Cheap Flights to Monroe County from $44 (2025/2026)

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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.

Sat, Sep 13 - Wed, Sep 17
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, Sep 13 from Newark Liberty Intl. Airport to Miami Intl., returning Wed, Sep 17, priced at $87 just found
Sun, Aug 31 - Sat, Sep 6
LGA
LaGuardia
MIA
Miami Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Sun, Aug 31 from LaGuardia to Miami Intl., returning Sat, Sep 6, priced at $87 just found
Fri, Sep 19 - Sun, Sep 21
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$90 Roundtrip, just found
$90
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Sep 19 from John F. Kennedy Intl. to Miami Intl., returning Sun, Sep 21, priced at $90 just found
Tue, Oct 21 - Tue, Oct 21
LGA
LaGuardia
MIA
Miami Intl.
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Oct 21 from LaGuardia to Miami Intl., returning Tue, Oct 21, priced at $142 found 6 days ago
Tue, Sep 16 - Tue, Sep 16
EWR
Newark Liberty Intl. Airport
MIA
Miami Intl.
$145 Roundtrip, found 1 day ago
$145
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 16 from Newark Liberty Intl. Airport to Miami Intl., returning Tue, Sep 16, priced at $145 found 1 day ago
Sat, Nov 8 - Sat, Nov 15
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$147 Roundtrip, just found
$147
Roundtrip
just found
Select Delta flight, departing Sat, Nov 8 from John F. Kennedy Intl. to Miami Intl., returning Sat, Nov 15, priced at $147 just found
Sun, Feb 1 - Thu, Feb 12
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 5 days ago
$229
Roundtrip
found 5 days ago
Select United flight, departing Sun, Feb 1 from Newark Liberty Intl. Airport to Key West Intl., returning Thu, Feb 12, priced at $229 found 5 days ago
Tue, Jan 6 - Tue, Jan 13
LGA
LaGuardia
EYW
Key West Intl.
$239 Roundtrip, found 17 hours ago
$239
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, Jan 6 from LaGuardia to Key West Intl., returning Tue, Jan 13, priced at $239 found 17 hours ago
OriginDestinationTravel DatesFlights From*
ATLMiamiNovember 1 to November 4$65
LGAMiamiSeptember 6 to September 13$74
ORDMiamiSeptember 10 to September 13$87
EWRMiamiAugust 31 to September 5$87
CLTMiamiSeptember 4 to September 8$98
DTWMiamiSeptember 6 to September 8$118
TPAKey WestSeptember 3 to September 8$122
BOSKey WestNovember 1 to November 4$171
EWRKey WestSeptember 10 to September 14$234
EWRKey WestSeptember 10 to September 14$234
BWIKey WestNovember 13 to November 17$245
ATLKey WestNovember 6 to November 10$245
PHLKey WestNovember 10 to November 16$257
DTWKey WestNovember 6 to November 10$265
MDWKey WestNovember 3 to November 12$269
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BWIMiamiAugust 23 to August 28$109
TPAKey WestAugust 24 to August 28$126
CLTMiamiAugust 23 to August 25$133
LGAMiamiAugust 22 to September 4$172
TPAMiamiAugust 24 to August 25$189
DTWMiamiAugust 24 to August 29$216
EWRMiamiAugust 22 to September 4$244
BOSKey WestAugust 22 to August 26$255
BOSMiamiAugust 23 to August 24$276
BWIKey WestAugust 23 to August 30$321
DTWKey WestAugust 23 to August 26$355
ORDKey WestAugust 23 to September 6$374
JFKKey WestAugust 23 to August 27$375
ATLKey WestAugust 23 to August 30$565
CLTKey WestAugust 23 to September 6$626
*Prices include taxes and fees

Best Monroe County Flight and Hotel Packages

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

Flow Miami Hotel

Oct 18 - Oct 25

7 night stay

Baltimore (BWI) to Miami (MIA)

Frontier Airlines • Roundtrip • Coach
per person
found 1 day ago
Pelican Grand Beach Resort - A Noble House Resort
4.0-star property

Pelican Grand Beach Resort - A Noble House Resort

Oct 18 - Oct 25

7 night stay

Baltimore (BWI) to Miami (MIA)

Frontier Airlines • Roundtrip • Coach
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

Nov 4 - Nov 11

7 night stay

Baltimore (BWI) to Miami (MIA)

Spirit Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
Don't see what you're looking for?
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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! (1,455 reviews)
"Great pool"

Reviewed on Aug 15, 2025

Beachside Resort & Residences
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Stay at this 3.5-star 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.
9/10 Wonderful! (1,495 reviews)
"Overall it was a great resort that offered activities and a free continental breakfast. Omelette station was a pleasant surprise."

Reviewed on Aug 15, 2025

Chesapeake Beach Resort
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Stay at this 4-star eco-certified 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.
7.6/10 Good! (1,539 reviews)
"I was celebrating my boyfriends birthday this weekend and the staff was absolutely amazing. They were super nice especially (Jose and Joel) along with Jessie the concierge that helped us book the most awesome parasailing trip ever! They even brought us a bottle of champagne to the room and were very ..."

Reviewed on Aug 14, 2025

Blue Flamingo Resort Key West
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Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. 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! (1,718 reviews)
"Friendly staff, had a couple minor issues in our room but contacted front desk and things were taken care of immediately! Lots of activities located on property (kayaks, paddle boards, bicycles, & pools). This is located away from the hustle and bustle of Key West so it’s quiet. The shuttle is a ..."

Reviewed on Aug 15, 2025

Oceans Edge Key West Resort, Hotel & Marina
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 $65 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 September 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 $65. 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 $65 and $626 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.

Destinations in Monroe County

*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.