Cheap Flights to Monroe County from $40 (2025/2026)

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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.

OriginDestinationTravel DatesFlights From*
PHLMiamiJune 30 to July 4$100
EWRMiamiJuly 5 to July 9$103
ORDMiamiJuly 8 to July 15$108
CLTMiamiAugust 25 to August 29$108
BOSMiamiAugust 23 to August 24$108
TPAMiamiSeptember 12 to September 29$154
BOSKey WestSeptember 6 to September 13$237
LGAKey WestAugust 12 to August 20$242
EWRKey WestAugust 20 to August 27$249
BWIKey WestAugust 12 to August 23$259
MDWKey WestAugust 14 to September 17$269
ATLKey WestAugust 16 to August 30$279
DTWKey WestAugust 12 to August 27$283
PHLKey WestJuly 8 to July 12$375
CLTKey WestAugust 13 to August 20$405
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BWIMiamiJune 22 to June 26$124
ATLMiamiJune 21 to June 27$140
PHLMiamiJune 21 to July 5$149
CLTMiamiJune 21 to June 26$150
EWRMiamiJune 21 to June 28$164
TPAKey WestJune 22 to June 27$171
DTWMiamiJune 21 to June 27$208
BWIKey WestJune 21 to July 1$323
DTWKey WestJune 21 to July 4$323
EWRKey WestJune 22 to June 28$344
ORDKey WestJune 21 to June 24$386
ATLKey WestJune 21 to July 1$502
BOSKey WestJune 22 to June 30$539
TPAMiamiJune 20 to June 21$553
CLTKey WestJune 21 to July 1$611
*Prices include taxes and fees

Travelers ❤️ These Monroe County 🏨

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Stay at this 3.5-star 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.
8.4/10 Very Good! (1,171 reviews)
"Great location"

Reviewed on Jun 13, 2025

Beachside Resort & Residences
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.
8.6/10 Excellent! (2,506 reviews)
"Beautiful room, wonderful customer service, great location within walking distance to landmarks, and even a surprisingly well-rounded fitness center. Loved our stay! ❤️"

Reviewed on Jun 14, 2025

Southernmost Beach Resort and Guesthouses
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd, Marathon, FL
Book a stay at this beach hotel in Marathon. Enjoy free WiFi, 5 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Little Conch Key and Walkers Island are located nearby.
8/10 Very Good! (1,003 reviews)
"Property is nice and beautiful"

Reviewed on Jun 12, 2025

Hawks Cay Resort
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Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Stay at this 4-star 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.
8.6/10 Excellent! (1,714 reviews)
"The shuttle was nice, since the resort is not located near anything of interest. The bar and restaurant is way overpriced and there is no discounts or happy hour for guests."

Reviewed on Jun 11, 2025

Margaritaville Beach House Key West
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.
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.