Cheap flights To Lower Keys (EYW) from $51

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Cheap Flights to Lower Keys from $51 One Way, $102 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Apr 20 - Wed, Apr 22
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Apr 20 from Orlando Intl. to Key West Intl., returning Wed, Apr 22, priced at $102 found 1 day ago
Sun, Apr 12 - Wed, Apr 15
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sun, Apr 12 from Orlando Intl. to Key West Intl., returning Wed, Apr 15, priced at $102 found 1 day ago
Mon, Mar 2 - Thu, Mar 5
MCO
Orlando Intl.
EYW
Key West Intl.
$103 Roundtrip, found 14 hours ago
$103
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Mar 2 from Orlando Intl. to Key West Intl., returning Thu, Mar 5, priced at $103 found 14 hours ago
Thu, Feb 19 - Thu, Feb 26
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$105 Roundtrip, found 2 days ago
$105
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Feb 19 from Hartsfield-Jackson Atlanta Intl. to Key West Intl., returning Thu, Feb 26, priced at $105 found 2 days ago
Mon, Apr 20 - Thu, Apr 23
MCO
Orlando Intl.
EYW
Key West Intl.
$108 Roundtrip, found 1 day ago
$108
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Apr 20 from Orlando Intl. to Key West Intl., returning Thu, Apr 23, priced at $108 found 1 day ago
Tue, Mar 10 - Thu, Mar 12
TPA
Tampa Intl.
EYW
Key West Intl.
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Mar 10 from Tampa Intl. to Key West Intl., returning Thu, Mar 12, priced at $108 found 2 days ago
Fri, Feb 27 - Fri, Mar 6
MCO
Orlando Intl.
EYW
Key West Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Feb 27 from Orlando Intl. to Key West Intl., returning Fri, Mar 6, priced at $108 just found
Mon, Mar 2 - Thu, Mar 5
ORD
O'Hare Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 2 from O'Hare Intl. to Key West Intl., returning Thu, Mar 5, priced at $110 found 1 day ago
Thu, Feb 19 - Thu, Feb 26
LGA
LaGuardia
EYW
Key West Intl.
$128 Roundtrip, found 2 days ago
$128
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Thu, Feb 19 from LaGuardia to Key West Intl., returning Thu, Feb 26, priced at $128 found 2 days ago
Mon, Mar 2 - Thu, Mar 5
BOS
Logan Intl.
EYW
Key West Intl.
$131 Roundtrip, found 1 day ago
$131
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Mon, Mar 2 from Logan Intl. to Key West Intl., returning Thu, Mar 5, priced at $131 found 1 day ago

Lower Keys Flight Information

Traveling To
Lower Keys
Destination Airport IATA Code
EYW
Number of Airlines Serving
Airlines
Spirit Airlines, Breeze Airways
Flight Price
$102
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Lower Keys economy flight packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

Mar 5 - Mar 8

3 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,635, price is now $1,197 per person
$1,197
per person
found 1 day ago
Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

Mar 22 - Mar 28

6 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,231, price is now $1,534 per person
$1,534
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

Mar 5 - Mar 8

3 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,689, price is now $1,898 per person
$1,898
per person
found 1 day ago
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Lower Keys first class flight packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,736 reviews)

Mar 4 - Mar 7

3 night stay

Boston (BOS) to Key West (EYW)

United • Non-stop • FirstClass

Key West (EYW) to Boston (BOS)

Delta • Non-stop • FirstClass
Price was $2,300, price is now $1,916 per person
$1,916
per person
found 1 day ago
We LOVED the setting and the surrounding area! Absolutely beautiful! Be aware the hotel IS in the airport landing zone. If you like to watch/hear commercial planes you'll be very happy. Ask for a room on the top floor only - so you can (1) look over the marina AND (2) so you won't hear people moving chairs on their balcony above you. The max/min air conditioning is centrally controlled. If you want it colder than 67, you will not be able to. Not sure what the max heat was. Be extra vigilant about putting a thick towel on the floor to soak up any water that gets past the shower door. It WILL happen! Please do not slip on the wet tile floor! Be aware that if you want/need a later checkout, they will charge you an additional $50/hour past their usual checkout time of 11am. Be prepared for onsite meal expenses. They are very good, but they ARE on the pricy side. Our particular room smelled strongly of smoke on arrival. I'm nearly POSITIVE we asked for a nonsmoking room as we both have underlying medical problems that preclude exposre to smoke. Perhaps call ahead to ENSURE you get a nonsmoking on arrival. The entire hotel was booked so we did not have any other choice.

Reviewed on Dec 28, 2025

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (505 reviews)

Mar 4 - Mar 7

3 night stay

Boston (BOS) to Key West (EYW)

United • Non-stop • FirstClass

Key West (EYW) to Boston (BOS)

Delta • Non-stop • FirstClass
Price was $3,217, price is now $2,453 per person
$2,453
per person
found 1 day ago
Gorgeous property right on Duval Street but hidden from the noise and bustle. Convenient to everything you want to do and see. Wonderfully helpful and friendly staff.

Reviewed on Jan 5, 2025

Margaritaville Beach House Key West
4.0-star property

Margaritaville Beach House Key West

8.8/10 Excellent! (1,775 reviews)

Mar 23 - Mar 28

5 night stay

Detroit (DTW) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,840, price is now $2,358 per person
$2,358
per person
found 3 hours ago
Not well suited for people with mobility issues. Our room was not cleaned regularly and towels not replaced. We won't be staying here again.

