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Chesapeake

$65+ 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 4/1. Fares are subject to change and may not be available on all flights or dates of travel.
— RIC
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
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 February 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/15. 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.
Sat 5/910:29 pm
EWR
-
ORF
1 stop11h 55m
Frontier
Mon 5/1111:19 am
ORF
-
EWR
1 stop13h 57m
Frontier
Deal found 2/15$128
This Booking.com deal was found by Cheapflights users on 2/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/45:45 am
EWR
-
ORF
1 stop12h 41m
Spirit Airlines
Tue 3/248:41 pm
ORF
-
EWR
1 stop12h 28m
Spirit Airlines
Deal found 2/17$130
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Mon 3/95:15 am
EWR
-
ORF
1 stop5h 40m
Multiple Airlines
Fri 3/1311:27 am
ORF
-
EWR
1 stop12h 02m
Multiple Airlines
Deal found 2/17$131
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Wed 3/2510:30 pm
EWR
-
ORF
1 stop11h 45m
Multiple Airlines
Mon 3/3011:33 am
ORF
-
EWR
1 stop20h 18m
Multiple Airlines
Deal found 2/17$132
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Mon 3/235:50 am
EWR
-
ORF
1 stop5h 48m
Multiple Airlines
Mon 3/3011:33 am
ORF
-
EWR
1 stop20h 18m
Multiple Airlines
Deal found 2/17$133
This Mytrip deal was found by Cheapflights users on 2/17. 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.
Tue 3/37:58 am
EWR
-
ORF
1 stop10h 28m
Spirit Airlines
Fri 3/67:31 pm
ORF
-
EWR
1 stop15h 26m
Spirit Airlines
Deal found 2/17$136
This Kiwi.com deal was found by Cheapflights users on 2/14. 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 3/165:50 am
EWR
-
ORF
1 stop5h 48m
Multiple Airlines
Mon 3/2312:33 pm
ORF
-
EWR
1 stop12h 30m
Multiple Airlines
Deal found 2/14$137
This Kiwi.com deal was found by Cheapflights users on 2/17. 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 3/1910:30 pm
EWR
-
ORF
1 stop12h 12m
Frontier
Thu 3/2611:50 am
ORF
-
EWR
1 stop13h 13m
Frontier
Deal found 2/17$139
This Kiwi.com deal was found by Cheapflights users on 2/17. 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.
Tue 4/1412:23 pm
EWR
-
ORF
1 stop7h 23m
Multiple Airlines
Thu 4/1611:19 am
ORF
-
EWR
1 stop13h 57m
Multiple Airlines
Deal found 2/17$146
This CheapOair deal was found by Cheapflights users on 2/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:02 am
EWR
-
ORF
1 stop11h 44m
Spirit Airlines
Tue 3/248:41 pm
ORF
-
EWR
1 stop12h 28m
Spirit Airlines
Deal found 2/17$148
This Super.com deal was found by Cheapflights users on 2/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/178:02 am
EWR
-
ORF
1 stop11h 44m
Spirit Airlines
Fri 3/208:41 pm
ORF
-
EWR
1 stop12h 28m
Spirit Airlines
Deal found 2/18$151
This eDestinos deal was found by Cheapflights users on 2/16. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:30 am
JFK
-
ORF
1 stop22h 54m
Frontier
Sun 4/2611:19 am
ORF
-
JFK
1 stop23h 10m
Frontier
Deal found 2/16$179

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 February 18, 2026.

Popular in

April

Cheapest in

January

Average price

$213

Round-trip from

$128

One-way from

$65
Highest demand for flights based on searches. 6% potential increase in price ($15 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 18, 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

Sat 3/7

9:59 pm-11:25 pm

Nonstop1h 26m

Norfolk

Sun 3/8

6:00 am-7:29 am

Nonstop1h 29m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Tue 4/21

10:18 am-11:54 am

Nonstop1h 36m

Norfolk

Sat 4/25

6:04 am-7:39 am

Nonstop1h 35m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 3/7

9:59 pm-11:25 pm

Nonstop1h 26m

Norfolk

Sun 3/15

6:00 am-7:29 am

Nonstop1h 29m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Sat 3/7

9:59 pm-11:25 pm

Nonstop1h 26m

Norfolk

Mon 3/9

6:00 am-7:29 am

Nonstop1h 29m

$179

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 3/12

9:30 am-11:06 am

Nonstop1h 36m

Norfolk

Sun 3/15

6:00 am-7:29 am

Nonstop1h 29m

$179

New YorkNorfolk

LGA - ORF

LGAORF

New York LaGuardia

Tue 3/17

9:55 am-9:47 pm

1 stop11h 52m

Norfolk

Mon 3/23

8:41 pm-10:00 am

1 stop13h 19m

$186

NewarkNorfolk

EWR - ORF

EWRORF

Newark

Thu 3/19

9:59 pm-11:34 pm

Nonstop1h 35m

Norfolk

Sat 3/21

6:00 am-7:40 am

Nonstop1h 40m

$188

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Wed 4/8

10:30 am-11:50 am

Nonstop1h 20m

Norfolk

Sat 4/11

7:03 am-8:30 am

Nonstop1h 27m

$189

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Sat 4/18

2:45 pm-4:20 pm

Nonstop1h 35m

Norfolk

Fri 4/24

4:51 pm-6:24 pm

Nonstop1h 33m

$189

New YorkNorfolk

JFK - ORF

JFKORF

New York John F Kennedy Intl

Sat 3/28

9:29 pm-11:05 pm

Nonstop1h 36m

Norfolk

Tue 3/31

12:30 pm-1:59 pm

Nonstop1h 29m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/18

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 February 18, 2026.

The best time to book flights to Chesapeake is 30 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 59 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 February 17, 2026.

Users looking for the lowest fares to Chesapeake should consider flying on Wednesday at noon, when prices are typically cheapest. Budget-minded travelers will want to avoid Tuesday evenings, 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 (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 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 $158
Delta
Delta
From $88
United Airlines
United Airlines
From $118
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 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 February 18, 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.
Delta
7.9
Good
8,212 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

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
8,212 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

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
9,321 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

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
11,313 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

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
8,473 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

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
5.7
Fair
3,048 reviews
Delta
7.9
Good
8,212 reviews

Overall

7.9

Comfort

7.9

Boarding

8.1

Food

7.2

Crew

8.5

Entertainment

7.8

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 $137, however they can be found for as little as $50.

  • 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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