Santo Domingo

$237+ Cheap flights from Chesapeake, VA to Santo Domingo (SDQ)

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 1/14. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SDQ
Oct 15 — Oct 221
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Santo Domingo 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 Santo Domingo

Keep the following information in mind while searching for Chesapeake to Santo Domingo flight deals. Data was last updated September 15, 2025.

Round-trip from

$343
(Cheapflightsfares)

One-way from

$237
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$494
From Chesapeake to Santo Domingo Las Americas
One-way flight from Chesapeake to Santo Domingo Las Americas
Highest demand for flights based on searches. 12% potential increase in price ($76 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in September 2025

Find flight deals from Chesapeake to Santo Domingo

Cheapest flights from Chesapeake to Santo Domingo
Explore the most affordable flight options available from Chesapeake to Santo Domingo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

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 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
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.
Mon 12/87:30 amORF - SDQ
1 stop9h 20mSpirit Airlines
Mon 1/128:01 amSDQ - ORF
1 stop12h 36mSpirit Airlines
Deal found 9/14$414
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/195:20 amORF - SDQ
1 stop10h 40mSpirit Airlines
Fri 10/35:05 pmSDQ - ORF
2 stops23h 38mSpirit Airlines
Deal found 9/12$433
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/18:32 pmORF - SDQ
2 stops20h 18mSpirit Airlines
Sun 12/78:01 amSDQ - ORF
1 stop12h 36mSpirit Airlines
Deal found 9/14$434
This Mytrip 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 Mytrip 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
Mon 11/106:55 pmSDQ - ORF
3 stops30h 12mSpirit Airlines
Deal found 9/14$440
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:30 amORF - SDQ
1 stop9h 20mMultiple Airlines
Mon 1/1210:19 amSDQ - ORF
3 stops34h 18mMultiple Airlines
Deal found 9/14$447
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/87:19 pmORF - SDQ
1 stop16h 00mAmerican Airlines
Tue 11/116:00 amSDQ - ORF
1 stop14h 04mAmerican Airlines
Deal found 9/14$467
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/75:29 pmORF - SDQ
1 stop6h 58mDelta
Tue 11/118:40 pmSDQ - ORF
1 stop15h 49mDelta
Deal found 9/14$477

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Santo Domingo 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 Santo Domingo that are best for you.

Fly from

Chesapeake

Fly to

Santo Domingo

Route

Depart

Return

Price

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

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Sat 11/8

6:00 am-5:50 pm

1 stop10h 50m

Santo Domingo Las Americas

Tue 11/11

6:55 pm-12:07 am

2 stops30h 12m

$413

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Mon 12/8

7:30 am-5:50 pm

1 stop9h 20m

Santo Domingo Las Americas

Mon 1/12

10:19 am-7:37 pm

3 stops34h 18m

$447

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Sat 11/8

7:19 pm-12:19 pm

1 stop16h 00m

Santo Domingo Las Americas

Tue 11/11

6:00 am-7:04 pm

1 stop14h 04m

$467

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Fri 11/7

5:29 pm-1:27 am

1 stop6h 58m

Santo Domingo Las Americas

Tue 11/11

8:40 pm-11:29 am

1 stop15h 49m

$477

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Fri 11/14

8:05 pm-1:41 pm

2 stops16h 36m

Santo Domingo Las Americas

Mon 11/17

2:53 pm-11:27 pm

1 stop9h 34m

$482

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Fri 11/7

7:29 pm-12:19 pm

2 stops15h 50m

Santo Domingo Las Americas

Tue 11/11

1:19 pm-11:03 pm

2 stops10h 44m

$482

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Mon 12/1

8:32 pm-5:50 pm

2 stops20h 18m

Santo Domingo Las Americas

Sun 12/7

3:30 pm-2:12 pm

3 stops23h 42m

$497

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Mon 12/8

8:09 pm-1:39 am

2 stops28h 30m

Santo Domingo Las Americas

Mon 1/12

8:01 am-7:37 pm

1 stop12h 36m

$500

NorfolkSanto Domingo

ORF - SDQ

ORFSDQ

Norfolk

Wed 1/14

8:32 pm-9:39 am

1 stop12h 07m

$237

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 13 results
1
2

Best time to book a flight from Chesapeake to Santo Domingo

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

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

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Santo Domingo (average of $362). Flying from Chesapeake to Santo Domingo in December is currently the most expensive (average of $583). 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 SDQ?

Find hourly flight availability from Chesapeake to Santo Domingo. 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 Santo Domingo, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from Chesapeake to Santo Domingo?

Reviews of airlines servicing Santo Domingo

Get insights into the airlines that provide service to Santo Domingo. 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 Santo Domingo. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Chesapeake to Santo Domingo to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

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

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

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

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

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

Comfort

7.9

Food

7.3

Crew

8.5

Overall

8.0

Boarding

8.2

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 Santo Domingo. 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 Santo Domingo from Chesapeake?

    Most people fly into Santo Domingo Las Americas (SDQ) if they book a flight to Santo Domingo from Chesapeake. On average, Las Americas has 0 inbound flights from Chesapeake per day from 4 airlines. Santo Domingo Las Americas is conveniently located just 17.5 mi from Santo Domingo’s city center.

  • How long is the flight from Chesapeake to Santo Domingo?

    Departing from Chesapeake to Santo Domingo will take you 9h 20m. There are 1335 mi between Chesapeake and Santo Domingo.

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

    $262 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $282 and $282, respectively.

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

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

  • How can I find direct flights from Chesapeake to Santo Domingo?

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

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

    Yes. Cheapflights offers flight deals from Chesapeake to Santo Domingo 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 Santo Domingo?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Santo Domingo (average of $362). Flying from Chesapeake to Santo Domingo in December is currently the most expensive (average of $583). 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 Santo Domingo?

Book flights to Santo Domingo if you plan to visit one of these locations
Juan Dolio

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.

Top 4 airlines flying from Chesapeake to Santo Domingo

Discover the top 4 airlines that operate flights from Chesapeake to Santo Domingo. 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
DeltaCheapest$397Average$526FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$410Average$553FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$414Average$573FlexibilityNo cancel feeOn-time71%
JetBlueCheapest$417Average$624FlexibilityNo cancel feeOn-time62%

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.