- Must visit
The Metropolitan Museum Of Art
One of the world's great museums, spanning ancient to modern art across a vast Fifth Avenue complex beside Central Park.
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Journey information
Overview: Winchester, VA to New York, NY flight
USAUSA
Flights from Winchester, VA to New York, NY depart on average 78 times per day, taking around 1h 26m. Cheap flight tickets for this journey start at $65 (€52) if you book in advance.
There are 23 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 14m. May is the cheapest month to fly.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance 244 miles (393 km) |
Average flight duration 1h 26m |
Cheapest ticket price $65 (€52) |
Flights per day 78 |
Direct flights 23 |
Fastest flight 1h 14m |
First flight 5:00 AM |
Last flight 10:59 PM |
Cheapest Month May |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 1 day |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
The cheapest and fastest flights from Winchester, VA to New York, NY
Showing times and prices for May 31
Cheapest price
$244
Average price
$244
Fastest journey
1 h 21 m
Average duration
1 h 21 m
Flights per day
1
Distance
393 km
Cheap tickets
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 $244 if you buy it on the day, but the cheapest tickets can be found for only $244.
Fast flights
Of the 1 flights that leave Winchester, VA for New York, NY onSun, May 31, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, May 31 the direct flights cover the 393 km distance in an average of 1 h 21 m but if you time it right, some flights will get you there in just 1 h 21 m .
On Sun, May 31 the longest flights will take 1 h 21 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.
10:00 AM1h21Winchester, VA11:21 AMNew York, NY$2441One-way0 transfers
- 10:00 AM1h21Winchester, VA11:21 AMNew York, NY$2441One-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 flight with prices starting from $65. For those with little time consider booking a flight which can get you there in 1h 26m. The ticket price range depends on the travel mode: a flight costs an average of $65, and a train costs an average of $69.
Distance: 244 miles (393 km)
Compare flight with
| Flight | Most popular Train | Driving |
|---|---|---|
$211 Average price Cheapest | $219 Average price | $90 Average price (fuel + tolls) |
4h 26m Average total duration Fastest 1h 26m Onboard + 3h 0m Additional time* | 5h 50m Average total duration 5h 20m Onboard + 30m Additional time* | 4h 26m Average total duration (door-to-door) |
 Most popular airline |  Most popular train company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Winchester, VA to New York, NY is a flight with an average price of $211 (€170).
This is compared to other travel options from Winchester, VA to New York, NY:
A flight is $9 (€7) less than a train for this route with tickets for a train from Winchester, VA to New York, NY costing on average $219 (€177).
The fastest way to travel from Winchester, VA to New York, NY is by flight with an average journey time of 1h 26m.
Other travel options to New York, NY take longer:
Train takes on average 5h 20m.
It's helpful to compare your options as there are 2 ways to travel between Winchester, VA and New York, NY including taking a train and flight.
We recommend using the train as it is the most popular way to get from Winchester, VA to New York, NY among Omio's users.
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 today, Saturday, May 30. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| AA4553 · AA4655 | 2:54 PM Ronald Reagan National Airport | 4h12 | 7:06 PM LaGuardia Airport | 1 transfer | |
| AA4773 | 2:54 PM Ronald Reagan National Airport | 1h38 | 4:32 PM LaGuardia Airport | 0 transfersDirect | |
 UA4328 · UA4077 | 2:56 PM Albemarle Airport | 3h51 | 6:47 PM LaGuardia Airport | 1 transfer | |
| UA4328 · UA3413 | 2:56 PM Albemarle Airport | 8h34 | 11:30 PM LaGuardia Airport | 1 transfer | |
| UA4328 · UA3617 | 2:56 PM Albemarle Airport | 9h01 | 11:57 PM Newark Liberty International Airport | 1 transfer | |
| UA4328 · UA1831 | 2:56 PM Albemarle Airport | 4h14 | 7:10 PM Newark Liberty International Airport | 1 transfer | |
| UA4560 | 3:05 PM Ronald Reagan National Airport | 1h22 | 4:27 PM Newark Liberty International Airport | 0 transfersDirect | |
