A calm river with boats, lush greenery, and a clear blue sky.

$44 Cheap Flights to Big Pine Key, FL

View $44 flight on Sun, Nov 8, 2026Opens in a new window

Popular airlines to Big Pine Key

How much is the cheapest flight to Big Pine Key?

Prices were available within the past 7 days and start at $44 for one-way flights and $68 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
American Airlines
Delta
Southwest Airlines
JetBlue Airways

Alternative airports near Big Pine Key

Prices were available within the past 7 days. Prices and availability are subject to change.

What you need to know for your flight to Big Pine Key

Flights to Big Pine Key at a glance

Traveling to Big Pine Key is easy—simply choose between full-service and budget airlines. Compare journey times to find the best option that matches your budget and schedule as you plan to explore the renowned sights and neighborhoods of this beautiful destination.

  • Major airport near Big Pine Key: Key West International Airport (EYW)
  • Flights per week: 1,350+ flights arriving at Big Pine Key airport
  • Number of airlines that fly to Big Pine Key: around 5+ carriers

Popular airport near Big Pine Key

Big Pine Key is an enchanting island city that attracts visitors seeking outdoor adventures, stunning beaches, and family-friendly activities. Travelers flock to this picturesque destination for its breathtaking scenery and thrilling experiences. The area is conveniently served by a major airport, making it easy to find flights to nearby locations, including Summerland Key.

  • Key West International Airport (EYW): Situated in Monroe County, Florida, approximately 26 miles from Big Pine Key, this airport caters to both domestic and international travel. It connects passengers to over 155 domestic destinations and 3 international locations, with options to upgrade to first class or premium economy seating for enhanced travel comfort, based on the selected airlines and routes. Some of the prominent airlines operating here include American Airlines, Delta, and United.

Top routes to Big Pine Key

  • Boston (BOS) to Big Pine Key (EYW), with one-way flights starting at around $110
  • Newark (EWR) to Big Pine Key (EYW), with one-way airfare from around $120
  • Philadelphia (PHL) to Big Pine Key (EYW), with one-way flights starting at around $200
  • Chicago (ORD/MDW) to Big Pine Key (EYW), with one-way flights starting at around $120
  • Tampa (TPA) to Big Pine Key (EYW), with one-way flight options from around $45

Cheapest routes to Big Pine Key

  • Tampa (TPA) to Big Pine Key (EYW), with budget one-way fares from around $45
  • Orlando (MCO) to Big Pine Key (EYW), with low one-way fares from around $50
  • Fort Lauderdale (FLL) to Big Pine Key (EYW), with low one-way fares from around $65
  • Akron (CAK) to Big Pine Key (EYW), with affordable one-way prices from around $85
  • Raleigh (RDU) to Big Pine Key (EYW), with low one-way fares from around $90

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Big Pine Key

  • American Airlines: Operating flights to Key West International Airport (EYW), this airline represents about 59% of the arrivals to Big Pine Key. The average one-way fare is roughly $270, and depending on the route, first class may be available in their premium cabin service.
  • Delta: Serving Key West International Airport (EYW), Delta makes up approximately 24% of arrivals to Big Pine Key. The typical one-way fare is around $280, with options for premium economy and first class cabins depending on the specific route.
  • United: This airline also flies to Key West International Airport (EYW), contributing around 12% of arrivals to Big Pine Key. The average fare for a one-way ticket is about $280, with first class available as a premium cabin service on select routes.
  • JetBlue Airways: Providing service to Key West International Airport (EYW), JetBlue accounts for nearly 2% of arrivals to Big Pine Key. Passengers can expect an average one-way fare of approximately $240, with premium economy class available on certain routes.
  • Breeze: Offering flights to Key West International Airport (EYW), Breeze represents about 2% of arrivals to Big Pine Key. The average one-way fare is quite affordable at around $130, making it a budget-friendly option for travelers.

