Cheap flights from Boston (BOS) to Key West (EYW)

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Lowest round trip fares by airline from Boston and Key West

Cheapest prices ($87 One Way, $203 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Key West

Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is $145 per night from Oct 3 to Oct 4
$145
per night
Oct 3 - Oct 4
Stay at this hotel in Key West. Enjoy 2 outdoor pools, a 24-hour front desk, and daily housekeeping. Our guests praise the convenient parking in our reviews. ...
8.6/10 Excellent! (1,005 reviews)
"Basic but perfect motel for those looking to be near the action!"

Reviewed on Sep 29, 2023

Southwinds Motel
Seashell Motel & Key West Hostel

Seashell Motel & Key West Hostel

1.5 out of 5
718 South Street, Key West, FL
The price is $109 per night from Oct 3 to Oct 4
$109
per night
Oct 3 - Oct 4
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Popular attractions Duval Street and Simonton Beach are located nearby. Discover ...
7.2/10 Good! (1,001 reviews)
Very nice experience
"The room is clean and comes with free parking. The manager upgraded our room from king-size to double beds without additional charge, which is pretty awesome! The bed is comfortable, and the staff there are very friendly. The only thing that is not that good is the traffic noise down the road. Suggest ..."

Reviewed on Sep 26, 2023

Seashell Motel & Key West Hostel
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
The price is $99 per night from Oct 3 to Oct 4
$99
per night
Oct 3 - Oct 4
Stay at this 3-star B&B in Key West. Enjoy a terrace, daily housekeeping, and a garden. Our guests praise the property condition in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,003 reviews)
"Lovely hotel & accommodating staff. Received a ticket by the city while unloading our luggage."

Reviewed on Sep 25, 2023

Duval House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Boston to Key West

Origin
Boston
Destination
Key West
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
Popular Airlines

Cheap flights from Boston to Key West

Are you ready to book your flight, but feeling nervous about paying too much if the price drops? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus a $50 CheapCash bonus, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a Key West Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your Key West vacation that you can't get when you book flights and hotel separately.

Relax in Key West With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Boston to Key West by signing up for exclusive email deals.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.