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 2/17. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Feb 20 — Feb 271
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Flights to Chesapeake in 2026

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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/55:40 pm
EWR
-
ORF
1 stop17h 08m
Multiple Airlines
Mon 2/911:43 am
ORF
-
EWR
1 stop11h 47m
Multiple Airlines
Deal found 1/21$122
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/55:25 am
EWR
-
ORF
1 stop5h 23m
Multiple Airlines
Fri 2/611:43 am
ORF
-
EWR
1 stop11h 47m
Multiple Airlines
Deal found 1/20$123
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 2/55:40 pm
EWR
-
ORF
1 stop17h 08m
Multiple Airlines
Tue 2/107:33 pm
ORF
-
EWR
1 stop16h 09m
Multiple Airlines
Deal found 1/21$124
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Fri 2/65:25 am
EWR
-
ORF
1 stop5h 23m
Multiple Airlines
Sun 2/811:45 am
ORF
-
EWR
1 stop20h 08m
Multiple Airlines
Deal found 1/20$129
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Wed 2/47:55 am
EWR
-
ORF
1 stop10h 43m
Multiple Airlines
Thu 2/511:43 am
ORF
-
EWR
1 stop9h 52m
Multiple Airlines
Deal found 1/20$132
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
Tue 2/35:45 am
EWR
-
ORF
1 stop12h 53m
Spirit Airlines
Wed 2/46:15 pm
ORF
-
EWR
1 stop17h 27m
Spirit Airlines
Deal found 1/20$137
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/265:15 am
EWR
-
ORF
1 stop5h 36m
Multiple Airlines
Tue 3/31:02 pm
ORF
-
EWR
1 stop10h 17m
Multiple Airlines
Deal found 1/20$138
This Kiwi.com deal was found by Cheapflights users on 1/20. 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 2/195:15 am
EWR
-
ORF
1 stop5h 36m
Multiple Airlines
Mon 2/2311:39 am
ORF
-
EWR
1 stop20h 26m
Multiple Airlines
Deal found 1/20$142
This Delta deal was found by Cheapflights users on 1/19. 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 2/123:35 pm
JFK
-
ORF
Nonstop1h 25m
Delta
Sun 2/157:03 am
ORF
-
JFK
Nonstop1h 27m
Delta
Deal found 1/19$179
This Delta deal was found by Cheapflights users on 1/19. 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 2/121:30 pm
LGA
-
ORF
Nonstop1h 27m
Delta
Tue 2/176:00 am
ORF
-
LGA
Nonstop1h 29m
Delta
Deal found 1/19$179
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/1211:45 am
JFK
-
ORF
Nonstop1h 27m
American Airlines
Sun 2/155:31 pm
ORF
-
JFK
Nonstop1h 35m
American Airlines
Deal found 1/20$180
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Thu 2/129:29 pm
LGA
-
ORF
Nonstop1h 24m
American Airlines
Sun 2/156:10 pm
ORF
-
LGA
Nonstop1h 39m
American Airlines
Deal found 1/20$180

Find flight deals to Chesapeake

Find the latest flights to Chesapeake in 2026, 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 January 21, 2026.

Popular in

March

Cheapest in

January

Average price

$209

Round-trip from

$122

One-way from

$55
Highest demand for flights based on searches. 3% potential increase in price ($9 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Average for round-trip flights in January 2026
From New York to Norfolk
One-way flight from New York to Chesapeake

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 January 21, 2026.
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

Fri 2/20

10:30 pm-11:35 am

1 stop13h 05m

Norfolk

Fri 2/27

7:31 pm-9:09 pm

1 stop25h 38m

$146

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 2/19

10:09 am-11:45 am

Nonstop1h 36m

Norfolk

Sun 2/22

6:00 am-7:29 am

Nonstop1h 29m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 3/26

9:29 pm-11:05 pm

Nonstop1h 36m

Norfolk

Mon 3/30

5:59 pm-7:29 pm

Nonstop1h 30m

$179

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Fri 2/27

9:29 pm-10:53 pm

Nonstop1h 24m

Norfolk

Mon 3/2

6:00 am-7:20 am

Nonstop1h 20m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Fri 2/27

9:59 pm-11:25 pm

Nonstop1h 26m

Norfolk

Thu 3/5

6:00 am-7:29 am

Nonstop1h 29m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 2/12

9:29 pm-11:00 pm

Nonstop1h 31m

Norfolk

Tue 2/17

7:03 am-8:30 am

Nonstop1h 27m

$179

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Thu 2/12

9:29 pm-10:53 pm

Nonstop1h 24m

Norfolk

Mon 2/16

6:00 am-7:20 am

Nonstop1h 20m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 2/14

9:59 pm-11:25 pm

Nonstop1h 26m

Norfolk

Sun 2/15

6:00 am-7:29 am

Nonstop1h 29m

$179

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Wed 7/1

3:15 pm-4:53 pm

Nonstop1h 38m

Norfolk

Wed 7/8

5:29 pm-7:06 pm

Nonstop1h 37m

$179

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Fri 2/13

9:29 pm-10:53 pm

Nonstop1h 24m

Norfolk

Mon 2/16

6:10 pm-7:49 pm

Nonstop1h 39m

$179

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January 16, 2026.

The best time to book flights to Chesapeake is 75 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 January 17, 2026.

Users looking for the lowest fares to Chesapeake should consider flying on Saturday evenings, 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 (37 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 on average).

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 January 21, 2026.
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.

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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.

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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.

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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.

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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.

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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.

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

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 $80, 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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