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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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — KIN
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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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 January 29, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:41 pm
ORF
-
KIN
1 stop15h 19m
Spirit Airlines
Tue 3/1712:17 pm
KIN
-
ORF
2 stops9h 15m
Spirit Airlines
Deal found 1/27$356
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Mon 2/26:10 am
ORF
-
KIN
1 stop6h 37m
American Airlines
Wed 2/47:00 am
KIN
-
ORF
1 stop15h 59m
American Airlines
Deal found 1/27$374
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Sat 1/319:09 am
ORF
-
KIN
2 stops12h 07m
American Airlines
Wed 2/47:00 am
KIN
-
ORF
2 stops11h 41m
American Airlines
Deal found 1/27$379
This American Airlines deal was found by Cheapflights users on 1/28. 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 3/106:06 am
ORF
-
KIN
1 stop14h 06m
American Airlines
Sun 3/152:34 pm
KIN
-
ORF
2 stops16h 49m
American Airlines
Deal found 1/28$384
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/117:31 pm
ORF
-
KIN
1 stop16h 29m
Spirit Airlines
Mon 3/1612:17 pm
KIN
-
ORF
1 stop6h 29m
Spirit Airlines
Deal found 1/27$387
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Wed 2/187:41 pm
ORF
-
KIN
1 stop14h 41m
American Airlines
Mon 2/237:32 am
KIN
-
ORF
1 stop16h 19m
American Airlines
Deal found 1/27$437
This American Airlines deal was found by Cheapflights users on 1/28. 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 3/47:41 pm
ORF
-
KIN
1 stop14h 41m
American Airlines
Sun 3/82:34 pm
KIN
-
ORF
2 stops16h 49m
American Airlines
Deal found 1/28$447

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$356
(Cheapflightsfares)

One-way from

$142
(Delta)

Popular in

June

Cheapest in

October

Average price

$437
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. 2% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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 January 29, 2026.
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 3/14

8:41 pm-11:00 am

1 stop15h 19m

Kingston Norman Manley

Tue 3/17

12:17 pm-10:32 pm

2 stops9h 15m

$356

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Mon 2/2

6:10 am-12:47 pm

1 stop6h 37m

Kingston Norman Manley

Wed 2/4

7:00 am-10:59 pm

1 stop15h 59m

$374

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sat 3/14

6:15 pm-9:22 am

2 stops16h 07m

Kingston Norman Manley

Tue 3/17

10:12 am-10:58 pm

2 stops11h 46m

$379

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Tue 3/10

8:08 am-7:12 pm

2 stops12h 04m

Kingston Norman Manley

Sun 3/15

2:34 pm-8:23 am

2 stops16h 49m

$384

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 3/4

8:05 am-8:08 pm

2 stops12h 03m

Kingston Norman Manley

Sun 3/8

2:34 pm-8:23 am

2 stops16h 49m

$384

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 3/11

7:31 pm-11:00 am

1 stop16h 29m

Kingston Norman Manley

Mon 3/16

12:17 pm-7:46 pm

1 stop6h 29m

$387

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 2/1

7:45 am-8:00 pm

1 stop12h 15m

$142

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 2/1

8:07 am-9:16 pm

2 stops13h 09m

$142

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 2/1

9:37 pm-3:30 pm

3 stops41h 53m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

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 $415). 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.

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 January 29, 2026.
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
8,127 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
8,127 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
11,206 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
8,394 reviews
Delta
7.9
Good
8,127 reviews

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

Entertainment

7.8

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 $374, Spirit Airlines can have you in Kingston from Chesapeake in 6h 37m. 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 $415). 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$263Average$433FlexibilityNo cancel feeOn-time65%
DeltaCheapest$361Average$539FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$366Average$585FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$377Average$646FlexibilityNo cancel feeOn-time62%

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