What are the cheapest airlines to fly from Westchester County to Boston one-way?

The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $162. However, be on the lookout for offers from American Airlines and Cape Air, as they are both options that can get you from Westchester County to Boston for a low price.

What is the cheapest month to book a flight from Westchester County to Boston?

Currently, January is the cheapest month in which you can book a flight from Westchester County to Boston (average of $218). Flying from Westchester County to Boston in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

In terms of precipitation, rainfall in Boston ranges from 3.1 - 4.0 inches per month. March is typically the wettest month, when rainfall can reach 4.0 in. July is typically the driest time to visit Boston when rainfall is around 3.1 in.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).

How far in advance should I book a flight from Westchester County to Boston?

Users have found that booking a flight from Westchester County to Boston at least 54 days early can save you up to 186% on average compared to booking a flight this week. If booking 54 days before your flight isn’t an option for you, users have found flights from Westchester County to Boston for as little as $166 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $312 for flights departing within the next 3 days.

What is the cheapest month to fly from Westchester County to Boston?

October can be a great time to fly to Boston from Westchester County with a flight ticket averaging about $194. Cheapflights users have found deals in the month of October for as cheap as $37. The most expensive prices can be found in the month of April.

What is the cheapest time of day to fly from REU to BOS?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Boston as you normally would.

What airport do you fly into for flights to Boston from Westchester County?

If you book a flight to Boston from Westchester County, you will be flying to Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.

Can I find deals for flights from Westchester County to Boston that include hotel bookings?

Yes. In addition to deals on Westchester County to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Westchester County to Boston?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Boston.

Can I find deals for business class flights from Westchester County to Boston?

Yes. Cheapflights offers flight deals from Westchester County to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$162+ Flights from Westchester County to Boston

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Cheap flight deals from Westchester County to Boston

Round-trip from	$328 (American Airlines)
One-way from	$162 (JetBlue)
Popular in	April
Cheapest in	October
Average price	$172

From Westchester County to Boston Logan Intl

Search Deals

One-way flight from Westchester County to Boston Logan Intl

Search Deals

Highest demand for flights based on searches. 19% potential increase in price ($46 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($6 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Westchester County to Boston

Cheapest flights from Westchester County to Boston
Explore the most affordable flight options available from Westchester County to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Sun 7/276:37 amHPN - BOS

2 stops7h 30mAmerican Airlines

Sun 8/311:52 amBOS - HPN

2 stops11h 36mAmerican Airlines

Deal found 6/29

$328

Wed 7/307:30 amHPN - BOS

1 stop9h 04mJetBlue

Wed 8/63:14 pmBOS - HPN

1 stop7h 15mJetBlue

Deal found 6/30

$338

Thu 10/95:16 pmHPN - BOS

1 stop24h 02mCape Air

Mon 10/1312:39 pmBOS - HPN

1 stop20h 14mCape Air

Deal found 6/30

$435

Fri 8/158:30 pmHPN - BOS

1 stop12h 34mMultiple Airlines

Sun 8/175:48 pmBOS - HPN

1 stop15h 05mMultiple Airlines

Deal found 6/30

$477

Best flights from Westchester County to Boston
Discover carefully curated flight deals from Westchester County to Boston that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 1, 2025.

Sun 7/276:37 amHPN - BOS

2 stops7h 30mAmerican Airlines

Sun 8/311:52 amBOS - HPN

2 stops11h 36mAmerican Airlines

Deal found 6/29

$328

Wed 7/307:30 amHPN - BOS

1 stop9h 04mJetBlue

Wed 8/63:14 pmBOS - HPN

1 stop7h 15mJetBlue

Deal found 6/30

$338

Thu 10/95:16 pmHPN - BOS

1 stop24h 02mCape Air

Mon 10/1312:39 pmBOS - HPN

1 stop20h 14mCape Air

Deal found 6/30

$435

Fri 8/158:30 pmHPN - BOS

1 stop12h 34mMultiple Airlines

Sun 8/175:48 pmBOS - HPN

1 stop15h 05mMultiple Airlines

Deal found 6/30

$477

Last-minute flights from Westchester County to Boston
Discover last-minute flight deals from Westchester County to Boston. Data last updated July 1, 2025 and is based on user searches.

Wed 7/96:37 amHPN - BOS

2 stops7h 30mAmerican Airlines

Wed 7/95:00 pmBOS - HPN

1 stop6h 28mAmerican Airlines

Deal found 7/1

$598

Thu 7/109:18 amHPN - BOS

1 stop26h 35mCape Air

Mon 7/215:48 pmBOS - HPN

1 stop23h 03mCape Air

Deal found 6/30

$516

Fri 7/1112:06 pmHPN - BOS

2 stops10h 57mMultiple Airlines

Sun 7/136:00 amBOS - HPN

2 stops14h 59mMultiple Airlines

Deal found 6/29

$562

Fri 7/114:05 pmHPN - BOS

1 stop7h 50mJetBlue

Sun 7/134:20 pmBOS - HPN

1 stop7h 22mJetBlue

Deal found 6/29

$703

Mon 7/219:18 amHPN - BOS

1 stop6h 06mCape Air

Tue 7/2212:39 pmBOS - HPN

1 stop4h 12mCape Air

Deal found 6/29

$456

Sun 7/276:37 amHPN - BOS

2 stops7h 30mAmerican Airlines

Sun 8/311:52 amBOS - HPN

2 stops11h 36mAmerican Airlines

Deal found 6/29

$328

Sun 7/279:18 amHPN - BOS

1 stop26h 35mMultiple Airlines

Sun 8/38:39 pmBOS - HPN

2 stops24h 20mMultiple Airlines

Deal found 6/29

$488

Wed 7/307:30 amHPN - BOS

1 stop9h 04mJetBlue

Wed 8/63:14 pmBOS - HPN

1 stop7h 15mJetBlue

Deal found 6/30

$338

One-way flights from Westchester County to Boston
Search for one-way flight options from Westchester County to Boston. Find affordable one-way fares based on user searches. Data last updated July 1, 2025.

