Cheap flights To Lower Florida Keys (EYW) from $51

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Cheap Flights to Lower Florida Keys from $51 One Way, $99 Round Trip

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

Mon, Feb 23 - Thu, Feb 26
ORD
O'Hare Intl.
EYW
Key West Intl.
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Feb 23 from O'Hare Intl. to Key West Intl., returning Thu, Feb 26, priced at $99 found 4 days ago
Thu, Feb 26 - Mon, Mar 2
MCO
Orlando Intl.
EYW
Key West Intl.
$101 Roundtrip, found 2 days ago
$101
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Feb 26 from Orlando Intl. to Key West Intl., returning Mon, Mar 2, priced at $101 found 2 days ago
Sun, Apr 19 - Thu, Apr 23
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 3 hours ago
$102
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sun, Apr 19 from Orlando Intl. to Key West Intl., returning Thu, Apr 23, priced at $102 found 3 hours ago
Thu, Mar 5 - Fri, Mar 6
MCO
Orlando Intl.
EYW
Key West Intl.
$103 Roundtrip, found 2 hours ago
$103
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Mar 5 from Orlando Intl. to Key West Intl., returning Fri, Mar 6, priced at $103 found 2 hours ago
Mon, Feb 23 - Thu, Feb 26
ORD
O'Hare Intl.
EYW
Key West Intl.
$106 Roundtrip, found 5 days ago
$106
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Feb 23 from O'Hare Intl. to Key West Intl., returning Thu, Feb 26, priced at $106 found 5 days ago
Sun, Feb 8 - Thu, Feb 19
MCO
Orlando Intl.
EYW
Key West Intl.
$107 Roundtrip, found 6 days ago
$107
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Feb 8 from Orlando Intl. to Key West Intl., returning Thu, Feb 19, priced at $107 found 6 days ago
Thu, Mar 5 - Sun, Mar 8
MCO
Orlando Intl.
EYW
Key West Intl.
$109 Roundtrip, found 12 hours ago
$109
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Mar 5 from Orlando Intl. to Key West Intl., returning Sun, Mar 8, priced at $109 found 12 hours ago
Sun, Apr 12 - Thu, Apr 16
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sun, Apr 12 from Tampa Intl. to Key West Intl., returning Thu, Apr 16, priced at $110 found 1 hour ago
Thu, Feb 19 - Thu, Feb 26
PHL
Philadelphia Intl.
EYW
Key West Intl.
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Feb 19 from Philadelphia Intl. to Key West Intl., returning Thu, Feb 26, priced at $135 found 4 days ago
Thu, Feb 19 - Thu, Feb 26
LGA
LaGuardia
EYW
Key West Intl.
$139 Roundtrip, found 4 days ago
$139
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Feb 19 from LaGuardia to Key West Intl., returning Thu, Feb 26, priced at $139 found 4 days ago

Lower Florida Keys Flight Information

Traveling To
Lower Florida Keys
Destination Airport IATA Code
EYW
Number of Airlines Serving
Airlines
Breeze Airways, Spirit Airlines
Flight Price
$99
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Lower Florida Keys economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

Apr 2 - Apr 6

4 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,600, price is now $1,103 per person
$1,103
per person
found 1 day ago
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

Mar 23 - Mar 28

5 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $2,412, price is now $1,609 per person
$1,609
per person
found 1 day ago
Havana Cabana at Key West
4.0-star property

Havana Cabana at Key West

Mar 23 - Mar 28

5 night stay

Boston (BOS) to Key West (EYW)

Spirit Airlines • Non-stop • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • Coach
Save 100% on your flight
Price was $1,878, price is now $1,274 per person
$1,274
per person
found 1 day ago
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Lower Florida Keys first class flight packages

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

8.6/10 Excellent! (2,844 reviews)

Mar 27 - Apr 4

8 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,299, price is now $3,221 per person
$3,221
per person
found 1 day ago
Billed me for parking when I didn’t have a car. Took several calls to try and resolve. Still haven’t received a refund. They were quick to take my money when I paid for the room but not so responsive in processing my refund.

