Dominican Republic

$163+ Cheap flights from Chesapeake, VA to the Dominican Republic

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 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PUJ
nov. 28 — déc. 51
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Cheap flight deals from Chesapeake to Dominican Republic

Keep the following information in mind while searching for Chesapeake to Dominican Republic flight deals. Data was last updated octobre 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$299
(Cheapflightsfares)

One-way from

$163
(Cheapflightsfares)

Popular in

June

Cheapest in

September

Average price

$554
Provider with most accurate pricing for Norfolk-Punta Cana flight deals.
Provider most trusted by Cheapflights users for Norfolk-Punta Cana flights.
From Chesapeake to Dominican Republic
One-way flight from Chesapeake to Dominican Republic
Highest demand for flights based on searches. 5% potential increase in price ($35 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Average for round-trip flights in October 2025

Find flight deals from Chesapeake to Dominican Republic

Cheapest flights from Chesapeake to Dominican Republic
Explore the most affordable flight options available from Chesapeake to Dominican Republic. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octobre 29, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 10/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/313:01 pmORF - SDQ
1 stop10h 53mSpirit Airlines
mer. 1/148:01 amSDQ - ORF
1 stop12h 36mSpirit Airlines
Deal found 10/28$299
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.
mer. 12/38:02 pmORF - SDQ
1 stop18h 21mSpirit Airlines
lun. 12/84:21 pmSDQ - ORF
1 stop27h 55mSpirit Airlines
Deal found 10/27$354
This CheapOair deal was found by Cheapflights users on 10/26. 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.
dim. 12/148:11 pmORF - STI
1 stop5h 31mSpirit Airlines
dim. 12/213:43 amSTI - ORF
1 stop11h 23mSpirit Airlines
Deal found 10/26$378
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.
sam. 11/299:26 pmORF - PUJ
1 stop20h 24mMultiple Airlines
sam. 12/66:08 pmPUJ - ORF
1 stop26h 08mMultiple Airlines
Deal found 10/27$396
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/257:40 pmORF - SDQ
1 stop6h 52mSpirit Airlines
lun. 1/128:01 amSDQ - ORF
1 stop12h 36mSpirit Airlines
Deal found 10/29$404
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/319:39 pmORF - SDQ
2 stops36h 41mMultiple Airlines
mer. 1/148:01 amSDQ - ORF
1 stop12h 36mMultiple Airlines
Deal found 10/28$412
This KAYAK 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 11/156:02 pmORF - PUJ
2 stops17h 43mSpirit Airlines
sam. 11/225:45 pmPUJ - ORF
2 stops27h 46mSpirit Airlines
Deal found 10/27$432
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.
dim. 12/78:11 pmORF - SDQ
1 stop18h 12mMultiple Airlines
jeu. 1/1510:56 amSDQ - ORF
2 stops22h 42mMultiple Airlines
Deal found 10/27$437
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/39:26 pmORF - SDQ
2 stops16h 57mMultiple Airlines
lun. 12/87:10 pmSDQ - ORF
2 stops25h 06mMultiple Airlines
Deal found 10/27$442
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.
mer. 11/126:33 pmORF - PUJ
1 stop17h 12mMultiple Airlines
mer. 11/195:38 amPUJ - ORF
2 stops13h 00mMultiple Airlines
Deal found 10/27$457
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.
lun. 12/85:00 amORF - STI
1 stop9h 32mAmerican Airlines
mar. 12/164:32 pmSTI - ORF
1 stop8h 27mAmerican Airlines
Deal found 10/29$468
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.
dim. 12/75:00 amORF - SDQ
1 stop8h 02mAmerican Airlines
jeu. 1/151:23 pmSDQ - ORF
1 stop10h 36mAmerican Airlines
Deal found 10/27$468

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Dominican Republic 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 octobre 29, 2025.
Use the filters below to find and compare flights from Chesapeake to the Dominican Republic that are best for you.

