Cheap Flights to Monroe County from $32 (2025/2026)
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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.
$63 Roundtrip, just found
$63
Roundtrip
just found
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
LGA
LaGuardia
MIA
Miami Intl.
$68 Roundtrip, found 1 hour ago
$68
Roundtrip
found 1 hour ago
LGA
LaGuardia
MIA
Miami Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
LGA
LaGuardia
EYW
Key West Intl.
$179 Roundtrip, found 13 hours ago
$179
Roundtrip
found 13 hours ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$191 Roundtrip, just found
$191
Roundtrip
just found
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| BWI | Miami | December 14 to December 21 | $49 |
| EWR | Miami | December 9 to December 10 | $63 |
| EWR | Miami | December 9 to December 10 | $63 |
| ORD | Miami | December 9 to December 10 | $63 |
| PHL | Miami | December 2 to December 5 | $66 |
| DTW | Miami | January 19 to January 23 | $72 |
| CLT | Miami | December 2 to December 9 | $75 |
| BOS | Miami | January 13 to January 16 | $98 |
| TPA | Key West | December 2 to December 5 | $110 |
| TPA | Miami | December 3 to December 11 | $120 |
| LGA | Key West | December 6 to December 13 | $179 |
| EWR | Key West | December 11 to December 13 | $184 |
| BOS | Key West | December 7 to December 13 | $191 |
| CLT | Key West | December 23 to December 27 | $209 |
| DTW | Key West | January 12 to January 16 | $215 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | November 22 to November 24 | $78 |
| PHL | Miami | November 22 to December 2 | $85 |
| CLT | Miami | November 22 to November 24 | $87 |
| DTW | Miami | November 21 to November 24 | $96 |
| LGA | Miami | November 23 to November 27 | $107 |
| EWR | Miami | November 23 to December 3 | $130 |
| TPA | Key West | November 23 to December 5 | $180 |
| BOS | Miami | November 23 to November 24 | $204 |
| CLT | Key West | November 23 to December 6 | $265 |
| EWR | Key West | November 22 to December 4 | $270 |
| EWR | Key West | November 22 to December 4 | $270 |
| DTW | Key West | November 23 to November 27 | $346 |
| BOS | Key West | November 23 to November 26 | $365 |
| PHL | Key West | November 22 to November 29 | $375 |
| TPA | Miami | November 23 to November 24 | $427 |
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.
7.8/10 Good! (1,693 reviews)
What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!
Reviewed on Nov 14, 2025
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Book a stay at this 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.
8.6/10 Excellent! (1,680 reviews)
Staff was horrible on directions to room. We had to give directions to 4 different sets of new guests as well as getting lost ourselves. Place was great. Nice location.
Reviewed on Nov 13, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Book a stay at this 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! (1,732 reviews)
Excellent
Reviewed on Nov 7, 2025
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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! (2,849 reviews)
Air conditioning was very loud which prevented a higher rating
Reviewed on Nov 10, 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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