HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Dominican Republic

$156+ 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 11/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — PUJ
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Dominican Republic with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 September 15, 2025.

Round-trip from

$326
(Priceline)

One-way from

$156
(American Airlines)

Popular in

June

Cheapest in

September

Average price

$428
From Chesapeake to Dominican Republic
Search Deals
One-way flight from Chesapeake to Dominican Republic
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
Search Deals

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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/12. 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.
Sun 11/305:10 amORF - PUJ
1 stop5h 30mAmerican Airlines
Wed 12/34:11 pmPUJ - ORF
1 stop8h 04mAmerican Airlines
Deal found 9/12$335
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Mon 10/276:35 amORF - PUJ
1 stop8h 27mUnited Airlines
Mon 11/312:56 pmPUJ - ORF
2 stops11h 31mUnited Airlines
Deal found 9/12$339
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 11/126:00 amORF - PUJ
1 stop5h 16mSpirit Airlines
Sun 11/161:21 pmPUJ - ORF
1 stop11h 19mSpirit Airlines
Deal found 9/13$340
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 12/37:30 amORF - SDQ
1 stop9h 20mSpirit Airlines
Mon 12/88:01 amSDQ - ORF
1 stop12h 36mSpirit Airlines
Deal found 9/14$343
This American Airlines deal was found by Cheapflights users on 9/12. 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 11/156:05 pmORF - PUJ
1 stop16h 58mAmerican Airlines
Sat 11/2212:51 pmPUJ - ORF
1 stop12h 29mAmerican Airlines
Deal found 9/12$360
This American Airlines deal was found by Cheapflights users on 9/12. 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 11/127:29 pmORF - PUJ
2 stops15h 27mAmerican Airlines
Wed 11/193:34 pmPUJ - ORF
1 stop9h 41mAmerican Airlines
Deal found 9/12$365
This Priceline deal was found by Cheapflights users on 9/12. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/265:20 amORF - STI
1 stop5h 43mSpirit Airlines
Sat 10/412:10 pmSTI - ORF
1 stop10h 38mSpirit Airlines
Deal found 9/12$377
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Thu 10/27:59 pmORF - PUJ
1 stop16h 41mUnited Airlines
Sun 10/54:15 pmPUJ - ORF
1 stop7h 17mUnited Airlines
Deal found 9/13$377
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Thu 11/66:00 amORF - PUJ
2 stops32h 55mSpirit Airlines
Tue 11/111:21 pmPUJ - ORF
1 stop11h 19mSpirit Airlines
Deal found 9/12$380
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Fri 9/196:15 amORF - PUJ
1 stop6h 25mUnited Airlines
Fri 9/264:35 pmPUJ - ORF
2 stops18h 27mUnited Airlines
Deal found 9/12$392
This Kiwi.com deal was found by Cheapflights users on 9/12. 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.
Fri 9/2612:19 pmORF - STI
2 stops22h 44mMultiple Airlines
Sat 10/412:10 pmSTI - ORF
1 stop10h 38mMultiple Airlines
Deal found 9/12$412
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 11/86:00 amORF - SDQ
1 stop10h 50mSpirit Airlines
Tue 11/116:55 pmSDQ - ORF
2 stops30h 12mSpirit Airlines
Deal found 9/14$413

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 September 15, 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

