7 Best Airlines to Key West for Smooth & Affordable Flights

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I’ve tried every possible route to Key West, and let me tell you – choosing the right airline makes all the difference between starting your vacation relaxed or completely frazzled. After years of flying there, I’ve learned which carriers consistently nail the Miami to Key West connection without emptying your wallet.

The best places in Key West deserve an arrival that won’t leave you stressed and broke. I particularly love staying in the Old Town district, where everything is walkable and that classic Keys charm is everywhere. I’ve tracked data on 50+ flight routes to Key West, comparing seat comfort, on-time performance, price, and overall value. These seven airlines consistently deliver the smoothest journey to paradise without requiring a second mortgage. Trust someone who’s made this trip dozens of times—your choice of airline sets the tone for your entire Keys experience.

Quick tip on how to find cheap flights to Key West

Looking for cheap flights to Key West? Before diving into what airlines fly to Key West, I want to share a quick tip on saving money on airfare.

I’ve used Scott’s Cheap Flights (now called Going) for over three years to get amazing flight deals. All you have to do is enter your home airport and where you want to go. From there, they’ll send mistake fares and other ridiculously cheap flight deals to top-rated destinations. And the best part? It’s 100% FREE! In 2024, I saved thousands of dollars just from their email alerts. 

There’s a free and a premium version – the free one has everything you’ll need if you’re an occasional traveler. However, if you travel a lot every year, it’s worth upgrading to the paid version for $49 annually. In my experience, you’ll get your money back after finding just one discounted flight! I recommend signing up for the free trial (you can cancel anytime) to try it yourself. And if you like it, be sure to use my coupon code JON20 to save 20%!

What airlines fly to Key West? The 7 best airlines to fly to Key West

There’s no shortage of unique experiences, affordable beaches and hidden gems in Florida. Key West offers all of that and a lot more! Wondering what airlines fly to Key West? Here are seven of the very best.

1. 🇺🇸 Delta Air Lines

• 🏠 Hub: Atlanta (ATL), New York (JFK), Detroit (DTW), Minneapolis (MSP)
• 💺 Cabin Options: Main Cabin, Comfort+, First Class (regional jets)
• 🎯 Loyalty Program: SkyMiles – part of SkyTeam
• ☕ Perks: Most reliable connections to Key West, newer regional jets, solid customer service
• 🧠 Pro Tip: Book Delta’s Atlanta connections for the most daily flight options to Key West. ATL-EYW routes feature their newer Embraer E-175 jets with more headroom and larger overhead bins than older regional aircraft

Delta has taken a once-frustrating trip to Key West and made it feel easy. With solid connections from major hubs and a fleet of newer regional jets, they’ve become one of the most dependable options for reaching the southernmost point in the U.S.

The Atlanta connection is especially smooth. Delta runs several daily flights to Key West from ATL, often using the Embraer E-175s, which is a huge step up from older regional planes. You get real overhead space for standard carry-ons, more headroom, and a cabin that doesn’t feel like a flying shoebox. First Class is available on these jets too, offering seats with enough legroom to actually stretch out.

If you’re flying Comfort+, you’ll get early boarding, extra space, and dedicated bin access, which really matters on smaller aircraft. Plus, the free drinks help ease you into vacation mode before you’ve even landed in the Florida Keys.

One of Delta’s biggest strengths here is reliability. Weather can be unpredictable in Key West, and with such a small airport, delays are common. Delta’s strong completion rate means you’re more likely to get where you’re going without a last-minute cancellation. 

While SkyMiles isn’t the best for high-value redemptions, they often run sales that include Key West if your dates are flexible.

2. 🇺🇸 American Airlines

• 🏠 Hub: Miami (MIA), Charlotte (CLT), Dallas/Fort Worth (DFW), Philadelphia (PHL)
• 💺 Cabin Options: Main Cabin, Main Cabin Extra, First Class (regional jets)
• 🎯 Loyalty Program: AAdvantage – part of Oneworld
• ☕ Perks: Most daily flights to Key West, Miami hub proximity, loyalty program value
• 🧠 Pro Tip: Book their Miami connections for the shortest flight time to Key West – just 40 minutes gate-to-gate, and often priced lower than longer connections through other hubs

American Airlines makes getting to Key West fast and easy, especially if you route through Miami. With the most daily flights of any airline, and a hub just 150 miles from the island, they’ve got the frequency and location advantage locked in. 

