$189 Cheap Flights from Canada to Westchester County
One-way
Departing from
Canada
Going to
Westchester County
Westchester County (HPN)
United States • July, 2026
39% AI deal score
$189
This is the lowest one-way flight price found by RatePunk users in the last 24 hours for a flight going to Westchester County. Fares are subject to change and may not be available for all dates. (Data last updated 4/7/2026).
Popular airlines to Westchester County
Cape Air
American Airlines
Alaska Airlines, Inc.
JetBlue Airways
Frontier Airlines
United Airlines
Southwest Airlines
Midwest Airlines
647,220 searches in the past 7 days on RatePunk
Flight deals up to 90% off
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Top Cheap Flight Deals from Canada to Westchester County
The cheapest time to fly to Westchester County
Ready to jet to Westchester County on a budget? Check out these popular routes with surprisingly cheap fares (one-way prices):
Facts About Flights from Canada to Westchester County
To help you plan your journey, here are some quick Westchester County flight facts and tips.
Westchester County airports
Westchester County Airport (HPN) is a convenient and accessible option for travelers in the Lower Hudson Valley and the New York City metropolitan area. Located in White Plains, New York, HPN offers a more relaxed and less crowded alternative to the major NYC airports. While its flight options might be fewer compared to larger hubs, Westchester County Airport provides a range of domestic flights, with connections to various cities across the United States. This makes it ideal for both business and leisure travelers seeking a smoother travel experience. The airport boasts modern facilities, including comfortable waiting areas, dining options, and efficient security checkpoints. Ground transportation is readily available with taxis, ride-sharing services, and car rentals, ensuring easy access to and from the airport. For those prioritizing convenience and a stress-free travel day, Westchester County Airport is a solid choice.
Pro tip: search “Westchester County (Any)” to see fares to all Westchester County airports – sometimes one is cheaper than the others on your dates.
Insights for flights to Westchester County
Cheapest airport
Stewart International Airport (SWF)
Located in Newburgh, NY, Stewart International Airport (SWF) offers a more relaxed travel experience with fewer crowds, making it an attractive alternative to the busier NYC airports. Despite being smaller, it still provides a range of domestic and international flights, ensuring you can reach your destination with ease and maybe a little extra zen!
Nonstop vs. 1-stop
20+ cities
Westchester County Airport (HPN) offers a convenient gateway to the New York metropolitan area, though it's more of a secondary airport than a major hub. Popular routes include connections to Florida, with seasonal flights to various vacation destinations, and daily services to smaller cities up and down the East Coast!
Number of airlines
10+ airlines
Westchester County Airport is served by more than 10 airlines, which include both full-service (American, Delta, JetBlue) and low-cost ( Breeze) carriers.
Typical price range (round-trip)
$120 - $600
Generally, flights to Westchester County can range from $120 to $600. Prices often surge during peak travel seasons like summer and holidays due to increased demand. Keep an eye on shoulder seasons for better deals!
Flight frequency
300+ Flights
Flights to Westchester County Airport (HPN) operate frequently, with several flights daily. Peak seasons, like summer and holidays, might see a slight increase in flight frequency, especially during morning and evening hours.
HPN Airport Deal Stats
Current most discounted routes
Avg. most discounted routes (last 3 months)
HPN airport insights
Best days to catch a deal
Sun, Mon
Based on the data, Thursday is the best day to find a flight deal from Westchester County airport. Wednesday and Tuesday also show a higher chance of getting a deal compared to other days.
Avg. deal survival time
15.4 hours
Deals from Westchester County Airport typically survive for around 15.4 hours. Keep an eye out and book quickly!
Rare deal frequency
17 deals
We've identified 17 rare deals for flights in and out of Westchester County Airport in the past month. These rare deals earned an AI Deal Score of 90+, indicating they were likely mistake fares, special promotions, or ultra-discounts.
Average price drop
-10%
The average price drop from Westchester County Airport is 9.7%, meaning travelers can save money on flights from this location. This reduction offers a great opportunity for budget-conscious travelers looking to fly in or out of Westchester County.
