Cheap Flights to Monroe County from $30 (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.
$58 Roundtrip, just found
$58
Roundtrip
just found
ORD
O'Hare Intl.
MIA
Miami Intl.
$59 Roundtrip, just found
$59
Roundtrip
just found
LGA
LaGuardia
MIA
Miami Intl.
$67 Roundtrip, just found
$67
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$71 Roundtrip, just found
$71
Roundtrip
just found
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$117 Roundtrip, found 22 hours ago
$117
Roundtrip
found 22 hours ago
TPA
Tampa Intl.
MIA
Miami Intl.
$128 Roundtrip, found 4 days ago
$128
Roundtrip
found 4 days ago
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | January 21 to January 29 | $51 |
| PHL | Miami | January 20 to January 29 | $58 |
| JFK | Miami | January 20 to January 28 | $58 |
| MDW | Miami | February 15 to February 19 | $59 |
| DTW | Miami | February 2 to February 6 | $72 |
| BWI | Miami | April 13 to April 13 | $109 |
| TPA | Key West | January 28 to February 6 | $110 |
| TPA | Miami | February 25 to February 28 | $128 |
| BOS | Key West | January 20 to January 21 | $140 |
| PHL | Key West | January 22 to January 29 | $150 |
| EWR | Key West | January 26 to February 5 | $157 |
| EWR | Key West | January 26 to February 5 | $157 |
| CLT | Key West | January 18 to January 26 | $215 |
| DTW | Key West | January 23 to January 30 | $215 |
| BWI | Key West | February 1 to February 9 | $215 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| MDW | Miami | January 3 to January 16 | $133 |
| PHL | Miami | January 3 to January 16 | $139 |
| TPA | Key West | January 4 to January 10 | $140 |
| JFK | Miami | January 2 to February 10 | $178 |
| EWR | Miami | January 3 to January 10 | $205 |
| CLT | Miami | January 4 to January 5 | $247 |
| TPA | Miami | January 3 to January 7 | $309 |
| CLT | Key West | January 3 to January 7 | $320 |
| BOS | Key West | January 3 to January 6 | $332 |
| ORD | Key West | January 2 to February 2 | $370 |
| BOS | Downtown Miami | January 4 to January 15 | $402 |
| BWI | Key West | January 3 to January 7 | $413 |
| DTW | Key West | January 3 to January 7 | $413 |
| EWR | Key West | January 4 to January 8 | $420 |
| ATL | Key West | January 3 to January 5 | $484 |
Best Monroe County Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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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! (1,835 reviews)
Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!
Reviewed on Dec 26, 2025
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.
8/10 Very Good! (1,801 reviews)
Very clean
Reviewed on Dec 26, 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! (1,761 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.
Reviewed on Dec 26, 2025
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DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8/10 Very Good! (1,001 reviews)
Dinner menu ok, food below average, eat in town! Tram services ok, frequently over loaded requiring a wait for second vehicle. Hotel had no hot water for showering or our last day. Complimentary coffee had coffee grounds and staff didn’t seem to care when notified. Place was clean, well kept.
Reviewed on Dec 25, 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
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