The Miami-Key West leg is a breeze. Flights are so short, in fact, you’ll barely have time to settle in before you’re landing over turquoise water. That short hop also helps with reliability. Since weather systems usually don’t affect both cities at once, delays are less common than you might expect on this route. You’re literally straight to paradise without the hassle or jet lag.

AA’s Main Cabin Extra is worth the small splurge. For about $30 to $50, you get early boarding, a few extra inches of legroom, and a more relaxed vibe overall. It’s a quick flight, but that added space makes a difference, especially on regional jets with limited overhead bin space. This is also perfect if you’re a heavy packer.

Where American really stands out is in its AAdvantage program. Off-peak awards to Key West start at just 7,500 miles one way, and Web Specials sometimes go even lower to around 5,000 miles if you catch the right promo. Combine that with generous credit card partnerships and regular sales, and it becomes one of the most affordable ways to fly to the Keys using points.

• Read next: How to Get Cheap First Class Tickets

3. 🇺🇸 JetBlue Airways

• 🏠 Hub: New York (JFK), Boston (BOS), Fort Lauderdale (FLL)
• 💺 Cabin Options: Core (Economy), Even More Space, Mint (business – not available to Key West)
• 🎯 Loyalty Program: TrueBlue – independent (partners with American Airlines)
• ☕ Perks: Most legroom in standard economy, free high-speed WiFi, unlimited snacks
• 🧠 Pro Tip: Book Jetblue’s Fort Lauderdale connections rather than flying all the way to Key West. Rent a car for a stunning drive down the Overseas Highway that many travelers rate as a highlight of their Florida Keys experience

JetBlue brings its traveler-first approach to Key West with limited but high-quality service. While they don’t offer as many daily flights as some larger airlines, their focus on comfort and customer satisfaction makes them a favorite among repeat visitors to the Keys.

Flying into Fort Lauderdale and driving down to Key West is a surprisingly popular alternative. Many JetBlue travelers skip the connecting flight altogether, choosing instead to rent a car and enjoy the 3.5-hour drive along the Overseas Highway. With 42 bridges and panoramic water views, this stretch turns getting there into part of the adventure, with chances to stop in places like Islamorada and Marathon along the way.

Onboard, JetBlue holds onto what makes them stand out—even on smaller regional jets. The Core they offer come with more legroom than other airlines’ standard Economy, high-speed Wi-Fi that actually works, and those signature unlimited snacks (yes, the name-brand ones, not just a sad pack of pretzels).

The TrueBlue program is refreshingly straightforward. Points never expire, there are no blackout dates, and redemptions for Florida routes often deliver solid value. Thanks to their partnership with American Airlines, you also get access to more connection options than you’d expect from a non-legacy carrier.

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4. 🇺🇸 Southwest Airlines

• 🏠 Hub: No official hub for Key West, serves via connections
• 💺 Cabin Options: One class with open seating
• 🎯 Loyalty Program: Rapid Rewards – independent
• ☕ Perks: Two free checked bags, no change fees, family-friendly policies
• 🧠 Pro Tip: Southwest doesn’t fly directly to Key West, but booking to Fort Lauderdale and driving the Overseas Highway often saves hundreds of dollars per ticket (enough to cover a rental car and hotel stops along the way)

Southwest doesn’t land at Key West’s tiny airport, but they still deserve a spot on this list for offering one of the best workarounds for travelers on a budget. With frequent flights to Fort Lauderdale at lower fares and friendlier policies, they open the door to the Keys with some serious savings and a bit of extra adventure.

Flying into Fort Lauderdale can cut $200 to $300 per person off your airfare compared to Key West. That’s often enough to cover a rental car, gas, and even a hotel stop along the 3.5-hour drive down the Overseas Highway. And honestly, many travelers end up saying the drive—with its 42 bridges and endless water views—was one of their favorite parts of the trip.

Southwest’s signature perks from their All-Economy flights really shine here. Two free checked bags save you over $120 roundtrip, which is a big win if you’re packing snorkel gear, beachwear, or extra clothes for the family. Their no change fees also add peace of mind in case weather throws a wrench in your island plans.

Meanwhile, the Rapid Rewards program offers straightforward value, with redemptions based on price and no blackout dates. Families especially appreciate family boarding, which makes it easy to sit together without paying for seat selection.

