Cheap Flights to Monroe County from $45 (2026/2027)| Travelocity

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Key West

Flights

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.

Sun, Sep 6 - Thu, Sep 10

PHL

Philadelphia Intl.

MIA

Miami Intl.

$82

Roundtrip

found 2 hours ago

Tue, Aug 11 - Wed, Aug 12

BWI

Baltimore Washington Intl. Thurgood Marshall

MIA

Miami Intl.

$101

Roundtrip

found 2 hours ago

Wed, Sep 2 - Sat, Sep 5

BWI

Baltimore Washington Intl. Thurgood Marshall

MIA

Miami Intl.

$237

Roundtrip

found 1 day ago

Mon, Sep 21 - Fri, Sep 25

SFO

San Francisco Intl.

MIA

Miami Intl.

$240

Roundtrip

found 5 hours ago

Sat, Aug 29 - Sat, Sep 5

BWI

Baltimore Washington Intl. Thurgood Marshall

EYW

Key West Intl.

$330

Roundtrip

found 21 hours ago

Thu, Aug 27 - Tue, Sep 1

TTN

Mercer

MIA

Miami Intl.

$369

Roundtrip

found 2 days ago

Fri, Jul 31 - Mon, Aug 3

BWI

Baltimore Washington Intl. Thurgood Marshall

AVT

Aventura Brightline Train Station

$372

Roundtrip

found 4 days ago

Fri, Jul 31 - Mon, Aug 3

BWI

Baltimore Washington Intl. Thurgood Marshall

EKW

Miami Central Brightline Train Station

$372

Roundtrip

found 4 days ago

Origin	Destination	Travel Dates	Flights From*
TPA	Key West	August 30 to September 1	$82
PHL	Miami	September 6 to September 10	$82
CLT	Miami	August 27 to September 3	$96
TPA	Miami	August 1 to August 4	$151
BOS	Miami	September 15 to September 16	$157
EWR	Miami	September 1 to September 30	$167
EWR	Miami	September 1 to September 30	$167
EWR	Key West	July 21 to July 28	$289
EWR	Key West	July 21 to July 28	$289
ATL	Key West	September 10 to September 12	$299
DTW	Key West	October 6 to October 14	$323
BOS	Key West	August 10 to August 14	$327
BWI	Key West	August 29 to September 5	$330
PHL	Key West	August 26 to September 2	$443
CLT	Key West	September 5 to September 12	$505

*Prices include taxes and fees

Origin	Destination	Travel Dates	Flights From*
BWI	Miami	July 4 to July 8	$139
CLT	Miami	July 4 to July 7	$240
TPA	Miami	July 4 to August 3	$284
PHL	Miami	July 4 to July 17	$293
DTW	Miami	July 5 to July 9	$319
ATL	Miami	July 5 to July 12	$331
JFK	Miami	July 3 to July 4	$375
EWR	Miami	July 3 to July 7	$402
JFK	Key West	July 4 to July 8	$456
EWR	Key West	July 4 to July 8	$458
BWI	Key West	July 3 to July 11	$581
PHL	Key West	July 3 to July 5	$599
CLT	Key West	July 3 to July 9	$617
BOS	Key West	July 5 to July 10	$736
ATL	Key West	July 5 to July 5	$1,017

*Prices include taxes and fees

Best Monroe County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.

3.5-star property

Cavalier Hotel South Beach

Aug 21 - Aug 27

6 night stay

Boston (BOS) to Miami (MIA)

United • Non-stop roundtrip • Coach

Save 100% on your flight

$517

per person

found 1 day ago

5.0-star property

The Retreat Collection at 1 Hotel & Homes South Beach

Aug 21 - Aug 27

6 night stay

Boston (BOS) to Miami (MIA)

United • Non-stop roundtrip • Coach

$9,515

per person

found 1 day ago

5.0-star property

Nobu Hotel Miami Beach

Sep 6 - Sep 11

5 night stay

Boston (BOS) to Miami (MIA)

Delta • Roundtrip • Coach

Save 100% on your flight

$614

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 🏨

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Book a stay at this 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 Southernmost Point are located nearby.

8.6/10 Excellent! (2,314 reviews)

"We booked a two bedroom suite. It was not as advertised. There was a primary entry and then a secondary entry to two separate rooms. One room was small and was only a bedroom. The second room was an actual suite with a master bedroom. With three small kids this was less than ideal. I spoke to staff ..."

Reviewed on Jun 30, 2026

Blue Flamingo Resort Key West

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 Southernmost Point are located nearby.

8.4/10 Very Good! (2,464 reviews)

"Did not like the rooms. They were like a motel set up"

Reviewed on Jul 1, 2026

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Book a stay at this beach 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 Southernmost Point and Duval Street are located nearby.

8.8/10 Excellent! (3,418 reviews)

"Beautiful resort ! Very clean ! The staff was amazing , everyone on the property was very friendly They always reached out from the front desk ( not a virtual assistant) to make sure you had all that you needed and to let you know about fun events they were having that day , thank you Frank ,Marilyn ..."

Reviewed on Jul 1, 2026

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Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd Key West FL

Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.

8/10 Very Good! (1,257 reviews)

"Todo perfecto solamente cuando llegamos no nos informaron mucho sobre los buses que uno podía tomar ahí nos enteramos ya al final por que atentamente la señorita que no hizo en chek out nos explicó creo que si deberían tomar un poco de tiempo y explicar las alternativas esto ami personalmente me ..."

Reviewed on Jul 1, 2026

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.

More Ways To Wander Monroe County

Monroe County Hotels

Find the perfect hotel after your flight

Monroe County Vacation Rentals

Great Deals on alternative accommodations

Monroe County Car Rentals

Affordable cars to get you around town

Monroe County Vacations

Save more by combining flights, hotels and cars

Things to do in Monroe County

Activities, attractions and tours

Frequently asked questions

How much is the cheapest flight to Monroe County?

A roundtrip flight to Monroe County cost as little as $82 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 $82. 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 $82 and $1,017 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.

Cheap Flights to Monroe County from $45 (2026/2027)

Travelers

Jet to one of Monroe County's top cities

Key West

Marathon

Key Largo

Islamorada

Summerland Key

Key Colony Beach

How Much Does it Cost To Fly To Monroe County?

Best Monroe County Flight and Hotel Packages

Cavalier Hotel South Beach

Aug 21 - Aug 27

Boston (BOS) to Miami (MIA)

The Retreat Collection at 1 Hotel & Homes South Beach

Aug 21 - Aug 27

Boston (BOS) to Miami (MIA)

Nobu Hotel Miami Beach

Sep 6 - Sep 11

Boston (BOS) to Miami (MIA)

Travelers ❤️ These Monroe County 🏨

Beachside Resort & Residences

Blue Flamingo Resort Key West

Southernmost Beach Resort and Guesthouses

Hilton Garden Inn Key West / The Keys Collection

More Ways To Wander Monroe County

Frequently asked questions

Explore More Ways to Travel with Travelocity