HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kingston

$248+ Cheap flights from Chesapeake, VA to Kingston (KIN)

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 12/21. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — KIN
Jan 13 — Jan 201
Tue 1/13
Tue 1/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Kingston with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Chesapeake to Kingston

Cheapest flights from Chesapeake to Kingston
Explore the most affordable flight options available from Chesapeake to Kingston. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 14, 2025.

This American Airlines deal was found by Cheapflights users on 12/12. 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 12/185:00 amORF - KIN
1 stop5h 12mAmerican Airlines
Mon 12/226:00 pmKIN - ORF
1 stop6h 59mAmerican Airlines
Deal found 12/12$595
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Tue 12/235:00 amORF - KIN
1 stop5h 12mAmerican Airlines
Tue 12/303:48 pmKIN - ORF
2 stops16h 27mAmerican Airlines
Deal found 12/12$635
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Sun 12/285:00 amORF - KIN
1 stop5h 12mAmerican Airlines
Tue 12/303:48 pmKIN - ORF
2 stops16h 27mAmerican Airlines
Deal found 12/12$661
This American Airlines deal was found by Cheapflights users on 12/13. 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 12/247:37 pmORF - KIN
1 stop21h 32mAmerican Airlines
Mon 1/127:00 amKIN - ORF
1 stop11h 26mAmerican Airlines
Deal found 12/13$679
This American Airlines deal was found by Cheapflights users on 12/12. 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.
Sun 12/285:00 amORF - KIN
1 stop5h 12mAmerican Airlines
Mon 12/293:48 pmKIN - ORF
2 stops16h 27mAmerican Airlines
Deal found 12/12$700
This Kiwi.com deal was found by Cheapflights users on 12/11. 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 12/307:40 pmORF - KIN
2 stops16h 34mSpirit Airlines
Mon 1/51:19 pmKIN - ORF
1 stop24h 47mSpirit Airlines
Deal found 12/11$702
This Expedia deal was found by Cheapflights users on 12/12. 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.
Sun 12/2812:35 pmORF - KIN
1 stop19h 35mJetBlue
Mon 12/297:32 pmKIN - ORF
1 stop16h 17mJetBlue
Deal found 12/12$714
This American Airlines deal was found by Cheapflights users on 12/11. 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.
Tue 12/305:00 amORF - KIN
1 stop5h 12mAmerican Airlines
Mon 1/56:25 amKIN - ORF
1 stop18h 34mAmerican Airlines
Deal found 12/11$728

Find flight deals from Chesapeake to Kingston

Keep the following information in mind while searching for Chesapeake to Kingston flight deals. Data was last updated December 14, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$403
(Kiwi.com)

One-way from

$248
(American Airlines)

Popular in

February

Cheapest in

October

Average price

$701
Provider with most accurate pricing for Norfolk-Kingston Norman Manley flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Kingston Norman Manley flights.
Search Deals
From Chesapeake to Kingston Norman Manley
Search Deals
One-way flight from Chesapeake to Kingston Norman Manley
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($124 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Kingston that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 14, 2025.
Use the filters below to find and compare flights from Chesapeake to Kingston that are best for you.

Fly from

Chesapeake

Fly to

Kingston

Route

Depart

Return

Price

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sat 1/3

9:25 pm-12:14 pm

1 stop14h 49m

Kingston Norman Manley

Mon 1/12

1:17 pm-6:38 pm

1 stop5h 21m

$449

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Mon 1/5

12:35 pm-9:22 pm

1 stop8h 47m

Kingston Norman Manley

Mon 1/19

9:40 am-4:35 pm

1 stop6h 55m

$453

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sat 1/3

9:25 pm-12:14 pm

1 stop14h 49m

Kingston Norman Manley

Mon 1/12

1:17 pm-1:31 pm

2 stops24h 14m

$505

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Mon 1/5

7:40 pm-12:14 pm

2 stops16h 34m

Kingston Norman Manley

Mon 1/19

1:17 pm-6:38 pm

1 stop5h 21m

$512

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Mon 1/5

8:01 am-10:51 pm

2 stops14h 50m

Kingston Norman Manley

Mon 1/19

3:32 pm-8:31 am

2 stops16h 59m

$560

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 12/28

5:00 am-10:12 am

1 stop5h 12m

Kingston Norman Manley

Mon 12/29

3:48 pm-8:15 am

2 stops16h 27m

$661

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 12/24

7:37 pm-5:09 pm

1 stop21h 32m

Kingston Norman Manley

Mon 1/12

7:00 am-10:58 pm

2 stops15h 58m

$684

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 12/28

12:35 pm-8:10 am

1 stop19h 35m

Kingston Norman Manley

Mon 12/29

7:32 pm-11:49 am

1 stop16h 17m

$714

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 12/21

8:19 pm-10:12 am

2 stops13h 53m

$248

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Thu 12/25

12:30 pm-7:56 pm

1 stop7h 26m

$314

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/13

Showing 1-10 of 15 results
1
2

Best time to book a flight from Chesapeake to Kingston

Have a flexible travel schedule? Discover the best time to fly to Kingston from 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 from Chesapeake to Kingston

What is the cheapest month to book a flight from Chesapeake to Kingston?

Currently, October is the cheapest month in which you can book a flight from Chesapeake to Kingston (average of $155). Flying from Chesapeake to Kingston in July is currently the most expensive (average of $416). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to KIN?

Find hourly flight availability from Chesapeake to Kingston. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 14, 2025.

A simple way to save on the total cost of your ticket is to fly from Chesapeake to Kingston in the evening. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight in the morning.

How much does it cost to fly round-trip from Chesapeake to Kingston?

Reviews of airlines servicing Kingston

Get insights into the airlines that provide service to Kingston. 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 Kingston. Reviews last updated December 14, 2025.
Get a feel of what it's like to fly with Delta, American Airlines, and Spirit Airlines from Chesapeake to Kingston by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,051 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,186 reviews
Delta
7.9
Good
8,008 reviews

Food

7.3

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Kingston. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Kingston from Chesapeake?

    Kingston Norman Manley (KIN) is the airport you will fly into if you book a flight from Chesapeake to Kingston. You should not have trouble finding flights to Norman Manley from Chesapeake; the airport handles an average of 0 inbound flights from Chesapeake per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Kingston airport from Chesapeake. It is only a 5.1 mi journey from Norman Manley (KIN) to Kingston’s city center.

  • How long is the flight from Chesapeake to Kingston?

    For as low as $428, American Airlines can have you in Kingston from Chesapeake in 14h 35m. There are 1310 mi between Chesapeake and Kingston. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Chesapeake to Kingston that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Kingston flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Kingston?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Kingston.

  • Can I find deals for business class flights from Chesapeake to Kingston?

    Yes. Cheapflights offers flight deals from Chesapeake to Kingston by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chesapeake to Kingston?

    Currently, October is the cheapest month in which you can book a flight from Chesapeake to Kingston (average of $155). Flying from Chesapeake to Kingston in July is currently the most expensive (average of $416). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Kingston?

Book flights to Kingston if you plan to visit one of these locations
Port Antonio

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Chesapeake to Kingston

Discover the top 4 airlines that operate flights from Chesapeake to Kingston. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$298Average$464FlexibilityNo cancel feeOn-time65%
DeltaCheapest$361Average$570FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$366Average$602FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$377Average$641FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.