Reviewed on Nov 1, 2025

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (505 reviews)

Mar 27 - Apr 4

8 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $5,724, price is now $4,008 per person
$4,008
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

Ibis Bay Beach Resort
2.5-star property

Ibis Bay Beach Resort

8.2/10 Very Good! (2,000 reviews)

Mar 27 - Apr 4

8 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $7,314, price is now $5,483 per person
$5,483
per person
found 1 day ago
Room was very small. Window shade wouldn't block the light beaming in my window all night. Not that big of a deal though, i wasn't there for the room. The beach was pretty much rock, so that wasn't great. The facilities offer plenty for you. Bar, restaurant, boat rentals. Tours. My favorite was probably be the hammocks a plenty

Reviewed on Jul 15, 2025

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Lower Florida Keys

Why search for low cost fares on your flights to Lower Florida 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 Florida Keys

Orbitz offers massive discounts and substantial last-minute savings on your Lower Florida 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 Florida 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 Florida 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 Florida 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 Florida Keys?
With 20 airlines waiting to help you get away to Lower Florida Keys, finding the ideal flight will be a piece of cake. Reserve a fare with one of these leading international carriers that operate services to Miami Intl. Airport (MIA):

  • American Airlines - 1,841 flights to Lower Florida Keys per month
  • Copa Airlines - 105 flights to Lower Florida Keys per month
  • LATAM Airlines - 86 flights to Lower Florida Keys per month

How much is a flight to Lower Florida Keys?
Travelers from far and wide picked up return-flight deals ranging between $99 and $139 this week to Lower Florida Keys. Arriving from Orlando (MCO)? The best one-way fares were $51.
How to book the cheapest flight to Lower Florida Keys?
With Orbitz, you'll find some of the most amazing flight deals around from a wide range of airlines. But if you're eager to boost your prospects of snapping up cheap flights to Lower Florida Keys, here are some pointers to try out:

  • Depending on your departure city, click on the 'Nearby airports' function (located under the departure and arrival options). Oftentimes, other departure points offer better value for money.
  • If your plans aren't set in concrete, click on the 'Show flexible dates' option to compare flight deals for a selection of departure dates. You may find an amazing fare.
  • You can also hit the 'Show options' link 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 as soon as you know your travel dates. The most affordable airfares sell fast and prices generally increase as the departure date gets closer.
  • Think about bundling your flights, hotels and car rental into one convenient package deal to make your budget go even further.
  • Flying during the busy season often means steep airfares. Try to travel outside of popular dates, such as Easter, Thanksgiving and school breaks.

What is the best time to book a flight to Lower Florida Keys?
Generally speaking, the cheapest time to purchase a plane ticket is January. This is closely followed by February then August. When searching for a cheap flight to Lower Florida Keys, it's worth being ready to book. Cheap deals pop up in an instant and don't wait around!
What day of the week is the cheapest to book a flight to Lower Florida Keys?
Get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days to pick up cheap airfares to Lower Florida Keys.
What is the cheapest day of the week to fly to Lower Florida Keys?
You can nab cheap flights to Lower Florida Keys by taking off on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most expensive airfares. Whether you prefer to save a bundle or fly on any day that's convenient, you'll always find a rewarding deal with Orbitz.
What is the cheapest month to fly to Lower Florida Keys?
Based on Orbitz data, it's better to fly out in August. This is generally an excellent month to pick up cheap flights to Lower Florida Keys. Bear in mind that the most expensive time to jet off is in the month of June.
Which airlines allow free cancellation?
Plans change, and we believe your ticket should be able to do the same. That's why Orbitz makes it a snap to search for flights with free cancellation and no change fees. Simply enter your departure and arrival points and then choose "Filter by flexible change policies." How's that for peace of mind?
What do I need for the flight to Lower Florida Keys?
From onboard activities to travel basics like earplugs, there are several things a frequent flyer won't take off without. To make sure you're organized for your flight, check out this useful list:

  • Check that you've packed your travel documents and some identification. For international trips, you'll need to bring your passport. When booking your flights, always use the same name, gender and birth date as written on your current ID.
  • A well-packed carry-on bag is important for any lengthy flight. With at least a few hours to kill, you'll probably long for something to keep you entertained on your trip. We suggest a good book (or trashy magazine), and something to nosh on.
  • Regardless what the season is, plane cabins (and airports) can feel chilly. Carry an extra layer with you on your journey to stay cozy and warm.

How do I get cheap first-class/business deals to Lower Florida Keys?
If you think a business or first-class ticket is out of your price range, you may want to think again. Here are some practical tips to help you find a premium flight to Lower Florida Keys for a whole lot less:

  • Flexibility isn't just for the gym. Leave some room to move around your travel dates so you can pick up more affordable airfares when they crop up.
  • Low-cost airlines offer first or business-class seats at a fraction of the normal price. Skip the full-service carriers and book with one of these cheaper options.
  • Bid for an upgrade. Some airlines hold online auctions that let you put down a price for a seat up the front. You can also try upgrading with points earned through a flight rewards program.

What is the best time to go to Lower Florida Keys?
There's fun to be had whatever time of year you choose to visit Lower Florida Keys, but January, February and July are the most popular months. Like to fill up your schedule with lots of warm-weather adventures? Plan your vacation around June 20. This is when summertime kicks off in the Northern Hemisphere. Expect the mercury to hover between 80 ºF and 85 ºF during this time of year.

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.