5. 🇺🇸 United Airlines

• 🏠 Hub: Chicago (ORD), Houston (IAH), Newark (EWR), Washington D.C. (IAD)
• 💺 Cabin Options: Economy, Economy Plus, First Class (regional jets)
• 🎯 Loyalty Program: MileagePlus – part of Star Alliance
• ☕ Perks: Year-round service, best northern US connections, improved regional experience
• 🧠 Pro Tip: Book connections through their Houston hub rather than Chicago for significantly better winter reliability to Key West. Weather delays at ORD can cascade throughout their system, while IAH offers more consistent operations during snow season

United makes reaching Key West easier for travelers from the Midwest and Northeast, thanks to a wide network of hubs and flights that run year-round. While some airlines cut back during slower travel months, United keeps its schedule steady, which is great if you’re planning a quieter, off-season getaway.

For winter flights, the Houston hub is your best bet. Chicago O’Hare may be central, but it’s also prone to weather disruptions that can throw your whole trip off. Houston, by contrast, tends to run smoothly even during the snowy season, making it a safer connection when you’re headed for sunshine.

United has also improved its regional jet experience. Their newer Embraer E-175s feature a proper First Class cabin, not just a slightly wider seat with a different name. In Economy, the 2-2 layout means you’ll never get stuck in the middle, and Economy Plus adds several extra inches of legroom without breaking the bank.

MileagePlus members, especially those with a United credit card, can often find more award space and better redemption options. And for international travelers or anyone piecing together a multi-city trip, United’s Star Alliance partnerships make it easy to include Key West in your plans.

• Read next: Best Airlines in the World
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6. 🇺🇸 Frontier Airlines

• 🏠 Hub: Denver (DEN), Orlando (MCO), Las Vegas (LAS)
• 💺 Cabin Options: Standard, Stretch (extra legroom)
• 🎯 Loyalty Program: FRONTIER Miles
• ☕ Perks: Rock-bottom base fares, newer A320 fleet, direct seasonal service
• 🧠 Pro Tip: Skip flying all the way to Key West. Book Frontier’s often ridiculously cheap flights to Miami instead (sometimes as low as $39 one-way), then rent a car for the scenic drive down the Keys, saving literally hundreds of dollars per person

Frontier isn’t trying to win on convenience. Instead, they offer a smart workaround for Key West travelers who are focused on saving money. Rather than flying into the island’s pricey airport, Frontier keeps fares low by funneling passengers into Miami, which opens up a road trip opportunity that many find just as rewarding as the destination.

The base fares to Miami can be shockingly cheap, often under $50 during promos. While Frontier charges for everything beyond your seat, travelers who pack light and skip the extras can get to South Florida for a fraction of the cost. The savings here are no joke compared to direct Key West flights. In fact, you can sometimes save $400 or more per person, enough to cover a rental car, fuel, and even a night in the Middle Keys if you want to break up the trip.

Despite the low-cost model, Frontier’s fleet is one of the newest in the country. Their A320neo aircraft offer better fuel efficiency and a surprisingly quiet ride. If you’re tall or just want extra breathing room, their Stretch seating provides more legroom for a reasonable fee, usually between $25 and $45.

The FRONTIER Miles program has also gotten better, with improved point expiration policies and a family pooling feature that helps small groups rack up rewards faster. 

• Read next: Cheapest Airlines to Florida

7. 🇺🇸 Allegiant Air

• 🏠 Hub: No traditional hubs, focus on secondary airports
• 💺 Cabin Options: Standard, Legroom+ (select routes)
• 🎯 Loyalty Program: myAllegiant – primarily discount-based
• ☕ Perks: Non-stop flights from smaller cities, vacation packages, unbundled pricing
• 🧠 Pro Tip: Book flights to Fort Myers (RSW) or Punta Gorda (PGD) for significantly lower fares, then drive to Key West. These secondary airports offer much cheaper parking for your car during your vacation and far shorter security lines

Allegiant Air has quietly become a game-changer for Key West travelers from smaller cities. Instead of connecting through major hubs, they fly nonstop from places like Knoxville, Grand Rapids, and Indianapolis into secondary Florida airports, giving travelers from overlooked regions a much simpler way to reach the sunshine.

Routes only operate a few days a week, but if your schedule is flexible, you can skip the chaos of big airports and head straight to southern Florida. Fort Myers and Punta Gorda may not be Key West, but they’re within driving distance, and the savings can be substantial. You’ll often find parking for under $10 a day, quick security lines, and car rentals located right next to baggage claim with no shuttle required.

Allegiant also offers vacation bundles, which are a smart option for first-time visitors to the Florida Keys. You can book your flight, hotel, and car together, usually at a better price than booking each piece separately. The catch? You’ll want to pack light, plan ahead, and know what’s included. Allegiant charges for extras, but if you’re focused on price over frills, their model works.

