Cheap Flights to Monroe County from $31 (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.
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$61 Roundtrip, just found
$61
Roundtrip
just found
LGA
LaGuardia
MIA
Miami Intl.
$61 Roundtrip, just found
$61
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$63 Roundtrip, just found
$63
Roundtrip
just found
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$147 Roundtrip, found 3 hours ago
$147
Roundtrip
found 3 hours ago
LGA
LaGuardia
MIA
Miami Intl.
$147 Roundtrip, found 21 hours ago
$147
Roundtrip
found 21 hours ago
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$147 Roundtrip, found 2 hours ago
$147
Roundtrip
found 2 hours ago
LGA
LaGuardia
EYW
Key West Intl.
$165 Roundtrip, found 5 hours ago
$165
Roundtrip
found 5 hours ago
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$167 Roundtrip, found 5 days ago
$167
Roundtrip
found 5 days ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| JFK | Miami | March 4 to March 5 | $61 |
| PHL | Miami | March 1 to March 5 | $61 |
| EWR | Miami | March 2 to March 5 | $63 |
| CLT | Miami | April 18 to April 25 | $69 |
| BOS | Miami | March 31 to April 7 | $71 |
| BWI | Miami | March 1 to March 6 | $89 |
| TPA | Key West | April 27 to April 30 | $110 |
| DTW | Miami | March 23 to March 26 | $110 |
| TPA | Miami | April 8 to April 9 | $160 |
| LGA | Key West | May 3 to May 7 | $165 |
| CLT | Key West | March 15 to March 20 | $176 |
| PHL | Key West | April 27 to April 30 | $183 |
| EWR | Key West | April 20 to April 24 | $189 |
| BOS | Key West | March 16 to March 25 | $193 |
| DTW | Key West | March 22 to March 27 | $249 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PHL | Miami | February 22 to March 3 | $70 |
| ATL | Miami | February 22 to February 24 | $88 |
| ORD | Miami | February 22 to February 27 | $90 |
| TPA | Key West | February 22 to March 2 | $115 |
| EWR | Miami | February 22 to February 27 | $124 |
| CLT | Miami | February 21 to February 28 | $140 |
| TPA | Miami | February 22 to February 23 | $234 |
| LGA | Key West | February 22 to February 27 | $258 |
| PHL | Key West | February 20 to February 27 | $308 |
| BOS | Key West | February 22 to February 26 | $315 |
| ORD | Key West | February 22 to February 27 | $328 |
| CLT | Key West | February 20 to February 26 | $342 |
| EWR | Key West | February 22 to February 27 | $347 |
| DTW | Key West | February 22 to February 27 | $356 |
| BWI | Key West | February 22 to February 27 | $370 |
Best Monroe County Flight and Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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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 Southernmost Point are located nearby.
8.6/10 Excellent! (3,063 reviews)
Everything was wonderful! I highly recommend and would come again.
Reviewed on Feb 12, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
8/10 Very Good! (2,073 reviews)
The room is clean, staffs are friendly. The breakfast is good, the restaurant provides good food
Reviewed on Feb 12, 2026
Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Book a stay at this beach 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.
9.2/10 Wonderful! (1,358 reviews)
Staff was very accommodating. Great food
Reviewed on Feb 13, 2026
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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! (1,799 reviews)
Room was beautiful and very clean. Concierge so very helpful. The property is relaxing and the view is beautiful
Reviewed on Feb 9, 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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