Cheap Flights to Monroe County from $24 (2026/2027)

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Key West

Flights
Key West

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.

Mon, Dec 14 - Thu, Dec 17
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$60 Roundtrip, found 13 hours ago
$60
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Mon, Dec 14 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Dec 17, priced at $60 found 13 hours ago
Mon, Jan 11 - Thu, Jan 14
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$82 Roundtrip, found 21 hours ago
$82
Roundtrip
found 21 hours ago
Select Allegiant Air flight, departing Mon, Jan 11 from St. Petersburg-Clearwater Intl. to Key West Intl., returning Thu, Jan 14, priced at $82 found 21 hours ago
Mon, Jan 4 - Wed, Jan 6
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Mon, Jan 4 from Orlando Intl. to Key West Intl., returning Wed, Jan 6, priced at $102 just found
Fri, Dec 25 - Mon, Dec 28
TPA
Tampa Intl.
EYW
Key West Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Dec 25 from Tampa Intl. to Key West Intl., returning Mon, Dec 28, priced at $102 just found
Tue, Dec 1 - Wed, Dec 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$179 Roundtrip, found 5 days ago
$179
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Tue, Dec 1 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Wed, Dec 2, priced at $179 found 5 days ago
Tue, Dec 1 - Wed, Dec 2
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$199 Roundtrip, found 5 days ago
$199
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Dec 1 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Wed, Dec 2, priced at $199 found 5 days ago
Tue, Nov 17 - Wed, Nov 18
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$207 Roundtrip, found 13 hours ago
$207
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Tue, Nov 17 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Wed, Nov 18, priced at $207 found 13 hours ago
Mon, Dec 7 - Tue, Dec 8
LAX
Los Angeles Intl.
MIA
Miami Intl.
$225 Roundtrip, found 1 day ago
$225
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Los Angeles Intl. to Miami Intl., returning Tue, Dec 8, priced at $225 found 1 day ago
Fri, Dec 4 - Sun, Dec 13
SFO
San Francisco Intl.
MIA
Miami Intl.
$279 Roundtrip, found 3 hours ago
$279
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Dec 4 from San Francisco Intl. to Miami Intl., returning Sun, Dec 13, priced at $279 found 3 hours ago
Thu, Dec 10 - Tue, Dec 15
BWI
Baltimore Washington Intl. Thurgood Marshall
AVT
Aventura Brightline Train Station
$320 Roundtrip, found 5 days ago
$320
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Thu, Dec 10 from Baltimore Washington Intl. Thurgood Marshall to Aventura Brightline Train Station, returning Tue, Dec 15, priced at $320 found 5 days ago
Mon, Nov 16 - Wed, Nov 18
BWI
Baltimore Washington Intl. Thurgood Marshall
EKW
Miami Central Brightline Train Station
$320 Roundtrip, found 5 days ago
$320
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Nov 16 from Baltimore Washington Intl. Thurgood Marshall to Miami Central Brightline Train Station, returning Wed, Nov 18, priced at $320 found 5 days ago
OriginDestinationTravel DatesFlights From*
CLTMiamiDecember 7 to December 10$48
PIEKey WestDecember 6 to December 11$82
PHLMiamiJanuary 6 to January 15$98
TPAMiamiDecember 1 to December 8$137
DTWMiamiJanuary 31 to February 4$147
LGAMiamiFebruary 8 to February 13$163
EWRMiamiJanuary 26 to February 2$192
BOSMiamiDecember 8 to December 12$199
SWFKey WestJanuary 13 to January 20$209
BOSKey WestJanuary 21 to January 26$345
CLTKey WestJanuary 7 to January 12$357
EWRKey WestDecember 17 to December 21$366
ATLKey WestDecember 12 to December 15$369
DTWKey WestDecember 17 to December 22$388
PHLKey WestFebruary 6 to February 13$513
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
CLTMiamiNovember 8 to November 9$104
PIEKey WestNovember 6 to November 14$104
ATLMiamiNovember 7 to November 9$168
PHLMiamiNovember 8 to November 9$176
TPAMiamiNovember 7 to November 17$287
MDWMiamiNovember 7 to November 14$315
EWRMiamiNovember 8 to November 9$427
EWRMiamiNovember 8 to November 9$427
LGAKey WestNovember 7 to November 10$499
DTWKey WestNovember 7 to November 12$511
EWRKey WestNovember 7 to November 10$587
PHLKey WestNovember 7 to November 10$609
BOSKey WestNovember 8 to November 13$663
CLTKey WestNovember 6 to November 8$888
ATLKey WestNovember 6 to November 9$927
*Prices include taxes and fees

