Cheap flights To Stock Island (EYW) from $40

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Cheap Flights to Stock Island from $40 One Way, $78 Round Trip

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

Sun, Aug 23 - Thu, Aug 27
SFB
Orlando Sanford Intl.
EYW
Key West Intl.
$78 Roundtrip, found 1 day ago
$78
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sun, Aug 23 from Orlando Sanford Intl. to Key West Intl., returning Thu, Aug 27, priced at $78 found 1 day ago
Sun, Oct 25 - Wed, Oct 28
TPA
Tampa Intl.
EYW
Key West Intl.
$82 Roundtrip, found 4 hours ago
$82
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Sun, Oct 25 from Tampa Intl. to Key West Intl., returning Wed, Oct 28, priced at $82 found 4 hours ago
Wed, Sep 9 - Sat, Sep 12
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$86 Roundtrip, found 2 hours ago
$86
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Wed, Sep 9 from St. Petersburg-Clearwater Intl. to Key West Intl., returning Sat, Sep 12, priced at $86 found 2 hours ago
Wed, Sep 9 - Wed, Sep 16
CHS
Charleston Intl.
EYW
Key West Intl.
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Sep 9 from Charleston Intl. to Key West Intl., returning Wed, Sep 16, priced at $91 found 1 day ago
Mon, Sep 14 - Thu, Sep 17
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 14 hours ago
$102
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Mon, Sep 14 from Orlando Intl. to Key West Intl., returning Thu, Sep 17, priced at $102 found 14 hours ago
Mon, Sep 14 - Fri, Sep 18
CVG
Cincinnati - Northern Kentucky Intl.
EYW
Key West Intl.
$106 Roundtrip, found 1 day ago
$106
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Mon, Sep 14 from Cincinnati - Northern Kentucky Intl. to Key West Intl., returning Fri, Sep 18, priced at $106 found 1 day ago
Mon, Oct 19 - Fri, Oct 23
PIT
Pittsburgh Intl.
EYW
Key West Intl.
$127 Roundtrip, found 16 hours ago
$127
Roundtrip
found 16 hours ago
Select Allegiant Air flight, departing Mon, Oct 19 from Pittsburgh Intl. to Key West Intl., returning Fri, Oct 23, priced at $127 found 16 hours ago
Mon, Aug 31 - Fri, Sep 4
CAK
Akron-Canton
EYW
Key West Intl.
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug 31 from Akron-Canton to Key West Intl., returning Fri, Sep 4, priced at $138 found 2 days ago
Fri, Sep 11 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Key West Intl., returning Thu, Sep 17, priced at $141 found 3 days ago
Tue, Sep 1 - Fri, Sep 11
ORF
Norfolk Intl.
EYW
Key West Intl.
$146 Roundtrip, found 4 hours ago
$146
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Tue, Sep 1 from Norfolk Intl. to Key West Intl., returning Fri, Sep 11, priced at $146 found 4 hours ago

Stock Island Flight Information

Traveling To
Stock Island
Destination Airport IATA Code
EYW
Number of Airlines Serving
Airlines
Breeze Airways, Allegiant Air
Flight Price
$78
Earliest Departing Flight
Latest Departing Flight

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Stock Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
4.0-star property

Winslow's Bungalows - Key West Historic Inns

Oct 11 - Oct 15

4 night stay

Boston (BOS) to Key West (EYW)

JetBlue Airways • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Coach
Price was $1,167, price is now $803 per person
$803
per person
found 1 day ago
Coconut Beach Resort
2.5-star property

Coconut Beach Resort

Sep 18 - Sep 21

3 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,291, price is now $868 per person
$868
per person
found 1 day ago
Lighthouse Hotel - Key West Historic Inns
3.5-star property

Lighthouse Hotel - Key West Historic Inns

Oct 11 - Oct 15

4 night stay

Boston (BOS) to Key West (EYW)

JetBlue Airways • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
Price was $1,277, price is now $858 per person
$858
per person
found 1 day ago
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See all available trips from Boston to Stock Island
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Stock Island 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! (971 reviews)

Oct 1 - Oct 5

4 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

United • FirstClass

Key West (EYW) to Newark Liberty Intl. Airport (EWR)

Delta • FirstClass
Price was $2,144, price is now $1,822 per person
$1,822
per person
found 1 day ago

The Key West Hotel
3.0-star property

The Key West Hotel

9.2/10 Wonderful! (561 reviews)

Oct 1 - Oct 5

4 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

United • FirstClass

Key West (EYW) to Newark Liberty Intl. Airport (EWR)

Delta • FirstClass
Price was $3,171, price is now $2,565 per person
$2,565
per person
found 1 day ago
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!

Reviewed on Jul 27, 2026

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
3.0-star property

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

10/10 Exceptional! (1 review)

Oct 1 - Oct 6

5 night stay

Newark Liberty Intl. Airport (EWR) to Key West (EYW)

United • Roundtrip • FirstClass
Price was $3,543, price is now $2,912 per person
$2,912
per person
found 1 day ago
Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!