How to save money on a flight to Big Pine Key

Getting some of the best deals on flights to Big Pine Key is all about timing and flexibility. Here are some key tips to help you save:

  1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
  3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Big Pine Key hotel and flight deals.
  4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
  5. Earn miles—you can earn airline miles when you book your Big Pine Key flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Big Pine Key

Big Pine Key welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Big Pine Key efficiently:

  • Public transportation: From Key West International Airport, Key West Seaport, a seaport, is located about 3.7 miles away by car, making it easily accessible for travelers looking to explore the area's maritime offerings.
  • Hotel transfer: Transfers offer a convenient way to reach your hotel in Big Pine Key, with options including free hotel shuttles and private rides, which can be arranged in advance.
  • Car rental: Renting a car in Big Pine Key is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Big Pine Key on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay in Big Pine Key

  • Long Beach Estates: Located around the area of Big Pine Key, Long Beach Estates offers a perfect blend of outdoor adventure and beach relaxation. Visitors flock here for the stunning Florida Keys Beaches, where sun-soaked days await. The nearby Bahia Honda State Park is a must-visit for nature lovers, providing breathtaking scenery and opportunities for exploration. For a more laid-back vibe, Cook Island is ideal for beachgoers seeking a tranquil escape. With recreational areas and shopping nearby, Long Beach Estates is an excellent base for your Key West adventures.
  • Sands: Sands is located around the area of Big Pine Key and is a haven for those who appreciate beautiful scenery and outdoor experiences. Nature enthusiasts can explore the wonders of Bahia Honda State Park, renowned for its stunning landscapes. Calusa Beach is nearby, offering a picturesque spot for sunbathing and swimming. Don't miss Cook Island, where outdoor activities and pristine beaches await. With shopping areas and recreational spaces, Sands combines convenience with the charm of the Florida Keys.
  • Eden Pines: Situated around the area of Big Pine Key, Eden Pines is the perfect locale for beach lovers and outdoor enthusiasts. Visitors can unwind at the inviting Florida Keys Beaches or explore the scenic trails of Bahia Honda State Park. The nearby Blue Hole offers a serene atmosphere, ideal for those seeking a romantic getaway or simply enjoying the beauty of nature. With shopping malls and recreational areas close at hand, Eden Pines provides a delightful mix of adventure and relaxation.

Tips for short-haul flights to Big Pine Key

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

  • Pack light and skip checked bags—when flying with budget airlines, traveling with just a carry-on is often more cost-effective. Maximize space by opting for mini toiletries, wearing your heaviest clothes, and coordinating outfits efficiently. This also allows you to bypass the wait at baggage claim upon arrival.
  • Bring your own entertainment—many short-haul flights may lack in-flight entertainment options. To keep yourself entertained, download TV shows, movies, music, or podcasts ahead of time, and consider bringing a book as well. Remember to charge your devices fully before you board.
  • Arrive at the airport in plenty of time—even for short or domestic flights, it’s wise to arrive at least 1.5 to 2 hours prior to departure, taking into account traffic conditions and security lines.
  • Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated while saving money at the airport.

Tips for long-haul flights to Big Pine Key

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

  • Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines often provide free seat selection once online check-in begins, typically 24–48 hours before your flight. Some airlines may allow you to select your seat even earlier.
  • Arrive at the airport in plenty of time—make sure to arrive at least 3 hours before departure for international flights to account for check-in, security, and immigration procedures.
  • Relax at the airport—if you have extra time, take a stroll through the shops, grab a coffee, or unwind at the gate or a departure lounge if you have access. Most airports offer free Wi-Fi that you can use.
  • Adjust to the new time zone mid-flight—begin syncing your body clock by changing your watch and sleep schedule to align with your destination's time zone. Try to rest or stay awake during the flight according to the local time at your arrival destination to help minimize jet lag.

