$65 Cheap flights to Monroe County

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Top places to visit in Monroe County

A beach with palm trees, people sunbathing, and a resort in the background.
FlightsFlights
FlightsFlights

Key West

Key West

Cheap flights to Monroe County from $65 One Way, $68 Round Trip

$68 return flights and $65 one-way flights to Monroe County were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Feb 20 - Fri, Feb 26
LGA
New York
MIA
Miami
$164 Roundtrip, found 3 hours ago
$164
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Sat, Feb 20 from New York to Miami, returning Fri, Feb 26, priced at $164 found 3 hours ago
Sat, Jan 30 - Tue, Feb 2
EWR
New York
MIA
Miami
$199 Roundtrip, found 2 days ago
$199
Roundtrip
found 2 days ago
Select United flight, departing Sat, Jan 30 from New York to Miami, returning Tue, Feb 2, priced at $199 found 2 days ago
Fri, Jan 8 - Sat, Jan 16
JFK
New York
MIA
Miami
$209 Roundtrip, found 1 hour ago
$209
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Fri, Jan 8 from New York to Miami, returning Sat, Jan 16, priced at $209 found 1 hour ago
Fri, Dec 11 - Thu, Dec 17
JFK
New York
EYW
Key West
$341 Roundtrip, found 15 hours ago
$341
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Fri, Dec 11 from New York to Key West, returning Thu, Dec 17, priced at $341 found 15 hours ago
Fri, Apr 30 - Thu, May 6
EWR
New York
EYW
Key West
$359 Roundtrip, found 2 days ago
$359
Roundtrip
found 2 days ago
Select United flight, departing Fri, Apr 30 from New York to Key West, returning Thu, May 6, priced at $359 found 2 days ago
Sat, Dec 12 - Sat, Dec 19
LGA
New York
EYW
Key West
$386 Roundtrip, found 5 days ago
$386
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Dec 12 from New York to Key West, returning Sat, Dec 19, priced at $386 found 5 days ago
Loading

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
ATLMiamiNovember 14 to November 17$68
CLTMiamiNovember 13 to November 16$78
PHLMiamiNovember 14 to November 17$101
TPAMiamiNovember 13 to November 14$180
DTWMiamiNovember 14 to November 22$218
MDWMiamiNovember 14 to November 19$244
LGAMiamiNovember 14 to November 17$287
EWRMiamiNovember 14 to November 17$290
BOSKey WestNovember 15 to November 19$392
BOSMiamiNovember 13 to November 15$454
EWRKey WestNovember 14 to November 21$508
EWRKey WestNovember 14 to November 21$508
DTWKey WestNovember 14 to November 21$555
BWIKey WestNovember 15 to November 22$635
CLTKey WestNovember 15 to November 16$917
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Score Epic Monroe County Accommodation Deals

Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$234 nightly
The price is $263 total per night from Nov 29 to Nov 30
$263 total
Nov 29 - Nov 30
Total with taxes and fees
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 ...
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
Fully refundableReserve now, pay when you stay
$285 nightly
The price is $321 total per night from Nov 18 to Nov 19
$321 total
Nov 18 - Nov 19
Total with taxes and fees
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 ...
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
Fully refundableReserve now, pay when you stay
$200 nightly
The price is $225 total per night from Nov 29 to Nov 30
$225 total
Nov 29 - Nov 30
Total with taxes and fees
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 ...
Opens in a new windowHavana Cabana at Key West
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $197 total per night from Nov 15 to Nov 16
$197 total
Nov 15 - Nov 16
Total with taxes and fees
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 ...
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.

Need a Car For After Your Flight?

Fullsize

Nissan Altima
  • 5 people
  • Unlimited mileage
MIAMI, USA
Nissan Altima

$4

$11 total
found 1 day ago
Fullsize Nissan Altima

Compact SUV

Nissan Kick or Similar
  • 5 people
  • Unlimited mileage
MIAMI, USA
Nissan Kick or Similar

$4

$11 total
found 1 day ago
Compact SUV Nissan Kick or Similar

Economy

Toyota Yaris 2dr
  • 4 people
  • Unlimited mileage
MIAMI, USA
Toyota Yaris 2dr

$4

$11 total
found 1 day ago
Economy Toyota Yaris 2dr

Midsize

Toyota Corolla
  • 5 people
  • Unlimited mileage
MIAMI, USA
Toyota Corolla

$4

$11 total
found 1 day ago
Midsize Toyota Corolla

Monroe County

Get the absolute lowest prices on flights to Monroe County by shopping with Orbitz. Orbitz is the most efficient travel planner around, allowing you to search, compare and book discount domestic and international flights fast. With cutting-edge mobile tools and access to frequent flier rewards programs, we have everything you need for both your routine and holiday excursions.

Book Your Flight To Monroe County Using Your Mobile Device

New mobile app tools enable those with hand-held devices to scout out the best bargains and to secure tickets from any location. If you have an iPhone, iPad or Android device, you may take advantage of special discounts, only available to mobile device customers, when you book hotel rooms or car rentals on the same day as booking Monroe County flights.

