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Jamaica

$110+ Cheap flights from Chesapeake, VA to Jamaica

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 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — MBJ
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
1 adult, Economy
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Cheap flight deals from Chesapeake to Jamaica

Keep the following information in mind while searching for Chesapeake to Jamaica flight deals. Data was last updated April 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$336
(CheapOair)

One-way from

$110
(Booking.com)

Popular in

December

Cheapest in

January

Average price

$532
Provider with most accurate pricing for Norfolk-Montego Bay Sangster Intl flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Montego Bay Sangster Intl flights.
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From Chesapeake to Jamaica
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One-way flight from Chesapeake to Jamaica
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Highest demand for flights based on searches. 7% potential increase in price ($45 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($21 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 Jamaica

Cheapest flights from Chesapeake to Jamaica
Explore the most affordable flight options available from Chesapeake to Jamaica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2025.

This CheapOair deal was found by Cheapflights users on 4/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/216:00 amORF - MBJ
1 stop5h 55mSpirit Airlines
Wed 5/1412:07 pmMBJ - ORF
1 stop25h 09mSpirit Airlines
Deal found 4/1$336
This Mytrip deal was found by Cheapflights users on 3/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/256:13 pmORF - KIN
1 stop19h 18mSpirit Airlines
Mon 5/51:39 pmKIN - ORF
1 stop9h 40mSpirit Airlines
Deal found 3/30$375
This Mytrip deal was found by Cheapflights users on 3/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:13 pmORF - MBJ
1 stop17h 42mMultiple Airlines
Mon 5/53:05 pmMBJ - ORF
1 stop8h 14mMultiple Airlines
Deal found 3/31$381
This American Airlines deal was found by Cheapflights users on 4/1. 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 8/236:11 pmORF - MBJ
1 stop16h 04mAmerican Airlines
Wed 8/2710:55 amMBJ - ORF
1 stop5h 44mAmerican Airlines
Deal found 4/1$441
This Kiwi.com deal was found by Cheapflights users on 3/31. 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.
Sun 4/206:00 amORF - KIN
1 stop7h 31mMultiple Airlines
Sat 5/31:39 pmKIN - ORF
2 stops19h 52mMultiple Airlines
Deal found 3/31$446
This Delta deal was found by Cheapflights users on 4/1. 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 5/46:55 amORF - MBJ
1 stop9h 36mDelta
Sat 5/101:15 pmMBJ - ORF
1 stop9h 31mDelta
Deal found 4/1$491
This American Airlines deal was found by Cheapflights users on 3/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:00 amORF - KIN
1 stop14h 40mAmerican Airlines
Mon 6/26:30 amKIN - ORF
1 stop15h 58mAmerican Airlines
Deal found 3/31$524
This United deal was found by Cheapflights users on 3/31. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/36:30 amORF - MBJ
1 stop7h 19mUnited Airlines
Mon 4/71:51 pmMBJ - ORF
1 stop23h 35mUnited Airlines
Deal found 3/31$569
This CheapOair deal was found by Cheapflights users on 3/31. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/112:53 pmORF - MBJ
2 stops20h 05mFrontier
Sat 6/79:08 amMBJ - ORF
2 stops23h 45mFrontier
Deal found 3/31$619
This United Airlines deal was found by Cheapflights users on 3/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/197:59 pmORF - KIN
2 stops18h 54mUnited Airlines
Mon 8/252:54 pmKIN - ORF
2 stops17h 38mUnited Airlines
Deal found 3/31$864
This WestJet deal was found by Cheapflights users on 4/1. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/912:15 pmORF - KIN
2 stops51h 15mWestJet
Wed 7/163:30 pmKIN - ORF
2 stops23h 54mWestJet
Deal found 4/1$3,290

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to Jamaica 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 2, 2025.
Use the filters below to find and compare flights from Chesapeake to Jamaica that are best for you.