• Read next: Dreamy Key West Rentals

Frequently asked questions (FAQs) about what airlines fly to Key West

Do you still have questions about what airlines fly to Key West? In the section below, I’ll take a look at some of the most frequently asked questions I receive about the best airlines to fly to Key West. Hopefully, the advice I provide will help ensure your vacation in Florida is both fun and hassle-free.

What are the most important considerations for choosing the best airlines to Key West?

When selecting an airline for your journey, several factors come into play, ensuring a seamless and enjoyable travel experience. First and foremost, price is often a crucial consideration. Travelers seek competitive fares that fit within their budget, allowing them to allocate more resources to their actual destination experiences. It’s important to compare prices among different airlines while considering any additional fees or charges that may apply.

Another significant consideration is the flight schedule and availability. Travelers often prefer airlines that offer frequent flights and flexible departure times, providing greater convenience and options for travel planning. The ability to easily modify or reschedule flights can be valuable, especially in cases of unforeseen circumstances or changing itineraries.

Amenities and in-flight services also play a pivotal role. From spacious seating and in-flight entertainment to complimentary meals and beverages, these extras contribute to a more comfortable and enjoyable journey. Travelers should assess the specific offerings of each airline, ensuring that their preferences and needs are met.

Customer service is yet another essential factor to consider. Reliable and responsive customer support can make a significant difference, especially during potential flight disruptions or issues. Checking reviews and ratings can provide insights into an airline’s track record for customer satisfaction.

Lastly, loyalty programs should be evaluated for frequent travelers. These programs offer perks such as priority boarding, access to airport lounges, and the accumulation of reward points for future benefits. Assessing the value and benefits of loyalty programs can enhance the overall travel experience, particularly for those who fly frequently.

By considering these common factors, travelers can make an informed decision when choosing an airline, ensuring a pleasant, convenient, and value-driven journey to their desired destination.

What major airlines fly into Key West?

Several major airlines provide convenient flights to Key West International Airport (EYW), ensuring seamless access to this captivating destination. Among the major carriers, Delta Air Lines, American Airlines, United Airlines, and Southwest Airlines stand out as key players offering regular service to Key West.

Delta Air Lines is known for its exceptional customer service and extensive global reach. Delta offers a wide range of flights to Key West. This allows travelers to choose from multiple departure cities and enjoy the convenience of a well-established carrier.

Another prominent name in the aviation industry is American Airlines. They operate numerous flights to Key West, ensuring excellent connectivity from its vast network of domestic and international destinations. With its comprehensive flight options and commitment to passenger comfort, American Airlines provides a reliable choice for travelers.

Likewise, United Airlines is renowned for its extensive route network. They offer a substantial number of flights to Key West, providing travelers with flexible options and reliable service. United Airlines’ dedication to customer satisfaction and cutting-edge amenities further enhances the travel experience to Key West.

Finally, Southwest Airlines is known for its affordable fares and customer-focused approach. They ffers a range of flights to Key West, catering to budget-conscious travelers without compromising on service quality. Southwest Airlines’ extensive domestic network and reputation for operational efficiency make it an attractive choice.

What airline is closest to Key West?

When it comes to airlines offering the closest proximity to Key West, Silver Airways emerges as a good choice. As a regional carrier specializing in connecting smaller cities and regional airports, Silver Airways provides convenient flights to and from nearby Florida cities

These cities include Fort Lauderdale, Miami, and Tampa. As a result, Silver Airways is a preferred option for travelers seeking the closest and most direct access to Key West. These short flights allow passengers to minimize travel time and maximize their stay in the tropical paradise of Key West.

By choosing Silver Airways, you can enjoy the convenience of flying with an airline that understands the needs of regional travelers. With its focus on serving local routes, Silver Airways offers a hassle-free and efficient travel experience. That way, you can reach Key West in a timely manner, no matter what airport you fly into.

Moreover, Silver Airways prides itself on its commitment to customer satisfaction, providing friendly and attentive service throughout your journey. Experienced crew members strive to make your flight as comfortable and enjoyable as possible. Altogether, it sets the stage for an exceptional travel experience to Key West.

Can I get a direct flight to Key West International Airport?

Yes, you can get direct flights to Key West International Airport (EYW). However, the availability of direct flights largely depends on where you’re flying from. Currently, there are 5 airlines offering direct flights to Key West from outside of Florida. Those Key West airlines are discussed in more detail below.

What is the cheapest time of the year to fly to Key West?

