
Flights To Monroe County - Cheap Flights Starting at CA $241
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
Jet to one of Monroe County's top cities

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.
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 21 hours ago
CA $439
Roundtrip
found 21 hours ago
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 21 hours ago
CA $439
Roundtrip
found 21 hours ago
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $439 Roundtrip, found 17 hours ago
CA $439
Roundtrip
found 17 hours ago
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $440 Roundtrip, found 6 hours ago
CA $440
Roundtrip
found 6 hours ago
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $446 Roundtrip, found 20 hours ago
CA $446
Roundtrip
found 20 hours ago
YYZ
Pearson Intl.
MIA
Miami Intl.
CA $476 Roundtrip, found 17 hours ago
CA $476
Roundtrip
found 17 hours ago
YUL
Pierre Elliott Trudeau Intl.
MIA
Miami Intl.
CA $487 Roundtrip, found 6 hours ago
CA $487
Roundtrip
found 6 hours ago
YVR
Vancouver Intl.
MIA
Miami Intl.
CA $531 Roundtrip, found 16 hours ago
CA $531
Roundtrip
found 16 hours ago
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| TPA | Key West | June 17 to June 24 | CA $143 |
| DTW | Miami | September 1 to September 8 | CA $216 |
| ATL | Miami | July 25 to August 5 | CA $219 |
| JFK | Miami | August 25 to September 15 | CA $244 |
| BOS | Miami | June 23 to June 30 | CA $271 |
| BWI | Miami | July 28 to August 4 | CA $271 |
| EWR | Miami | June 9 to June 23 | CA $298 |
| ORD | Miami | June 25 to July 1 | CA $423 |
| CLT | Downtown Miami | July 27 to July 31 | CA $475 |
| TPA | Miami | June 6 to June 6 | CA $479 |
| PHL | Miami | June 23 to July 3 | CA $611 |
| BOS | Key West | June 19 to June 21 | CA $803 |
| EWR | Key West | July 2 to July 6 | CA $1,039 |
| EWR | Key West | July 2 to July 6 | CA $1,039 |
| Origin | Destination | Travel dates | Flights from* |
|---|---|---|---|
| DTW | Miami | May 31 to June 5 | CA $395 |
| JFK | Miami | May 30 to June 4 | CA $461 |
| EWR | Miami | May 30 to June 4 | CA $524 |
| ORD | Miami | May 29 to June 5 | CA $539 |
| ATL | Downtown Miami | May 31 to June 3 | CA $556 |
| PHL | Downtown Miami | May 30 to June 6 | CA $735 |
| BOS | Downtown Miami | May 31 to June 4 | CA $860 |
Price found within the past 48 hours. Click for updated prices.



Don't see what you're looking for?
See all available trips from Detroit to Monroe County
View all tripsTravelers ❤️ These Monroe County 🏨

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! (2,264 reviews)
"A complimentary water bottles"
Reviewed on May 23, 2026

Reefhouse Resort & Marina
103800 Overseas Hwy Key Largo FL
Book a stay at this luxury 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 Jimmy Johnson's Big Chill are located nearby.
9.4/10 Exceptional! (1,438 reviews)
"Todo muy excelente pero lo único que no me gustó es que no tienen para cobrar con PayPal y eso es muy importante para la facilidad del cliente deberían de tener PayPal por favor ."
Reviewed on May 22, 2026

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 South Beach are located nearby.
8.8/10 Excellent! (3,326 reviews)
"The resort was very nice. The pools were great and the room was updated and clean. Great location on Duval Street. Highly recommend."
Reviewed on May 22, 2026
Save an average of 15% on thousands of hotels when you're signed in

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! (1,800 reviews)
"Resort fee is quite high for the amenities offered-we didn’t use the shuttle, nor did we take advantage of slushies or popsicles as they are available for a short period of time. Welcome drink was never offered, nor was parking pass. Happened to observe in other vehicles and inquired. The room was ..."
Reviewed on May 23, 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.










