Cheap Flights to Monroe County from $28 (2026/2027)
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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.
$61 Roundtrip, found 2 hours ago
$61
Roundtrip
found 2 hours ago
DFW
Dallas-Fort Worth Intl.
MIA
Miami Intl.
$66 Roundtrip, found 6 hours ago
$66
Roundtrip
found 6 hours ago
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$76 Roundtrip, found 7 hours ago
$76
Roundtrip
found 7 hours ago
TPA
Tampa Intl.
EYW
Key West Intl.
$78 Roundtrip, found 16 hours ago
$78
Roundtrip
found 16 hours ago
PHL
Philadelphia Intl.
MIA
Miami Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 10 hours ago
$102
Roundtrip
found 10 hours ago
MCO
Orlando Intl.
MIA
Miami Intl.
$140 Roundtrip, found 4 hours ago
$140
Roundtrip
found 4 hours ago
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$143 Roundtrip, found 5 days ago
$143
Roundtrip
found 5 days ago
MCO
Orlando Intl.
MIA
Miami Intl.
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
TPA
Tampa Intl.
MIA
Miami Intl.
$189 Roundtrip, found 5 days ago
$189
Roundtrip
found 5 days ago
RDU
Raleigh - Durham Intl.
MIA
Miami Intl.
$217 Roundtrip, found 1 day ago
$217
Roundtrip
found 1 day ago
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| ATL | Miami | July 27 to July 29 | $56 |
| BWI | Miami | June 9 to June 10 | $66 |
| CLT | Miami | June 27 to July 3 | $100 |
| PHL | Miami | June 8 to June 11 | $122 |
| TPA | Miami | July 14 to July 15 | $190 |
| EWR | Miami | July 15 to July 22 | $197 |
| LGA | Miami | June 3 to June 13 | $197 |
| BOS | Key West | May 25 to May 28 | $201 |
| DTW | Miami | August 8 to August 18 | $214 |
| BOS | Miami | June 16 to June 23 | $215 |
| EWR | Key West | May 30 to June 4 | $296 |
| EWR | Key West | May 30 to June 4 | $296 |
| DTW | Key West | August 15 to August 22 | $323 |
| PHL | Key West | June 2 to June 9 | $351 |
| CLT | Key West | June 6 to June 13 | $505 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| TPA | Key West | May 10 to May 13 | $121 |
| BWI | Miami | May 9 to October 15 | $241 |
| ATL | Miami | May 9 to May 16 | $310 |
| JFK | Miami | May 9 to May 23 | $326 |
| MDW | Miami | May 9 to August 19 | $327 |
| BOS | Key West | May 10 to May 14 | $346 |
| DTW | Miami | May 9 to August 15 | $382 |
| BOS | Miami | May 9 to May 12 | $388 |
| CLT | Miami | May 10 to May 24 | $438 |
| TTN | Miami | May 9 to May 12 | $443 |
| EWR | Downtown Miami | May 9 to May 23 | $467 |
| TPA | Miami | May 9 to August 3 | $490 |
| PHL | Key West | May 9 to May 16 | $535 |
| LGA | Key West | May 10 to May 11 | $587 |
| ORD | Key West | May 10 to May 13 | $626 |
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.
8.4/10 Very Good! (2,199 reviews)
I wouldn’t choose to stay at a RESORT, but my trip was last minute and it was the best I could do. Resort vibe is definitely not me. I was in town for birding and hiking and just needed a clean, quiet room. They put me in the very back of the facility in the Rooster section on the second floor with ...
Reviewed on May 6, 2026
Waterside Suites & Marina
201 Ocean Drive Key Largo FL
Stay at this hotel in Key Largo. Enjoy free WiFi, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Pennekamp Coral Reef State Park and Jacob's Aquatic Center are located nearby.
9/10 Wonderful! (1,332 reviews)
Free parking for guess. Excellent room and amenities. Great staff.
Reviewed on May 6, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Book a stay at this 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.
8.8/10 Excellent! (1,807 reviews)
The room was beautiful, spacious, perfect for a either a quick get away or a long one. The staff was super friendly and attentive to all of our needs. The pool was clean and had tropical island theme. Oh and dont miss the jacuzzi that is tucked away in the of the waterfall. All in all Margaritaville ...
Reviewed on May 6, 2026
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Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
9.2/10 Wonderful! (1,722 reviews)
excellent breakfast included. large comfortable rooms
Reviewed on May 5, 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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- Old Town Key West Hotels
- Beach Resorts & in Midtown
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- Flights to Goodland
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- Flights from Key West Intl.
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