Cheap flights To Key Haven (EYW) from $41

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Cheap Flights to Key Haven from $41 One Way, $82 Round Trip

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

Sun, May 3 - Wed, May 6
TPA
Tampa Intl.
EYW
Key West Intl.
$82 Roundtrip, found 11 hours ago
$82
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Sun, May 3 from Tampa Intl. to Key West Intl., returning Wed, May 6, priced at $82 found 11 hours ago
Sun, May 31 - Thu, Jun 4
MCO
Orlando Intl.
EYW
Key West Intl.
$102 Roundtrip, found 12 hours ago
$102
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Sun, May 31 from Orlando Intl. to Key West Intl., returning Thu, Jun 4, priced at $102 found 12 hours ago
Sat, Sep 5 - Wed, Sep 9
CHS
Charleston Intl.
EYW
Key West Intl.
$141 Roundtrip, found 3 days ago
$141
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Charleston Intl. to Key West Intl., returning Wed, Sep 9, priced at $141 found 3 days ago
Tue, Sep 1 - Thu, Sep 3
ORF
Norfolk Intl.
EYW
Key West Intl.
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Sep 1 from Norfolk Intl. to Key West Intl., returning Thu, Sep 3, priced at $143 found 4 days ago
Mon, Apr 20 - Wed, Apr 29
CAK
Akron-Canton
EYW
Key West Intl.
$144 Roundtrip, found 20 hours ago
$144
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Mon, Apr 20 from Akron-Canton to Key West Intl., returning Wed, Apr 29, priced at $144 found 20 hours ago
Mon, Aug 24 - Wed, Sep 2
RDU
Raleigh - Durham Intl.
EYW
Key West Intl.
$155 Roundtrip, found 21 hours ago
$155
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Mon, Aug 24 from Raleigh - Durham Intl. to Key West Intl., returning Wed, Sep 2, priced at $155 found 21 hours ago
Mon, Aug 24 - Wed, Sep 2
BDL
Bradley Intl.
EYW
Key West Intl.
$156 Roundtrip, found 2 days ago
$156
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug 24 from Bradley Intl. to Key West Intl., returning Wed, Sep 2, priced at $156 found 2 days ago
Thu, Apr 30 - Sun, May 3
FLL
Fort Lauderdale - Hollywood Intl.
EYW
Key West Intl.
$200 Roundtrip, found 12 hours ago
$200
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Thu, Apr 30 from Fort Lauderdale - Hollywood Intl. to Key West Intl., returning Sun, May 3, priced at $200 found 12 hours ago
Fri, May 1 - Sun, May 3
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Fri, May 1 from Hartsfield-Jackson Atlanta Intl. to Key West Intl., returning Sun, May 3, priced at $251 found 4 days ago
Mon, Apr 27 - Sun, May 3
CLT
Charlotte-Douglas Intl.
EYW
Key West Intl.
$266 Roundtrip, found 4 days ago
$266
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Apr 27 from Charlotte-Douglas Intl. to Key West Intl., returning Sun, May 3, priced at $266 found 4 days ago

Key Haven Flight Information

Traveling To
Key Haven
Destination Airport IATA Code
EYW
Number of Airlines Serving
Airlines
Breeze Airways, Spirit Airlines, Delta
Flight Price
$82
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Key Haven economy 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

May 10 - May 14

4 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $1,548, price is now $1,164 per person
$1,164
per person
found 1 day ago
The Key West Hotel
2.5-star property

The Key West Hotel

May 10 - May 14

4 night stay

Boston (BOS) to Key West (EYW)

Delta • Non-stop • Coach

Key West (EYW) to Boston (BOS)

American Airlines • Non-stop • Coach
Price was $2,055, price is now $1,442 per person
$1,442
per person
found 1 day ago
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
3.0-star property

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

May 31 - Jun 6

6 night stay

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

United • Coach

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

American Airlines • Coach
Price was $2,897, price is now $2,157 per person
$2,157
per person
found 24 hours ago
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See all available trips from Boston to Key Haven
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Key Haven first class 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

9.2/10 Wonderful! (1,230 reviews)

May 15 - May 20

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,399, price is now $1,749 per person
$1,749
per person
found 1 day ago
The room was clean and location was great

Reviewed on Feb 22, 2026

The Key West Hotel
2.5-star property

The Key West Hotel

9.2/10 Wonderful! (542 reviews)

May 15 - May 20

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Save 100% on your flight
Price was $4,901, price is now $2,979 per person
$2,979
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

Hyatt Vacation Club at Windward Pointe, Key West
3.5-star property

Hyatt Vacation Club at Windward Pointe, Key West

9.4/10 Exceptional! (1,011 reviews)

May 15 - May 20

5 night stay

Boston (BOS) to Key West (EYW)

American Airlines • Non-stop roundtrip • FirstClass
Price was $2,451, price is now $1,791 per person
$1,791
per person
found 1 day ago
Staff was fantastic, room and grounds very clean and well kept.

Reviewed on Feb 12, 2026

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See all available trips from Boston to Key Haven
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Key Haven

Finding cheap flights to Key Haven is easy when you have Orbitz at your fingertips. Not only does Orbitz offer great deals on Key Haven flights, but we also include some special extras to make booking a breeze. Just check out our:

Mobile Site and Apps

With Orbitz’s mobile site, m.orbitz.com, you can book your flights to Key Haven through your smartphone or tablet’s Web browser. Plus, our free downloadable apps for Android and iPhone mean it’s just a simple click to access your flight updates and alerts. You can even book exclusive mobile-only deals on hotels to go with your flights to Key Haven—even on the same day.

