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Chesapeake

$74+ 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 9/5. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Aug 25 — Sep 11
Mon 8/25
Mon 9/1
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 August 20, 2025.

Popular in

December

Cheapest in

September

Average price

$229

Round-trip from

$154

One-way from

$74
Highest demand for flights based on searches. 8% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 20, 2025.

Thu 9/115:55 amEWR - ORF
1 stop5h 29mMultiple Airlines
Sat 9/135:20 amORF - EWR
1 stop9h 35mMultiple Airlines
Deal found 8/18$154
Sat 9/134:00 pmEWR - ORF
1 stop6h 48mSpirit Airlines
Sat 9/205:20 amORF - EWR
1 stop9h 35mSpirit Airlines
Deal found 8/18$160
Tue 9/210:31 amEWR - ORF
1 stop12h 03mSpirit Airlines
Sat 9/205:20 amORF - EWR
1 stop12h 31mSpirit Airlines
Deal found 8/18$162
Thu 9/45:55 amEWR - ORF
1 stop5h 29mFrontier
Mon 9/812:19 pmORF - EWR
1 stop12h 15mFrontier
Deal found 8/18$168
Sat 9/64:00 pmEWR - ORF
1 stop6h 48mMultiple Airlines
Mon 9/812:19 pmORF - EWR
1 stop12h 15mMultiple Airlines
Deal found 8/19$170
Sun 10/195:54 amEWR - ORF
1 stop9h 00mFrontier
Sat 10/251:22 pmORF - EWR
1 stop11h 14mFrontier
Deal found 8/18$174
Fri 10/310:00 pmEWR - ORF
Nonstop1h 32mUnited Airlines
Mon 10/67:16 pmORF - EWR
Nonstop1h 48mUnited Airlines
Deal found 8/19$179
Thu 9/1810:01 amJFK - ORF
Nonstop1h 31mDelta
Tue 9/237:10 amORF - JFK
Nonstop1h 22mDelta
Deal found 8/18$179
Fri 9/264:45 pmLGA - ORF
Nonstop1h 30mDelta
Sat 9/271:00 pmORF - LGA
Nonstop1h 30mDelta
Deal found 8/18$179
Sun 9/219:00 amJFK - ORF
1 stop26h 24mFrontier
Mon 9/226:53 pmORF - JFK
1 stop17h 05mFrontier
Deal found 8/19$180
Wed 8/271:00 pmJFK - ORF
1 stop26h 18mFrontier
Thu 9/45:12 pmORF - JFK
1 stop17h 12mFrontier
Deal found 8/19$181
Thu 9/259:10 pmLGA - ORF
Nonstop1h 27mAmerican Airlines
Sat 9/2711:59 amORF - LGA
Nonstop1h 30mAmerican Airlines
Deal found 8/18$181

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 August 20, 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

Thu 9/11

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Sat 9/13

5:20 am-2:55 pm

1 stop9h 35m

$154

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 9/13

4:00 pm-10:48 pm

1 stop6h 48m

Norfolk

Sat 9/20

5:20 am-2:55 pm

1 stop9h 35m

$160

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Mon 9/15

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Thu 9/18

12:19 pm-12:34 am

1 stop12h 15m

$166

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 9/11

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Sun 9/14

12:14 pm-10:05 am

1 stop21h 51m

$168

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Wed 9/17

10:05 am-10:48 pm

1 stop12h 43m

Norfolk

Fri 9/19

12:19 pm-12:34 am

1 stop12h 15m

$168

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Fri 9/5

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Sun 9/7

12:14 pm-10:05 am

1 stop21h 51m

$168

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Fri 9/26

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Sun 9/28

12:14 pm-10:05 am

1 stop21h 51m

$168

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 9/4

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Mon 9/8

12:19 pm-12:34 am

1 stop12h 15m

$168

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 9/4

5:55 am-11:24 am

1 stop5h 29m

Norfolk

Sun 9/7

12:14 pm-10:05 am

1 stop21h 51m

$168

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 9/6

4:00 pm-10:48 pm

1 stop6h 48m

Norfolk

Mon 9/8

12:19 pm-12:34 am

1 stop12h 15m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

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 August 8, 2025.

The best time to book flights to Chesapeake is 82 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 3 hours 2 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 August 17, 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 Wednesday 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 Tuesday (46 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 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 $142
Delta
Delta
From $98
United Airlines
United Airlines
From $148
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 August 20, 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
7,982 reviews

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

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
7,982 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

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
8,928 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

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
10,000 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

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
8,039 reviews
Delta
8.0
Very good
7,982 reviews

Comfort

7.9

Overall

8.0

Entertainment

7.9

Boarding

8.2

Food

7.3

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 $112, however they can be found for as little as $34.

  • 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 59 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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