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$418+ Cheap flights from Chesapeake, VA to Kingston (KIN)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — KIN
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$418
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$554
Provider with most accurate pricing for Norfolk-Kingston Norman Manley flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Kingston Norman Manley flights.
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From Chesapeake to Kingston Norman Manley
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($55 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2712:13 pmORF - KIN
2 stops25h 16mSpirit Airlines
Sun 6/151:34 pmKIN - ORF
1 stop24h 42mSpirit Airlines
Deal found 4/22$418
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/75:40 pmORF - KIN
1 stop19h 49mMultiple Airlines
Sat 6/141:34 pmKIN - ORF
1 stop20h 11mMultiple Airlines
Deal found 4/22$434
This American Airlines deal was found by Cheapflights users on 4/23. 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 7/155:46 amORF - KIN
2 stops15h 11mAmerican Airlines
Tue 7/226:00 amKIN - ORF
2 stops12h 40mAmerican Airlines
Deal found 4/23$577
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 5/281:30 pmORF - KIN
1 stop7h 30mDelta
Sun 6/159:00 amKIN - ORF
1 stop7h 10mDelta
Deal found 4/22$585
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:00 amORF - KIN
3 stops56h 53mUnited Airlines
Tue 7/222:54 pmKIN - ORF
3 stops31h 42mUnited Airlines
Deal found 4/23$7,173

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 April 24, 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

Tue 5/27

12:13 pm-12:29 pm

2 stops25h 16m

Kingston Norman Manley

Sun 6/15

1:34 pm-3:16 pm

1 stop24h 42m

$418

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sat 6/7

5:40 pm-12:29 pm

1 stop19h 49m

Kingston Norman Manley

Sat 6/14

1:34 pm-10:45 am

1 stop20h 11m

$434

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Tue 7/15

5:46 am-7:57 pm

2 stops15h 11m

Kingston Norman Manley

Tue 7/22

6:00 am-7:40 pm

2 stops12h 40m

$577

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 5/28

1:30 pm-8:00 pm

1 stop7h 30m

Kingston Norman Manley

Sun 6/15

9:00 am-5:10 pm

1 stop7h 10m

$585

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Tue 7/15

6:00 am-1:53 pm

3 stops56h 53m

Kingston Norman Manley

Tue 7/22

2:54 pm-11:36 pm

3 stops31h 42m

$7,173

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

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 April 24, 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.

Rainfall in Kingston by month

Plan your trip to Kingston by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kingston ranges from 0.8 - 6.7 inches per month. October is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Kingston when rainfall is around 0.8 in.

Temperature in Kingston by month

Plan your trip to Kingston by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kingston, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 78.8 F).

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 April 24, 2025.
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
7,940 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Food

7.3

Comfort

7.9

Entertainment

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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 Chesapeake?

Book flights to Chesapeake 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$292Average$527FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$297Average$490FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$435Average$586FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$468Average$703FlexibilityNo cancel feeOn-time71%

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