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, just found
$63
Roundtrip
just found
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, just found
$68
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$147 Roundtrip, found 4 hours ago
$147
Roundtrip
found 4 hours ago
LGA
LaGuardia
EYW
Key West Intl.
$170 Roundtrip, found 5 days ago
$170
Roundtrip
found 5 days ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$191 Roundtrip, found 1 hour ago
$191
Roundtrip
found 1 hour ago
| 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 November 22 | $91 |
| DTW | Miami | November 21 to November 24 | $96 |
| CLT | Miami | November 22 to November 25 | $118 |
| 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 |
| ATL | Key West | November 23 to November 27 | $255 |
| CLT | Key West | November 23 to December 6 | $265 |
| EWR | Key West | November 22 to December 4 | $270 |
| BWI | Key West | November 21 to December 1 | $354 |
| BOS | Key West | November 23 to November 26 | $365 |
| ORD | Key West | November 23 to November 27 | $366 |
| 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! (1,671 reviews)
The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge.
Reviewed on Nov 8, 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.
More Ways To Wander Monroe County
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