Next 4 weeks: deal forecast
Westchester County Airport Next Month Forecast
Based on current trends, airfares to Westchester County Airport are expected to remain stable next month. There are no significant price drops or increases anticipated in the forecast.
Top 5 biggest price drops (last 3 months)
Found on March 30
Mykonos - HPN
$3,800 → $1,102
71%
Found on March 31
Nanjing - HPN
$3,925 → $1,925
51%
Found on March 31
Shenyang - HPN
$2,650 → $1,938
27%
Found on March 31
Dalian - HPN
$2,375 → $1,944
18%
Found on April 1
Bermuda - HPN
$815 → $402
51%
Check these nearby airports too
Looking for more options? These airports near HPN sometimes drop rare deals too:
Westchester County (HPN)
~9 rare deals/month
Long Island MacArthur (ISP)
~5 rare deals/month
New York Stewart International Airport (SWF)
~3 rare deals/month
If you’re flexible with departure cities, it’s worth keeping an eye on nearby airports — especially HPN and ISP for long-haul deal surprises.
When Is the Best Time to Fly from Canada to Westchester County
Timing is everything when hunting for cheap flights. Here are data-backed insights on the best times to fly to Westchester County:
Cheapest month
January
Cheapest month
January is often the cheapest month to fly to Westchester County, offering budget-friendly travel options. Visiting during this time allows you to explore the region's attractions with fewer crowds and potentially lower accommodation costs. Plus, you might catch some beautiful winter scenery, making it a unique and affordable travel experience.
Best day to book
Tuesday
Best day to book
Booking your flight on a Tuesday could save you some serious cash! Airlines often release deals early in the week, so keep an eye out. You might snag a fantastic fare by being strategic with your booking day; happy travels!
Cheapest days to fly
Wednesday
Cheapest days to fly
Flying on a Wednesday can be lighter on your wallet. Mid-week flights tend to be less popular, leading to lower prices. Take advantage of this trend and enjoy a more affordable trip to Westchester County!
Advance booking sweet spot
2 months
Advance booking sweet spot
Booking around two months in advance is the sweet spot for flights to Westchester County. This timeframe typically offers a balance between availability and price, increasing your chances of securing a great deal. Plan ahead and watch those fares drop!
Seasonal considerations
Distinct
Seasonal considerations
Seasonal considerations in Westchester County are quite distinct. Summer brings warm weather and outdoor events, while fall boasts stunning foliage. Winter can be chilly but offers unique holiday experiences, making each season a different adventure.
TL;DR: Fly to Westchester County in January for the best deals and fewest crowds. Tuesdays are prime for booking flights, while Wednesdays are ideal for flying. Aim to book about two months ahead to secure the sweetest fares. Westchester County experiences distinct seasonal changes, with each offering unique travel opportunities. By planning strategically, you can enjoy an affordable and memorable trip!
Westchester County Airports & Ground Transportation
One big question for travelers is which Westchester County airport to fly into. Here’s a quick guide to Westchester County’s airports and how to get to the city from each:
Westchester County Airport (HPN)
Westchester County Airport (HPN) is your local gateway to the skies, offering a convenient and stress-free alternative to the hustle and bustle of the larger NYC airports. Located just a few miles outside of White Plains, HPN provides a more relaxed flying experience, with shorter security lines and easier navigation. While amenities are more limited compared to larger airports, you'll find essential services like restaurants and shops. Getting to and from Westchester is a breeze with taxis, ride-sharing services, and car rentals readily available. For a scenic and budget-friendly option, consider the Bee-Line Bus System, which connects the airport to various points throughout the county.
Tip: Arrive early to allow ample time for parking and security, especially during peak travel seasons.
LaGuardia Airport (LGA)
LaGuardia Airport (LGA), one of the major airports serving the New York metropolitan area, is located in Queens, New York City. Although it is not in Westchester County, it is easily accessible and commonly used by residents in the southern part of the county. LGA offers a wide range of domestic flights and a growing number of international destinations, making it a popular choice for travelers. The airport boasts numerous shops, restaurants, and lounges to keep you entertained while you wait for your flight. Transportation options from LGA to Westchester include taxis, ride-sharing services, and public transportation via the MTA bus and subway system, followed by a Metro-North train ride.