| AA4381 | 3:15 PM Albemarle Airport | 1h41 | 4:56 PM LaGuardia Airport | 0 transfersDirect | |
 AA840 · AA1060 | 3:20 PM Ronald Reagan National Airport | 4h25 | 7:45 PM LaGuardia Airport | 1 transfer | |
 AA6128+AA1727 | 3:56 PM Albemarle Airport | 6h18 | 10:14 PM John F. Kennedy International Airport | 1 transfer | |
| AA6128+AA2794 | 3:56 PM Albemarle Airport | 6h12 | 10:08 PM Newark Liberty International Airport | 1 transfer | |
| AA2068+AA6128 | 3:56 PM Albemarle Airport | 7h49 | 11:45 PM LaGuardia Airport | 1 transfer | |
| UA4302 · UA4187 | 5:19 PM Dulles International Airport | 3h40 | 8:59 PM Newark Liberty International Airport | 1 transfer | |
| UA4077 | 5:20 PM Dulles International Airport | 1h27 | 6:47 PM LaGuardia Airport | 0 transfersDirect | |
| UA3579 · UA3522 | 5:25 PM Dulles International Airport | 3h33 | 8:58 PM Newark Liberty International Airport | 1 transfer | |
| UA688 · UA2060 | 5:25 PM Dulles International Airport | 4h34 | 9:59 PM Newark Liberty International Airport | 1 transfer | |
| AA2182 · AA1727 | 5:26 PM Ronald Reagan National Airport | 4h48 | 10:14 PM John F. Kennedy International Airport | 1 transfer | |
| UA1831 | 5:42 PM Dulles International Airport | 1h28 | 7:10 PM Newark Liberty International Airport | 0 transfersDirect | |
| UA5606 · UA759 | 5:45 PM Albemarle Airport | 5h56 | 11:41 PM Newark Liberty International Airport | 1 transfer | |
| UA5606 · UA2458 | 5:45 PM Albemarle Airport | 5h30 | 11:15 PM LaGuardia Airport | 1 transfer | |
| UA4180 | 5:55 PM Ronald Reagan National Airport | 1h33 | 7:28 PM Newark Liberty International Airport | 0 transfersDirect | |
| AA4702 | 5:59 PM Ronald Reagan National Airport | 1h37 | 7:36 PM LaGuardia Airport | 0 transfersDirect | |
| AA2068+AA6056 | 6:09 PM Albemarle Airport | 5h36 | 11:45 PM LaGuardia Airport | 1 transfer | |
| AA4336 | 6:59 PM Ronald Reagan National Airport | 1h40 | 8:39 PM John F. Kennedy International Airport | 0 transfersDirect | |
| AA3263 · AA2068 | 7:07 PM Ronald Reagan National Airport | 4h38 | 11:45 PM LaGuardia Airport | 1 transfer | |
| UA3413 | 10:05 PM Dulles International Airport | 1h25 | 11:30 PM LaGuardia Airport | 0 transfersDirect | |
| UA3617 | 10:20 PM Dulles International Airport | 1h37 | 11:57 PM Newark Liberty International Airport | 0 transfersDirect | |
| Sunday, May 31 | |||||
| 10:00 AM Winchester, VA | 1h21 | 11:21 AM 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.
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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 $65 (€52). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
Republic Airlines
About
Republic Airways is a major regional airline in the United States, operating as a subsidiary of Republic Airways Holdings. It provides scheduled passenger service for American Airlines (as American Eagle), Delta Air Lines (as Delta Connection), and United Airlines (as United Express) using a fleet of Embraer 170 and 175 regional jets. Headquartered in Indianapolis, Indiana, Republic Airways operates over 900 daily flights to more than 80 cities across the U.S. and Canada. The company is known for its large fleet of Embraer E-Jets and its state-of-the-art training facilities. In April 2025, Republic Airways Holdings announced its acquisition of Mesa Air Group, which is expected to create the second-largest regional carrier in the U.S.
Luggage & cancellation policy
Average Duration
1h 20m
Cheapest Price
$70 (€56)
Republic Airlines frequency
10 a day
Luggage included
One carry-on bag (24 x 16 x 10) and one personal item
Additional luggage
Checked bags for a fee
Cancellation Policy
Tickets are non-refundable but may be cancelled for future flight credit minus applicable fees
Pregnant on board
Passengers can fly up to the end of their 36th week for single pregnancies and the end of their 32nd week for multiple pregnancies
Unaccompagned minor
Unaccompanied minor service is available for children ages 5-14. Must be booked directly with Republic Airlines
Amenities on board the airplane
USB plugs
Accessibility
Republic Airlines offers assistance for passengers with reduced mobility, including wheelchair services and priority boarding. Passengers are advised to request these services in advance to ensure availability and proper arrangements.
