CA $260 Cheap Flights from Boston (BOS) to Key West (EYW)

You can find one-way and return flights from BOS to EYW with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when BOS to EYW ticket fares go up or down.

The cheapest months to fly from Boston, MA (BOS) to Key West, FL (EYW) are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.

Only one airline offers direct flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.). JetBlue Airways operates 7 direct flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) every week.

To find a cheap flight from Boston, MA (BOS) to Key West, FL (EYW), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.

The best airline to fly with from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) will differ from traveler to traveler. If you like to fly early, JetBlue Airways offers early morning flights. If price is the most important factor, JetBlue Airways typically offers the lowest fares. American Airlines offers the most daily flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.

The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.

While direct flights are rare, you'll find approximately 50 connecting flights per day from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.). This gives you plenty of options to choose from. Some common connection points include Ronald Reagan Washington National (DCA), O'Hare Intl. (ORD), and Hartsfield-Jackson Atlanta Intl. (ATL).

The earliest flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) typically departs around 5:00 AM local time. This flight is operated by American Airlines. This is a seasonal service, active in August. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.

You'll typically find the most flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) on a Thursday, with around 37 flights available. This gives you a good selection of options for your journey. Major airlines on this route include American Airlines, Delta, and United. Flight schedules are quite consistent throughout the week, so you'll have plenty of choices regardless of your travel day.

The most popular departure times for flights from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, JetBlue Airways and United, offer flights during this window. Many travellers prefer this because it allows for an early start to your trip, giving you more time to enjoy your destination upon arrival.

A nonstop flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) typically takes around 4 hours. This route covers a distance of approximately 2,213 kilometers. If you opt for a flight with one stop, your travel time will be longer, usually around 6 hours. Flights with two or more stops can take significantly more time, often around 10 hours 18 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some flexibility in your travel plans.

Yes, you can fly business class or first class between BOS and EYW. You can fly business class with Delta.

First class cabins are available on Spirit Airlines, Delta, United, and American Airlines.

It's easy to earn miles on a Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

If you're planning to travel to Key West from Logan International Airport (BOS), you can fly directly into Key West International Airport (EYW). Some flights may connect through major hubs like Liberty International Airport (EWR), Washington Dulles International Airport (IAD), or O'Hare International Airport (ORD) before reaching Key West. Compare routes and airports on Expedia to find the best flight options for your travel plans.

Typically, booking a last minute flight from Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.

Securing a Boston, MA (BOS-Logan Intl.) to Key West, FL (EYW-Key West Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.

If you booked your Boston, MA (BOS) to Key West, FL (EYW) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.