Best Monroe County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Henrosa Hotel
3.5-star property

Henrosa Hotel

Jan 16 - Jan 21

5 night stay

Boston (BOS) to Miami (MIA)

Allegiant Air • Roundtrip • Coach
Price was $1,083, price is now $525 per person
$525
per person
found 1 day ago
The Retreat Collection at 1 Hotel & Homes South Beach
5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Jan 24 - Jan 28

4 night stay

Detroit (DTW) to Miami (MIA)

United • Non-stop roundtrip • Coach
Price was $17,519, price is now $7,881 per person
$7,881
per person
found 14 hours ago
Avi Lux Stay
4.5-star property

Avi Lux Stay

Dec 10 - Dec 13

3 night stay

Boston (BOS) to Miami (MIA)

Allegiant Air • Roundtrip • Coach
Price was $1,183, price is now $568 per person
$568
per person
found 15 hours ago
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Travelers ❤️ These Monroe County 🏨

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
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.
9.2/10 Wonderful! (1,503 reviews)
"Food was excellent and staff was extremely friendly. The room could have been a little better. The floors were sandy but the room was otherwise clean"

Reviewed on Nov 3, 2026

Opens in a new windowCheeca Lodge & Spa
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. 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! (1,813 reviews)
"Amazing. Loved it and I will be back"

Reviewed on Nov 2, 2026

Opens in a new windowMargaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
9/10 Wonderful! (1,893 reviews)
"I wish we didn’t have a room Right beside the road and have to wake up The employees loud cleaning with machines by the window both days at 8 am. The food should be a lot better, but it wasn’t. Service was kind and helpful."

Reviewed on Nov 3, 2026

Opens in a new windowHavana Cabana at Key West
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Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
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 Mallory Square are located nearby.
Opens in a new windowBlue Flamingo Resort 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.

Frequently asked questions

How much is the cheapest flight to Monroe County?
A roundtrip flight to Monroe County cost as little as $48 in the last seven days. Once you've chosen your travel dates, we'll help you grab an amazing deal. This price was available on Travelocity for flights to Monroe County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Monroe County?
Be sure to leave December clear in your calendar, because it's the cheapest month to head to Monroe County. That's based on Travelocity's direct flight demand from January to December last year. With more money in your wallet, you can go on a shopping binge, go to a concert or whatever else you like!
How can I check my flight status to Monroe County?
There are a few ways you can check the status of your flight. You'll find all the necessary info in our "Trips" portal, which is located at the top right of our homepage. Sign in or create a new account in seconds — you can then view and make changes to your bookings whenever you want to. For those on the move, the Travelocity app can also help you check the status of your flight to Monroe County, as well as share details with any members of your family flying with you.
How do I find the best deals on flights to Monroe County?
It pays to book in advance, and if you can, avoid traveling during high season. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. This will reveal ticket prices for surrounding days. In the last seven days, the lowest price for a roundtrip flight to Monroe County was $48. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Monroe County with Travelocity?
Search for cheap flights to Monroe County with Travelocity and begin arranging your next getaway. With round-the-clock customer support during every stage of your trip and a Price Match Guarantee, we take the worry out of reserving cheap family flights, hotels, experiences and more. Bag a fantastic deal today and brace yourself for an epic adventure.
What are the most popular flight routes to Monroe County?
Browse through these major flight routes to Monroe County and start planning your next big adventure:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 849 flights a month.
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 637 flights a month.
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 442 flights a month.

How much is a flight to Monroe County on average?
Travelers have found roundtrip flights to Monroe County for between $48 and $927 with Travelocity in the last seven days. Whether you're planning to fly economy or business class, we'll help you get a fabulous deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Monroe County?
Take a look at these main routes to get an idea on how long you'll be in your seat during a direct flight to Monroe County:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 45 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 48 minutes
  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes

What can I expect on a flight to Monroe County?
This mostly depends on where you're flying from and which airline you go with. You'll likely find all types of flights to Monroe County, from business fares to cheap flights for family vacations. If a flight is classed as long haul, the airline will usually offer meals and drinks, a range of entertainment programs as well as games to amuse the kids.

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