Travelers have found it’s best to book a flight 60 days in advance to save up to 128% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 60 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Key West to Massachusetts 1-2 weeks in advance for as low as $286, or $457 for flights within the next 24 hours.
The best pricing can be found in the month of September. Prices to Massachusetts from Key West average $399. You can even find prices in September for less than $399, as users have found deals to Massachusetts from as low as $186. The month of April appears to be one of the more expensive times to travel to Massachusetts from Key West. Flying in the targeted month can save you up to 67%.
When flying from Key West to Massachusetts, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$243 - $442
Route
Depart
Return
Price
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Wed 8/7
1 stop7h 53m
Boston Logan Intl
Tue 8/13
1 stop6h 07m
Key WestHartford Bradley Intl
EYW - BDL
EYWBDL
Key West
Fri 7/12
1 stop8h 35m
Hartford Bradley Intl
Wed 7/17
1 stop5h 56m
Key WestHartford Bradley Intl
EYW - BDL
EYWBDL
Key West
Fri 7/12
1 stop5h 25m
Hartford Bradley Intl
Wed 7/17
1 stop5h 56m
Key WestHartford Bradley Intl
EYW - BDL
EYWBDL
Key West
Fri 7/12
2 stops8h 08m
Hartford Bradley Intl
Wed 7/17
1 stop8h 15m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Thu 6/27
2 stops11h 50m
Boston Logan Intl
Thu 7/4
1 stop7h 15m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Tue 6/11
1 stop5h 48m
Boston Logan Intl
Tue 6/25
1 stop5h 18m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Thu 6/27
3 stops28h 21m
Boston Logan Intl
Thu 7/4
1 stop7h 15m
Key WestHartford Bradley Intl
EYW - BDL
EYWBDL
Key West
Fri 6/28
1 stop5h 56m
Hartford Bradley Intl
Fri 7/12
1 stop5h 52m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Thu 6/20
1 stop7h 37m
Boston Logan Intl
Tue 6/25
2 stops8h 50m
No data available for this route at this time. Please check back soon.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Crew
Overall
Entertainment
Food
Comfort
Boarding
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Cheapflights makes it easy to find Key West to Massachusetts flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Massachusetts from Key West.
Certainly. Search results for flights to Massachusetts from Key West shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.
Yes! Start tracking prices for Key West to Massachusetts flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.