Tue 3/10

5:45 am-1:00 pm

1 stop7h 15m

Punta Cana

Wed 3/11

1:45 pm-10:55 pm

1 stop9h 10m

$335

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Sun 1/18

7:09 pm-11:55 am

1 stop15h 46m

Punta Cana

Wed 1/21

4:05 pm-11:51 pm

1 stop8h 46m

$335

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Sun 2/8

5:54 am-4:50 pm

2 stops9h 56m

Punta Cana

Wed 2/11

4:05 pm-11:38 pm

1 stop8h 33m

$340

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Wed 12/3

7:30 am-5:50 pm

1 stop9h 20m

Santo Domingo Las Americas

Mon 12/8

8:01 am-7:37 pm

1 stop12h 36m

$343

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Sat 11/15

6:05 pm-11:40 am

1 stop16h 35m

Punta Cana

Sat 11/22

12:51 pm-10:21 pm

2 stops10h 30m

$365

NorfolkSantiago de los Caballeros

ORF - STI

ORFSTI

Norfolk

Fri 9/26

5:20 am-11:03 am

1 stop5h 43m

Santiago de los Caballeros

Sat 10/4

12:10 pm-10:48 pm

1 stop10h 38m

$377

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Thu 10/2

7:59 pm-3:25 pm

2 stops19h 26m

Punta Cana

Sun 10/5

4:15 pm-11:32 pm

1 stop7h 17m

$381

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Thu 2/26

8:20 pm-11:40 am

1 stop14h 20m

Punta Cana

Mon 3/2

4:40 pm-9:42 am

1 stop18h 02m

$392

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Thu 10/23

4:52 pm-10:50 am

1 stop17h 58m

Punta Cana

Mon 10/27

4:39 pm-9:46 am

2 stops17h 07m

$394

NorfolkPunta Cana

ORF - PUJ

ORFPUJ

Norfolk

Wed 11/12

7:29 pm-11:56 am

2 stops15h 27m

Punta Cana

Sun 11/16

5:57 pm-9:35 am

1 stop16h 38m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 38 results
1
2
3
4

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 $591). 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 September 15, 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 September 15, 2025.
See what other customers who have flown with Southwest, Delta, 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.
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,931 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,016 reviews
Southwest
8.0
Very good
4,245 reviews

Overall

8.0

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 5h 43m. Fly via Delta, American Airlines, or Spirit 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 United Airlines, which is currently one of the cheapest options available, starting at $211. JetBlue flights start at $262 while deals on American Airlines start at $282 one-way.

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

    Most travelers choose Norfolk - Punta Cana, Norfolk - Puerto Plata La Union or Norfolk - Santo Domingo Las Americas when deciding on the best route 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 $591). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Dominican Republic

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
Dulles Intl to Punta Cana flights
Raleigh to Luis Munoz Marin Intl flights
Dulles Intl to Montego Bay flights
Dulles Intl to Oranjestad flights
Dulles Intl to Saint Thomas Island flights
Reagan-National to Punta Cana flights
Reagan-National to Montego Bay flights
Dulles Intl to Providenciales flights
Dulles Intl to Nassau flights
Reagan-National to Oranjestad flights
Reagan-National to Nassau flights
Dulles Intl to Simpson Bay flights
Reagan-National to Saint Thomas Island flights
Dulles Intl to Santo Domingo flights
Richmond to Luis Munoz Marin Intl flights
Reagan-National to Providenciales flights
Dulles Intl to Willemstad flights
Norfolk to Luis Munoz Marin Intl flights
Reagan-National to Simpson Bay flights
Reagan-National to Santo Domingo flights
Dulles Intl to Bridgetown flights
Dulles Intl to Castries flights
Reagan-National to Willemstad flights
Raleigh to Montego Bay flights
Raleigh to Saint Thomas Island flights
Reagan-National to Castries flights
Raleigh to Oranjestad flights
Raleigh to Punta Cana flights
Dulles Intl to Ponce flights
Reagan-National to Bridgetown flights
Norfolk to Punta Cana flights
Dulles Intl to Port of Spain flights
Reagan-National to George Town flights
Reagan-National to Port of Spain flights
Norfolk to Montego Bay flights
Richmond to Punta Cana flights
Richmond to Montego Bay flights
Dulles Intl to George Town flights
Reagan-National to Christiansted flights
Richmond to Santo Domingo flights
Reagan-National to Kingston flights
Raleigh to Nassau flights
Raleigh to Santo Domingo flights
Dulles Intl to Christiansted flights
Dulles Intl to Kingston flights
Raleigh to Providenciales flights
Richmond to Nassau flights
Reagan-National to Puerto Plata flights

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$262Average$532FlexibilityNo cancel feeOn-time65%
DeltaCheapest$293Average$573FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$308Average$622FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$340Average$647FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$396Average$603FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$427Average$693FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.