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Kingston

$156+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — KIN
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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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 October 29, 2025.

This Delta deal was found by Cheapflights users on 10/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:24 amORF - KIN
1 stop9h 36mDelta
Sun 12/79:00 amKIN - ORF
1 stop9h 34mDelta
Deal found 10/29$362
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:00 amORF - KIN
2 stops16h 13mAmerican Airlines
Sat 12/63:06 pmKIN - ORF
1 stop8h 53mAmerican Airlines
Deal found 10/29$366
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/47:53 pmORF - KIN
1 stop16h 08mSpirit Airlines
Wed 11/121:06 pmKIN - ORF
1 stop5h 52mSpirit Airlines
Deal found 10/27$421
This American Airlines deal was found by Cheapflights users on 10/27. 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 12/115:08 amORF - KIN
2 stops17h 26mAmerican Airlines
Thu 12/183:48 pmKIN - ORF
2 stops16h 27mAmerican Airlines
Deal found 10/27$430
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1710:24 amORF - KIN
2 stops11h 49mAmerican Airlines
Sun 12/71:42 pmKIN - ORF
1 stop10h 17mAmerican Airlines
Deal found 10/29$435
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/47:53 pmORF - KIN
1 stop16h 08mSpirit Airlines
Fri 11/71:06 pmKIN - ORF
1 stop27h 51mSpirit Airlines
Deal found 10/27$448
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 11/29:36 pmORF - KIN
2 stops14h 25mMultiple Airlines
Wed 11/121:06 pmKIN - ORF
1 stop5h 52mMultiple Airlines
Deal found 10/27$469
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/67:53 pmORF - KIN
1 stop16h 08mSpirit Airlines
Wed 11/121:06 pmKIN - ORF
2 stops31h 02mSpirit Airlines
Deal found 10/27$473
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sun 11/27:53 pmORF - KIN
1 stop16h 08mSpirit Airlines
Wed 11/121:06 pmKIN - ORF
1 stop5h 52mSpirit Airlines
Deal found 10/27$483
This Delta deal was found by Cheapflights users on 10/27. 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 11/41:36 pmORF - KIN
1 stop7h 24mDelta
Thu 11/139:00 amKIN - ORF
1 stop9h 34mDelta
Deal found 10/27$486
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/47:53 pmORF - KIN
1 stop16h 08mMultiple Airlines
Tue 11/113:02 pmKIN - ORF
2 stops31h 01mMultiple Airlines
Deal found 10/27$489

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 October 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$362
(Delta)

One-way from

$156
(American Airlines)

Popular in

December

Cheapest in

May

Average price

$538
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. 4% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 October 29, 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

Mon 11/17

10:24 am-8:00 pm

1 stop9h 36m

Kingston Norman Manley

Sun 12/7

9:00 am-6:34 pm

1 stop9h 34m

$362

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Tue 11/18

6:00 am-10:13 pm

1 stop16h 13m

Kingston Norman Manley

Sat 12/6

3:06 pm-11:59 pm

1 stop8h 53m

$362

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 2/4

5:00 pm-2:26 pm

2 stops21h 26m

Kingston Norman Manley

Sun 2/8

3:32 pm-9:32 am

2 stops18h 00m

$383

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Fri 1/9

7:06 pm-12:07 pm

1 stop17h 01m

Kingston Norman Manley

Mon 1/12

7:00 am-11:10 pm

2 stops16h 10m

$385

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Mon 3/9

6:44 am-6:20 pm

1 stop12h 36m

Kingston Norman Manley

Mon 3/16

5:20 am-11:41 pm

2 stops17h 21m

$394

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Thu 12/11

8:11 pm-12:14 pm

1 stop16h 03m

Kingston Norman Manley

Thu 12/18

1:19 pm-2:06 pm

1 stop24h 47m

$421

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Fri 1/9

8:09 pm-12:13 pm

1 stop16h 04m

Kingston Norman Manley

Mon 1/12

1:28 pm-7:14 pm

1 stop5h 46m

$422

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Thu 12/11

5:08 am-10:34 pm

2 stops17h 26m

Kingston Norman Manley

Thu 12/18

11:03 am-12:59 am

1 stop13h 56m

$430

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Fri 11/7

6:00 am-10:13 pm

2 stops16h 13m

$156

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 12/14

8:11 pm-12:14 pm

1 stop16h 03m

$175

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 16 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 $157). 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 October 29, 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.

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 Monday evenings when fares are most often at their lowest. Saturday evenings 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 October 29, 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
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Spirit Airlines
6.3
Okay
8,114 reviews
Delta
7.9
Good
7,994 reviews

Boarding

8.2

Crew

8.5

Overall

7.9

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 $362, Delta can have you in Kingston from Chesapeake in 9h 36m. 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 $157). 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

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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 October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$297Average$467FlexibilityNo cancel feeOn-time65%
DeltaCheapest$361Average$570FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$377Average$612FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$420Average$661FlexibilityNo cancel feeOn-time62%

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