Frequently asked questions

What month is the cheapest to fly to Big Pine Key?
The cheapest month to fly to Big Pine Key is November when demand is low. Off-peak months are usually when you'll find cheap flights. To save money, avoid flying during school breaks and public holidays.
Which US cities have the cheapest flights to Big Pine Key?
New York, Atlanta and Chicago typically offer cheap flights to Big Pine Key. Bear in mind that prices vary based on factors like demand, holiday periods and number of stopovers.
Which US cities fly direct to Big Pine Key?
There are 63 US destinations that you can fly to Big Pine Key nonstop from. Explore the options by selecting the "Direct flights only" box on Expedia and find the best starting point for your trip. Here are a few of the major cities to set off from:
  • New York
  • Atlanta
  • Chicago
  • Dallas
  • Newark
How to find a cheap flight to Big Pine Key?
To get cheap flights to Big Pine Key, book in advance and visit during the off-peak months of August and September. Like another tip? Take off on a Thursday and save 16% on average compared to traveling on a Sunday.* Opt to receive price alerts on the Expedia app and you'll get notified as soon as your fares go down.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Big Pine Key?
You can find cheap deals on last-minute departures to Big Pine Key, especially if your travel arrangements are flexible. Think about flying from a different airport, changing your trip dates or picking an alternative airline to get a cheap flight to Big Pine Key.
How far in advance should I book a flight to Big Pine Key?
Lock in your flight to Big Pine Key two to four months ahead if you're flying in from an international destination. For domestic travel, the recommendation is around 28 days in advance. Bigger savings and a wider variety of departure dates, times and seating options are just some of the awesome benefits of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Big Pine Key?
Sundays are generally the best day to book a cheap flight to Big Pine Key, with savings of around 8% on average compared to a Friday. If you choose to purchase tickets on a Friday, expect to spend more as this is often the most expensive day.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Big Pine Key?
With a great range of airlines flying to Big Pine Key, you're spoiled for choice:
  • American Airlines - 6,296 flights to Big Pine Key each month, including 5,871 flights to Miami Intl. Airport (MIA) per month.
  • Delta Air Lines - 1,157 flights to Big Pine Key each month, including 1,001 flights to Miami Intl. Airport (MIA) per month.
  • United Airlines - 615 flights to Big Pine Key each month, including 550 flights to Miami Intl. Airport (MIA) per month.
Can I save money by booking a Big Pine Key trip package?
You could potentially save hundreds of dollars if you secure a Big Pine Key flight and hotel package deal on Expedia. And you'll make life easier by having all your travel arrangements in the same place. Try bundling flights and accommodations with add-ons like tours and car rentals for your own personalized Big Pine Key break.
Can I change or cancel my flight to Big Pine Key?
You can usually change or cancel your flight to Big Pine Key within 24 hours of booking. However, keep in mind that some fares are non-refundable. In those cases, you may receive credit for a future flight instead of a direct refund. Remember to check the airline's rules and restrictions in your itinerary for exact details. You can use Expedia's "No cancel fee" or "Changes included" filters when you search to find cheap flights to Big Pine Key with flexible change policies. For more information, visit our Customer Service Portal.

*Flight schedules are subject to change.

*Available to One Key members.

Book with confidence

Tips to find the cheapest flights to Big Pine Key

The cheapest day to fly

Get started finding a cheap flight to Big Pine Key on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

November is the cheapest month to fly to Big Pine Key. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Big Pine Key. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Big Pine Key, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Big Pine Key

The lowest price for round-trip flights to Big Pine Key in 2026 starts from from $68, while one-way tickets start from from $44. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Big Pine Key. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Big Pine Key

Frontier Airlines, Southwest Airlines, JetBlue Airways, American Airlines, Delta are just some of the airlines that can typically offer cheap tickets to Big Pine Key. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Big Pine Key and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Big Pine Key, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Big Pine Key. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Big Pine Key plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Big Pine Key

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Big Pine Key.

Stopover savings

The cheapest tickets to Big Pine Key are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Big Pine Key. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Big Pine Key for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Big Pine Key. Simply download the free Expedia app to your smart device and activate Big Pine Key flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Big Pine Key. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Tips to find the cheapest flights to Big Pine Key

Travel information

Destination airport
Miami Intl.
Destination airport IATA code
MIA
Destination city name
Miami
Roundtrip price
$215

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