Cheap flights To Lower Florida Keys (EYW) from $43

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Cheap Flights to Lower Florida Keys from $43 One Way, $102 Round Trip

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

Thu, Jan 22 - Thu, Jan 29
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Jan 22 from Orlando Intl. to Key West Intl., returning Thu, Jan 29, priced at $102 just found
Thu, Jan 22 - Sun, Jan 25
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 17 hours ago
$102
Roundtrip
found 17 hours ago
Select Breeze Airways flight, departing Thu, Jan 22 from Orlando Intl. to Key West Intl., returning Sun, Jan 25, priced at $102 found 17 hours ago
Thu, Jan 1 - Thu, Jan 8
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, Jan 1 from Orlando Intl. to Key West Intl., returning Thu, Jan 8, priced at $103 found 2 hours ago
Fri, Jan 23 - Fri, Jan 30
MCO
Orlando Intl.
EYW
Key West Intl.
$108 Roundtrip, found 3 hours ago
$108
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Jan 23 from Orlando Intl. to Key West Intl., returning Fri, Jan 30, priced at $108 found 3 hours ago
Fri, Jan 23 - Sun, Jan 25
MCO
Orlando Intl.
EYW
Key West Intl.
$109 Roundtrip, just found
$109
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 23 from Orlando Intl. to Key West Intl., returning Sun, Jan 25, priced at $109 just found
Mon, Jan 26 - Fri, Jan 30
ORF
Norfolk Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Jan 26 from Norfolk Intl. to Key West Intl., returning Fri, Jan 30, priced at $110 found 1 day ago
Fri, Jan 9 - Sat, Jan 10
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Jan 9 from Tampa Intl. to Key West Intl., returning Sat, Jan 10, priced at $110 just found
Wed, Jan 21 - Wed, Jan 28
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 20 hours ago
$110
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Jan 21 from Tampa Intl. to Key West Intl., returning Wed, Jan 28, priced at $110 found 20 hours ago
Mon, Jan 26 - Thu, Jan 29
CAK
Akron-Canton
EYW
Key West Intl.
$156 Roundtrip, found 3 days ago
$156
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Jan 26 from Akron-Canton to Key West Intl., returning Thu, Jan 29, priced at $156 found 3 days ago
Sat, Jan 3 - Wed, Jan 7
TPA
Tampa Intl.
EYW
Key West Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Jan 3 from Tampa Intl. to Key West Intl., returning Wed, Jan 7, priced at $159 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
$102
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 Beach House, Key West
3.5-star property

Hyatt Vacation Club at Beach House, Key West

Feb 5 - Feb 8

3 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,389, price is now $884 per person
$884
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

Feb 5 - Feb 8

3 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $2,641, price is now $1,577 per person
$1,577
per person
found 1 day ago
Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

Feb 5 - Feb 8

3 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,316, price is now $2,000 per person
$2,000
per person
found 1 day ago
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See all available trips from Boston to Lower Florida Keys
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Lower Florida Keys premium 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

9/10 Wonderful! (1,736 reviews)

Jan 30 - Feb 1

2 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • PremiumEconomy

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • PremiumEconomy
Price was $998, price is now $747 per person
$747
per person
found 23 hours ago
great property, transportation to key west great, missing an additional dining option. Everything else was fantastic

Reviewed on Sep 21, 2025

Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (831 reviews)

Jan 30 - Feb 1

2 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • PremiumEconomy

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • PremiumEconomy
Price was $1,521, price is now $1,082 per person
$1,082
per person
found 23 hours ago
This place is a much better place to stay than places closer to the cruise ship pier or off or whitehead or duval

Reviewed on Sep 22, 2024

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

8.6/10 Excellent! (2,844 reviews)

Jan 30 - Feb 1

2 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • PremiumEconomy

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • PremiumEconomy
Price was $1,376, price is now $985 per person
$985
per person
found 23 hours 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

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See all available trips from Boston to Lower Florida Keys
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Lower Florida Keys first class flight packages

Price found within the past 48 hours. Click for updated prices.
Contra House Key West
3.0-star property

Contra House Key West

No reviews

Jan 18 - Jan 25

7 night stay

Chicago (ORD) to Key West (EYW)

American Airlines • FirstClass

Key West (EYW) to Chicago (ORD)

United • FirstClass
Save 100% on your flight
Price was $13,323, price is now $12,079 per person
$12,079
per person
found 15 hours ago
Don't see what you're looking for?
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Lower Florida Keys

When you plan to buy tickets for flights to Lower Florida Keys, you don’t have to look any further than Orbitz! We offer bargain rates and low fares on thousands of flights.

Reliable Customer Service

Along with our low prices, Orbitz is well known for exceptional customer care. We make it simple to find the best Lower Florida Keys flights for you. If you need to cancel your booking or change your flight plans, simply contact our Customer Service department to make any adjustments.

Bargain Tickets for Lower Florida Keys Flights

Orbitz offers deeply discounted flights to Lower Florida Keys, and we provide the resources to research your travel destination and plan your complete itinerary.

Use Orbitz to Earn Points with Your Frequent Flyer Program

Saving your frequent flyer miles for your flights to Lower Florida Keys? You can use Orbitz to make your budget ticket reservation for all your flights and still earn points or miles on your frequent flyer program! Just enter your program account number while you’re booking your ticket to have your points added automatically, every time you book with Orbitz.

Convenient Travel Planning Services

If you like the ease of making your travel plans on the move, you’ll love the free Orbitz apps for iPhones, iPads, and Android devices. You can use these apps to review your travel reservations or make a change to your itinerary. Orbitz also offers additional travel assistance such as free mobile alerts that keep you up-to-date about sudden changes to your upcoming flights. You can also browse Orbitz easily on your smartphone by using the mobile version of the website to find budget Lower Florida Keys flights.

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 $102 and $159 this week to Lower Florida Keys. Arriving from Norfolk (ORF)? The best one-way fares were $43.
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.