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Find cheap flights from Stewart Intl. to Massachusetts from $96

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Windsor to Massachusetts departing on 6/10. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Sat 6/29
Sat 7/6

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Best Massachusetts Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Boston
Boston1 stop$329

Good to know

Cheapest flight

$96
Flight from New Windsor to Boston

FAQs - booking Massachusetts flights

  • How does KAYAK find such low prices on flights from Stewart Intl. to Massachusetts?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Stewart Intl. to Massachusetts.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Stewart Intl. to Massachusetts?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Massachusetts from Stewart Intl. is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Stewart Intl. to Massachusetts?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Massachusetts with an airline and back to Stewart Intl. with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Stewart Intl. to Massachusetts?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Massachusetts from Stewart Intl. up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Massachusetts

  • Morning departure is around 11% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top airlines flying from New Windsor to Massachusetts

 
Need help choosing which airline to fly with from New Windsor to Massachusetts? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.6
JetBlueOverall score based on 4365 reviews
7.8Comfort
8.3Crew
7.1Food
7.5Entertainment
7.8Boarding
Airline reviews

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

10.0 Excellenteileen, May 2024LAX - BOS
Read more about JetBlue reviews

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

We were told that our flight would be delayed for 90+ minutes because of weather, so we went to get something to eat only to have them randomly start boarding 15 minutes after the announcement, with no warning.

Entertainment... No earphones passed out. Many including me couldn't use the TV. Legroom was good. Crew was indifferent and a bit surly. Free wifi was a nice convenience. Check in desk location was unknown. Gate number on the boarding passes was wrong.

Confusing. Delay updates were out of whack At one point it said my flight was 25 hours. Three gate changes and two delays only to change back to original departure time. Gate announcer and on board flight attendant (Alejandro) making the announcements was impossible to understand due to accent and speed of speech. After beverage service the rear flight attendants sat back there on their phones. No refills no checking in, one sweep through for trash collection. Very impersonal. Bring back Coke products

Business class is great. New airplane, very comfortable, better than some of the major airlines I am used to

Delayed by almost an hour - I also noticed that all JetBlue flights departing from PBI were delayed yet the weather was perfect.

I loved the wifi, much better than Delta. Seats were old. and bathrooms dingy.

There was no wheelchair or wheelchair escort at the gate..unacceptable

Delayed 4 hours because of maintenance issue they knew about all day. Get another plane. Time is precious!

I liked that boarding and take off were timely despite a 15 minute delay due to weather. The pilot communicated with us the entire flight keeping us informed re: turbulance and slight delays on the runway after we landed.

This recognisable no-frills airline gets me from point-A to point-B. I was able to get to Chicago without stress. The checked baggage collection and reclaim could be improved.

Worst airline experience ever. Lost my IPad going thru security. Charged for my dog carriage at the gate not at ticket counter. Gave away my seat 6D. Expressed I wanted my seat back after charging me 99 for dog carriage. Should have thrown it out. Had a 16 yr old Yorkie heading to Boston after being a snowbird. Seats small. Very bad experience. Still don’t have my IPad. Horrible

Flight delayed then canceled! I will NEVER fly Spirit Airlines again and will tell all my friends!

Delayed..4 times...completely disorganized boarding. After 5 hours they scrambled to move ppl off plane bc they overbooked. Then they didn't have a cabin crew. WiFi on plane didn't work. Zero amenities. Once we boarded we sat on tarmac for an hour. Explore all alternate options including purchasing a pair of hiking boots and walking to your destination instead of flying spirit.

Overall it was a good experience. Stewards were very kind and professional. The departure and arrival times were as promised. Plane was clean.

No frills, limited comfort, no food, no entertainment, but fine

The seat was very uncomfortable from Boston to Nashville. Otherwise the flight was excellent.

Seats horrible. No way of getting comfortable . But flight ran smoothly

I had a phobia for Spirit and now is 100% confirmed. Flight delayed, missed connecting flight and staying overnight . Now not even able to get my boarding pass until I’ll get into the airport. It’s really really bad at this point

Every thing was fine ,low price,easy on time ,clean, good staff, really no issues

Book cheap flights from Stewart Intl. to Massachusetts

Recent round-trip flight deals

6/28Fri
1 stop
15h 43mSWF-BOS
6/30Sun
1 stop
11h 42mBOS-SWF
$329
7/19Fri
1 stop
10h 06mSWF-BOS
7/21Sun
1 stop
10h 57mBOS-SWF
$333
6/28Fri
1 stop
10h 55mSWF-BDL
7/5Fri
2 stops
25h 38mBDL-SWF
$365
6/28Fri
1 stop
10h 55mSWF-BDL
7/5Fri
2 stops
25h 38mBDL-SWF
$376
7/19Fri
2 stops
9h 01mSWF-BOS
7/21Sun
1 stop
10h 57mBOS-SWF
$406
6/28Fri
1 stop
15h 43mSWF-BOS
7/5Fri
2 stops
18h 27mBOS-SWF
$422
6/28Fri
2 stops
18h 41mSWF-BOS
7/5Fri
2 stops
18h 27mBOS-SWF
$462
6/28Fri
2 stops
18h 41mSWF-BOS
7/5Fri
3 stops
27h 34mBOS-SWF
$540
6/2Sun
1 stopPLAY
22h 45mSWF-BOS
6/6Thu
1 stopPLAY
22h 50mBOS-SWF
$880
6/7Fri
1 stopPLAY
22h 45mSWF-BOS
6/9Sun
1 stopPLAY
22h 50mBOS-SWF
$1,066

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Recent one-way flight deals

6/10Mon
1 stop
27h 57mSWF-BOS
$96
6/14Fri
1 stop
27h 57mSWF-BOS
$118
6/8Sat
1 stop
8h 50mSWF-BOS
$122
6/22Sat
1 stop
5h 33mSWF-BDL
$123
6/7Fri
1 stop
15h 43mSWF-BOS
$128
7/22Mon
1 stop
10h 06mSWF-BOS
$131
6/7Fri
1 stop
15h 43mSWF-BOS
$135
7/26Fri
1 stop
10h 06mSWF-BOS
$142
7/26Fri
1 stop
10h 06mSWF-BOS
$149
7/19Fri
1 stop
10h 06mSWF-BOS
$155

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Last minute flights from New Windsor to Massachusetts

Last minute flight, train and bus deals

5/31Fri
multi-stop
15h 55mSWF-BOS
6/2Sun
multi-stop
12h 49mBOS-SWF
$445
5/31Fri
multi-stop
15h 55mSWF-BOS
6/1Sat
multi-stop
12h 46mBOS-SWF
$451
5/31Fri
multi-stop
15h 55mSWF-BOS
6/1Sat
multi-stop
18h 10mBOS-SWF
$498
5/31Fri
multi-stop
15h 55mSWF-BOS
6/2Sun
multi-stop
16h 33mBOS-SWF
$501
5/31Fri
multi-stop
24h 51mSWF-BOS
6/1Sat
multi-stop
12h 46mBOS-SWF
$594
6/2Sun
multi-stopPLAY
22h 45mSWF-BOS
6/6Thu
multi-stopPLAY
22h 50mBOS-SWF
$880
5/31Fri
multi-stopPLAY
22h 45mSWF-BOS
6/2Sun
multi-stopPLAY
22h 50mBOS-SWF
$1,043

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New Windsor - Massachusetts Flights

Departure:

Stewart Intl. (SWF)United States

Return flight deals:

Massachusetts - Stewart Intl.

Cabin classes: