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
$215 - $439
Route
Depart
Return
Price
Key WestHartford Bradley Intl
EYW - BDL
EYWBDL
Key West
Thu 8/1
1 stop5h 33m
Hartford Bradley Intl
Tue 8/6
1 stop8h 03m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Wed 8/7
1 stop5h 33m
Boston Logan Intl
Tue 8/13
1 stop7h 08m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Wed 7/10
1 stop8h 12m
Boston Logan Intl
Wed 7/17
1 stop7h 25m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Sat 10/26
1 stop6h 50m
Boston Logan Intl
Wed 10/30
1 stop8h 38m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Wed 6/19
2 stops22h 43m
Boston Logan Intl
Thu 6/27
1 stop23h 52m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Thu 6/20
2 stops11h 50m
Boston Logan Intl
Wed 6/26
3 stops34h 29m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Tue 6/18
1 stop7h 37m
Boston Logan Intl
Sat 6/29
2 stops12h 05m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Thu 6/20
1 stop18h 04m
Boston Logan Intl
Sun 6/23
1 stop7h 06m
Key WestBoston Logan Intl
EYW - BOS
EYWBOS
Key West
Tue 6/18
1 stop6h 33m
Boston Logan Intl
Mon 6/24
1 stop8h 35m
No data available for this route at this time. Please check back soon.
Overall
Food
Entertainment
Boarding
Comfort
Crew
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.
Overall
Food
Entertainment
Boarding
Comfort
Crew
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.
Overall
Food
Entertainment
Boarding
Comfort
Crew
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.
Overall
Food
Entertainment
Boarding
Comfort
Crew
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.
Overall
Food
Entertainment
Boarding
Comfort
Crew
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.
Overall
Food
Entertainment
Boarding
Comfort
Crew
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.
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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.
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