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Chesapeake

$67+ Cheap flights to Chesapeake

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 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
nov. 1 — nov. 81
sáb. 11/1
sáb. 11/8
1 adult, Economy
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Flights to Chesapeake in 2025

Find the latest flights to Chesapeake in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on octubre 2, 2025.

Popular in

December

Cheapest in

June

Average price

$223

Round-trip from

$158

One-way from

$67
Highest demand for flights based on searches. 8% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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From New York to Norfolk
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One-way flight from New York to Chesapeake
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Find flight deals to Chesapeake

Cheapest flights to Chesapeake
Explore the most affordable flight options available to Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on octubre 2, 2025.

This Frontier deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/125:54 amEWR - ORF
1 stop9h 00mFrontier
mar. 10/146:15 pmORF - EWR
1 stop6h 51mFrontier
Deal found 10/1$158
This Expedia deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/1510:05 amEWR - ORF
1 stop12h 41mSpirit Airlines
sáb. 10/185:24 amORF - EWR
1 stop11h 38mSpirit Airlines
Deal found 10/1$162
This Priceline deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/89:00 amEWR - ORF
1 stop7h 57mMultiple Airlines
jue. 11/133:20 pmORF - EWR
1 stop9h 14mMultiple Airlines
Deal found 10/2$170
This Priceline deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/115:54 amEWR - ORF
1 stop6h 33mFrontier
mar. 10/146:15 pmORF - EWR
1 stop6h 51mFrontier
Deal found 10/1$178
This United Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/224:59 pmEWR - ORF
Nonstop1h 31mUnited Airlines
mié. 11/56:00 amORF - EWR
Nonstop1h 26mUnited Airlines
Deal found 10/1$179
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/224:10 pmJFK - ORF
Nonstop1h 36mDelta
lun. 10/275:29 pmORF - JFK
Nonstop1h 40mDelta
Deal found 10/2$179
This Delta deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/227:45 amLGA - ORF
Nonstop1h 29mDelta
lun. 10/2710:00 amORF - LGA
Nonstop1h 29mDelta
Deal found 10/2$179
This American Airlines deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/232:55 pmJFK - ORF
Nonstop1h 25mAmerican Airlines
lun. 10/274:52 pmORF - JFK
Nonstop1h 32mAmerican Airlines
Deal found 10/2$180
This Cheapflightsfares deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/186:35 amLGA - ORF
1 stop5h 52mFrontier
dom. 10/1912:39 pmORF - LGA
1 stop8h 20mFrontier
Deal found 10/1$180
This Frontier deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/166:30 amLGA - ORF
1 stop8h 24mFrontier
dom. 10/1912:39 pmORF - LGA
1 stop8h 20mFrontier
Deal found 10/1$181
This Kiwi.com deal was found by Cheapflights users on 10/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/256:20 amJFK - ORF
1 stop6h 07mMultiple Airlines
lun. 10/274:57 pmORF - JFK
1 stop17h 32mMultiple Airlines
Deal found 10/2$183
This United Airlines deal was found by Cheapflights users on 10/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/188:06 amEWR - ORF
Nonstop1h 28mUnited Airlines
sáb. 11/86:00 amORF - EWR
Nonstop1h 26mUnited Airlines
Deal found 10/1$184

Cheapflights Fare Finder

 
Locate flights to Chesapeake that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 2,558,603 searches and data was last updated on octubre 2, 2025.
Use the filters below to find and compare flights to Chesapeake that are best for you.

