Cheap Flights to Monroe County from $32 (2026/2027)
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Key West
Flights
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, found 1 hour ago
$63
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$77 Roundtrip, found 4 hours ago
$77
Roundtrip
found 4 hours ago
LGA
LaGuardia
MIA
Miami Intl.
$170 Roundtrip, just found
$170
Roundtrip
just found
SFO
San Francisco Intl.
MIA
Miami Intl.
$173 Roundtrip, just found
$173
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
LGA
LaGuardia
MIA
Miami Intl.
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
LGA
LaGuardia
EYW
Key West Intl.
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 3 days ago
$289
Roundtrip
found 3 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | May 17 to May 19 | $60 |
| PHL | Miami | May 5 to May 13 | $63 |
| CLT | Miami | April 24 to April 30 | $76 |
| EWR | Miami | April 22 to April 29 | $77 |
| EWR | Miami | April 22 to April 29 | $77 |
| TPA | Key West | May 3 to May 8 | $79 |
| TPA | Miami | April 30 to May 2 | $134 |
| BOS | Miami | April 28 to May 5 | $135 |
| ATL | Key West | May 1 to May 4 | $247 |
| CLT | Key West | April 27 to April 30 | $259 |
| PHL | Key West | April 27 to April 30 | $265 |
| LGA | Key West | April 30 to May 4 | $282 |
| EWR | Key West | April 27 to April 30 | $309 |
| BOS | Key West | July 19 to July 28 | $320 |
| DTW | Key West | April 27 to April 30 | $323 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| CLT | Miami | April 11 to April 16 | $87 |
| EWR | Miami | April 11 to April 22 | $140 |
| EWR | Miami | April 11 to April 22 | $140 |
| TPA | Key West | April 12 to April 12 | $145 |
| BWI | Miami | April 12 to April 21 | $195 |
| TPA | Miami | April 12 to April 16 | $239 |
| BOS | Miami | April 11 to April 17 | $239 |
| ATL | Key West | April 12 to April 17 | $340 |
| ORD | Key West | April 10 to April 17 | $389 |
| DTW | Key West | April 12 to April 17 | $399 |
| EWR | Key West | April 10 to April 23 | $421 |
| EWR | Key West | April 10 to April 23 | $421 |
| CLT | Key West | April 10 to April 15 | $566 |
| BWI | Key West | April 12 to April 17 | $599 |
| PHL | Key West | April 12 to April 14 | $705 |
Best Monroe County Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8.2/10 Very Good! (2,054 reviews)
A short Uber ride from the airport, Blue Flamingo exceeded our expectations. The resort itself is exactly how it looks in the website photos, and the staff is more than accommodating. Having access to the Concierge was amazing, as they helped us rent our golf cart for our staff (a must have to travel ...
Reviewed on Apr 8, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
8.8/10 Excellent! (3,192 reviews)
Ok, very clean room but many interruptions.
Reviewed on Apr 8, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Book a stay at this 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.
8.8/10 Excellent! (1,807 reviews)
Hotel pictures online have not been updated to current condition. All room doors are located outside. Gaps under the door which can let bugs in. After checking into our room, my family brought dinner to the room. After about 15 mins our counter and food was covered in ants. Ants were also in the ...
Reviewed on Apr 8, 2026
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Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Book a stay at this luxury hotel in Key Largo. Enjoy free parking, a full-service spa, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Caribbean Club Bar are located nearby.
9.4/10 Exceptional! (1,405 reviews)
Ocean view is much nicer.
Reviewed on Apr 8, 2026
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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