Tip: Consider traffic conditions when traveling to LGA, especially during rush hour, and plan your journey accordingly.
Newark Liberty International Airport (EWR)
Newark Liberty International Airport (EWR), situated in Newark, New Jersey, stands as another pivotal air hub serving the New York metropolitan area and Westchester County. EWR is a major international gateway, providing an extensive network of flights to destinations worldwide. This airport features a wide array of amenities, including diverse dining options, duty-free shopping, and comfortable lounges for travelers. Transportation from EWR to Westchester County is convenient, with options such as taxis, ride-sharing services, and train connections via NJ Transit and Metro-North. The train offers a direct route to Manhattan, where you can then transfer to a train heading north to Westchester.
Tip: Take advantage of the airport's free Wi-Fi to stay connected and entertained during your wait.
Other airports
Navigating from Westchester County to nearby airports like LaGuardia (LGA), John F. Kennedy (JFK), and Newark Liberty (EWR) involves weighing convenience against accessibility. While these airports offer a wider array of flight options, the journey from Westchester can be a trek, potentially involving trains, buses, or taxis, each with its own cost and time considerations. Opting for these airports might mean sacrificing door-to-door ease for a broader selection of destinations and potentially more competitive fares.
Airport transfers
Westchester County offers convenient transportation options, including ride-sharing services, taxis, and public transportation, ensuring seamless connectivity to regional airports. These services provide door-to-door convenience, minimizing travel hassles and offering a stress-free journey to catch your flight. Pre-booking your transportation is recommended to guarantee a smooth and timely arrival at the airport.
What to Do in Westchester County
Westchester County isn’t just about getting there – it’s about enjoying the country once you arrive! Here are some top things to do in Westchester County, organized by interest:
Sightseeing & landmarks
Westchester County is steeped in history and offers a plethora of landmarks to explore! From the stunning Lyndhurst Mansion overlooking the Hudson River to the historic Philipsburg Manor, you'll be transported back in time.
Arts & culture
Immerse yourself in Westchester's vibrant arts scene! Catch a Broadway-caliber show at the Westchester Broadway Theatre or explore contemporary art at the Neuberger Museum of Art. The options are endless!
Food & nightlife
Get ready to tantalize your taste buds! Westchester County boasts a diverse culinary scene, from farm-to-table restaurants to cozy pubs. As the sun sets, the nightlife comes alive with live music venues and trendy bars.
Shopping & fashion
Shop 'til you drop in Westchester County! Discover upscale boutiques and department stores at The Westchester or uncover unique finds in the charming downtowns of towns like Bronxville and Katonah. You're sure to find something special.
Nearby getaways
Need a change of scenery? Westchester County is the perfect jumping-off point for exploring the Hudson Valley! Head north to discover charming towns, scenic hiking trails, and breathtaking views.
No matter your interest – be it art, food, nightlife, or nature – Westchester County has something for everyone. And the best part? Many events and attractions refresh throughout the year, so there’s always something new to experience each visit.
Events in Westchester County This Month
catch me if you can
Based on the hit film and incredible true story, Catch Me If You Can is a musical comedy about chasing dreams and the thrill of the chase. This high-flying show, nominated for four Tony Awards, is sure to entertain.
"our children our artists", city school district of new rochelle (elementary schools)
The "Our Children, Our Artists" Exhibit will showcase the artwork of elementary school students from April 30 to May 8, 2025. A second exhibit featuring secondary school students will be held from May 14 through May 22, 2025. There will be a reception for the artists and their families.
westchester pro assistant
The Westchester Pro Assistant is a golf tournament held in New City, New York, showcasing the skills of up-and-coming golf professionals.
field trip: the tunnel that built new york
The Old Croton Aqueduct, completed in 1842, was New York City’s first major water supply system. It was built to combat devastating fires and disease outbreaks, carrying fresh water from the Croton River to a growing metropolis.
tai chi for seniors
Join Master Yao-Wah Chan for a beginner's Tai Chi class. With over 40 years of experience teaching in New York City and Westchester, Master Chan is trained in various Chinese disciplines, offering expert guidance in the art of Tai Chi.
