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Journey information
Overview: New York, NY to Winchester, VA flight
USAUSA
Flights from New York, NY to Winchester, VA depart on average 48 times per day, taking around 1h 31m. Cheap flight tickets for this journey start at $81 (€66) but you can travel from only $73 (€60) by train.
There are 17 flights per day. The earliest flight runs at 05:00, the last at 22:45. The fastest flight covers the 244 miles (393 km) distance in 1h 14m. June 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
Cheapest alternative travel mode
Train from $73 (€60)
Distance 244 miles (393 km) |
Average flight duration 1h 31m |
Cheapest ticket price $81 (€66) |
Flights per day 48 |
Direct flights 17 |
Fastest flight 1h 14m |
Cheapest month June |
First flight 5:00 AM |
Last flight 10:45 PM |
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
Cheapest alternative travel mode
Train from $73 (€60)
Travel Information
Compare train and flight for New York, NY to Winchester, VA
Omio recommends booking the train as it is the most popular option from New York, NY to Winchester, VA among Omio's users. If you are prioritising price take the flight with prices starting from $81. For those with little time consider booking a flight which can get you there in 1h 31m. The ticket price range depends on the travel mode: a flight costs an average of $81, and a train costs an average of $73.
Distance: 244 miles (393 km)
Compare flight with
| Flight | Most popular Train |
|---|---|
$179 Average price Cheapest | $182 Average price |
4h 31m Average total duration Fastest 1h 31m Onboard + 3h 0m Additional time* | 5h 33m Average total duration 5h 3m Onboard + 30m Additional time* |
 Most popular airline |  Most popular train company |
Direct Options | Direct Options |
Live departures
New York, NY to Winchester, VA flight times
The table below shows live departures for New York, NY to Winchester, VA flights for today, Friday, April 3. You can also manually refresh the results below to see updated flight journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
 | 2:45 AM New York, NY | 1h14 | 3:59 AM Winchester, VA | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets New York, NY to Winchester, VA 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 New York, NY to Winchester, VAFind the best flights between New York, NY to Winchester, VA with Omio's travel partners Republic Airlines from $73 (€60). 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 19m
Cheapest Price
$64 (€52)
Republic Airlines frequency
9 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.
FAQs: New York, NY to Winchester, VA Flight
Find answers to the most common questions about traveling from New York, NY to Winchester, VA 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 Winchester, VA, this guide helps you travel smarter and with confidence.
Cheap plane tickets from New York, NY to Winchester, VA can start from as little as $81 (€66) when you book in advance. The average flight ticket price for New York, NY to Winchester, VA is $179 (€146) ; 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 New York, NY to Winchester, VA 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 New York, NY to Winchester, VA leaves at 5:00 AM. Plan your trip with the Journey Planner from Omio.
The latest flight from New York, NY to Winchester, VA leaves at 10:45 PM.
Yes, there are 17 direct flights a day from New York, NY to Winchester, VA with Republic Airlines. Schedules can vary on holidays or weekends with fewer direct flights.
When taking a flight from New York, NY to Winchester, VA, you can count on Republic Airlines for the best way to get you to Winchester, VA. You can also check all possible airlines who offer a service between New York, NY and Winchester, VA and compare the amenities they offer before buying a plane ticket.
Flights from New York, NY to Winchester, VA generally leave from Newark Liberty International Airport and arrive in Ronald Reagan National Airport.Newark Liberty International Airport is 1 miles (3 km) away from New York, NY city centre and Ronald Reagan National Airport is 2 miles (4 km) from Winchester, VA city centre.
The cheapest month for a flight from New York, NY to Winchester, VA is June.
It's helpful to compare your options as there are 2 ways to travel between New York, NY and Winchester, VA including taking a train and flight.
Since neither New York, NY nor Winchester, VA 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 New York, NY and Winchester, VA.
We recommend using the train as it is the most popular way to get from New York, NY to Winchester, VA 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 Winchester, VA, travelers should be cautious of pickpocketing and petty theft, especially in crowded areas and during events like the Shenandoah Apple Blossom Festival. Common scams include overcharging by unlicensed taxi or ride-share drivers and fraudulent ticket sales for local attractions. Staying aware of surroundings and using official transportation services helps ensure a safe visit.
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 New York, NY to Winchester, VA
New York
Winchester
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)
Most popular flights from New York, NY
More options for your journey from New York, NY to Winchester, VA
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Most popular flights to and from Winchester, VA and New York, NY
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