Cheap Flights to Monroe County from $33 (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.
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$62 Roundtrip, found 5 days ago
$62
Roundtrip
found 5 days ago
PHL
Philadelphia Intl.
MIA
Miami Intl.
$92 Roundtrip, found 3 days ago
$92
Roundtrip
found 3 days ago
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$203 Roundtrip, found 6 days ago
$203
Roundtrip
found 6 days ago
SFO
San Francisco Intl.
MIA
Miami Intl.
$246 Roundtrip, just found
$246
Roundtrip
just found
TTN
Mercer
MIA
Miami Intl.
$319 Roundtrip, found 9 hours ago
$319
Roundtrip
found 9 hours ago
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$323 Roundtrip, found 2 days ago
$323
Roundtrip
found 2 days ago
BWI
Baltimore Washington Intl. Thurgood Marshall
AVT
Aventura Brightline Train Station
$384 Roundtrip, found 1 day ago
$384
Roundtrip
found 1 day ago
BWI
Baltimore Washington Intl. Thurgood Marshall
EKW
Miami Central Brightline Train Station
$384 Roundtrip, found 1 day ago
$384
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | September 30 to October 6 | $80 |
| TPA | Key West | September 13 to September 18 | $82 |
| PHL | Miami | September 27 to October 1 | $102 |
| CLT | Miami | August 3 to August 8 | $142 |
| TPA | Miami | October 27 to November 5 | $147 |
| BOS | Miami | September 15 to September 16 | $159 |
| EWR | Miami | September 16 to September 19 | $179 |
| EWR | Miami | September 16 to September 19 | $179 |
| DTW | Miami | August 25 to August 29 | $192 |
| ATL | Key West | September 15 to September 19 | $279 |
| EWR | Key West | September 12 to September 15 | $309 |
| DTW | Key West | October 28 to November 3 | $323 |
| BOS | Key West | September 11 to September 15 | $327 |
| PHL | Key West | August 26 to September 2 | $443 |
| CLT | Key West | August 22 to August 29 | $517 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PIE | Key West | July 18 to July 25 | $95 |
| BWI | Miami | July 18 to July 23 | $224 |
| ATL | Miami | July 18 to July 28 | $259 |
| CLT | Miami | July 18 to August 5 | $271 |
| PHL | Miami | July 18 to July 24 | $283 |
| TPA | Miami | July 19 to July 21 | $321 |
| EWR | Miami | July 18 to July 21 | $350 |
| EWR | Miami | July 18 to July 21 | $350 |
| DTW | Key West | July 18 to July 20 | $460 |
| DTW | Downtown Miami | July 19 to July 27 | $496 |
| BOS | Miami | July 19 to July 24 | $508 |
| PHL | Key West | July 18 to July 21 | $525 |
| BOS | Key West | July 19 to July 28 | $528 |
| CLT | Key West | July 18 to July 20 | $588 |
| ATL | Key West | July 19 to July 24 | $971 |
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 Southernmost Point are located nearby.
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 Southernmost Point and Duval Street are located nearby.
8.8/10 Excellent! (3,470 reviews)
"The room was clean but you could tell some things needed some general maintenance. Lightbulbs burned out, cracks in sink and countertops. The staff wasn’t very helpful navigating the layout of the resort so I just wondered until I figured it out on my own. Pools were pretty small for the size of ..."
Reviewed on Jul 16, 2026
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 Southernmost Point are located nearby.
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Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Book a stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Florida Keys Brewing Co. and Lorelei Restaurant & Cabana Bar are located nearby.
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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