Complete guide to New York
Things to do in New York
Discover the best of New York — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect New York trip today.
- Must visit
Museum Of Modern Art
A leading modern and contemporary art museum with iconic works by Van Gogh, Picasso, Warhol, and many major twentieth-century artists.
- Must visit
American Museum Of Natural History
Famous for dinosaur fossils, space exhibits, and immersive science displays; a classic family-friendly museum on the Upper West Side.
- Must visit
Central Park
The city's most famous park, with lakes, meadows, bridges, and countless walking routes in the middle of Manhattan.
- Must visit
Times Square
The bright commercial crossroads of Midtown, packed with giant screens, theaters, and nonstop energy day and night.
- Must visit
The High Line
An elevated linear park built on a former rail line, known for Hudson views, landscaping, and strong social media appeal.
- Vegetarian
New York-Style Pizza
Large, thin-crust pizza sold by the slice, known for its foldable texture and classic mozzarella-tomato topping. It is one of New York City's most iconic everyday foods.
Bagel With Lox And Schmear
A chewy boiled-and-baked bagel topped with cream cheese and smoked salmon. It reflects the city's Jewish deli heritage and is a classic New York breakfast.
Pastrami On Rye
Hand-sliced cured beef piled onto rye bread, usually with mustard. This deli staple is deeply tied to New York's immigrant food culture.
Le Bernardin
World-famous fine dining restaurant specializing in refined seafood, elegant service, and one of New York's premier luxury meals.
Katz's Delicatessen
Legendary Lower East Side deli famous for pastrami sandwiches, classic Jewish deli fare, and a lively old New York atmosphere.
Russ & Daughters Cafe
Well-known spot for bagels, smoked fish, and Jewish appetizing classics in a polished but relaxed setting.
United States Dollar
New York is one of the priciest U.S. cities. Hotels, dining, and drinks are costly, though budget eats exist.
Average meal costs
- Budget
- USD 10-20 for street food or casual takeout.
- Mid-range
- USD 25-50 per person at a mid-range restaurant.
- Fine dining
- USD 100+ per person before drinks and tip.
- Coffee
- USD 4-7 for a regular coffee or latte.
Tipping culture
Tip 18-20% in restaurants; 20%+ for great service. USD 1-2 per drink at bars, round up or 10-15% for taxis, and tip hotel staff.
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.
Cheap plane tickets from Winchester, VA to New York, NY can start from as little as $65 (€52) when you book in advance. The average flight ticket price for Winchester, VA to New York, NY is $211 (€170) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by plane from Winchester, VA to New York, NY is 1h 14m to travel the 244 miles (393 km) long route. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest flight from Winchester, VA to New York, NY leaves at 5:00 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from Winchester, VA to New York, NY leaves at 10:59 PM.
Yes, there are 23 direct flights a day from Winchester, VA to New York, NY with Republic Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from Winchester, VA to New York, NY, you can count on Republic Airlines for the best way to get you to New York, NY. You can also check all possible airlines who offer a service between Winchester, VA and New York, NY and compare the amenities they offer before buying a plane ticket.
The cheapest month for a flight from Winchester, VA to New York, NY is May.
It's helpful to compare your options as there are 2 ways to travel between Winchester, VA and New York, NY including taking a train and flight.
Since neither Winchester, VA nor New York, NY are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
There is no time difference between Winchester, VA and New York, NY.
The best events to attend in New York, NY include:
- 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.
Some of the most interesting sights to explore in New York, NY are:
- Statue of Liberty, an iconic symbol of freedom and democracy located on Liberty Island
- Central Park, a vast urban park offering scenic landscapes, walking paths, and recreational activities
- Times Square, a bustling commercial and entertainment hub known for its bright lights and Broadway theaters
- Empire State Building, a historic skyscraper offering panoramic views of the city from its observation decks
- Metropolitan Museum of Art, one of the largest and most prestigious art museums in the world, featuring diverse collections spanning thousands of years.
The best holidays to experience in New York, NY include:
- 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.