Fly from

Chesapeake

Fly to

Dominican Republic

Route

Depart

Return

Price

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

mer. 12/31

3:01 pm-2:54 am

1 stop10h 53m

Santo Domingo Las Americas

mer. 1/14

8:01 am-7:37 pm

1 stop12h 36m

$299

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

dim. 1/4

7:40 pm-3:32 am

1 stop6h 52m

Santo Domingo Las Americas

mer. 1/14

8:01 am-7:37 pm

1 stop12h 36m

$351

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

mer. 12/3

8:02 pm-3:23 pm

1 stop18h 21m

Santo Domingo Las Americas

lun. 12/8

4:21 pm-7:16 pm

1 stop27h 55m

$354

NorfolkSantiago de los Caballeros

ORF - STI

ORFSTI

Norfolk

dim. 12/14

8:11 pm-2:42 am

1 stop5h 31m

Santiago de los Caballeros

dim. 12/21

3:43 am-2:06 pm

1 stop11h 23m

$378

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

dim. 1/4

7:40 pm-3:32 am

1 stop6h 52m

Santo Domingo Las Americas

mar. 1/13

6:55 pm-7:37 pm

2 stops25h 42m

$391

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

sam. 11/29

9:26 pm-6:50 pm

1 stop20h 24m

Punta Cana

sam. 12/6

6:08 pm-7:16 pm

1 stop26h 08m

$396

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

lun. 1/5

7:40 pm-3:23 pm

2 stops18h 43m

Santo Domingo Las Americas

mer. 1/14

8:01 am-7:37 pm

1 stop12h 36m

$397

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

jeu. 12/25

7:40 pm-3:32 am

1 stop6h 52m

Santo Domingo Las Americas

lun. 1/12

8:01 am-7:37 pm

1 stop12h 36m

$404

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

mer. 12/31

9:39 pm-11:20 am

2 stops36h 41m

Santo Domingo Las Americas

mer. 1/14

8:01 am-7:37 pm

1 stop12h 36m

$412

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

mer. 2/4

8:32 pm-12:16 pm

2 stops14h 44m

Punta Cana

mar. 2/10

1:49 pm-7:37 pm

1 stop6h 48m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 39 results
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Best time to book a flight from Chesapeake to Dominican Republic

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

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

Currently, October is the cheapest month in which you can book a flight from Chesapeake to Dominican Republic (average of $171). Flying from Chesapeake to Dominican Republic in July is currently the most expensive (average of $410). 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 DO?

Find hourly flight availability from Chesapeake to Dominican Republic. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octobre 29, 2025.

It’s typically best to fly out from Chesapeake to Dominican Republic in the evening. Doing so could potentially save you 14% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Dominican Republic

Get insights into the airlines that provide service to Dominican Republic. 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 Dominican Republic. Reviews last updated octobre 29, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Chesapeake to the Dominican Republic have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.9

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.

Comfort

7.9

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.

Comfort

7.9

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.

Comfort

7.9

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

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.

Comfort

7.9

Overall

7.9

Food

7.3

Crew

8.5

Entertainment

7.9

Boarding

8.2

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 Dominican Republic. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chesapeake to Dominican Republic?

    There are many flights that can get you from Chesapeake to Dominican Republic in 9h 32m. Fly via Spirit Airlines, JetBlue, or American Airlines to get the fastest option. Airlines will cover a distance of 1254 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $163. American Airlines flights start at $238 while deals on Delta start at $238 one-way.

  • What are the most popular routes from Chesapeake to Dominican Republic?

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

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

  • How can I find direct flights from Chesapeake to Dominican Republic?

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to Dominican Republic 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 Dominican Republic?

    Currently, October is the cheapest month in which you can book a flight from Chesapeake to Dominican Republic (average of $171). Flying from Chesapeake to Dominican Republic in July is currently the most expensive (average of $410). 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

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Alternative routes for Chesapeake to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Chesapeake to Dominican Republic

Discover the top 6 airlines that operate flights from Chesapeake to Dominican Republic. 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 octobre 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$262Average$534FlexibilityNo cancel feeOn-time65%
DeltaCheapest$293Average$573FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$308Average$636FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$340Average$626FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$376Average$612FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$425Average$584FlexibilityNo cancel feeOn-time63%

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