Dominican Republic

$142+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PUJ
Aug 4 — Aug 111
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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 July 30, 2025.

Round-trip from

$285
(Mytrip)

One-way from

$145
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$685
From Chesapeake to Dominican Republic
One-way flight from Chesapeake to Dominican Republic
Highest demand for flights based on searches. 7% potential increase in price ($47 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in July 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 July 30, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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.
Wed 8/135:30 amORF - PUJ
1 stop9h 30mSpirit Airlines
Sat 8/164:05 pmPUJ - ORF
1 stop6h 29mSpirit Airlines
Deal found 7/30$285
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/15:00 amORF - PUJ
1 stop9h 10mAmerican Airlines
Thu 9/41:35 pmPUJ - ORF
1 stop10h 24mAmerican Airlines
Deal found 7/29$313
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/45:45 amORF - SDQ
1 stop10h 15mSpirit Airlines
Sun 9/71:20 pmSDQ - ORF
1 stop27h 23mSpirit Airlines
Deal found 7/30$345
This Mytrip deal was found by Cheapflights users on 7/30. 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.
Thu 8/79:05 amORF - SDQ
1 stop6h 42mMultiple Airlines
Mon 8/185:05 pmSDQ - ORF
2 stops23h 20mMultiple Airlines
Deal found 7/30$353
This Delta deal was found by Cheapflights users on 7/29. 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.
Tue 10/145:24 amORF - PUJ
1 stop9h 07mDelta
Sat 10/183:56 pmPUJ - ORF
1 stop8h 24mDelta
Deal found 7/29$416
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Fri 9/266:15 amORF - STI
1 stop6h 12mAmerican Airlines
Mon 9/291:29 pmSTI - ORF
1 stop10h 30mAmerican Airlines
Deal found 7/29$421
This American Airlines deal was found by Cheapflights users on 7/29. 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.
Thu 9/46:15 amORF - SDQ
1 stop7h 20mAmerican Airlines
Mon 9/82:35 pmSDQ - ORF
1 stop9h 24mAmerican Airlines
Deal found 7/29$421
This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/26:15 amORF - PUJ
1 stop6h 25mUnited Airlines
Wed 9/103:15 pmPUJ - ORF
1 stop8h 16mUnited Airlines
Deal found 7/30$423
This Delta deal was found by Cheapflights users on 7/27. 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.
Fri 10/246:24 amORF - SDQ
1 stop7h 17mDelta
Mon 10/272:56 pmSDQ - ORF
1 stop8h 11mDelta
Deal found 7/27$431
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/77:39 pmORF - SDQ
2 stops16h 38mFrontier
Sun 8/171:48 amSDQ - ORF
1 stop7h 25mFrontier
Deal found 7/30$433
This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/135:30 amORF - PUJ
1 stop9h 30mMultiple Airlines
Sun 8/171:31 pmPUJ - ORF
3 stops23h 13mMultiple Airlines
Deal found 7/29$447
This FlightHub deal was found by Cheapflights users on 7/30. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/195:30 amORF - STI
1 stop27h 45mSpirit Airlines
Mon 8/2510:20 amSTI - ORF
1 stop12h 14mSpirit Airlines
Deal found 7/30$469

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 July 30, 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

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Wed 8/13

5:30 am-3:00 pm

1 stop9h 30m

Punta Cana

Sat 8/16

4:05 pm-10:34 pm

1 stop6h 29m

$285

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Mon 9/1

5:00 am-2:10 pm

1 stop9h 10m

Punta Cana

Thu 9/4

1:35 pm-11:59 pm

1 stop10h 24m

$313

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Thu 9/4

5:45 am-4:00 pm

1 stop10h 15m

Santo Domingo Las Americas

Sun 9/7

1:20 pm-4:43 pm

1 stop27h 23m

$345

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Fri 10/24

5:38 pm-2:42 pm

2 stops21h 04m

Santo Domingo Las Americas

Sun 10/26

3:11 pm-2:27 pm

1 stop23h 16m

$404

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Tue 10/14

5:24 am-2:31 pm

1 stop9h 07m

Punta Cana

Sat 10/18

3:56 pm-12:20 am

1 stop8h 24m

$416

NorfolkSantiago de los Caballeros

ORF - STI

ORFSTI

Norfolk

Fri 9/26

6:15 am-12:27 pm

1 stop6h 12m

Santiago de los Caballeros

Mon 9/29

1:29 pm-11:59 pm

1 stop10h 30m

$421

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Thu 9/4

6:15 am-1:35 pm

1 stop7h 20m

Santo Domingo Las Americas

Mon 9/8

2:35 pm-11:59 pm

1 stop9h 24m

$421

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Tue 9/2

6:15 am-12:40 pm

1 stop6h 25m

Punta Cana

Wed 9/10

3:15 pm-11:31 pm

1 stop8h 16m

$423

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Fri 10/24

6:24 am-1:41 pm

1 stop7h 17m

Santo Domingo Las Americas

Mon 10/27

2:56 pm-9:33 pm

1 stop6h 37m

$431

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Wed 8/13

5:30 am-3:00 pm

1 stop9h 30m

Punta Cana

Sun 8/17

1:31 pm-12:44 pm

3 stops23h 13m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Showing 1-10 of 34 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, January is the cheapest month in which you can book a flight from Chesapeake to Dominican Republic (average of $443). Flying from Chesapeake to Dominican Republic in June is currently the most expensive (average of $594). 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 July 30, 2025.

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

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 July 30, 2025.
See what other customers who have flown with Delta, Copa Airlines, and United 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.
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $145. Delta flights start at $151 while deals on Spirit Airlines start at $161 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, January is the cheapest month in which you can book a flight from Chesapeake to Dominican Republic (average of $443). Flying from Chesapeake to Dominican Republic in June is currently the most expensive (average of $594). 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 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$613FlexibilityNo cancel feeOn-time71%
Spirit AirlinesCheapest$255Average$529FlexibilityNo cancel feeOn-time65%
DeltaCheapest$268Average$576FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$308Average$634FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$386Average$590FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$429Average$715FlexibilityNo cancel feeOn-time63%

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