Cheap Flights From Logan Intl. (BOS) To Key West Intl. (EYW)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Cheapest Flights from Boston (BOS) to Key West (EYW)

The cheapest flights to Key West Intl. found within the past 7 days were CA $1,671 round trip and CA $222 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Dec. 26 - Sun, Jan. 4
BOS
Boston
EYW
Key West
CA $1,671 Roundtrip, found 3 days ago
CA $1,671
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Dec. 26 from Boston to Key West, returning Sun, Jan. 4, priced at CA $1,671 found 3 days ago
Fri, Dec. 26 - Sun, Jan. 4
BOS
Boston
EYW
Key West
CA $1,873 Roundtrip, found 3 days ago
CA $1,873
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Dec. 26 from Boston to Key West, returning Sun, Jan. 4, priced at CA $1,873 found 3 days ago
Fri, Dec. 26 - Sun, Jan. 4
BOS
Boston
EYW
Key West
CA $2,122 Roundtrip, found 3 days ago
CA $2,122
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Fri, Dec. 26 from Boston to Key West, returning Sun, Jan. 4, priced at CA $2,122 found 3 days ago
Fri, Dec. 26 - Sun, Jan. 4
BOS
Boston
EYW
Key West
CA $2,257 Roundtrip, found 3 days ago
CA $2,257
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Dec. 26 from Boston to Key West, returning Sun, Jan. 4, priced at CA $2,257 found 3 days ago

Frequently asked questions

Are there direct flights from Logan Intl. Airport to Key West Intl. Airport (EYW)?
Be a wise wanderer and secure a direct flight from BOS to EYW with JetBlue. This air carrier is the best choice if you'd rather reach Monroe County in the shortest possible time.
What airlines fly from Logan Intl. Airport (BOS) to EYW?
Ready to book the ticket for your next awesome adventure? Eager to travel from Boston to Monroe County as fast as possible? Book one of the 30 direct flights offered by JetBlue each month, and you'll be touching down before you can ask 'Are we there yet?'
What is the best day to buy a plane ticket?
Airfares offered on Friday tend to be the cheapest, according to flight demand on Travelocity.ca in 2021. Purchasing your airfares on a Thursday or Saturday can also provide better value, however our advice if you're looking to save money is to avoid booking on a Wednesday or Sunday. Our data shows that those two days have the highest ticket values on average, so keep this in mind if you're browsing flight deals.
What are the cheapest days to fly?
Frequent travellers may already know this, but earlier in the week is often the cheapest time to fly. Flights departing on a Monday are the cheapest of the week. Since flights towards the middle of the week tend to be more popular, this causes the prices to rise. This is why, on average, airfares booked on Travelocity.ca in 2021 were most expensive for Wednesday departures.
How far in advance can you book a flight?
Here's the deal: It is typically possible to start comparing international airfares on Travelocity.ca up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2-4 weeks prior to their travel dates.*According to flight demand on Travelocity.ca from January to December 2021. Savings are subject to change and may vary depending on selections made.

Popular Flight Routes from Boston (BOS)

Travelers at BOS love to visit these top cities. Roam to the top destinations from Boston (BOS) today with the cheap prices from Travelocity!

Popular Flight Routes from Key West (EYW)

Travelers at EYW love to visit these top cities. Roam to the top destinations from Key West(EYW) today with the cheap prices from Travelocity!

*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.