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Santiago de los Caballeros

$133+ Cheap flights from O'Hare Intl (ORD) to Santiago de los Caballeros (STI)

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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap 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 August 14, 2025.

Round-trip from

$321
(Cheapflightsfares)

One-way from

$133
(SmartFares)

Popular in

May

Cheapest in

February

Average price

$518
From Chicago O'Hare Intl to Santiago de los Caballeros
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One-way flight from Chicago O'Hare Intl to Santiago de los Caballeros
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Highest demand for flights based on searches. 14% potential increase in price ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 14, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Tue 9/166:44 pmORD - STI
1 stop15h 19mSpirit Airlines
Fri 9/2612:10 pmSTI - ORD
1 stop11h 38mSpirit Airlines
Deal found 8/14$321
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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.
Fri 10/174:45 pmORD - STI
1 stop17h 20mSpirit Airlines
Tue 10/2812:13 pmSTI - ORD
1 stop13h 50mSpirit Airlines
Deal found 8/13$329
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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.
Fri 9/196:44 pmORD - STI
1 stop15h 19mSpirit Airlines
Tue 9/2312:10 pmSTI - ORD
1 stop11h 38mSpirit Airlines
Deal found 8/13$338
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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.
Sat 11/85:05 amORD - STI
1 stop10h 01mSpirit Airlines
Sat 11/156:18 pmSTI - ORD
1 stop7h 24mSpirit Airlines
Deal found 8/14$339
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/88:41 amORD - STI
1 stop6h 25mSpirit Airlines
Fri 11/146:18 pmSTI - ORD
1 stop17h 05mSpirit Airlines
Deal found 8/14$340
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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.
Sun 9/146:44 pmORD - STI
1 stop15h 19mSpirit Airlines
Sun 9/2112:10 pmSTI - ORD
1 stop11h 38mSpirit Airlines
Deal found 8/13$343
This Cheapflightsfares deal was found by Cheapflights users on 8/13. 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.
Thu 10/167:29 pmORD - STI
1 stop14h 39mSpirit Airlines
Thu 10/3012:13 pmSTI - ORD
1 stop7h 11mSpirit Airlines
Deal found 8/13$358
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:41 amORD - STI
1 stop6h 25mSpirit Airlines
Sat 11/156:18 pmSTI - ORD
1 stop7h 24mSpirit Airlines
Deal found 8/14$363
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Wed 11/55:59 pmORD - STI
1 stop21h 07mSpirit Airlines
Tue 11/186:18 pmSTI - ORD
1 stop17h 05mSpirit Airlines
Deal found 8/13$367
This Kiwi.com deal was found by Cheapflights users on 8/13. 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.
Wed 11/55:59 pmORD - STI
1 stop21h 07mSpirit Airlines
Fri 11/146:18 pmSTI - ORD
1 stop17h 05mSpirit Airlines
Deal found 8/13$368

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 August 14, 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

Tue 9/16

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Fri 9/26

12:10 pm-10:48 pm

1 stop11h 38m

$321

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 10/17

4:45 pm-11:05 am

1 stop17h 20m

Santiago de los Caballeros

Tue 10/28

12:13 pm-1:03 am

1 stop13h 50m

$329

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 10/11

7:29 pm-11:08 am

1 stop14h 39m

Santiago de los Caballeros

Sat 10/18

12:13 pm-11:45 pm

1 stop12h 32m

$338

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 9/19

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Tue 9/23

12:10 pm-10:48 pm

1 stop11h 38m

$338

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 11/8

5:05 am-5:06 pm

1 stop10h 01m

Santiago de los Caballeros

Sat 11/15

6:18 pm-11:42 pm

1 stop7h 24m

$339

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 11/8

8:41 am-5:06 pm

1 stop6h 25m

Santiago de los Caballeros

Fri 11/14

6:18 pm-9:23 am

1 stop17h 05m

$340

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 9/14

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Sun 9/21

12:10 pm-10:48 pm

1 stop11h 38m

$343

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/16

7:29 pm-11:08 am

1 stop14h 39m

Santiago de los Caballeros

Thu 10/30

12:13 pm-6:24 pm

1 stop7h 11m

$358

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 11/6

8:41 am-5:06 pm

1 stop6h 25m

Santiago de los Caballeros

Fri 11/14

6:18 pm-9:23 am

1 stop17h 05m

$363

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 9/13

6:44 pm-11:03 am

1 stop15h 19m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 17 results
1
2

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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros (average of $347). Flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros in July is currently the most expensive (average of $601). 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 ORD to STI?

Find hourly flight availability from O'Hare Intl to Santiago de los Caballeros. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 14, 2025.

When flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 52% versus a flight in the morning.

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 August 14, 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
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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!
JetBlue
7.2
Good
2,913 reviews
Delta
8.0
Very good
7,980 reviews

Crew

8.5

Food

7.3

Boarding

8.2

Comfort

7.9

Overall

8.0

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 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. 4 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.

  • 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 $226 on this airline. Additional options worth looking into are Delta and JetBlue, starting at $345 and $391 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, May is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros (average of $347). Flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros in July is currently the most expensive (average of $601). 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
O'Hare Intl to Puerto Plata flights
Midway to Santiago de los Caballeros flights

Top 4 airlines flying from O'Hare Intl to Santiago de los Caballeros

Discover the top 4 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$226Average$671FlexibilityNo cancel feeOn-time69%
DeltaCheapest$345Average$437FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$391Average$472FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$395Average$757FlexibilityNo cancel feeOn-time71%

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