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Chesapeake

$97+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Aug 2 — Aug 91
Sun 8/2
Sun 8/9
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 July 3, 2026.

This Delta deal was found by Cheapflights users on 7/2. 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.
Tue 8/117:05 am
EWR
-
ORF
1 stop5h 40m
Delta
Wed 8/195:23 am
ORF
-
EWR
1 stop5h 06m
Delta
Deal found 7/2$187
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Sat 8/1510:29 pm
EWR
-
ORF
1 stop12h 46m
Frontier
Wed 8/191:20 pm
ORF
-
EWR
1 stop11h 43m
Frontier
Deal found 7/2$191
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:29 pm
EWR
-
ORF
1 stop12h 46m
Frontier
Sat 8/221:20 pm
ORF
-
EWR
1 stop8h 08m
Frontier
Deal found 7/1$193
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1110:29 pm
EWR
-
ORF
1 stop12h 46m
Frontier
Wed 8/191:20 pm
ORF
-
EWR
1 stop11h 43m
Frontier
Deal found 7/1$194
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Tue 8/1110:29 pm
EWR
-
ORF
1 stop12h 46m
Frontier
Sat 8/221:20 pm
ORF
-
EWR
1 stop11h 43m
Frontier
Deal found 7/2$195
This Delta deal was found by Cheapflights users on 7/2. 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.
Sat 9/128:30 am
EWR
-
ORF
1 stop5h 39m
Delta
Sat 9/197:00 am
ORF
-
EWR
1 stop7h 13m
Delta
Deal found 7/2$197
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Thu 8/135:55 am
EWR
-
ORF
1 stop29h 20m
Frontier
Wed 8/191:20 pm
ORF
-
EWR
1 stop11h 43m
Frontier
Deal found 7/2$206
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Tue 8/1110:29 pm
EWR
-
ORF
1 stop12h 46m
Frontier
Thu 8/201:20 pm
ORF
-
EWR
1 stop11h 43m
Frontier
Deal found 7/2$207
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Wed 8/1210:29 pm
EWR
-
ORF
1 stop12h 46m
Frontier
Fri 8/211:20 pm
ORF
-
EWR
1 stop8h 08m
Frontier
Deal found 7/2$208
This Frontier deal was found by Cheapflights users on 6/30. 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.
Tue 9/1511:30 am
EWR
-
ORF
1 stop5h 45m
Frontier
Wed 9/1612:57 pm
ORF
-
EWR
1 stop12h 02m
Frontier
Deal found 6/30$210
This Frontier deal was found by Cheapflights users on 6/30. 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.
Sat 9/126:25 am
LGA
-
ORF
1 stop5h 37m
Frontier
Tue 9/2212:57 pm
ORF
-
LGA
1 stop7h 56m
Frontier
Deal found 6/30$231
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 9/191:00 pm
JFK
-
ORF
1 stop23h 02m
Frontier
Sun 9/2712:57 pm
ORF
-
JFK
1 stop22h 54m
Frontier
Deal found 6/29$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 July 3, 2026.

Popular in

July

Cheapest in

January

Average price

$289

Round-trip from

$187

One-way from

$97
Highest demand for flights based on searches. 9% potential increase in price ($26 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 July 3, 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 9/12

8:30 am-2:09 pm

1 stop5h 39m

Norfolk

Sat 9/19

7:00 am-2:13 pm

1 stop7h 13m

$197

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Tue 7/28

12:31 pm-2:01 pm

Nonstop1h 30m

Norfolk

Tue 8/4

7:09 pm-8:44 pm

Nonstop1h 35m

$243

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Tue 9/15

8:45 pm-10:21 pm

Nonstop1h 36m

Norfolk

Sat 9/19

8:00 am-9:34 am

Nonstop1h 34m

$243

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Wed 9/9

12:14 pm-1:44 pm

Nonstop1h 30m

Norfolk

Tue 9/22

6:20 pm-8:01 pm

Nonstop1h 41m

$243

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Sat 9/12

4:00 pm-5:40 pm

Nonstop1h 40m

Norfolk

Sat 9/19

8:00 am-9:34 am

Nonstop1h 34m

$243

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Fri 9/11

8:06 pm-11:43 pm

1 stop3h 37m

Norfolk

Sat 9/19

6:02 am-7:25 am

Nonstop1h 23m

$245

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 9/19

9:22 pm-10:54 pm

Nonstop1h 32m

Norfolk

Sat 10/3

6:15 am-9:57 am

1 stop3h 42m

$249

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Tue 9/15

3:11 pm-4:55 pm

Nonstop1h 44m

Norfolk

Tue 9/22

7:09 am-8:30 am

Nonstop1h 21m

$263

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Tue 8/4

3:59 pm-5:49 pm

Nonstop1h 50m

Norfolk

Sat 8/8

7:00 am-8:30 am

Nonstop1h 30m

$263

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Sat 9/12

8:30 pm-10:15 pm

Nonstop1h 45m

Norfolk

Sat 9/19

7:09 am-8:30 am

Nonstop1h 21m

$263

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

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 2 hours 50 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 Thursday (40 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (9 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 $167
Delta
Delta
From $71
United Airlines
United Airlines
From $148
Breeze Airways
Breeze Airways
From $59

What are the cheapest airlines that fly to Chesapeake?

The cheapest airlines flying from New York to Chesapeake are American Airlines, Delta and United 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 June 27, 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 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 July 3, 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
7.8
Good
8,453 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

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
7.8
Good
8,453 reviews
Delta
7.8
Good
8,453 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

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
9,927 reviews
Delta
7.8
Good
8,453 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

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
11,766 reviews
Delta
7.8
Good
8,453 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

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
5.6
Fair
2,848 reviews
Delta
7.8
Good
8,453 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.8

Overall

7.8

Food

7.2

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 $90, however they can be found for as little as $52.

  • 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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