Reviewed on Oct 25, 2025

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See all available trips from Boston to Lower Keys
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Lower Keys

Why search for low cost fares on your flights to Lower Keys when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Lower Keys

Orbitz offers massive discounts and substantial last-minute savings on your Lower Keys flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Lower Keys flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Lower Keys. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Lower Keys but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Lower Keys?
With 20 airlines flying to Key West Intl. Airport (EYW), you'll be exploring every inch of Lower Keys before long. Picking a flight that suits your itinerary is easy as pie. Look through the available fares from these well-known carriers and be ready for a smooth landing at Key West Intl. Airport (EYW):

  • American Airlines - 118 flights to Lower Keys per month
  • Silver Airways - 57 flights to Lower Keys per month
  • Delta - 45 flights to Lower Keys per month

What is the best airport to fly to in Lower Keys?
There's one major entrance point for this area — Key West Intl. Airport (EYW). Book your flights to this popular gateway and explore all that Lower Keys has to offer.
How much is a flight to Lower Keys?
Travelers from near and far nabbed round-trip flight deals ranging from $102 to $131 this week to Lower Keys. Kicking off your trip from Chicago (ORD)? The cheapest one-way fares started at just $51.
How to book the cheapest flight to Lower Keys?
With some of the most competitive flight deals around, you'll always bag a bargain with Orbitz. The following hints and tips will help you pick up cheap flights to Lower Keys — and leave you with more money in your pocket:

  • Consider departing from or arriving at nearby airports to save cash. Enter your preferred departure and arrival points in the form fields, then select the 'Nearby airports' function below. It will show you any available options.
  • If you're flexible with when you fly out, click on the 'Show flexible dates' link. It'll bring up flight deals for the days before and after your chosen departure. Fares often vary depending on the day of the week.
  • To filter your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • The early bird catches the most rewarding deals, so purchase your seats once you've settled on your travel dates. The most affordable airfares sell out first and prices generally rise as the departure date nears.
  • Save loads on your vacation by bundling your hotel, flights and car rentals into an Orbitz package deal. Your travel budget will thank you for it.
  • Whenever possible, don't fly in the busy season. Airfares are often at their most expensive during school breaks, summer and other vacation periods like Easter, Thanksgiving and Christmas.

How long is a flight to Lower Keys?
You might have time to read a few chapters of a novel, or you might get through the whole thing! How long a flight is depends on where you're departing from, but these popular routes to Lower Keys will give you an idea:

  • Charlotte, NC (CLT-Charlotte-Douglas Intl.) to Key West Intl. Airport (EYW) - 2 hours and 5 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Key West Intl. Airport (EYW) - 1 hour and 49 minutes
  • Miami, FL (MIA-Miami Intl.) to Key West Intl. Airport (EYW) - 59 minutes

What is the best time to book a flight to Lower Keys?
Book in January, February or August for the best airfares to Lower Keys. Once you've spotted a bargain, buy it — cheap flights will pop up and vanish at the tap of a button.
What day of the week is the cheapest to book a flight to Lower Keys?
In general, Tuesdays, Wednesdays and Saturdays are the cheapest days of the week to book flights to Lower Keys. If you're looking for the best airfares, search across those days and you're likely to land an excellent flight deal.
What is the cheapest day of the week to fly to Lower Keys?
According to Orbitz data from 2020, you'll want to kick off your vacation on a Monday to get cheap flights to Lower Keys. Next most inexpensive day? Tuesday. Saturday costs the most. So, depart early in the week if you'd like to book a bargain fare and stretch your travel budget.
What is the cheapest month to fly to Lower Keys?
Fly in August if you're on a tight budget. Orbitz data shows that this is generally the best month for cheap flights to Lower Keys. June is when prices really go up.
Which airlines allow free cancellation?
We understand that plans change and flexibility is more important than ever. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll find you fares more flexible than candy on a dashboard in summer!
What do I need for the flight to Lower Keys?
Whether you're a frequent flyer or it's your first time in the air, it's always good to be prepared when traveling. Here are several tips and things to bear in mind:

  • Make sure you've got your travel paperwork and identification. For international journeys, you'll require your passport. When purchasing your tickets, always use the same details that are stated on your current ID.
  • A well-packed carry-on bag is a must for any medium-haul journey. With at least a few hours to kill, you'll probably long for something to keep you busy while in transit. We suggest a good book (or trashy magazine), and something to nosh on.
  • Together, air conditioning and high altitudes can produce a cool environment (and we don't mean trendy!). No matter what the weather is in Lower Keys, pack an extra layer to keep warm and cozy during the journey.

How many direct flights are there to Lower Keys?
Every month, there are 49 flights that go directly to Lower Keys. Airlines that fly nonstop to this destination include American Airlines, Silver Airways and Delta Air Lines.
How do I get cheap first-class/business deals to Lower Keys?
There are ways of booking business or first-class airfares to Lower Keys that won't burn a hole through your wallet. Snap up a seat in the pointy end of the plane for less with these useful tips:

  • Be more flexible with your travel dates and hold out for huge sales on first or business-class airfares.
  • Low-cost airlines offer business-class seating at more affordable prices. Ditch the full-service carriers and book with one of these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade with loyalty points.

What is the best time to go to Lower Keys?
Travelers come from all over to go to Lower Keys in February, March and November. So if you want to explore this exciting destination in the busy season, this is the best time to go. As with most places in the Northern Hemisphere, summer starts June 20 in Lower Keys, with average daily temperatures fluctuating between 80 ºF and 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.