The cheapest time of the year to fly to Key West typically falls within the low season, which spans from late August to early December, excluding major holidays and special events. During this period, Key West experiences a decrease in tourist traffic, resulting in more affordable airfares and travel-related expenses.

Choosing to fly during the low season allows you to take advantage of significant cost savings, making it an opportune time to plan your trip to Key West without straining your budget. Airlines and travel providers often offer discounted rates and promotions to attract visitors during this period, allowing you to enjoy the charms of Key West at a fraction of the cost.

To secure the best deals, it is recommended to book your flights well in advance, as availability and prices can fluctuate. By planning ahead and being flexible with your travel dates, you can increase your chances of finding the most affordable airfares.

It’s important to note that while the low season offers more economical options, the weather conditions in Key West may vary during this time. It is advisable to research and consider the climate and any potential impact on your desired activities and experiences.

By selecting the cheapest time of the year to fly to Key West, you can embark on an unforgettable journey while enjoying significant savings. Take advantage of the lower airfares and quieter atmosphere to explore the vibrant culture, stunning beaches, and captivating attractions of Key West without stretching your travel budget.

How do I get to Key West by plane?

Getting to Key West by plane is the most convenient and efficient way to reach this enchanting destination. Here is a step-by-step guide on how to get to Key West by plane:

1. Research and Select an Airline: Start by researching and selecting an airline that offers flights to Key West International Airport (EYW). Major carriers operate regular flights to Key West from various cities across the US. These include Delta Air Lines, American Airlines, United Airlines, and Southwest Airlines. You may also want to consider regional carrier Silver Airways

2. Book Your Flight: Once you have chosen the airline that best suits your needs, book your flight to Key West. You can book directly through the airline’s website. Or, you can use online travel agencies to compare prices and secure the best deal.

3. Check Flight Schedule and Availability: Ensure that the flight schedule aligns with your travel plans. Check the availability of flights on your desired dates and select the most suitable departure and arrival times.

4. Arrive at the Departure Airport: Arrive at the designated departure airport, ensuring that you have all necessary travel documents, including your passport or identification, boarding pass, and any required visas.

5. Check-in and Security: Proceed to the airline’s check-in counter or use online check-in if available. Follow the security procedures, including screening and baggage checks, to ensure compliance with airport regulations.

6. Board the Flight: Once the boarding process begins, present your boarding pass and follow the instructions of the airline staff. Board the aircraft and locate your assigned seat.

7. Enjoy Your Flight: Relax and enjoy your flight to Key West. Airlines provide in-flight amenities such as entertainment systems, snacks, and drinks to enhance your journey.

Which airlines offer direct flights to Key West International?

Key West International Airport (EYW) in Florida, USA, is serviced by several major and regional airlines. The following airlines currently offer direct flights to Key West:

1. American Airlines: Typically flies in from cities like Miami and Dallas.
2. Delta Air Lines: Provides service primarily from Atlanta.
3. Silver Airways: A regional carrier with flights from cities like Tampa, Fort Lauderdale, and Orlando.
4. United Airlines: Offers routes from cities including Chicago and Newark.
5. Southwest Airlines: Also has select routes to Key West.

However, schedules and routes can change based on seasonality, airline decisions, or other factors. It’s always a good idea to check directly with the airline to Key West. Also, refer to the airport’s official website for the most up-to-date and accurate flight information before making any travel plans.

What is the cheapest month to go to Key West?

The cheapest month to visit Key West typically falls within the low season. This occurs between late August and early December (excluding major holidays and special events). During this period, Key West experiences a decrease in tourist traffic, leading to lower prices for flights, accommodations, and activities.

By planning your visit during the low season, you can take advantage of significant cost savings. This allows you to make the most of your travel budget. Airlines and hotels often offer discounted rates and promotions during this time to attract visitors. It’s an opportune moment to experience the beauty and charm of Key West without breaking the bank.

To secure the best deals, it is recommended to book your trip well in advance. Availability and prices can vary as your departure date approaches. By being flexible with your travel dates and monitoring fare trends, you can increase your chances of finding affordable options.

It’s important to note that while the low season offers more economical prices, the weather conditions in Key West may vary during this time. Before finalizing your travel plans, consider the climate and any potential impact on the activities and experiences you desire.

By choosing the cheapest month to go to Key West, you can explore the stunning beaches, indulge in the local culture, and enjoy the vibrant atmosphere of this tropical paradise while maximizing your travel savings. Plan ahead, seize the opportunity, and embark on an unforgettable journey to Key West without compromising on your budget.