The best things to do in New York, NY include:
- Broadway, a famous theater district known for its high-quality productions and musicals
- Explore the vibrant neighborhoods of Brooklyn, known for their unique culture, food, and art scenes
- Visit the 9/11 Memorial and Museum, a poignant tribute to the victims of the September 11 attacks
- Take a ferry to Ellis Island, the historic gateway for millions of immigrants to the United States
- Enjoy a food tour in Manhattan, sampling diverse cuisines from around the world.
The best season to visit New York, NY is Spring or Fall. The best weather to explore New York, NY is during April-June or September-November.
We recommend using the train as it is the most popular way to get from Winchester, VA to New York, NY among Omio's users.
For domestic flights we recommend to arrive 1.5 to 2 hours before departure. Please check the website of your departure airport if in doubt. Some airports may offer booking time slots for security checks or offer additional information on when to get there based on time of day.
Most airlines permit carry-on bags that fit within specific dimensions (e.g., 22 x 14 x 9 inches or 56 x 36 x 23 cm), including handles and wheels. Bags must fit in the overhead bin or under the seat in front of you.
Many airlines impose weight limits, commonly ranging between 7 kg (15 lbs) and 12 kg (26 lbs). Typically, passengers are allowed one carry-on bag and one personal item (for example a purse, laptop bag, or backpack). Personal items must fit under the seat in front of you. Budget Airlines (like Ryanair or Wizz Air) have stricter size and weight limits, often requiring fees for larger carry-ons. Full-Service Airlines have more lenient policies, sometimes including more spacious dimensions or higher weight limits depending on your ticket class.
The list of items prohibited on an airplane varies by country and airline, but in general, the following items are not allowed in carry-on or checked baggage: Weapons and self-defence items, sharp objects, flammable materials, explosives, toxic substances, or liquids over 100ml (except for medications and baby essentials). In checked baggage, firearms (without authorization), explosives, large lithium batteries, and hazardous chemicals are prohibited. Electronic cigarettes must be in carry-on bags, while alcohol and dry ice have restrictions. Always check with your airline for specific regulations.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In New York, NY, travelers should be cautious of pickpocketing, especially in crowded areas like Times Square and on subway platforms. Common scams include fake ticket sellers near popular attractions and unauthorized taxi services overcharging passengers. It's important to use official transportation apps or authorized taxi stands and to stay alert in busy public spaces to avoid theft and fraud.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular airports
Popular airports from Winchester, VA to New York, NY
Winchester
New York
Amenities at airport
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Lounge
Lost and Found Office
Car Rentalinformation
Distance to city center
13 km
Car connection
Grand Central Parkway, Exit 7Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops in all terminals, including Duty-Free and Hudson News.
Parking
- Parking available in multiple lots, approximately 4.7€ ($5) per hour.
Dining
- Restaurants in all terminals, including fast food and sit-down options like Shake Shack and La Chula.
Taxis
- Available outside the terminal.
Accessibility
- Elevators, ramps, assistance
WC
- Available throughout the airport.
Hotel
- Hotels nearby, including LaGuardia Plaza Hotel and Aloft New York LaGuardia Airport.
Lounge
- Lounges available, including American Airlines Admirals Club and Delta Sky Club.
Lost and Found Office
- Lost and Found located in terminal B; open daily.
Car Rental
- Car rental services available in terminal A, including Hertz and Avis.
Public transit options for LaGuardia Airport
- Bus Q70-SBS, LaGuardia Link, 8 miles
Amenities at airport
WifiShoppingParkingATMTaxisAccessibilityWC
ShowerLoungeLost and Found Officeinformation
Distance to city center
3 kmCar connection
Van Wyck Expressway (I-678)Wifi
- Free Wi-Fi available throughout the airport.
Shopping
- Shops in all terminals, including Duty-Free and Hudson News.
Parking
- Parking available at all terminals, approximately 3.8€ ($4) per 30 minutes.
Taxis
- Available outside the terminal.
Accessibility
- Ramps, assistance.
WC
- Available throughout the airport.
Shower
- Yes
Lounge
- Lounges available in most terminals, including Delta Sky Club and American Airlines Admirals Club.
Lost and Found Office
- Located in Terminal 4, open daily.
Public transit options for John F. Kennedy International Airport
- 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
Here are some other resources that might have the information you need
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Most popular flights to New York, NY
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