Westchester County Weather
Weather in Westchester County
Fri, Apr 3
20%
17° 4°
20%
Sat, Apr 4
10%
19° 4°
10%
Sun, Apr 5
85%
16° 4°
85%
Mon, Apr 6
10%
10° 3°
10%
Tue, Apr 7
20%
7° -3°
20%
Wed, Apr 8
0%
7° -2°
0%
Thu, Apr 9
10%
11° 1°
10%
Here’s a quick look at the weather you can expect, plus this week’s forecast:
Seasons: Based on the provided 10-day forecast, it's difficult to define the exact start and end dates of each season in Westchester County city, but it appears to be springtime. Temperatures range from -2.8°C to 21.6°C (26.96°F to 70.88°F) with variable weather conditions.
Rain: Based on the forecast, there is a chance of rain throughout the period, with one day showing a high probability of rain. There is a very low chance of snow one day as well, but none of the precipitation is likely to impact travel.
This week's forecast: The weather forecast for this week in Westchester County city includes temperatures ranging from -2.8°C to 21.6°C (26.96°F to 70.88°F). The weather will vary from sunny and partly cloudy days to days with showers.
(We update the weather forecast weekly so you know what to expect during your travel week. Always check a day or two before your flight for the most current conditions.)
Frequently Asked Questions About Flights to Westchester County
(Have more questions?) Feel free to reach out or check our comprehensive Westchester County travel guide. We’re here to help make your flight to Westchester County (and the trip itself) as smooth as possible.
Pro Tips for Finding Cheap Flights to Westchester County
Finally, to wrap up, here’s a cheat sheet of pro tips that experienced travelers use to save on Westchester County flights:
Be Flexible with Dates: Flying on Tuesdays and Wednesdays is often cheaper than weekends. Consider shifting your travel dates by a day or two to snag a better deal. Who knows, you might discover a hidden gem during your extended stay!
Consider Nearby Airports: Don't limit yourself to just one airport! Check out flights into neighboring airports like LaGuardia or Newark. The slightly longer commute to Westchester County might save you a bundle, leaving you with more cash for pizza.
Set Up Price Alerts: Use RatePunk to set up price alerts for your desired flight routes. You'll receive notifications when prices drop, ensuring you never miss out on a bargain. It's like having a personal flight deal fairy!
Fly During Off-Peak Seasons: Avoid traveling during major holidays and school breaks. Westchester County is beautiful year-round, and visiting in the spring or fall can mean lower airfares and fewer crowds. More room for you to explore!
Mix and Match Airlines: Sometimes, booking a round-trip ticket with the same airline isn't the cheapest option. Try flying to Westchester County with one airline and returning with another. It's like creating your own custom flight cocktail!
Use Incognito Mode: Airlines sometimes track your searches and raise prices accordingly. Browse for flights in incognito mode or clear your browser's cookies to see the most unbiased fares. Stay one step ahead of the game!
Book in Advance (But Not Too Early): While last-minute deals are rare, booking too far in advance isn't always best either. Aim to book your flight 2-3 months before your travel date for optimal savings. It's the sweet spot for cheap flights!
Look for Package Deals: Consider booking your flight and hotel together as a package. Sometimes, these bundles offer significant discounts compared to booking separately. Double win!
Check Budget Airlines: Don't shy away from budget airlines. While they may charge extra for frills like baggage and seat selection, their base fares can be incredibly low. Just pack light and bring your own snacks!
Redeem Rewards Points: If you have credit card rewards or frequent flyer miles, now's the time to use them! Redeeming points can significantly reduce the cost of your flight, or even cover it entirely. Free flights? Yes, please!
By keeping these tips in mind, you’ll be well-equipped to find the cheapest flights to Westchester County and make the most of your travel budget. After all, the more you save on your flight, the more you can spend on a Broadway show, a nice meal, or an extra tour in Westchester County! 🎉✈️