Fly from

Chesapeake

Fly to

Jamaica

Route

Depart

Return

Price

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Mon 4/21

6:00 am-10:55 am

1 stop5h 55m

Montego Bay Sangster Intl

Wed 5/14

12:07 pm-2:16 pm

1 stop25h 09m

$336

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Fri 4/25

6:13 pm-12:31 pm

1 stop19h 18m

Kingston Norman Manley

Mon 5/5

1:39 pm-12:19 am

1 stop9h 40m

$375

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Fri 5/2

6:13 pm-10:55 am

1 stop17h 42m

Montego Bay Sangster Intl

Mon 5/5

3:05 pm-12:19 am

1 stop8h 14m

$381

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Sat 8/23

6:11 pm-9:15 am

1 stop16h 04m

Montego Bay Sangster Intl

Wed 8/27

10:55 am-5:39 pm

1 stop5h 44m

$441

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Sun 4/20

6:00 am-12:31 pm

1 stop7h 31m

Kingston Norman Manley

Sat 5/3

1:39 pm-10:31 am

2 stops19h 52m

$446

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Sun 5/4

6:55 am-3:31 pm

1 stop9h 36m

Montego Bay Sangster Intl

Sat 5/10

1:15 pm-11:46 pm

1 stop9h 31m

$491

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Wed 5/28

6:00 am-7:40 pm

1 stop14h 40m

Kingston Norman Manley

Mon 6/2

6:30 am-11:28 pm

1 stop15h 58m

$524

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Sun 5/25

8:05 pm-1:10 pm

2 stops18h 05m

Montego Bay Sangster Intl

Thu 5/29

12:52 pm-9:41 am

2 stops19h 49m

$577

NorfolkMontego Bay

ORF - MBJ

ORFMBJ

Norfolk

Sun 6/1

12:53 pm-7:58 am

2 stops20h 05m

Montego Bay Sangster Intl

Sat 6/7

9:08 am-9:53 am

2 stops23h 45m

$619

NorfolkKingston

ORF - KIN

ORFKIN

Norfolk

Tue 8/19

7:59 pm-1:53 pm

2 stops18h 54m

Kingston Norman Manley

Mon 8/25

2:54 pm-9:32 am

2 stops17h 38m

$864

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/30

Showing 1-10 of 17 results
1
2

Best time to book a flight from Chesapeake to Jamaica

Have a flexible travel schedule? Discover the best time to fly to Jamaica 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 Jamaica

What is the cheapest month to book a flight from Chesapeake to Jamaica?

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Jamaica (average of $403). Flying from Chesapeake to Jamaica in July is currently the most expensive (average of $569). 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 JM?

Find hourly flight availability from Chesapeake to Jamaica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 2, 2025.

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

Rainfall in Jamaica by month

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

In terms of precipitation, rainfall in Jamaica ranges from 1.6 - 7.1 inches per month. October is typically the wettest month, when rainfall can reach 7.1 in. February is typically the driest time to visit Jamaica when rainfall is around 1.6 in.

Temperature in Jamaica by month

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

If weather is an important factor for your trip to Jamaica, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Jamaica

Get insights into the airlines that provide service to Jamaica. 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 Jamaica. Reviews last updated April 2, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines and American Airlines from Chesapeake to Jamaica to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
8,615 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
7,898 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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.
WestJet
7.2
Good
2,789 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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
7,886 reviews
Delta
8.0
Very good
7,898 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Crew

8.5

Food

7.3

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 Jamaica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chesapeake to Jamaica one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $110. However, be on the lookout for offers from American Airlines and United Airlines, as they are both options that can get you from Chesapeake to Jamaica for a low price.

  • Can I find deals for flights from Chesapeake to Jamaica that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Jamaica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Jamaica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Jamaica.

  • Can I find deals for business class flights from Chesapeake to Jamaica?

    Yes. Cheapflights offers flight deals from Chesapeake to Jamaica 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 Jamaica?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Jamaica (average of $403). Flying from Chesapeake to Jamaica in July is currently the most expensive (average of $569). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chesapeake to Jamaica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Chesapeake to Jamaica

Discover the top 6 airlines that operate flights from Chesapeake to Jamaica. 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$167Average$453FlexibilityNo cancel feeOn-time65%
DeltaCheapest$292Average$520FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$367Average$657FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$368Average$719FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$373Average$574FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$383Average$652FlexibilityNo cancel feeOn-time69%

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