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Kingston

$142+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — KIN
Oct 14 — Oct 211
Tue 10/14
Tue 10/21
1 adult, Economy
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Cheap flight deals from Chesapeake to Kingston

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

Round-trip from

$361
(Delta)

One-way from

$142
(Delta)

Popular in

December

Cheapest in

May

Average price

$544
From Chesapeake to Kingston Norman Manley
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One-way flight from Chesapeake to Kingston Norman Manley
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Highest demand for flights based on searches. 12% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 September 14, 2025.

This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/268:06 amORF - KIN
1 stop12h 54mDelta
Tue 9/309:00 amKIN - ORF
1 stop14h 25mDelta
Deal found 9/12$361
This American Airlines deal was found by Cheapflights users on 9/12. 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.
Fri 9/267:27 pmORF - KIN
2 stops17h 25mAmerican Airlines
Tue 9/306:00 amKIN - ORF
2 stops16h 15mAmerican Airlines
Deal found 9/12$366
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/133:36 pmORF - KIN
1 stop5h 24mDelta
Fri 9/269:00 amKIN - ORF
1 stop14h 25mDelta
Deal found 9/12$369
This Delta deal was found by Cheapflights users on 9/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/192:00 pmORF - KIN
1 stop7h 00mDelta
Mon 9/229:00 amKIN - ORF
1 stop14h 25mDelta
Deal found 9/12$377
This Trip.com deal was found by Cheapflights users on 9/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/115:24 amORF - KIN
1 stop15h 41mMultiple Airlines
Sat 10/187:55 amKIN - ORF
1 stop13h 51mMultiple Airlines
Deal found 9/13$449
This Kiwi.com deal was found by Cheapflights users on 9/11. 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.
Thu 12/48:32 pmORF - KIN
2 stops15h 41mSpirit Airlines
Sat 12/131:28 pmKIN - ORF
1 stop9h 15mSpirit Airlines
Deal found 9/11$488
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/177:13 pmORF - KIN
2 stops19h 35mAmerican Airlines
Sat 12/273:48 pmKIN - ORF
1 stop9h 11mAmerican Airlines
Deal found 9/13$492
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/58:06 amORF - KIN
1 stop12h 54mDelta
Sun 10/129:00 amKIN - ORF
1 stop13h 07mDelta
Deal found 9/14$502
This American Airlines deal was found by Cheapflights users on 9/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/216:00 amORF - KIN
1 stop8h 16mAmerican Airlines
Sun 11/233:20 pmKIN - ORF
1 stop8h 55mAmerican Airlines
Deal found 9/14$504
This Kiwi.com deal was found by Cheapflights users on 9/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/135:20 amORF - KIN
1 stop6h 42mSpirit Airlines
Fri 9/2612:08 pmKIN - ORF
2 stops27h 35mSpirit Airlines
Deal found 9/12$544

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 September 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

Fri 9/26

8:06 am-8:00 pm

1 stop12h 54m

Kingston Norman Manley

Tue 9/30

9:00 am-12:25 am

1 stop14h 25m

$361

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Thu 12/4

10:24 am-8:06 pm

1 stop9h 42m

Kingston Norman Manley

Sat 12/13

9:00 am-6:33 pm

1 stop9h 33m

$361

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Fri 9/26

7:27 pm-11:52 am

2 stops17h 25m

Kingston Norman Manley

Tue 9/30

6:00 am-11:59 pm

1 stop16h 59m

$374

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 9/24

6:00 am-7:38 pm

2 stops14h 38m

Kingston Norman Manley

Tue 9/30

6:00 am-10:37 pm

2 stops15h 37m

$374

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Mon 1/5

12:54 pm-11:10 pm

2 stops10h 16m

Kingston Norman Manley

Mon 1/19

1:50 pm-11:04 am

1 stop21h 14m

$401

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 9/24

6:15 am-7:38 pm

1 stop14h 23m

Kingston Norman Manley

Mon 9/29

6:00 am-10:37 pm

2 stops15h 37m

$437

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sat 10/11

5:24 am-8:05 pm

1 stop15h 41m

Kingston Norman Manley

Sat 10/18

7:55 am-10:46 pm

1 stop13h 51m

$449

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Tue 3/10

6:44 am-10:55 am

1 stop5h 11m

Kingston Norman Manley

Wed 3/11

12:50 pm-3:39 pm

2 stops25h 49m

$468

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Thu 12/4

8:32 pm-12:13 pm

2 stops15h 41m

Kingston Norman Manley

Sat 12/13

1:28 pm-10:43 pm

1 stop9h 15m

$488

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 12/17

7:13 pm-2:48 pm

2 stops19h 35m

Kingston Norman Manley

Sat 12/27

3:48 pm-12:59 am

1 stop9h 11m

$492

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 17 results
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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, September is the cheapest month in which you can book a flight from Chesapeake to Kingston (average of $425). Flying from Chesapeake to Kingston in December is currently the most expensive (average of $613). 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 September 14, 2025.

When flying from Chesapeake to Kingston, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chesapeake to Kingston?

Use this chart to determine the cheapest time to fly round-trip from Chesapeake to Kingston. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chesapeake to Kingston flight should consider departing on Wednesday at noon when fares are most often at their lowest. Wednesday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 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
8.0
Very good
7,956 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Spirit Airlines
6.3
Okay
8,016 reviews
Delta
8.0
Very good
7,956 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Comfort

7.9

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $361, Delta can have you in Kingston from Chesapeake in 12h 54m. 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, September is the cheapest month in which you can book a flight from Chesapeake to Kingston (average of $425). Flying from Chesapeake to Kingston in December is currently the most expensive (average of $613). 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

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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 September 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$297Average$461FlexibilityNo cancel feeOn-time65%
DeltaCheapest$361Average$548FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$446Average$668FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$468Average$683FlexibilityNo cancel feeOn-time71%

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