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Chesapeake

$55+ 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 1/15. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Dec 17 — Dec 241
Wed 12/17
Wed 12/24
1 adult, Economy
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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 November 17, 2025.

This Priceline deal was found by Cheapflights users on 11/17. 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.
Sat 12/1312:01 pmEWR - ORF
1 stop7h 15mMultiple Airlines
Mon 12/155:40 pmORF - EWR
1 stop7h 30mMultiple Airlines
Deal found 11/17$135
This Cheapflightsfares deal was found by Cheapflights users on 11/15. 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.
Sat 12/1312:01 pmEWR - ORF
1 stop7h 15mSpirit Airlines
Mon 12/158:11 pmORF - EWR
1 stop12h 51mSpirit Airlines
Deal found 11/15$142
This Mytrip deal was found by Cheapflights users on 11/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/65:15 amEWR - ORF
2 stops14h 01mSpirit Airlines
Sun 12/148:11 pmORF - EWR
1 stop12h 51mSpirit Airlines
Deal found 11/16$158
This Super.com deal was found by Cheapflights users on 11/16. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:01 pmEWR - ORF
1 stop7h 15mSpirit Airlines
Mon 12/88:11 pmORF - EWR
1 stop12h 51mSpirit Airlines
Deal found 11/16$159
This Super.com deal was found by Cheapflights users on 11/17. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/512:01 pmEWR - ORF
1 stop7h 15mSpirit Airlines
Sun 12/78:11 pmORF - EWR
1 stop12h 51mSpirit Airlines
Deal found 11/17$161
This Kiwi.com deal was found by Cheapflights users on 11/15. 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.
Thu 12/1110:30 pmEWR - ORF
1 stop12h 30mMultiple Airlines
Mon 12/155:40 pmORF - EWR
1 stop26h 51mMultiple Airlines
Deal found 11/15$164
This Mytrip deal was found by Cheapflights users on 11/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/115:46 amEWR - ORF
1 stop13h 30mSpirit Airlines
Sun 12/148:11 pmORF - EWR
1 stop12h 51mSpirit Airlines
Deal found 11/16$175
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:05 amEWR - ORF
1 stop9h 26mSpirit Airlines
Fri 12/58:11 pmORF - EWR
1 stop12h 51mSpirit Airlines
Deal found 11/17$176
This Delta deal was found by Cheapflights users on 11/17. 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.
Thu 12/119:25 pmJFK - ORF
Nonstop1h 35mDelta
Sun 12/147:00 amORF - JFK
Nonstop1h 36mDelta
Deal found 11/17$179
This Delta deal was found by Cheapflights users on 11/17. 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.
Thu 12/117:45 amLGA - ORF
Nonstop1h 35mDelta
Sun 12/1410:00 amORF - LGA
Nonstop1h 31mDelta
Deal found 11/17$179
This American Airlines deal was found by Cheapflights users on 11/16. 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.
Wed 12/311:45 pmJFK - ORF
Nonstop1h 26mAmerican Airlines
Wed 1/79:09 amORF - JFK
Nonstop1h 21mAmerican Airlines
Deal found 11/16$180
This Cheapflightsfares deal was found by Cheapflights users on 11/16. 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.
Fri 11/219:55 amLGA - ORF
1 stop10h 36mSpirit Airlines
Sun 11/239:26 pmORF - LGA
1 stop11h 34mSpirit Airlines
Deal found 11/16$182

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 November 17, 2025.

Popular in

March

Cheapest in

June

Average price

$239

Round-trip from

$135

One-way from

$55
Highest demand for flights based on searches. 4% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($2 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
From New York to Norfolk
Search Deals
One-way flight from New York to Chesapeake
Search Deals

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 November 17, 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

Mon 12/15

3:17 pm-4:47 pm

Nonstop1h 30m

Norfolk

Mon 12/22

6:00 am-7:44 am

Nonstop1h 44m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 2/12

9:25 pm-10:58 pm

Nonstop1h 33m

Norfolk

Fri 2/20

7:01 am-8:30 am

Nonstop1h 29m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 12/13

9:59 pm-11:27 pm

Nonstop1h 28m

Norfolk

Mon 12/15

12:39 pm-2:15 pm

Nonstop1h 36m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 2/12

9:25 pm-10:58 pm

Nonstop1h 33m

Norfolk

Tue 2/17

3:45 pm-5:05 pm

Nonstop1h 20m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Fri 12/5

10:25 am-11:58 am

Nonstop1h 33m

Norfolk

Tue 12/9

6:53 pm-8:41 pm

Nonstop1h 48m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 12/11

4:03 pm-5:30 pm

Nonstop1h 27m

Norfolk

Sun 12/14

5:47 pm-7:29 pm

Nonstop1h 42m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 2/12

9:59 pm-11:25 pm

Nonstop1h 26m

Norfolk

Mon 2/16

6:00 am-7:29 am

Nonstop1h 29m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Wed 12/10

10:01 am-11:33 am

Nonstop1h 32m

Norfolk

Sat 1/3

8:00 am-9:29 am

Nonstop1h 29m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 12/11

10:25 am-11:58 am

Nonstop1h 33m

Norfolk

Sun 12/14

6:00 am-7:29 am

Nonstop1h 29m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 5/14

9:59 am-11:29 am

Nonstop1h 30m

Norfolk

Sat 5/16

7:00 am-8:28 am

Nonstop1h 28m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

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 November 14, 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 2 hours 47 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 November 2, 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 Monday (43 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (24 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 $158
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 November 17, 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
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Crew

8.5

Comfort

7.9

Overall

7.9

Entertainment

7.9

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
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Crew

8.5

Comfort

7.9

Overall

7.9

Entertainment

7.9

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
9,014 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Crew

8.5

Comfort

7.9

Overall

7.9

Entertainment

7.9

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
11,048 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Crew

8.5

Comfort

7.9

Overall

7.9

Entertainment

7.9

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
8,145 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Crew

8.5

Comfort

7.9

Overall

7.9

Entertainment

7.9

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
3,103 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Boarding

8.1

Crew

8.5

Comfort

7.9

Overall

7.9

Entertainment

7.9

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 $168, however they can be found for as little as $49.

  • 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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