Reviewed on Jul 26, 2026

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See all available trips from Newark Liberty Intl. Airport to Stock Island
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Stock Island

Start your search for cheap flights to Stock Island on Orbitz. Orbitz is where you will discover guaranteed low prices on Stock Island flights, as well as all of the following conveniences:

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Low Prices Guaranteed on Flights to Stock Island

Orbitz offers large discounts on a wide range of Stock Island flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Stock Island while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Stock Island to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Stock Island. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

Which airlines fly to Stock Island?
With 20 airlines operating at Key West Intl. Airport (EYW), you'll be escaping to this unique destination in no time. Ticket prices will depend on the location you're coming from and when you're traveling. But you'll no doubt pick up a fabulous deal to Stock Island from one of these leading domestic carriers:

  • American Airlines - 118 flights to Stock Island per month
  • Silver Airways - 57 flights to Stock Island per month
  • Delta - 45 flights to Stock Island per month

What is the best airport to fly to in Stock Island?
Key West Intl. Airport (EYW) is the city's main airport, so the only thing you'll need to decide on will be the aisle seat or the window seat. The center of Stock Island is roughly 2 miles away and where many travelers begin their adventure.
How much is a flight to Stock Island?
Travelers from far and wide nabbed return-flight deals ranging between $78 and $146 this week. Starting your trip from Charleston (CHS)? The best one-way tickets were $40.
How to book the cheapest flight to Stock Island?
With some of the most amazing flight deals around, you'll always get more for your money with Orbitz. The following tips and hints will help you find cheap flights to Stock Island — and leave you with more cash to play with:

  • Departing from or landing at other airports may be more cost-effective. Enter your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below the form fields to see your options.
  • If your travel plans aren't etched in stone, click on the 'Show flexible dates' option to check out the flight deals for a variety of departure dates. You may find an even better fare.
  • To optimize your results, click on 'Show options.' You can search based on seating class, airlines, and nonstop and refundable flights. You can also choose whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • If you know your travel dates, don't waste time booking your flight. Prices usually climb as the departure date gets closer.
  • Combine your hotels, flights and car rentals into a package deal and enjoy discounts. Save your hard-earned money for things you're really excited about, like exploring Stock Island.
  • Flying during peak season often means higher airfares. Try to travel outside of popular dates, such as Easter, Thanksgiving and school breaks.

How long is a flight to Stock Island?
Your city of origin, which airport you depart from and whether you travel direct — flight times depend on many things. But we've rounded up the average times for some of the most well-known routes to Stock Island:

  • 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 Stock Island?
Snap up a bargain and book your seats to Stock Island in January. If you've missed this month, don't stress. February and August often have low airfares as well. Just make sure you don't snooze on a sale — cheap flights pop up and disappear in a flash!
What day of the week is the cheapest to book a flight to Stock Island?
You can get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to pick up cheap tickets to Stock Island.
What is the cheapest day of the week to fly to Stock Island?
If you're on the hunt for cheap flights to Stock Island, leave early in the week. Orbitz data from 2020 shows Monday is the cheapest day to travel, followed by Tuesday. Saturday has the most expensive fares, so avoid this day and do your bank account a favor.
What is the cheapest month to fly to Stock Island?
To pick up cheap flights to Stock Island, you should take off in August. If saving on your plane ticket is your main concern, Orbitz data has found that this is generally an excellent month to go on a trip. June is when airfares are the most expensive.
Which airlines allow free cancellation?
If you think your travel plans may change, Orbitz can help you lock in a flexible ticket. All you need to do is choose "Filter by flexible change policies" when searching for your flights. We'll show you airlines that include free cancellation within 24 hours and no change fees — in addition to our awesome low prices.
What do I need for the flight to Stock Island?
Whether you're familiar with flying or it's your first time in the air, it's always great to be prepared on your journey. Here are some tips and things to take into account:

  • Check that you've packed your travel documents and some identification. For overseas trips, you'll need to bring your passport. When purchasing your tickets, always use the exact details indicated on your current ID.
  • Stock your carry-on bag with snacks and things to keep you busy and watch time whiz by on your medium-haul flight. If possible, join the airport's Wi-Fi and download your favorite podcast or playlist to your phone prior to take off.
  • Never mind what the season is at your destination, aircraft cabins can often get a little chilly. Carry a sweater on board with you to stay nice and warm.

How many direct flights are there to Stock Island?
Every month, there are 49 direct flights into Stock Island. 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 Stock Island?
If you think a first or business-class fare is way out of your reach, you may want to think again. Here are some practical tips to help you score a premium flight to Stock Island for less:

  • Be flexible with your travel dates and wait for sales on first or business-class airfares.
  • Many low-cost carriers nowadays offer outstanding business or premium-class seating that doesn't cost an arm and a leg.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you offer a price for a seat at the front of the plane. You may also be able to upgrade with points earned through a loyalty program.

How to get into Stock Island from the airport?
Driving is a great option. Budget, Thrifty Car Rental and Dollar are three car rental agencies located at Key West Intl. Airport (EYW). After picking up a Key West Intl. Airport (EYW) car rental, you can make your way straight from EYW airport into downtown Stock Island, a distance of 2 miles to the northeast. Or, if you'd rather rent some wheels from the city center, take a look through our Stock Island car rentals.
What is the best time to go to Stock Island?
If you'd like to experience the unique vibe of Stock Island in the peak season, January, February and April are the best months to visit. June 20 signals the first day of summer in the Northern Hemisphere and is an excellent time to travel if you're fond of being outside. Around this time of the year, average daily temperatures usually 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.