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Santiago de los Caballeros

$274+ Cheap flights from O'Hare Intl (ORD) 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STI
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Santiago de los Caballeros

Cheapest flights from O'Hare Intl to Santiago de los Caballeros
Explore the most affordable flight options available from O'Hare Intl to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/145:00 amORD - STI
1 stop19h 42mMultiple Airlines
Sat 12/203:43 amSTI - ORD
1 stop22h 43mMultiple Airlines
Deal found 12/13$548
This Expedia deal was found by Cheapflights users on 12/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/242:15 pmORD - STI
1 stop18h 37mMultiple Airlines
Sat 12/273:43 amSTI - ORD
1 stop22h 47mMultiple Airlines
Deal found 12/14$564
This American Airlines deal was found by Cheapflights users on 12/14. 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.
Fri 12/1912:10 amORD - STI
1 stop15h 17mAmerican Airlines
Wed 12/246:57 amSTI - ORD
1 stop13h 40mAmerican Airlines
Deal found 12/14$671
This American Airlines deal was found by Cheapflights users on 12/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:10 amORD - STI
2 stops11h 23mAmerican Airlines
Sun 12/216:00 amSTI - ORD
2 stops11h 21mAmerican Airlines
Deal found 12/13$672
This Expedia deal was found by Cheapflights users on 12/15. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:15 pmORD - STI
1 stop18h 37mMultiple Airlines
Sun 1/43:43 amSTI - ORD
1 stop22h 47mMultiple Airlines
Deal found 12/15$750
This Cheapflightsfares deal was found by Cheapflights users on 12/14. 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.
Thu 12/253:26 pmORD - STI
1 stop9h 16mSpirit Airlines
Sat 1/104:40 pmSTI - ORD
1 stop9h 06mSpirit Airlines
Deal found 12/14$751

Find flight deals from O'Hare Intl to Santiago de los Caballeros

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Santiago de los Caballeros (STI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 16, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$262
(FlightHub)

Popular in

May

Cheapest in

October

Average price

$716
Provider with most accurate pricing for Chicago O'Hare Intl-Santiago de los Caballeros flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago O'Hare Intl-Santiago de los Caballeros flights.
Search Deals
From Chicago O'Hare Intl to Santiago de los Caballeros
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($142 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 December 16, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros that are best for you.

Fly from

O'Hare Intl

Fly to

Santiago de los Caballeros

Route

Depart

Return

Price

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 2/4

7:20 am-3:33 pm

1 stop6h 13m

Santiago de los Caballeros

Sat 2/7

4:40 pm-11:46 pm

1 stop9h 06m

$274

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 1/28

5:32 pm-3:33 pm

1 stop20h 01m

Santiago de los Caballeros

Wed 2/4

4:40 pm-11:46 pm

1 stop9h 06m

$289

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 1/29

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Sun 2/1

4:40 pm-11:22 am

1 stop20h 42m

$289

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 1/30

8:43 pm-3:33 pm

1 stop16h 50m

Santiago de los Caballeros

Mon 2/2

4:40 pm-11:46 pm

1 stop9h 06m

$296

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 2/9

5:15 am-3:33 pm

1 stop8h 18m

Santiago de los Caballeros

Wed 2/11

4:40 pm-9:12 am

2 stops18h 32m

$326

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 1/28

5:32 pm-3:33 pm

1 stop20h 01m

Santiago de los Caballeros

Wed 2/4

4:40 pm-7:17 pm

2 stops28h 37m

$332

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 12/24

7:41 pm-4:50 am

1 stop7h 09m

$482

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 12/24

6:07 am-9:04 pm

2 stops12h 57m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Compare providers for flights from O'Hare Intl to Santiago de los Caballeros

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Santiago de los Caballeros in December.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Santiago de los Caballeros flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago O'Hare Intl Airport-Santiago de los Caballeros flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Santiago de los Caballeros flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Santiago de los Caballeros flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Santiago de los Caballeros flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from O'Hare Intl to Santiago de los Caballeros

Have a flexible travel schedule? Discover the best time to fly to Santiago de los Caballeros from O'Hare Intl 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 Chicago O'Hare Intl Airport to Santiago de los Caballeros

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros (average of $206). Flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros in July is currently the most expensive (average of $425). 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.

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 December 16, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Santiago de los Caballeros. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,008 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,092 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,049 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
JetBlue
7.2
Good
2,895 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Spirit Airlines
6.3
Okay
8,186 reviews
Delta
7.9
Good
8,008 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl 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 Chicago O'Hare Intl?

    Santiago de los Caballeros (STI), located 6.8 mi from the city center, is the airport you fly into when you book flights from Chicago O'Hare Intl to Santiago de los Caballeros. 5 airlines have flights to Santiago from Chicago O'Hare Intl on a regular basis. Booking flights from Chicago O'Hare Intl to Santiago de los Caballeros should not be difficult; the airport handles an average of 0 inbound flights from Chicago O'Hare Intl per day.

  • How long is the flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Santiago de los Caballeros in 6h 13m. Fly via Spirit Airlines to get the fastest option. The distance between Chicago O'Hare Intl Airport and Santiago de los Caballeros is about 1858 mi.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros round-trip?

    Our cheapest airline available from Chicago O'Hare Intl Airport to Santiago de los Caballeros is United Airlines. Our recent data shows that you can find tickets from as low as $215 on this airline. Additional options worth looking into are JetBlue and Spirit Airlines, starting at $255 and $298 round-trip. United Airlines is currently priced 62% below the average price you’ll pay for this route.

  • Can I find deals for flights from O'Hare Intl to Santiago de los Caballeros that include hotel bookings?

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

  • How can I find direct flights from O'Hare Intl 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 O'Hare Intl to Santiago de los Caballeros.

  • Can I find deals for business class flights from O'Hare Intl to Santiago de los Caballeros?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 Chicago O'Hare Intl Airport to Santiago de los Caballeros?

    Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros (average of $206). Flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros in July is currently the most expensive (average of $425). 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 O'Hare Intl to Santiago de los Caballeros

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Punta Cana flights
Midway to Punta Cana flights
O'Hare Intl to Santo Domingo flights
Midway to Santo Domingo flights
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Midway to Santiago de los Caballeros flights

Top 5 airlines flying from O'Hare Intl to Santiago de los Caballeros

Discover the top 5 airlines that operate flights from O'Hare Intl 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$215Average$662FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$255Average$472FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$298Average$441FlexibilityNo cancel feeOn-time65%
DeltaCheapest$356Average$437FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$437Average$772FlexibilityNo cancel feeOn-time71%

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