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Cheap flights from Chesapeake, VA to Westchester County from $61

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
RIC — HPN
Apr 29 — May 61
From?
To?
Mon 4/29
Mon 5/6
1 adult, Economy
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How far in advance should I book a flight from Chesapeake to Westchester County?

Travelers have found it’s best to book a flight 54 days in advance to save up to 47% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 54 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chesapeake to Westchester County 1-2 weeks in advance for as low as $190, or $218 for flights within the next 24 hours.

What is the cheapest month to fly from Chesapeake to Westchester County?

Due to multiple factors, expect to potentially pay more when booking in November. For low rates, January can be a great choice for travel to Westchester County. Flights to Westchester County from Chesapeake in January are about $204 on average during January, but can be found for as low as $78.

When is the cheapest time to fly from Chesapeake to Westchester County (C6E - REU)?

When flying from Chesapeake to Westchester County, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap American Airlines flights from Chesapeake to Westchester County

Explore cheap flight options specifically provided by American Airlines for the route between Chesapeake and Westchester County. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Wed 5/225:53 amORF - HPN
1 stop5h 06mAmerican Airlines
Wed 5/297:30 amHPN - ORF
1 stop6h 40mAmerican Airlines
Deal found 4/22$176
Thu 5/25:48 amORF - HPN
1 stop5h 10mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop4h 17mAmerican Airlines
Deal found 4/23$191
Sun 5/55:15 amORF - HPN
1 stop4h 14mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop6h 30mAmerican Airlines
Deal found 4/23$635
Thu 5/26:31 amORF - HPN
2 stops8h 13mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop4h 17mAmerican Airlines
Deal found 4/23$656
Sun 5/55:15 amORF - HPN
1 stop4h 14mAmerican Airlines
Mon 5/66:30 amHPN - ORF
2 stops7h 40mAmerican Airlines
Deal found 4/23$864
Thu 5/27:36 amORF - HPN
2 stops7h 08mAmerican Airlines
Mon 5/66:30 amHPN - ORF
2 stops8h 42mAmerican Airlines
Deal found 4/23$1,066

Cheap Chesapeake to Westchester County flights in April & May 2024

Find cheap flight options from Chesapeake to Westchester County specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Prices were last updated on April 24, 2024.
Wed 5/225:53 amORF - HPN
1 stop5h 06mAmerican Airlines
Wed 5/297:30 amHPN - ORF
1 stop6h 40mAmerican Airlines
Deal found 4/22$176
Thu 5/25:48 amORF - HPN
1 stop5h 10mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop4h 17mAmerican Airlines
Deal found 4/23$191
Fri 4/265:48 amORF - HPN
1 stop5h 10mAmerican Airlines
Sat 4/277:30 amHPN - ORF
1 stop4h 51mAmerican Airlines
Deal found 4/22$276
Wed 5/2210:31 amORF - HPN
2 stops22h 09mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
1 stop14h 48mMultiple Airlines
Deal found 4/22$379
Sun 5/56:39 pmORF - HPN
2 stops17h 51mMultiple Airlines
Mon 5/67:49 pmHPN - ORF
3 stops25h 42mMultiple Airlines
Deal found 4/23$394
Wed 5/229:04 pmORF - HPN
3 stops22h 04mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
1 stop14h 48mMultiple Airlines
Deal found 4/22$396
Wed 5/229:04 pmORF - HPN
3 stops22h 04mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
2 stops20h 32mMultiple Airlines
Deal found 4/22$445
Wed 5/229:04 pmORF - HPN
3 stops22h 04mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
3 stops23h 12mMultiple Airlines
Deal found 4/22$480
Sun 5/53:01 pmORF - HPN
3 stops21h 29mMultiple Airlines
Mon 5/67:49 pmHPN - ORF
3 stops25h 42mMultiple Airlines
Deal found 4/23$505