Pick and Choose or Book Full Vacation Packages

Don’t just be satisfied with great deals on Key Haven flights—go for the full package! With Orbitz, you can also find fantastic savings on the perfect hotel, car rental, cruise, and even activities, so you don’t waste your trip waiting in line but have the time to enjoy your trip. Pick and choose the add-ons you need, or book an entire vacation package for greater overall discounts.

Rewards That Are Miles Better

Booking directly with an airline earns you air miles or points, and you can get those same rewards with booking on Orbitz too. When you book qualifying flights to Key Haven with Orbitz, just add in your frequent flyer number during your online booking and your details will be sent to your program.

Great Deals Every Day

Add in our extra savings on packages, free nights, and other discounts, and you know you are in good hands.

Frequently asked questions

Which airlines fly to Key Haven?
With 20 airlines jetting into Key West Intl. Airport (EYW), you'll be exploring this unique destination in next to no time. Ticket costs depend on the location you're coming from and when you're traveling. But you'll no doubt score a rewarding deal to Key Haven among these well-known domestic carriers:

  • American Airlines - 118 flights to Key Haven per month
  • Silver Airways - 57 flights to Key Haven per month
  • Delta - 45 flights to Key Haven per month

What is the best airport to fly to in Key Haven?
Key West Intl. Airport (EYW). It's the city's main airport and is located roughly 2 miles southwest of the downtown area. You'll be unpacking your bags and discovering the best of Key Haven shortly after touching down.
How much is a flight to Key Haven?
Plenty of terrific deals were going begging this week, with round-trip flights to Key Haven fluctuating between $82 and $266. But it was passengers arriving in from Tampa (TPA) who landed the best bargains. One-way tickets to Key Haven fell to just $41.
How to book the cheapest flight to Key Haven?
With some of the biggest and best flight deals around, bagging a bargain is easy with Orbitz. The following suggestions will help you score cheap flights to Key Haven — and leave you with more cash to splash:

  • Depending on your departure city, select the 'Nearby airports' function (located under the departure and arrival form fields). Occasionally, alternative departure points will offer better prices on fares.
  • If your plans aren't written in stone, click on the 'Show flexible dates' option to check out the flight deals for a range of departure dates. Go with any suitable cheaper fare that pops up.
  • You can also use the 'Show options' function to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you've worked out your travel dates, reserve your flight. Ticket prices usually rise as the departure date nears.
  • Think about combining your hotels, flights and car rental into a package deal — the more you book, the more you save.
  • Where possible, avoid traveling in peak seasons. Airfares surge during summer, school breaks and other vacation periods like Easter and Christmas.

How long is a flight to Key Haven?
Your point of origin, which airport you take off from and whether you travel direct — the flight time depends on a lot of factors. But we've made life simple and compiled the average times for three of the most popular routes to Key Haven:

  • 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 Key Haven?
Generally speaking, the cheapest month to book a seat is January. This is followed by February and August. When looking for a cheap flight to Key Haven, be ready to book. Cheap deals appear quickly and don't hang around!
What day of the week is the cheapest to book a flight to Key Haven?
If you're after low-cost fares to Key Haven, the best days of the week to book are Tuesdays, Wednesdays and Saturdays. With Orbitz (and a bit of good timing!), a terrific flight deal will be all yours.
What is the cheapest day of the week to fly to Key Haven?
If you're looking for cheap flights to Key Haven, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to jet off, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your budget a favor.
What is the cheapest month to fly to Key Haven?
We won't keep you in suspense — according to Orbitz data, August is generally the cheapest month to fly. Ideal for those who need a weekend getaway or just a break from it all before the weather changes. Be aware that the least affordable time to fly is the height of summer, with airfares at their highest in June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, click on "Filter by flexible change policies." This filter will show you all the airlines offering free cancellation and no change fees. Breathe easy knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Key Haven?
From onboard activities to travel essentials like earplugs, there are a few things a frequent flyer won't leave home without. To make sure you're ready for your adventure, have a look at this helpful list:

  • Firstly, you'll need to take all your travel documents and some identification. How much is dependent on your place of departure. When reserving your ticket, you should always use the exact name, birth date and gender as indicated on your government-issued ID.
  • Stock your carry-on bag with activities and snacks and you'll easily pass the time on this 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.
  • Together, air conditioning and high altitudes can create a cool environment. No matter what the weather is outside, carry an extra layer with you to keep warm on your plane trip.

How many direct flights are there to Key Haven?
With 49 flights traveling straight to Key Haven every month, it'll be easy to find one that fits your schedule. Various airlines fly nonstop to this destination, including American Airlines, Silver Airways and Delta Air Lines.
How do I get cheap first-class/business deals to Key Haven?
There are ways of booking first or business-class fares to Key Haven that won't burn through your budget. Pick up a seat at the front of the plane for less with these handy tips:

  • Be more flexible with your travel dates and hold out for deals on first or business-class airfares.
  • Many low-cost airlines these days have excellent business or premium-class seating that doesn't cost a bundle.
  • 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 loyalty program.

How to get into Key Haven from the airport?
Driving is one 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 whiz straight from EYW airport into downtown Key Haven, about 2 miles to the northeast. Or, if you'd prefer to book a car from the city center, check out our Key Haven car rentals.

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.