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

Find The Best Dates To Fly

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

The cheapest flights to Key West Intl. found within the past 7 days were CA $303 round trip and CA $126 one way. Prices and availability subject to change. Additional terms may apply.

Thu, Jan 22 - Mon, Jan 26
BOS
Boston
EYW
Key West
CA $303 Roundtrip, found 5 days ago
CA $303
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Jan 22 from Boston to Key West, returning Mon, Jan 26, priced at CA $303 found 5 days ago
Thu, Feb 26 - Sun, Mar 1
BOS
Boston
EYW
Key West
CA $401 Roundtrip, found 5 days ago
CA $401
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Thu, Feb 26 from Boston to Key West, returning Sun, Mar 1, priced at CA $401 found 5 days ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $428 Roundtrip, found 1 day ago
CA $428
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $428 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $432 Roundtrip, found 1 day ago
CA $432
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $432 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $442 Roundtrip, found 1 day ago
CA $442
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $442 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $446 Roundtrip, found 1 day ago
CA $446
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $446 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $462 Roundtrip, found 1 day ago
CA $462
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $462 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $475 Roundtrip, found 1 day ago
CA $475
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $475 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $480 Roundtrip, found 1 day ago
CA $480
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $480 found 1 day ago
Sat, Feb 7 - Sat, Feb 14
BOS
Boston
EYW
Key West
CA $513 Roundtrip, found 1 day ago
CA $513
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Feb 7 from Boston to Key West, returning Sat, Feb 14, priced at CA $513 found 1 day 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.