
Cheap Flights to Monroe County from $40 (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.
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$79 Roundtrip, just found
$79
Roundtrip
just found
LGA
LaGuardia
MIA
Miami Intl.
$91 Roundtrip, just found
$91
Roundtrip
just found
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$94 Roundtrip, just found
$94
Roundtrip
just found
LGA
LaGuardia
MIA
Miami Intl.
$96 Roundtrip, just found
$96
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$103 Roundtrip, just found
$103
Roundtrip
just found
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$116 Roundtrip, found 1 hour ago
$116
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$130 Roundtrip, found 2 hours ago
$130
Roundtrip
found 2 hours ago
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$139 Roundtrip, found 5 hours ago
$139
Roundtrip
found 5 hours ago
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
PHL | Miami | June 30 to July 4 | $100 |
EWR | Miami | July 5 to July 9 | $103 |
ORD | Miami | July 8 to July 15 | $108 |
CLT | Miami | August 25 to August 29 | $108 |
BOS | Miami | August 23 to August 24 | $108 |
TPA | Miami | September 12 to September 29 | $154 |
BOS | Key West | September 6 to September 13 | $237 |
LGA | Key West | August 12 to August 20 | $242 |
EWR | Key West | August 20 to August 27 | $249 |
BWI | Key West | August 12 to August 23 | $259 |
MDW | Key West | August 14 to September 17 | $269 |
ATL | Key West | August 16 to August 30 | $279 |
DTW | Key West | August 12 to August 27 | $283 |
PHL | Key West | July 8 to July 12 | $375 |
CLT | Key West | August 13 to August 20 | $405 |
Origin | Destination | Travel Dates | Flights From* |
---|---|---|---|
BWI | Miami | June 22 to June 26 | $124 |
ATL | Miami | June 21 to June 27 | $140 |
PHL | Miami | June 21 to July 5 | $149 |
CLT | Miami | June 21 to June 26 | $150 |
EWR | Miami | June 21 to June 28 | $164 |
TPA | Key West | June 22 to June 27 | $171 |
DTW | Miami | June 21 to June 27 | $208 |
BWI | Key West | June 21 to July 1 | $323 |
DTW | Key West | June 21 to July 4 | $323 |
EWR | Key West | June 22 to June 28 | $344 |
ORD | Key West | June 21 to June 24 | $386 |
ATL | Key West | June 21 to July 1 | $502 |
BOS | Key West | June 22 to June 30 | $539 |
TPA | Miami | June 20 to June 21 | $553 |
CLT | Key West | June 21 to July 1 | $611 |
Travelers ❤️ These Monroe County 🏨

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! (1,171 reviews)
"Great location"
Reviewed on Jun 13, 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! (2,506 reviews)
"Beautiful room, wonderful customer service, great location within walking distance to landmarks, and even a surprisingly well-rounded fitness center. Loved our stay! ❤️"
Reviewed on Jun 14, 2025

Hawks Cay Resort
61 Hawks Cay Blvd, Marathon, FL
Book a stay at this beach 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 reviews. Popular attractions Little Conch Key and Walkers Island are located nearby.
8/10 Very Good! (1,003 reviews)
"Property is nice and beautiful"
Reviewed on Jun 12, 2025
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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! (1,714 reviews)
"The shuttle was nice, since the resort is not located near anything of interest. The bar and restaurant is way overpriced and there is no discounts or happy hour for guests."
Reviewed on Jun 11, 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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