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Chesapeake

$63+ 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 6/17. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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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 May 20, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:29 pm
EWR
-
ORF
1 stop12h 57m
Frontier
Thu 6/1112:21 pm
ORF
-
EWR
1 stop12h 44m
Frontier
Deal found 5/19$166
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:29 pm
EWR
-
ORF
1 stop12h 57m
Frontier
Tue 8/2512:21 pm
ORF
-
EWR
1 stop9h 08m
Frontier
Deal found 5/16$185
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/610:29 pm
EWR
-
ORF
1 stop12h 42m
Frontier
Sat 6/2712:06 pm
ORF
-
EWR
1 stop9h 23m
Frontier
Deal found 5/17$196
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/1710:29 pm
EWR
-
ORF
1 stop12h 57m
Frontier
Wed 6/2412:21 pm
ORF
-
EWR
1 stop12h 44m
Frontier
Deal found 5/18$199
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 6/1710:29 pm
EWR
-
ORF
1 stop12h 57m
Multiple Airlines
Wed 6/247:35 pm
ORF
-
EWR
2 stops16h 01m
Multiple Airlines
Deal found 5/18$205
This Trip.com deal was found by Cheapflights users on 5/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/911:30 am
EWR
-
ORF
1 stop9h 10m
Frontier
Wed 6/177:35 pm
ORF
-
EWR
1 stop14h 55m
Frontier
Deal found 5/15$209
This Trip.com deal was found by Cheapflights users on 5/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/811:30 am
EWR
-
ORF
1 stop8h 47m
Frontier
Tue 6/99:35 pm
ORF
-
EWR
1 stop12h 56m
Frontier
Deal found 5/18$219
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1110:29 pm
EWR
-
ORF
1 stop12h 57m
Frontier
Thu 6/1812:21 pm
ORF
-
EWR
1 stop12h 44m
Frontier
Deal found 5/17$224
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:29 pm
EWR
-
ORF
1 stop12h 57m
Frontier
Thu 8/2012:21 pm
ORF
-
EWR
1 stop9h 08m
Frontier
Deal found 5/16$226
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:49 pm
LGA
-
ORF
1 stop16h 22m
Frontier
Sat 6/612:00 pm
ORF
-
LGA
1 stop11h 14m
Frontier
Deal found 5/16$229
This Expedia deal was found by Cheapflights users on 5/18. 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.
Tue 6/168:29 pm
LGA
-
ORF
1 stop22h 11m
Frontier
Sat 6/2012:06 pm
ORF
-
LGA
1 stop7h 51m
Frontier
Deal found 5/18$230
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:00 pm
LGA
-
ORF
1 stop13h 26m
Frontier
Thu 6/1112:21 pm
ORF
-
LGA
1 stop10h 53m
Frontier
Deal found 5/19$232

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 May 20, 2026.

Popular in

April

Cheapest in

January

Average price

$249

Round-trip from

$166

One-way from

$63
Highest demand for flights based on searches. 6% potential increase in price ($16 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 May 2026
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 May 20, 2026.
Use the filters below to find and compare flights to Chesapeake that are best for you.

Fly from

Route

Depart

Return

Price

Cheapest round-trip

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 7/18

7:59 pm-9:42 pm

Nonstop1h 43m

Norfolk

Sat 7/25

6:00 am-7:39 am

Nonstop1h 39m

$239

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Thu 6/25

3:59 pm-5:53 pm

Nonstop1h 54m

Norfolk

Sun 6/28

6:43 pm-8:25 pm

Nonstop1h 42m

$239

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Fri 7/10

4:00 pm-5:56 pm

Nonstop1h 56m

Norfolk

Mon 7/13

6:40 pm-8:25 pm

Nonstop1h 45m

$239

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Fri 6/26

9:31 pm-11:29 pm

Nonstop1h 58m

Norfolk

Mon 6/29

7:00 am-8:20 am

Nonstop1h 20m

$239

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Sat 7/4

9:50 am-11:27 am

Nonstop1h 37m

Norfolk

Mon 7/6

6:43 pm-8:25 pm

Nonstop1h 42m

$239

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Sat 7/4

9:50 am-11:27 am

Nonstop1h 37m

Norfolk

Thu 7/9

6:40 pm-8:25 pm

Nonstop1h 45m

$239
Quickest round-trip

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Thu 6/25

8:06 am-9:40 am

Nonstop1h 34m

Norfolk

Sun 6/28

10:20 am-11:55 am

Nonstop1h 35m

$239

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Sat 6/13

4:39 pm-6:22 pm

Nonstop1h 43m

Norfolk

Tue 6/16

6:04 am-7:30 am

Nonstop1h 26m

$239

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Fri 7/31

8:55 pm-10:52 pm

Nonstop1h 57m

Norfolk

Fri 8/7

9:26 am-10:59 am

Nonstop1h 33m

$239

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Fri 6/19

12:29 pm-2:04 pm

Nonstop1h 35m

Norfolk

Sat 6/27

2:44 pm-4:21 pm

Nonstop1h 37m

$239

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/15

Showing 1-10 of 60 resultsSorted by cheapest first
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2
3
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6

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

How long is the flight to Chesapeake?

On average, a flight from New York to Chesapeake takes 3 hours 6 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.

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 (14 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, American Airlines and Delta.

American Airlines
American Airlines
From $158
Delta
Delta
From $71
United Airlines
United Airlines
From $148
Breeze Airways
Breeze Airways
From $64

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).

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 May 16, 2026.

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

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 May 20, 2026.
Peruse reviews from past customers who have flown Delta,United Airlines, andAmerican 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
8,452 reviews

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
Delta
7.9
Good
8,452 reviews
Delta
7.9
Good
8,452 reviews

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
United Airlines
7.4
Good
9,737 reviews
Delta
7.9
Good
8,452 reviews

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
American Airlines
7.1
Good
11,642 reviews
Delta
7.9
Good
8,452 reviews

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
Spirit Airlines
6.2
Okay
8,612 reviews
Delta
7.9
Good
8,452 reviews

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work
Frontier
5.7
Fair
2,945 reviews
Delta
7.9
Good
8,452 reviews

Food

7.2

Comfort

7.8

Entertainment

7.8

Crew

8.5

Boarding

8.1

Overall

7.9

Reviews

1 / 20
2.0
Mediocre

Barney,May 2026

JFK - ATL

Terrible flight. Late, reduced beverage service, lack of headphones, entertainment service didn't work

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, Allegiant Air 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 $238, however they can be found for as little as $74.

  • 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 (1 hour 0 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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