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Santiago de los Caballeros

$644+ Cheap flights from Chesapeake, VA to Santiago de los Caballeros (STI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/30. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — STI
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Chesapeake to Santiago de los Caballeros

Keep the following information in mind while searching for Chesapeake to Santiago de los Caballeros flight deals. Data was last updated April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$644
(American Airlines)

Popular in

April

Cheapest in

June

Average price

$916
Provider with most accurate pricing for Norfolk-Santiago de los Caballeros flight deals.
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Provider most trusted by Cheapflights users for Norfolk-Santiago de los Caballeros flights.
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From Chesapeake to Santiago de los Caballeros
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Highest demand for flights based on searches. 0% potential increase in price ($4 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($27 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 Santiago de los Caballeros

Cheapest flights from Chesapeake to Santiago de los Caballeros
Explore the most affordable flight options available from Chesapeake to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This American Airlines deal was found by Cheapflights users on 4/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/308:17 pmORF - STI
2 stops16h 12mAmerican Airlines
Sun 7/277:04 amSTI - ORF
2 stops16h 37mAmerican Airlines
Deal found 4/28$644
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/35:05 pmORF - STI
2 stops22h 07mUnited Airlines
Mon 7/76:00 amSTI - ORF
3 stops33h 14mUnited Airlines
Deal found 4/29$823
This JetBlue deal was found by Cheapflights users on 4/29. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/35:57 pmORF - STI
1 stop9h 31mJetBlue
Mon 7/74:50 amSTI - ORF
1 stop13h 04mJetBlue
Deal found 4/29$831
This Delta deal was found by Cheapflights users on 4/27. 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 12/54:35 pmORF - STI
1 stop7h 51mDelta
Sat 1/33:35 amSTI - ORF
1 stop8h 52mDelta
Deal found 4/27$1,562

Cheapflights Fare Finder

Customize your flight search to find flights from Chesapeake to Santiago de los Caballeros 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 29, 2025.
Use the filters below to find and compare flights from Chesapeake to Santiago de los Caballeros that are best for you.

Fly from

Chesapeake

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

NorfolkSantiago de los Caballeros

ORF - STI

ORFSTI

Norfolk

Mon 6/30

8:17 pm-12:29 pm

2 stops16h 12m

Santiago de los Caballeros

Sun 7/27

7:04 am-11:41 pm

2 stops16h 37m

$644

NorfolkSantiago de los Caballeros

ORF - STI

ORFSTI

Norfolk

Thu 7/3

5:05 pm-3:12 pm

2 stops22h 07m

Santiago de los Caballeros

Mon 7/7

6:00 am-3:14 pm

3 stops33h 14m

$823

NorfolkSantiago de los Caballeros

ORF - STI

ORFSTI

Norfolk

Thu 7/3

5:57 pm-3:28 am

1 stop9h 31m

Santiago de los Caballeros

Mon 7/7

4:50 am-5:54 pm

1 stop13h 04m

$831

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Best time to book a flight from Chesapeake to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros 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 Santiago de los Caballeros

What is the cheapest month to book a flight from Chesapeake to Santiago de los Caballeros?

Currently, May is the cheapest month in which you can book a flight from Chesapeake to Santiago de los Caballeros (average of $347). Flying from Chesapeake to Santiago de los Caballeros in July is currently the most expensive (average of $631). 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.

Rainfall in Santiago de los Caballeros by month

Plan your trip to Santiago de los Caballeros by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Santiago de los Caballeros ranges from 3.0 - 11.6 inches per month. December is typically the wettest month, when rainfall can reach 11.6 in. July is typically the driest time to visit Santiago de los Caballeros when rainfall is around 3.0 in.

Temperature in Santiago de los Caballeros by month

Plan your trip to Santiago de los Caballeros by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Santiago de los Caballeros, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

Reviews of airlines servicing Santiago de los Caballeros

Get insights into the airlines that provide service to Santiago de los Caballeros. 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 Santiago de los Caballeros. Reviews last updated April 29, 2025.
United Airlines
7.4
Good
8,696 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
JetBlue
7.3
Good
2,922 reviews
United Airlines
7.4
Good
8,696 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,696 reviews

Boarding

7.7

Comfort

7.3

Food

6.6

Entertainment

7.1

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Santiago de los Caballeros. 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 Santiago de los Caballeros from Chesapeake?

    Located just 6.8 mi from the city center, Santiago de los Caballeros is the airport most travelers will use when flying to Santiago de los Caballeros from Chesapeake. Booking flights from Chesapeake to Santiago (STI) should be relatively easy as there are 0 daily inbound flights from Chesapeake from 4 different airlines.

  • Can I find deals for flights from Chesapeake to Santiago de los Caballeros that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Santiago de los Caballeros flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Santiago de los Caballeros?

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

  • Can I find deals for business class flights from Chesapeake to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from Chesapeake to Santiago de los Caballeros 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 Santiago de los Caballeros?

    Currently, May is the cheapest month in which you can book a flight from Chesapeake to Santiago de los Caballeros (average of $347). Flying from Chesapeake to Santiago de los Caballeros in July is currently the most expensive (average of $631). 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 Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chesapeake to Santiago de los Caballeros

Discover the top 4 airlines that operate flights from Chesapeake to Santiago de los Caballeros. 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$315Average$516FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$319Average$641FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$403Average$718FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$426Average$650FlexibilityNo cancel feeOn-time69%

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