Fly from

New York

Route

Depart

Return

Price

NewarkNorfolk

EWR - ORF

EWRORF

Newark

vie. 11/14

9:59 pm-11:27 pm

Nonstop1h 28m

Norfolk

lun. 11/17

6:36 pm-8:30 pm

Nonstop1h 54m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

sáb. 10/25

10:00 am-11:29 am

Nonstop1h 29m

Norfolk

lun. 10/27

5:29 pm-7:09 pm

Nonstop1h 40m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

vie. 11/7

9:59 pm-11:27 pm

Nonstop1h 28m

Norfolk

dom. 11/9

6:00 am-7:26 am

Nonstop1h 26m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

vie. 11/21

8:59 pm-10:33 pm

Nonstop1h 34m

Norfolk

dom. 11/23

5:43 pm-7:21 pm

Nonstop1h 38m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

jue. 10/30

9:25 pm-11:05 pm

Nonstop1h 40m

Norfolk

lun. 11/3

5:29 pm-7:09 pm

Nonstop1h 40m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

mié. 10/22

4:10 pm-5:46 pm

Nonstop1h 36m

Norfolk

mar. 10/28

5:29 pm-7:09 pm

Nonstop1h 40m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

jue. 11/6

8:59 pm-10:41 pm

Nonstop1h 42m

Norfolk

dom. 11/9

7:05 am-8:31 am

Nonstop1h 26m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

mié. 10/22

10:00 am-11:29 am

Nonstop1h 29m

Norfolk

lun. 10/27

7:04 am-8:29 am

Nonstop1h 25m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

mié. 10/22

4:10 pm-5:46 pm

Nonstop1h 36m

Norfolk

mié. 10/29

5:29 pm-7:09 pm

Nonstop1h 40m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

mar. 11/25

8:59 pm-10:33 pm

Nonstop1h 34m

Norfolk

jue. 11/27

7:05 am-8:31 am

Nonstop1h 26m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/30

Showing 1-10 of 60 results
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Best time to book a flight to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight to Chesapeake

When is the best time to book a flight to Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from New York to Chesapeake. Price data was last updated on September 26, 2025.

The best time to book flights to Chesapeake is 70 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

How long is the flight to Chesapeake?

On average, a flight from New York to Chesapeake takes 2 hours 53 minutes. Flights to Chesapeake from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from New York to Chesapeake. Price data was last updated on September 28, 2025.

Users looking for the lowest fares to Chesapeake should consider flying on Saturday at noon, when prices are typically cheapest. Budget-minded travelers will want to avoid Sunday at noon, when prices are usually at their highest.

Weekly flight availability to Chesapeake

The most flights from New York to Chesapeake are scheduled on a Friday (41 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (12 on average).

What are the most popular airlines that fly to Chesapeake?

The most popular airlines flying from New York to Chesapeake are United Airlines, Delta and American Airlines.

American Airlines
American Airlines
From $150
Delta
Delta
From $88
United Airlines
United Airlines
From $179
Southwest
Southwest
From $144

What are the cheapest airlines that fly to Chesapeake?

The cheapest airlines flying from New York to Chesapeake are Spirit Airlines, Delta and American Airlines.

Rainfall in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chesapeake ranges from 2.9 - 5.8 inches per month. July is typically the wettest month, when rainfall can reach 5.8 in. November is typically the driest time to visit Chesapeake when rainfall is around 2.9 in.

Temperature in Chesapeake by month

Plan your trip to Chesapeake by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chesapeake, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 42.8 F).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated octubre 2, 2025.
Peruse reviews from past customers who have flown Delta, United Airlines, and American Airlines to the United States to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,962 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
8.0
Very good
7,962 reviews
Delta
8.0
Very good
7,962 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
8,933 reviews
Delta
8.0
Very good
7,962 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,033 reviews
Delta
8.0
Very good
7,962 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Spirit Airlines
6.3
Okay
8,070 reviews
Delta
8.0
Very good
7,962 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Frontier
5.8
Fair
3,155 reviews
Delta
8.0
Very good
7,962 reviews

Food

7.3

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

FAQs about flying to Chesapeake

  • Can I find cheaper flights to Chesapeake if I am willing to have layovers?

    Yes, flights with layovers are often cheaper than direct flights. Keep an eye out for flight deals to Chesapeake on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Chesapeake?

    Based on reviews from Cheapflights users, Spirit Airlines is rated the highest out of the airlines that fly to Chesapeake.

  • How much is a round-trip flight to Chesapeake?

    A round-trip flight to Chesapeake will typically cost around $128, however they can be found for as little as $37.

  • Where does the fastest flight to Chesapeake depart from?

    For those looking to save time traveling to Chesapeake, Washington, D.C. offers the quickest one-way flight (0 hours 55 minutes).

  • Does Richmond Byrd Intl have rental cars?

    Yes. Those touching down at Richmond Byrd Intl can take advantage of the rental car services offered upon their arrival.

  • Are there hotels close to Richmond Byrd Intl?

    Yes. Richmond Byrd Intl has hotels nearby for those requiring accommodations. Sheraton Richmond Airport Hotel is the closest property to Richmond Byrd Intl (1.0 mi away from Richmond Byrd Intl).

See more FAQs

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