Tue 9/167:30 amHPN - BOS

1 stop9h 47mJetBlue

Deal found 6/30

$162

Mon 9/226:30 amHPN - BOS

2 stops7h 45mAmerican Airlines

Deal found 6/30

$164

Thu 8/149:18 amHPN - BOS

1 stop26h 35mCape Air

Deal found 6/29

$166

Sat 8/2312:45 pmHPN - BOS

1 stop20h 52mDelta

Deal found 6/29

$202

Mon 9/2212:10 pmHPN - BOS

3 stops23h 03mMultiple Airlines

Deal found 6/30

$291

Cheapflights Fare Finder

Use the filters below to find and compare flights from Westchester County to Boston that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sun 7/27

6:37 am-2:07 pm

2 stops7h 30m

Boston Logan Intl

Sun 8/3

11:52 am-11:28 pm

2 stops11h 36m

$328

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Wed 7/30

7:30 am-4:34 pm

1 stop9h 04m

Boston Logan Intl

Wed 8/6

3:14 pm-10:29 pm

1 stop7h 15m

$338

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 10/9

5:16 pm-5:18 pm

1 stop24h 02m

Boston Logan Intl

Mon 10/13

12:39 pm-8:53 am

1 stop20h 14m

$435

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Fri 8/15

8:30 pm-9:04 am

1 stop12h 34m

Boston Logan Intl

Sun 8/17

5:48 pm-8:53 am

1 stop15h 05m

$477

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Tue 9/16

7:30 am-5:17 pm

1 stop9h 47m

$162

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Mon 9/22

6:30 am-2:15 pm

2 stops7h 45m

$164

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Thu 8/14

9:18 am-11:53 am

1 stop26h 35m

$166

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Sat 8/23

12:45 pm-9:37 am

1 stop20h 52m

$202

White PlainsBoston

HPN - BOS

HPNBOS

White Plains Westchester County

Mon 9/22

12:10 pm-11:13 am

3 stops23h 03m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Best time to book a flight from Westchester County to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Westchester County with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Westchester County to Boston

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Boston

Get a feel of what it's like to fly with Delta, JetBlue, and American Airlines from Westchester County to Boston by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Delta

8.0

Very good

7,973 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

JetBlue

7.3

Good

2,919 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,973 reviews

Reviews

1 / 20

10.0

Excellent

Kymberlee,Oct 2024

JFK - ATL

Related info for your journey

What airport do you fly into for flights to Boston from Westchester County?
If you book a flight to Boston from Westchester County, you will be flying to Logan Intl, which is the city’s only airport. Boston Logan Intl (BOS) is located 2.6 mi from the center of Boston.
What are the cheapest airlines to fly from Westchester County to Boston one-way?
The cheapest airline one-way is JetBlue, with whom users have recently found tickets for as low as $162. However, be on the lookout for offers from American Airlines and Cape Air, as they are both options that can get you from Westchester County to Boston for a low price.
Can I find deals for flights from Westchester County to Boston that include hotel bookings?
Yes. In addition to deals on Westchester County to Boston flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Westchester County to Boston?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Boston.
Can I find deals for business class flights from Westchester County to Boston?
Yes. Cheapflights offers flight deals from Westchester County to Boston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Westchester County to Boston?
Currently, January is the cheapest month in which you can book a flight from Westchester County to Boston (average of $218). Flying from Westchester County to Boston in June is currently the most expensive (average of $306). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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$162+ Cheap flights from Westchester County to Boston (BOS)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/16. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Westchester County to Boston with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Westchester County to Boston

Keep the following information in mind while searching for Westchester County to Boston flight deals. Data was last updated July 1, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Westchester County to Boston

Cheapest flights from Westchester County to BostonExplore the most affordable flight options available from Westchester County to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Explore the most affordable flight options available from Westchester County to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Westchester County to Boston that are best for you.

Best time to book a flight from Westchester County to Boston

Have a flexible travel schedule? Discover the best time to fly to Boston from Westchester County with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Westchester County to Boston

Reviews of airlines servicing Boston

Get insights into the airlines that provide service to Boston. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Boston. Reviews last updated July 1, 2025.

Get a feel of what it's like to fly with Delta, JetBlue, and American Airlines from Westchester County to Boston by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Boston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to Boston from Westchester County?

What are the cheapest airlines to fly from Westchester County to Boston one-way?

Can I find deals for flights from Westchester County to Boston that include hotel bookings?

How can I find direct flights from Westchester County to Boston?

Can I find deals for business class flights from Westchester County to Boston?

What is the cheapest month to book a flight from Westchester County to Boston?

Traveling to a place near Westchester County?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Westchester County to Boston

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Travel Smart

Cheapest flights from Westchester County to Boston
Explore the most affordable flight options available from Westchester County to Boston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 1, 2025.