West Hotels
- Beach Resorts & in Midtown
- Pet Friendly Hotels in Midtown
- Midtown Hotels
- Beach Resorts & in New Town
- Convention Center Hotels in New Town
- Gay Friendly Hotels in New Town
- Hotels with Pools in New Town
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- Pet Friendly Hotels in New Town
- New Town Hotels
- Condos in Key West
- All Inclusive Resorts & in Key West
- Beach Resorts & in Key West
- Key West Hotels
- Houseboats in Key West
- Hotels near Duval Street
- Hotels near Smathers Beach
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