- Must visit
Museum of Fine Arts, Boston
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
Flights from Port Chester, NY to Boston, MA depart on average 45 times per day, taking around 3h 7m. Cheap flight tickets for this journey start at $91 (€75) but you can travel from only $19 (€16) by train.
There are 17 flights per day. The earliest flight runs at 05:00, the last at 22:59. The fastest flight covers the 164 miles (264 km) distance in 1h 10m. July is the cheapest month to fly.
Distance 164 miles (264 km) |
Average flight duration 3h 7m |
Cheapest ticket price $91 (€75) |
Flights per day 45 |
Direct flights 17 |
Fastest flight 1h 10m |
First flight 5:00 AM |
Last flight 10:59 PM |
Cheapest Month Jul |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Apr - Jun |
Cheapest price
$224
Average price
$268
Fastest journey
1 h 15 m
Average duration
1 h 16 m
Flights per day
2
Distance
264 km
The best way to find a cheap flight ticket from Port Chester, NY to Boston, MA is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Port Chester, NY to Boston, MA will cost around $268 if you buy it on the day, but the cheapest tickets can be found for only $224.
Of the 2 flights that leave Port Chester, NY for Boston, MA onSat, Jun 20, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jun 20 the direct flights cover the 264 km distance in an average of 1 h 16 m but if you time it right, some flights will get you there in just 1 h 15 m .
On Sat, Jun 20 the longest flights will take 1 h 16 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Omio recommends booking the train as it is the most popular option from Port Chester, NY to Boston, MA among Omio's users. If you are prioritising price take the bus with prices starting from $38. For those with little time consider booking a flight which can get you there in 3h 7m. The ticket price range depends on the travel mode: a bus costs an average of $38, and a flight costs an average of $91.
Distance: 164 miles (264 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$206 Average price | $77 Average price | $51 Average price Cheapest | $36 Average price (fuel + tolls) |
6h 7m Average total duration Fastest 3h 7m Onboard + 3h 0m Additional time* | 3h 45m Average total duration 3h 15m Onboard + 30m Additional time* | 6h 15m Average total duration 5h 45m Onboard + 30m Additional time* | 3h 0m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Port Chester, NY to Boston, MA:
A bus is $25 (€21) less than a train for this route with tickets for a train from Port Chester, NY to Boston, MA costing on average $77 (€63).
A bus is $155 (€127) less than a flight for this route with tickets for a flight from Port Chester, NY to Boston, MA costing on average $206 (€169).
Other travel options to Boston, MA take longer:
Train takes on average 3h 15m.
Bus takes on average 5h 45m.
The table below shows live departures for Port Chester, NY to Boston, MA flights for tomorrow, Friday, June 19. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:45 AM Port Chester, NY | 1h16 | 3:01 AM Boston, MA | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Boston — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Boston trip today.
One of the largest art museums in the United States, known for its encyclopedic collection spanning ancient to contemporary works.
A distinctive Venetian-style museum with major European, Asian, and American art, famous for its intimate courtyard and historic 1990 art theft.
A family-friendly science museum with hands-on exhibits, a planetarium, and broad appeal for visitors interested in technology and natural science.
Boston’s signature walking route linking many of the city’s most important historic sites, ideal for first-time visitors.
The oldest public park in the United States, serving as a central green space and gateway to the Freedom Trail.
A picturesque landscaped garden known for its lagoon, bridges, and swan boats, especially photogenic in spring and summer.
A creamy soup of clams, potatoes, and onions that is one of Boston’s signature comfort foods and a classic of New England cooking.
Sweet lobster meat served in a buttered split-top roll, often dressed lightly with mayo or warm butter. It is a beloved Boston-area seafood staple.
Slow-cooked beans traditionally baked with molasses and salt pork, tied to the city’s old nickname, 'Beantown,' and its colonial food history.
Highly regarded restaurant in Cambridge near Boston, known for refined Eastern Mediterranean cooking, excellent ingredients, and a warm upscale atmosphere.
Iconic North End bakery best known for cannoli and other Italian pastries, popular with both locals and visitors seeking a classic Boston sweet stop.
Small, celebrated North End seafood spot known for lobster rolls, oysters, and a lively atmosphere. A longtime favorite for classic Boston seafood.
Boston is pricey by U.S. standards, especially for hotels and dining, though casual food and transit are manageable.
Tip 18-20% in restaurants, 20%+ for great service. USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5.
Find answers to the most common questions about traveling from Port Chester, NY to Boston, MA by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Boston, MA, this guide helps you travel smarter and with confidence.

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