Journey information
Overview: Winchester, VA to New York, NY flight
Flights from Winchester, VA to New York, NY depart on average 68 times per day, taking around 1h 20m. Cheap flight tickets for this journey start at $62 (€51) if you book in advance.
There are 22 flights per day. The earliest flight runs at 05:00, the last at 22:59. The fastest flight covers the 244 miles (393 km) distance in 1h 11m. April is the cheapest month to fly.
Distance 244 miles (393 km) |
Average flight duration 1h 20m |
Cheapest ticket price $62 (€51) |
Flights per day 68 |
Direct flights 22 |
Fastest flight 1h 11m |
Cheapest month April |
First flight 5:00 AM |
Last flight 10:59 PM |
The cheapest and fastest flights from Winchester, VA to New York, NY
Cheapest price
$119
Average price
$166
Fastest journey
1 h 14 m
Average duration
1 h 14 m
Flights per day
2
Distance
393 km
The best way to find a cheap flight ticket from Winchester, VA to New York, NY is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Winchester, VA to New York, NY will cost around $166 if you buy it on the day, but the cheapest tickets can be found for only $119.
Of the 2 flights that leave Winchester, VA for New York, NY onSun, Apr 05, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Apr 05 the direct flights cover the 393 km distance in an average of 1 h 14 m but if you time it right, some flights will get you there in just 1 h 14 m .
On Sun, Apr 05 the longest flights will take 1 h 14 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.
11:00 AM1h14Winchester, VA12:14 PMNew York, NY$1191One-way0 transfers
11:15 AM1h14Winchester, VA12:29 PMNew York, NY$2131One-way0 transfers
11:00 AM1h14Winchester, VA12:14 PMNew York, NY$1191One-way0 transfers
11:15 AM1h14Winchester, VA12:29 PMNew York, NY$2131One-way0 transfers
Travel Information
Compare train and flight for Winchester, VA to New York, NY
Omio recommends booking the train as it is the most popular option from Winchester, VA to New York, NY among Omio's users. If you are prioritising price take the train with prices starting from $79. For those with little time consider booking a flight which can get you there in 1h 20m. The ticket price range depends on the travel mode: a train costs an average of $79, and a flight costs an average of $62.
Distance: 244 miles (393 km)
Compare flight with
| Flight | Most popular Train |
|---|---|
$178 Average price | $153 Average price Cheapest |
4h 20m Average total duration Fastest 1h 20m Onboard + 3h 0m Additional time* | 5h 50m Average total duration 5h 20m Onboard + 30m Additional time* |
![]() Most popular airline | ![]() Most popular train company |
Direct Options | Direct Options |
Live departures
Winchester, VA to New York, NY flight times
The table below shows live departures for Winchester, VA to New York, NY flights for tomorrow, Saturday, April 4. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:00 AM Winchester, VA | 1h14 | 12:14 PM New York, NY | 0 transfersDirect | |
![]() | 11:15 AM Winchester, VA | 1h14 | 12:29 PM New York, NY | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Winchester, VA to New York, NY by train or flight
Compare 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.
Apr 05
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Apr 11
Airlines: Republic Airlines from Winchester, VA to New York, NYFind the best flights between Winchester, VA to New York, NY with Omio's travel partners Republic Airlines from $62 (€51). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Republic Airlines
FAQs: Winchester, VA to New York, NY Flight
Find answers to the most common questions about traveling from Winchester, VA to New York, NY 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 New York, NY, this guide helps you travel smarter and with confidence.

- Macy's Thanksgiving Day Parade, annual parade featuring giant balloons and floats
- New Year's Eve in Times Square, iconic celebration with a ball drop at midnight
- SummerStage, free outdoor concerts held in Central Park
- Tribeca Film Festival, showcasing independent films and filmmakers.
- Independence Day, spectacular fireworks and patriotic celebrations in July
- Labor Day, marking the end of summer with parades and events in September
- Memorial Day, honoring veterans with ceremonies and the unofficial start of summer in May
- Christmas, festive decorations and holiday spirit throughout December.
popular airports
Popular airports from Winchester, VA to New York, NY
- Free Wi-Fi available throughout the airport.
- Shops in all terminals, including Duty-Free and Hudson News.
- Parking available in multiple lots, approximately 4.7€ ($5) per hour.
- Restaurants in all terminals, including fast food and sit-down options like Shake Shack and La Chula.
- Available outside the terminal.
- Elevators, ramps, assistance
- Available throughout the airport.
- Hotels nearby, including LaGuardia Plaza Hotel and Aloft New York LaGuardia Airport.
- Lounges available, including American Airlines Admirals Club and Delta Sky Club.
- Lost and Found located in terminal B; open daily.
- Car rental services available in terminal A, including Hertz and Avis.
- Bus Q70-SBS, LaGuardia Link, 8 miles
- Free Wi-Fi available throughout the airport.
- Shops in all terminals, including Duty-Free and Hudson News.
- Parking available at all terminals, approximately 3.8€ ($4) per 30 minutes.
- Available outside the terminal.
- Ramps, assistance.
- Available throughout the airport.
- Yes
- Lounges available in most terminals, including Delta Sky Club and American Airlines Admirals Club.
- Located in Terminal 4, open daily.
- Bus: Q3, Q6, Q7, Q10, B15
- Metro: A, E
- Train: Long Island Rail Road (LIRR)
More options for your journey from Winchester, VA to New York, NY
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