Chesapeake to Westchester County 2024 flight deals

Discover exclusive flight deals for travel between Chesapeake and Westchester County in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Wed 5/225:53 amORF - HPN
1 stop5h 06mAmerican Airlines
Wed 5/297:30 amHPN - ORF
1 stop6h 40mAmerican Airlines
Deal found 4/22$176
Thu 5/25:48 amORF - HPN
1 stop5h 10mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop4h 17mAmerican Airlines
Deal found 4/23$191
Fri 4/265:48 amORF - HPN
1 stop5h 10mAmerican Airlines
Sat 4/277:30 amHPN - ORF
1 stop4h 51mAmerican Airlines
Deal found 4/22$276
Wed 5/2210:31 amORF - HPN
2 stops22h 09mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
1 stop14h 48mMultiple Airlines
Deal found 4/22$379
Sun 5/56:39 pmORF - HPN
2 stops17h 51mMultiple Airlines
Mon 5/67:49 pmHPN - ORF
3 stops25h 42mMultiple Airlines
Deal found 4/23$394
Wed 5/229:04 pmORF - HPN
3 stops22h 04mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
1 stop14h 48mMultiple Airlines
Deal found 4/22$396
Wed 5/229:04 pmORF - HPN
3 stops22h 04mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
2 stops20h 32mMultiple Airlines
Deal found 4/22$445
Wed 5/229:04 pmORF - HPN
3 stops22h 04mMultiple Airlines
Wed 5/297:49 pmHPN - ORF
3 stops23h 12mMultiple Airlines
Deal found 4/22$480
Sun 5/53:01 pmORF - HPN
3 stops21h 29mMultiple Airlines
Mon 5/67:49 pmHPN - ORF
3 stops25h 42mMultiple Airlines
Deal found 4/23$505

Chesapeake to Westchester County flights leaving soon

Find last-minute flight options from Chesapeake to Westchester County for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Thu 5/25:48 amORF - HPN
1 stop5h 10mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop4h 17mAmerican Airlines
Deal found 4/23$191
Thu 5/26:31 amORF - HPN
2 stops8h 13mAmerican Airlines
Mon 5/66:00 amHPN - ORF
1 stop4h 17mAmerican Airlines
Deal found 4/23$656
Thu 5/27:36 amORF - HPN
2 stops7h 08mAmerican Airlines
Mon 5/66:30 amHPN - ORF
2 stops8h 42mAmerican Airlines
Deal found 4/23$1,066

One-way flights to Westchester County from Chesapeake

Search for one-way flight options from Chesapeake to Westchester County. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
Fri 7/510:10 amORF - HPN
Nonstop1h 19mBreeze Airways
Deal found 4/24$61
Sat 9/285:15 pmORF - HPN
1 stop5h 11mAmerican Airlines
Deal found 4/23$203
Mon 8/1210:10 amORF - HPN
Nonstop1h 19mBreeze Airways
Deal found 4/23$426
Sat 9/287:06 amORF - HPN
2 stops16h 18mAmerican Airlines
Deal found 4/23$470

Find flights from Chesapeake to Westchester County within your budget

Customize your flight search to find flights from Chesapeake to Westchester County that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$176 - $952

Route

Depart

Return

Price

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Wed 5/22

1 stop5h 06m

White Plains Westchester County

Wed 5/29

1 stop6h 40m

$176

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Wed 5/22

2 stops22h 09m

White Plains Westchester County

Wed 5/29

1 stop14h 48m

$379

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Sun 5/5

2 stops17h 51m

White Plains Westchester County

Mon 5/6

3 stops25h 42m

$394

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Wed 5/22

3 stops22h 04m

White Plains Westchester County

Wed 5/29

1 stop14h 48m

$396

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Wed 5/22

3 stops22h 04m

White Plains Westchester County

Wed 5/29

2 stops20h 32m

$445

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Wed 5/22

3 stops22h 04m

White Plains Westchester County

Wed 5/29

3 stops23h 12m

$480

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Sun 5/5

3 stops21h 29m

White Plains Westchester County

Mon 5/6

3 stops25h 42m

$505

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Sun 5/5

1 stop4h 14m

White Plains Westchester County

Mon 5/6

1 stop6h 30m

$635

NorfolkWhite Plains Westchester County

ORF - HPN

ORFHPN

Norfolk

Wed 8/7

1 stop5h 59m

White Plains Westchester County

Tue 8/13

1 stop6h 15m

$952

Flights are sorted by cheapest first

Deals found on 4/22

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Westchester County. Reviews last updated April 24, 2024.
Breeze Airways
8.1
Very good
75 reviews
Check prices

