Travelers have found it’s best to book a flight 48 days in advance to save up to 154% 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 48 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 New Windsor to Massachusetts 1-2 weeks in advance for as low as $178, or $379 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Massachusetts. Flights to Massachusetts from New Windsor in February are about $177 on average during February, but can be found for as low as $68.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Massachusetts as you normally would.
Fly from
Fly to
Budget
$329 - $880
Route
Depart
Return
Price
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Fri 6/28
1 stop15h 43m
Boston Logan Intl
Sun 6/30
1 stop11h 42m
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Fri 7/19
1 stop10h 06m
Boston Logan Intl
Sun 7/21
1 stop10h 57m
New Windsor StewartHartford Bradley Intl
SWF - BDL
SWFBDL
New Windsor Stewart
Fri 6/28
1 stop10h 55m
Hartford Bradley Intl
Fri 7/5
2 stops25h 38m
New Windsor StewartHartford Bradley Intl
SWF - BDL
SWFBDL
New Windsor Stewart
Fri 6/28
1 stop10h 55m
Hartford Bradley Intl
Fri 7/5
2 stops25h 38m
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Fri 7/19
2 stops9h 01m
Boston Logan Intl
Sun 7/21
1 stop10h 57m
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Fri 6/28
1 stop15h 43m
Boston Logan Intl
Fri 7/5
2 stops18h 27m
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Sun 6/23
2 stops14h 13m
Boston Logan Intl
Mon 6/24
1 stop12h 20m
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Fri 6/28
2 stops18h 41m
Boston Logan Intl
Fri 7/5
2 stops18h 27m
New Windsor StewartBoston Logan Intl
SWF - BOS
SWFBOS
New Windsor Stewart
Sun 6/2
1 stop22h 45m
Boston Logan Intl
Thu 6/6
1 stop22h 50m
No data available for this route at this time. Please check back soon.
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
Entertainment
Boarding
Food
Comfort
Crew
Overall
Reviews
Delayed because of crew missing stuck on tarmac at arrival for a full hour this delayed my trip 8 hours this caused me to miss my rental car they were closed for the day when I got there worst flight experience of my life
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Stewart to Massachusetts. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
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