Avoid Check-In Hassles When Traveling On Flights to Monroe County

Orbitz also provides an array of resources that can help you eliminate most check-in hassles. Detailed baggage information is continually available for Monroe County flights. Mobile apps can also be used to share travel itineraries with family members or business associates.

Keeping Everyone Up To Date

When you download the free Orbitz mobile phone app, you can get regular and free flight updates. These will keep you informed of important scheduling changes. Updates can even be sent to several contacts, helping to keep everyone current on anticipated arrival times and all other relevant flight details.

Orbitz makes traveling on a budget very easy to do. We provide everything you need to plan your ideal trip from start to finish. Getting there and back again is a snap when you book your Monroe County flight using Orbitz.

Frequently asked questions

Which airlines fly to Monroe County?
There are 12 air carriers that go to Key West Intl. Airport (EYW). With this amount of choice, there's a great chance you'll land a low-cost flight! Your Monroe County vacation awaits with one of these leading domestic carriers:

  • American Airlines - 118 flights to Monroe County per month
  • Silver Airways - 57 flights to Monroe County per month
  • Delta - 45 flights to Monroe County per month

How much is a flight to Monroe County?
If you're looking at round-trip flights, fares ranged from $68 to $917 this last week. The lowest one-way ticket was $65, coming from New York (LGA).
How to book the cheapest flight to Monroe County?
With some of the most exciting flight deals around, a bargain is always waiting for you with Orbitz. The following useful tips will help you find cheap flights to Monroe County — and leave you with more money to play with:

  • Depending on your departure city, click on the 'Nearby airports' function (located under the departure and arrival options). In some cases, other departure points will offer better prices on fares.
  • If your plans aren't set in stone, click on the 'Show flexible dates' link to see the flight deals for multiple departure dates. You may find an amazing fare.
  • You can also select the 'Show options' function to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even choose the time of day you want to fly.
  • The early bird gets the best deals, so book your tickets the moment you know your travel dates. The most affordable fares get snapped up fast and prices increase as the departure date gets closer.
  • Make greater savings on your trip by combining your hotel, flights and car rentals into one convenient package deal. Your travel budget will thank you for it.
  • Flying during the busy season often means costly airfares. If possible, plan your vacation outside of popular dates, such as school breaks, Thanksgiving and Easter.

What is the best time to book a flight to Monroe County?
Land a bargain and book your tickets to Monroe County in January. If you've missed this month, don't worry. February and August often have low airfares available, too. Make sure you don't sleep on a sale though — cheap flights emerge and disappear in the tap of a button!
What day of the week is the cheapest to book a flight to Monroe County?
To pick up an unbeatable flight deal, make a booking on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days of the week to book seats to Monroe County.
What is the cheapest day of the week to fly to Monroe County?
Think about leaving early in the week to nab cheap flights to Monroe County. Orbitz data from 2020 shows Monday is typically the most affordable day to take off, followed by Tuesday. Saturday was found to have the highest airfares. This is probably because most passengers prefer to kick off their vacation at the end of the week.
What is the cheapest month to fly to Monroe County?
We won't keep you guessing — based on Orbitz data, August is generally the most inexpensive month to fly. Ideal for those who need a weekend getaway or simply escape from it all before the weather changes. Be aware that the least affordable time to fly is the height of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, choose "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. That means you can relax knowing that if things change, your flight can too.
What do I need for the flight to Monroe County?
There is so much to plan for any big trip, so it's useful to get some help before you set out. Here are a few pointers to ensure that you're ready for your flight:

  • You'll need to take all applicable travel documents and your identification. How much will depend on where you're departing from. When you book, you're encouraged to use the same name, birth date and gender as indicated on your current ID.
  • A well-packed carry-on bag is a must-have for any lengthy flight. With several hours to kill, you'll want something to keep you busy on your trip to Monroe County. We recommend a good book or magazine, and something to snack on.
  • Plane cabins are frequently quite cold. Even if you're traveling during the height of the Monroe County summer, be sure to carry some warm clothes with you.

How do I get cheap first-class/business deals to Monroe County?
There are ways of booking first or business-class fares to Monroe County that won't burn through your savings. Find a seat in the pointy end of the plane for less with these practical tips:

  • Flexibility is essential. By being open to other travel dates, you'll have a better chance of picking up a deal on business or first-class airfares.
  • Low-cost airlines offer business-class seats at more affordable prices. Skip the full-service carriers and consider these cheaper options.
  • Bid for an upgrade in online auctions or upgrade your seat with loyalty points.

What is the best time to go to Monroe County?
If you want to soak up the culture of Monroe County in the busy season, January, February and March are the best months to visit. June 20 signals the beginning of summertime in the Northern Hemisphere and is a fantastic time to travel if you're hooked on the open air. At this time, average daily temperatures normally range from 80 ºF to 85 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.