Food

6.7

Crew

8.9

Entertainment

6.4

Overall

8.1

Boarding

8.3

Comfort

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

Breeze Airways
8.1
Very good
75 reviews
Breeze Airways
8.1
Very good
75 reviews
Check prices

Food

6.7

Crew

8.9

Entertainment

6.4

Overall

8.1

Boarding

8.3

Comfort

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

Delta
8.1
Very good
11,004 reviews
Breeze Airways
8.1
Very good
75 reviews
Check prices

Food

6.7

Crew

8.9

Entertainment

6.4

Overall

8.1

Boarding

8.3

Comfort

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

American Airlines
7.3
Good
14,898 reviews
Breeze Airways
8.1
Very good
75 reviews
Check prices

Food

6.7

Crew

8.9

Entertainment

6.4

Overall

8.1

Boarding

8.3

Comfort

8.1

Reviews

1 / 6

Flight was canceled due to hurricane, understandable. Trying to use the website to get a refund was a horror show!!!! No phone number to speak with a person. Web site just kept looping back to the beginning. Website was convoluted, complicated, and not user friendly!!!! Hoping NEVER to 'attempt' to use Breeze Airways again and will NOT recommend them to any of my relatives, friends and/or business associates!!!!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Chesapeake to Westchester County for under $200 on Cheapflights?

    Yes, there are multiple flights from Chesapeake to Westchester County for under $200. The cheapest flight booked recently is on American Airlines for just $176, but on average you can expect to pay $563.

  • Are there last-minute flights available from Chesapeake to Westchester County for under $200?

    There are currently 3+ open flights from Chesapeake to Westchester County within the next 7 days for less than $200.

  • What does RIC to HPN mean?

    RIC stands for Richmond Byrd Intl Airport, while HPN stands for White Plains Westchester County Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Norfolk Airport (ORF), Newport News Intl Airport (PHF), Pitt-Greenville Airport (PGV).

  • Can I find deals for flights from Chesapeake to Westchester County that include extra baggage allowance?

    The amount of baggage you can bring on your Chesapeake to Westchester County flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chesapeake to Westchester County with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chesapeake to Westchester County flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Chesapeake to Westchester County that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Westchester County flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Westchester County?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Westchester County.

  • Can I find deals for business class flights from Chesapeake to Westchester County?

    Yes. Cheapflights offers flight deals from Chesapeake to Westchester County by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Chesapeake to Westchester County that allow pets onboard?

    Many airlines flying from Chesapeake to Westchester County offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chesapeake to Westchester County?

    Yes, you can often find last-minute deals on Chesapeake to Westchester County flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chesapeake to Westchester County flight deals updated?

    The Chesapeake to Westchester County flight deals you see on this page were last updated on 4/23.

See more FAQs

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Alternative routes for Chesapeake to Westchester County
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Top 3 airlines flying from Chesapeake to Westchester County

Discover the top 3 airlines that operate flights from Chesapeake to Westchester County. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,073,952 searches. Data last updated April 24, 2024.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$78Average$103FlexibilityNo cancel feeOn-timeN/A
Search Breeze Airways flights
DeltaCheapest$148Average$222FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapest$181Average$427FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
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Search flights from Chesapeake to Westchester County by cabin class

Find flights from Chesapeake to Westchester County, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chesapeake to Westchester County?

Cheapflights helps you search for flights from Chesapeake to Westchester County via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chesapeake to Westchester County?

Cheapflights simply makes it quick and affordable to book flights from Chesapeake to Westchester County by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Chesapeake to Westchester County with no change fees?

Need flexible booking options for your flight to Westchester County from Chesapeake? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Chesapeake to Westchester County become cheaper?

Of course! You can now track prices for flights from Chesapeake to Westchester County and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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