Cheap Flights to Monroe County from $25 (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.

Wed, Oct 14 - Wed, Oct 21
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$54 Roundtrip, found 1 day ago
$54
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Wed, Oct 14 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Wed, Oct 21, priced at $54 found 1 day ago
Wed, Dec 9 - Thu, Dec 10
PHL
Philadelphia Intl.
MIA
Miami Intl.
$117 Roundtrip, found 7 hours ago
$117
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Dec 9 from Philadelphia Intl. to Miami Intl., returning Thu, Dec 10, priced at $117 found 7 hours ago
Thu, Nov 5 - Wed, Nov 11
LAX
Los Angeles Intl.
MIA
Miami Intl.
$215 Roundtrip, found 1 day ago
$215
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 5 from Los Angeles Intl. to Miami Intl., returning Wed, Nov 11, priced at $215 found 1 day ago
Sat, Nov 7 - Sat, Nov 14
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$217 Roundtrip, found 5 hours ago
$217
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Sat, Nov 7 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Sat, Nov 14, priced at $217 found 5 hours ago
Wed, Nov 11 - Tue, Nov 17
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$217 Roundtrip, found 6 hours ago
$217
Roundtrip
found 6 hours ago
Select Southwest Airlines flight, departing Wed, Nov 11 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Tue, Nov 17, priced at $217 found 6 hours ago
Sat, Nov 7 - Sat, Nov 14
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$237 Roundtrip, found 5 hours ago
$237
Roundtrip
found 5 hours ago
Select United flight, departing Sat, Nov 7 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Sat, Nov 14, priced at $237 found 5 hours ago
Wed, Nov 11 - Tue, Nov 17
BWI
Baltimore Washington Intl. Thurgood Marshall
MIA
Miami Intl.
$237 Roundtrip, found 6 hours ago
$237
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Nov 11 from Baltimore Washington Intl. Thurgood Marshall to Miami Intl., returning Tue, Nov 17, priced at $237 found 6 hours ago
Tue, Nov 10 - Sat, Nov 21
SFO
San Francisco Intl.
MIA
Miami Intl.
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Nov 10 from San Francisco Intl. to Miami Intl., returning Sat, Nov 21, priced at $273 found 1 day ago
Sat, Dec 5 - Wed, Dec 9
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$349 Roundtrip, found 7 hours ago
$349
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Dec 5 from Baltimore Washington Intl. Thurgood Marshall to Key West Intl., returning Wed, Dec 9, priced at $349 found 7 hours ago
Tue, Feb 16 - Tue, Feb 23
SFO
San Francisco Intl.
MIA
Miami Intl.
$363 Roundtrip, just found
$363
Roundtrip
just found
Select Alaska Airlines flight, departing Tue, Feb 16 from San Francisco Intl. to Miami Intl., returning Tue, Feb 23, priced at $363 just found
OriginDestinationTravel DatesFlights From*
ATLMiamiDecember 1 to December 3$48
PIEKey WestOctober 17 to October 21$86
PHLMiamiDecember 9 to December 10$117
BOSMiamiOctober 27 to October 28$171
CLTMiamiNovember 9 to November 12$179
DTWMiamiNovember 1 to November 13$199
LGAMiamiNovember 9 to November 17$200
EWRMiamiNovember 9 to November 17$217
JFKKey WestDecember 7 to December 16$335
BWIKey WestDecember 5 to December 9$349
DTWKey WestDecember 8 to December 16$353
EWRKey WestDecember 5 to December 8$359
BOSKey WestOctober 18 to October 22$372
PHLKey WestDecember 12 to December 15$493
CLTKey WestJanuary 9 to January 12$526
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEKey WestOctober 10 to October 21$86
ATLMiamiOctober 10 to October 16$157
PHLMiamiOctober 10 to October 13$203
TPAMiamiOctober 10 to October 13$234
CLTMiamiOctober 9 to October 12$312
DTWMiamiOctober 10 to October 15$362
BWIKey WestOctober 11 to October 18$434
EWRKey WestOctober 10 to October 17$449
BOSMiamiOctober 10 to October 14$460
BOSKey WestOctober 9 to October 16$469
EWRMiamiOctober 9 to October 13$471
ORDKey WestOctober 10 to October 11$495
PHLKey WestOctober 10 to October 17$575
CLTKey WestOctober 10 to October 18$660
DTWKey WestOctober 10 to October 11$735
*Prices include taxes and fees

Best Monroe County Flight and Hotel Packages

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

Ithaca Hotel

Oct 16 - Oct 19

3 night stay

Baltimore (BWI) to Miami (MIA)

Frontier Airlines • Roundtrip • Coach
Price was $3,025, price is now $747 per person
$747
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 23 - Nov 28

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Coach

Miami (MIA) to Boston (BOS)

American Airlines • Coach
Price was $19,713, price is now $9,681 per person
$9,681
per person
found 1 day ago
1 Hotel South Beach
5.0-star property

1 Hotel South Beach

Dec 28 - Jan 1

4 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $8,068, price is now $4,549 per person
$4,549
per person
found 1 day ago
Don't see what you're looking for?
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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
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Book a stay at this 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.
9.2/10 Wonderful! (1,788 reviews)
"We really enjoyed our stay except for rain"

Reviewed on Oct 1, 2026

Opens in a new windowChesapeake Beach Resort
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 Smathers Beach are located nearby.
8.6/10 Excellent! (2,704 reviews)
"Bar service was good. No Hot tub at main pool. Did have one on property next door. Easy access but a little bit of a drive to Deval street."

Reviewed on Oct 1, 2026

Opens in a new windowBlue Flamingo Resort Key West
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Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Book a stay at this spa 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.
Opens in a new windowSouthernmost Beach Resort and Guesthouses
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 October 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 $735 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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