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, Nov 23 - Thu, Nov 26
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$48 Roundtrip, found 1 day ago
$48
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Nov 23 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Thu, Nov 26, priced at $48 found 1 day ago
Sun, Jan 31 - Thu, Feb 4
PHL
Philadelphia Intl.
MIA
Miami Intl.
$83 Roundtrip, found 3 days ago
$83
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Jan 31 from Philadelphia Intl. to Miami Intl., returning Thu, Feb 4, priced at $83 found 3 days ago
Mon, Feb 1 - Sun, Feb 7
PHL
Philadelphia Intl.
MIA
Miami Intl.
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Mon, Feb 1 from Philadelphia Intl. to Miami Intl., returning Sun, Feb 7, priced at $125 found 3 days ago
Mon, Feb 1 - Wed, Feb 3
LGA
LaGuardia
MIA
Miami Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Feb 1 from LaGuardia to Miami Intl., returning Wed, Feb 3, priced at $171 found 3 days ago
Wed, Dec 9 - Tue, Dec 15
LAX
Los Angeles Intl.
MIA
Miami Intl.
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Los Angeles Intl. to Miami Intl., returning Tue, Dec 15, priced at $181 found 1 day ago
Wed, Dec 9 - Thu, Dec 31
SFO
San Francisco Intl.
MIA
Miami Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Dec 9 from San Francisco Intl. to Miami Intl., returning Thu, Dec 31, priced at $252 found 1 day ago
Tue, Dec 1 - Sat, Dec 5
PHL
Philadelphia Intl.
EYW
Key West Intl.
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Dec 1 from Philadelphia Intl. to Key West Intl., returning Sat, Dec 5, priced at $259 found 1 day ago
Thu, Jan 21 - Mon, Jan 25
SFO
San Francisco Intl.
EYW
Key West Intl.
$399 Roundtrip, found 2 days ago
$399
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Jan 21 from San Francisco Intl. to Key West Intl., returning Mon, Jan 25, priced at $399 found 2 days ago
Thu, Jan 28 - Tue, Feb 9
LAX
Los Angeles Intl.
EYW
Key West Intl.
$400 Roundtrip, found 5 days ago
$400
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Jan 28 from Los Angeles Intl. to Key West Intl., returning Tue, Feb 9, priced at $400 found 5 days ago
Sun, Dec 13 - Tue, Dec 15
PHL
Philadelphia Intl.
AVT
Aventura Brightline Train Station
$451 Roundtrip, found 21 hours ago
$451
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Sun, Dec 13 from Philadelphia Intl. to Aventura Brightline Train Station, returning Tue, Dec 15, priced at $451 found 21 hours ago
OriginDestinationTravel DatesFlights From*
BWIMiamiDecember 7 to December 10$66
PIEKey WestDecember 2 to December 3$82
PHLMiamiJanuary 8 to January 14$88
DTWMiamiDecember 7 to December 14$129
TPAMiamiDecember 30 to December 31$132
ORDMiamiFebruary 2 to February 24$180
EWRMiamiFebruary 9 to February 12$190
BOSMiamiJanuary 12 to January 13$199
SWFKey WestJanuary 13 to January 20$203
CLTKey WestDecember 7 to December 12$259
PHLKey WestDecember 1 to December 5$259
BOSKey WestFebruary 1 to February 8$267
ATLKey WestDecember 12 to December 15$369
EWRKey WestDecember 17 to December 21$376
DTWKey WestDecember 12 to December 19$434
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BWIMiamiNovember 6 to November 7$79
PIEKey WestNovember 7 to November 11$86
CLTMiamiNovember 8 to November 9$87
ATLMiamiNovember 6 to November 8$219
TPAMiamiNovember 7 to November 14$224
LGAMiamiNovember 7 to November 14$260
EWRMiamiNovember 7 to November 14$280
BOSMiamiNovember 8 to November 11$368
BOSKey WestNovember 8 to November 13$396
EWRKey WestNovember 8 to November 11$605
ATLKey WestNovember 7 to November 14$663
PHLKey WestNovember 7 to November 14$690
ORDKey WestNovember 7 to November 8$771
CLTKey WestNovember 6 to November 8$995
DTWKey WestNovember 8 to November 15$1,181
*Prices include taxes and fees

Best Monroe County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Avi Lux Stay
4.5-star property

Avi Lux Stay

Dec 6 - Dec 13

7 night stay

Boston (BOS) to Miami (MIA)

Allegiant Air • Roundtrip • Coach
Price was $2,165, price is now $878 per person
$878
per person
found 1 day ago
Tideline Palm Beach Ocean Resort and Spa
4.0-star property

Tideline Palm Beach Ocean Resort and Spa

Jan 21 - Jan 24

3 night stay

Boston (BOS) to Fort Lauderdale (FLL)

Delta • Roundtrip • Coach
Price was $2,434, price is now $1,134 per person
$1,134
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 13 - Jan 17

4 night stay

Boston (BOS) to Miami (MIA)

American Airlines • Coach

Miami (MIA) to Boston (BOS)

Allegiant Air • Coach
Price was $21,280, price is now $10,115 per person
$10,115
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Monroe County
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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.
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! (1,803 reviews)
"Everything was perfect!"

Reviewed on Oct 31, 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.
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.
8.6/10 Excellent! (2,762 reviews)
"This property is very nice. The staff were excellent. I had an incident in which I couldn't get out of my car because of an issue with the electrical system. The head of security was able to walk me through what I needed to do before the police arrived. Thank you so much. I was panicking and he was ..."

Reviewed on Oct 31, 2026

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 November 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 $1,181 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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