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Kingston

$149+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — KIN
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
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 julio 31, 2025.

Round-trip from

$361
(Delta)

One-way from

$149
(Mytrip)

Popular in

December

Cheapest in

May

Average price

$554
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. 13% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in July 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 julio 31, 2025.

This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/48:06 amORF - KIN
1 stop12h 54mDelta
sáb. 10/119:00 amKIN - ORF
1 stop14h 20mDelta
Deal found 7/30$361
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/46:01 pmORF - KIN
2 stops18h 51mAmerican Airlines
sáb. 10/117:00 amKIN - ORF
1 stop15h 16mAmerican Airlines
Deal found 7/30$366
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/225:30 amORF - KIN
1 stop6h 57mSpirit Airlines
mar. 8/2612:32 pmKIN - ORF
1 stop9h 02mSpirit Airlines
Deal found 7/31$375
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
mié. 8/205:30 amORF - KIN
1 stop6h 57mMultiple Airlines
mar. 9/92:59 pmKIN - ORF
2 stops30h 49mMultiple Airlines
Deal found 7/31$452
This Expedia deal was found by Cheapflights users on 7/31. 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.
sáb. 10/1110:25 amORF - KIN
2 stops15h 14mJetBlue
mar. 10/149:05 amKIN - ORF
2 stops23h 35mJetBlue
Deal found 7/31$586

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 julio 31, 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

vie. 9/12

8:06 am-8:00 pm

1 stop12h 54m

Kingston Norman Manley

vie. 9/19

9:00 am-12:25 am

1 stop14h 25m

$361

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

sáb. 10/4

6:01 pm-11:52 am

2 stops18h 51m

Kingston Norman Manley

sáb. 10/11

7:00 am-11:16 pm

1 stop15h 16m

$366

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

lun. 8/18

5:30 am-11:27 am

1 stop6h 57m

Kingston Norman Manley

mié. 9/3

12:32 pm-9:49 pm

1 stop8h 17m

$391

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

mié. 8/20

5:30 am-11:27 am

1 stop6h 57m

Kingston Norman Manley

mar. 9/9

2:59 pm-10:48 pm

2 stops30h 49m

$452

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

sáb. 10/11

10:25 am-12:39 am

2 stops15h 14m

Kingston Norman Manley

mar. 10/14

9:05 am-9:40 am

2 stops23h 35m

$586

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

mar. 8/26

5:30 am-11:27 am

1 stop6h 57m

$149

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

dom. 8/24

5:34 pm-8:05 pm

3 stops27h 31m

$301

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

mié. 12/24

12:35 pm-4:42 pm

1 stop28h 07m

$337

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

mié. 12/24

8:42 am-5:09 pm

2 stops8h 27m

$502

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

mar. 12/23

6:00 am-2:02 pm

3 stops32h 02m

$1,075

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 julio 31, 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.

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 julio 31, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and JetBlue 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
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

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!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

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!
JetBlue
7.3
Good
2,914 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

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
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

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
8,048 reviews
Delta
8.0
Very good
7,981 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

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.

  • 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

Traveling to a place near Kingston?

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

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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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$542FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$297Average$490FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$394Average$616FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$468Average$676FlexibilityNo cancel feeOn-time71%

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