$83 Cheap flight deals from Boston (BOS) to Smithtown (NYC)

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

This Weekend's Flight Deals from Boston to Smithtown

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, May 24 - Tue, Jun 23
BOS
Logan Intl.
JFK
John F. Kennedy Intl.
$217 Roundtrip, found 4 hours ago
$217
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Sun, May 24 from Logan Intl. to John F. Kennedy Intl., returning Tue, Jun 23, priced at $217 found 4 hours ago
Sun, May 24 - Sun, May 24
BOS
Logan Intl.
LGA
LaGuardia
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sun, May 24 from Logan Intl. to LaGuardia, returning Sun, May 24, priced at $304 found 1 day ago
Fri, May 22 - Sun, May 24
BOS
Logan Intl.
HPN
Westchester County
$497 Roundtrip, found 5 days ago
$497
Roundtrip
found 5 days ago
Select Cape Air flight, departing Fri, May 22 from Logan Intl. to Westchester County, returning Sun, May 24, priced at $497 found 5 days ago
Sat, May 23 - Sun, May 24
BOS
Logan Intl.
ISP
MacArthur
$531 Roundtrip, found 12 hours ago
$531
Roundtrip
found 12 hours ago
Select Cape Air flight, departing Sat, May 23 from Logan Intl. to MacArthur, returning Sun, May 24, priced at $531 found 12 hours ago

Airfares from $83 One Way, $167 Round Trip from Boston to Smithtown

Prices starting at $167 for return flights and $83 for one-way flights to Smithtown were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 19 - Mon, Jun 22
ORH
Worcester
LGA
New York
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Select Delta flight, departing Fri, Jun 19 from Worcester to New York, returning Mon, Jun 22, priced at $167 found 4 days ago
Fri, Jul 24 - Sat, Aug 15
BOS
Boston
EWR
New York
$167 Roundtrip, found 12 hours ago
$167
Roundtrip
found 12 hours ago
Select United flight, departing Fri, Jul 24 from Boston to New York, returning Sat, Aug 15, priced at $167 found 12 hours ago
Tue, Jun 9 - Wed, Jun 10
PVD
Providence
JFK
New York
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Tue, Jun 9 from Providence to New York, returning Wed, Jun 10, priced at $187 found 3 days ago
Tue, Aug 4 - Wed, Aug 5
BOS
Boston
LGA
New York
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Tue, Aug 4 from Boston to New York, returning Wed, Aug 5, priced at $207 found 5 hours ago
Tue, Jun 9 - Wed, Jun 10
PVD
Providence
LGA
New York
$295 Roundtrip, found 3 days ago
$295
Roundtrip
found 3 days ago
Select American Airlines flight, departing Tue, Jun 9 from Providence to New York, returning Wed, Jun 10, priced at $295 found 3 days ago

Smithtown economy flight packages

Price found within the past 48 hours. Click for updated prices.
Radio Hotel
4.0-star property

Radio Hotel

8.6/10 Excellent! (2,511 reviews)

Jun 22 - Jun 25

3 night stay

Boston (BOS) to Newark Liberty Intl. Airport (EWR)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $865, price is now $565 per person
$565
per person
found 1 day ago
Price was right. Room had some problems - lamps and believe or not the Radio weren't working. They offered to send someone up, but we declined, preferring to go to sleep that night. Staff was good, bed and TV good. The bathroom could have used at least a little bit of counter space - essentially, there was none. The place is clean and fine for an overnight stay in NYC if you don't mind being on the northern tip of Manhattan. Great access to GW Bridge.

Reviewed on Nov 28, 2025

NobleDEN Hotel
4.0-star property

NobleDEN Hotel

9.8/10 Exceptional! (1,584 reviews)

Jul 3 - Jul 11

8 night stay

Boston (BOS) to New York (JFK)

Delta • Coach

New York (JFK) to Boston (BOS)

JetBlue Airways • Coach
Price was $3,063, price is now $1,643 per person
$1,643
per person
found 17 hours ago
The staff is amazing!! They are so sweet and helpful.

Reviewed on Apr 27, 2026

Placemakr Wall Street
4.0-star property

Placemakr Wall Street

9.2/10 Wonderful! (912 reviews)

Jul 3 - Jul 11

8 night stay

Boston (BOS) to New York (JFK)

Delta • Coach

New York (JFK) to Boston (BOS)

JetBlue Airways • Coach
Save 100% on your flight
Price was $2,922, price is now $1,663 per person
$1,663
per person
found 17 hours ago
First time here -- it's set up for people who want a kitchen and perhaps a longer stay, but was also fine for two nights. Not a traditional hotel but more of a loft feel. Great location if you want to be near financial district/seaport area, and it's convenient to subway.

Reviewed on May 6, 2025

Don't see what you're looking for?
See all available trips from Boston to Smithtown
View all trips

Smithtown first class flight packages

Price found within the past 48 hours. Click for updated prices.
Row NYC
4.0-star property

Row NYC

7.6/10 Good! (45 reviews)

Jun 27 - Jun 29

2 night stay

Boston (BOS) to New York (JFK)

Delta • Roundtrip • FirstClass
Price was $682, price is now $536 per person
$536
per person
found 1 day ago
Great location, clean & helpful staff The room was small but that is New York!

Reviewed on May 3, 2026

Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

9.2/10 Wonderful! (3,482 reviews)

Jun 27 - Jun 29

2 night stay

Boston (BOS) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,144, price is now $826 per person
$826
per person
found 1 day ago
Beds are comfortable

Reviewed on May 12, 2026

Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

9/10 Wonderful! (3,014 reviews)

Jun 27 - Jun 29

2 night stay

Boston (BOS) to New York (JFK)

Delta • Roundtrip • FirstClass
Save 100% on your flight
Price was $1,134, price is now $819 per person
$819
per person
found 1 day ago
There was unexpected extra fees

Reviewed on May 10, 2026

Don't see what you're looking for?
See all available trips from Boston to Smithtown
View all trips

More About Flying To Smithtown from Boston

Route Information for Flights from Boston to Smithtown

Origin Airport IATA Code
BOS
Destination Airport IATA Code
NYC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Smithtown

Using Orbitz can save you a significant amount of money and time when booking Boston to Smithtown flights. With cutting-edge mobile tools for on-the-move travel planning and guaranteed low prices, Orbitz is the ultimate resource for travelers looking for great deals.

Book Your Boston to Smithtown Flights From Any Location

Orbitz now offers free apps for iPad, iPhone, and Android users. You can use Orbitz on these devices to search for affordable fares and to book flights from Boston to Smithtown. Mobile apps also allow users to view, compare, and book hotel rooms with just a few taps on the screen and let you access up-to-date flight and baggage claim information in a matter of seconds.

Fly Cheap and Boost Your Frequent Flyer Miles

Earn miles or points on select Boston to Smithtown flights to boost your frequent flyer travel rewards. When using Orbitz to book domestic or international flights, include your frequent flyer numbers or add these details to your Orbitz user profile so they are included with your reservation.

Keep Everyone Updated With Flight Alerts

Orbitz is the ideal way to book flights from Boston to Smithtown. Free Orbitz alerts can be sent to you and as many as six of your contacts about changes to your Boston to Smithtown flights. This keeps everyone notified of flight delays or any other disruptions that might impact your arrival time.

Orbitz Makes It Easy to Plan Your Trips on a Budget

You can always find affordable flights from Boston to Smithtown on Orbitz. Use different airlines to book arrival and departure flights, take advantage of vacation package deals, and secure exclusive rewards.

More Destinations

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.