Cheap flights To Lower Florida Keys (EYW) from $42

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Cheap Flights to Lower Florida Keys from $42 One Way, $102 Round Trip

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

Wed, Mar 11 - Wed, Mar 18
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 9 hours ago
$102
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Wed, Mar 11 from Orlando Intl. to Key West Intl., returning Wed, Mar 18, priced at $102 found 9 hours ago
Thu, Mar 5 - Sun, Mar 8
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 2 hours ago
$102
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Mar 5 from Orlando Intl. to Key West Intl., returning Sun, Mar 8, priced at $102 found 2 hours ago
Fri, Feb 6 - Fri, Feb 13
TPA
Tampa Intl.
EYW
Key West Intl.
$106 Roundtrip, found 15 hours ago
$106
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Fri, Feb 6 from Tampa Intl. to Key West Intl., returning Fri, Feb 13, priced at $106 found 15 hours ago
Sun, Mar 29 - Wed, Apr 1
MCO
Orlando Intl.
EYW
Key West Intl.
$108 Roundtrip, found 12 hours ago
$108
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, Mar 29 from Orlando Intl. to Key West Intl., returning Wed, Apr 1, priced at $108 found 12 hours ago
Mon, Jan 26 - Fri, Jan 30
ORF
Norfolk Intl.
EYW
Key West Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Jan 26 from Norfolk Intl. to Key West Intl., returning Fri, Jan 30, priced at $108 found 4 days ago
Mon, Jan 26 - Fri, Jan 30
MCO
Orlando Intl.
EYW
Key West Intl.
$109 Roundtrip, found 7 hours ago
$109
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Mon, Jan 26 from Orlando Intl. to Key West Intl., returning Fri, Jan 30, priced at $109 found 7 hours ago
Sun, Jan 25 - Thu, Jan 29
MCO
Orlando Intl.
EYW
Key West Intl.
$110 Roundtrip, found 6 hours ago
$110
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sun, Jan 25 from Orlando Intl. to Key West Intl., returning Thu, Jan 29, priced at $110 found 6 hours ago
Wed, Feb 4 - Thu, Feb 5
TPA
Tampa Intl.
EYW
Key West Intl.
$111 Roundtrip, found 4 hours ago
$111
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Wed, Feb 4 from Tampa Intl. to Key West Intl., returning Thu, Feb 5, priced at $111 found 4 hours ago
Mon, Jan 26 - Thu, Feb 5
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$159 Roundtrip, found 7 hours ago
$159
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Mon, Jan 26 from Raleigh - Durham Intl. to Key West Intl., returning Thu, Feb 5, priced at $159 found 7 hours ago
Mon, Feb 16 - Mon, Feb 23
PIT
Pittsburgh Intl.
EYW
Key West Intl.
$179 Roundtrip, found 2 days ago
$179
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Mon, Feb 16 from Pittsburgh Intl. to Key West Intl., returning Mon, Feb 23, priced at $179 found 2 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

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Lower Florida 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

Feb 21 - Feb 26

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Coach
Save 100% on your flight
Price was $2,152, price is now $1,261 per person
$1,261
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

Feb 21 - Feb 26

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Coach
Save 100% on your flight
Price was $3,621, price is now $2,312 per person
$2,312
per person
found 1 day ago
Pier House Resort & Spa
4.0-star property

Pier House Resort & Spa

Feb 21 - Feb 26

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Coach

Key West (EYW) to Boston (BOS)

Spirit Airlines • Coach
Save 100% on your flight
Price was $2,979, price is now $1,973 per person
$1,973
per person
found 1 day ago
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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)

Feb 23 - Feb 26

3 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,254, price is now $921 per person
$921
per person
found 9 hours 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)

Feb 23 - Feb 26

3 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,473, price is now $1,513 per person
$1,513
per person
found 9 hours 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

Southernmost Beach Resort and Guesthouses
4.0-star property

Southernmost Beach Resort and Guesthouses

8.6/10 Excellent! (2,844 reviews)

Feb 23 - Feb 26

3 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,753, price is now $1,365 per person
$1,365
per person
found 9 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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Lower Florida Keys first class flight packages

Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

9/10 Wonderful! (831 reviews)

Feb 15 - Feb 19

4 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • FirstClass
Price was $2,608, price is now $1,969 per person
$1,969
per person
found 16 hours ago
The rooms ideally could have been a bit cleaner. For instance vacuum underneath the furnishings. Great breakfast and the loft room Was fantastic. Close to everything yet not in the congestion.

Reviewed on Jan 15, 2026

Oceans Edge Key West Resort, Hotel & Marina
4.0-star property

Oceans Edge Key West Resort, Hotel & Marina

9/10 Wonderful! (1,736 reviews)

Feb 15 - Feb 19

4 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • FirstClass
Price was $3,304, price is now $2,288 per person
$2,288
per person
found 16 hours 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

Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

9.2/10 Wonderful! (1,044 reviews)

Feb 15 - Feb 19

4 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Roundtrip • FirstClass
Price was $2,669, price is now $1,999 per person
$1,999
per person
found 16 hours ago
Great place! Great staff!

Reviewed on Dec 26, 2025

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Lower Florida Keys

Save money on your flights to Lower Florida Keys as well as on hotel and car packages.

 

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Snap up cheap Lower Florida Keys flights at Orbitz, and pay no booking fees. We also don’t charge fees when your plans change or are cancelled. While you’re there, check out our low fare deals on flights to other locations besides flights to Lower Florida Keys.

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Mix and Match

At Orbitz, we turned a great idea from the world of fashion into another way for you to save money. When you shop our low cost tickets on flights to any destination, don’t be afraid to mix and match different airlines for maximum savings on your Lower Florida Keys flights air ticket. Save more on air travel every day in every way at Orbitz.

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 $179 this week to Lower Florida Keys. Arriving from Norfolk (ORF)? The best one-way fares were $42.
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.