HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
O'Hare Intl

$243+ Cheap flights from Santiago de los Caballeros (STI) to O'Hare Intl (ORD)

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 6/23. Fares are subject to change and may not be available on all flights or dates of travel.
STI — ORD
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Santiago de los Caballeros to O'Hare Intl 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 Santiago de los Caballeros to O'Hare Intl

Cheapest flights from Santiago de los Caballeros to O'Hare Intl
Explore the most affordable flight options available from Santiago de los Caballeros to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 17, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 2/13. 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 2/204:40 pm
STI
-
ORD
1 stop9h 07m
Spirit Airlines
Mon 2/235:15 am
ORD
-
STI
1 stop8h 20m
Spirit Airlines
Deal found 2/13$306
This Booking.com deal was found by Cheapflights users on 2/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/172:46 am
STI
-
ORD
1 stop15h 29m
Spirit Airlines
Wed 4/16:10 pm
ORD
-
STI
1 stop6h 39m
Spirit Airlines
Deal found 2/16$324
This Cheapflightsfares deal was found by Cheapflights users on 2/16. 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 4/72:46 am
STI
-
ORD
1 stop15h 29m
Spirit Airlines
Mon 4/134:36 pm
ORD
-
STI
1 stop8h 13m
Spirit Airlines
Deal found 2/16$360
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Tue 3/173:43 pm
STI
-
ORD
1 stop8h 34m
Multiple Airlines
Tue 3/316:36 pm
ORD
-
STI
1 stop18h 47m
Multiple Airlines
Deal found 2/16$369
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Tue 3/172:46 am
STI
-
ORD
1 stop8h 50m
Multiple Airlines
Tue 3/246:10 pm
ORD
-
STI
1 stop19h 25m
Multiple Airlines
Deal found 2/16$371
This Cheapflightsfares deal was found by Cheapflights users on 2/14. 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 3/162:46 am
STI
-
ORD
1 stop9h 31m
Spirit Airlines
Wed 3/254:36 pm
ORD
-
STI
1 stop8h 13m
Spirit Airlines
Deal found 2/14$384
This Priceline deal was found by Cheapflights users on 2/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/312:46 am
STI
-
ORD
1 stop9h 31m
Spirit Airlines
Wed 4/84:36 pm
ORD
-
STI
1 stop8h 13m
Spirit Airlines
Deal found 2/15$386
This Delta deal was found by Cheapflights users on 2/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:33 am
STI
-
ORD
2 stops14h 44m
Delta
Wed 3/257:00 am
ORD
-
STI
1 stop11h 15m
Delta
Deal found 2/15$413
This Kiwi.com deal was found by Cheapflights users on 2/16. 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.
Tue 3/173:43 pm
STI
-
ORD
1 stop8h 34m
Multiple Airlines
Thu 4/212:00 pm
ORD
-
STI
1 stop12h 49m
Multiple Airlines
Deal found 2/16$417

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

Discover tips and strategies to find the most affordable flight options for your journey from Santiago de los Caballeros (STI) to O'Hare Intl (ORD). 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 February 17, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$324
(Booking.com)

One-way from

$243
(Delta)

Popular in

March

Cheapest in

February

Average price

$234
Provider with most accurate pricing for Santiago de los Caballeros-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Santiago de los Caballeros-Chicago O'Hare Intl flights.
Search Deals
From Santiago de los Caballeros to Chicago O'Hare Intl
Search Deals
One-way flight from Santiago de los Caballeros to Chicago O'Hare Intl
Search Deals
High demand for flights, 16% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santiago de los Caballeros to O'Hare Intl 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 February 17, 2026.
Use the filters below to find and compare flights from Santiago de los Caballeros to Chicago O'Hare Intl Airport that are best for you.

Fly from

Santiago de los Caballeros

Fly to

O'Hare Intl

Route

Depart

Return

Price

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/17

2:46 am-5:15 pm

1 stop15h 29m

Chicago O'Hare Intl

Wed 4/1

6:10 pm-1:49 am

1 stop6h 39m

$324

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 4/7

2:46 am-5:15 pm

1 stop15h 29m

Chicago O'Hare Intl

Mon 4/13

6:10 pm-1:49 am

1 stop6h 39m

$360

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Mon 3/16

2:46 am-10:36 am

1 stop8h 50m

Chicago O'Hare Intl

Wed 4/1

8:10 am-1:49 am

1 stop16h 39m

$369

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Wed 3/18

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Wed 4/1

8:10 am-1:49 am

1 stop16h 39m

$369

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/17

2:46 am-10:36 am

1 stop8h 50m

Chicago O'Hare Intl

Tue 3/24

6:10 pm-2:35 pm

1 stop19h 25m

$371

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Mon 3/16

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Wed 3/25

4:36 pm-1:49 am

1 stop8h 13m

$384

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 3/31

2:46 am-11:17 am

1 stop9h 31m

Chicago O'Hare Intl

Wed 4/8

4:36 pm-1:49 am

1 stop8h 13m

$386

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Thu 3/19

3:43 pm-11:17 pm

1 stop8h 34m

Chicago O'Hare Intl

Tue 3/24

8:58 pm-2:35 pm

2 stops16h 37m

$406

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Tue 6/23

6:15 am-6:41 pm

2 stops13h 26m

$243

Santiago de los CaballerosChicago

STI - ORD

STIORD

Santiago de los Caballeros

Mon 2/23

8:00 am-11:34 pm

1 stop17h 34m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/14

Showing 1-10 of 12 results
1
2

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

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 Santiago de los Caballeros to O'Hare Intl in February.
ProviderPrice AccuracyTrust Score*
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice 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 Santiago de los Caballeros-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santiago de los Caballeros-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Santiago de los Caballeros-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Santiago de los Caballeros-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Santiago de los Caballeros-Chicago O'Hare Intl Airport 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 Santiago de los Caballeros to O'Hare Intl

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

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

Currently, August is the cheapest month in which you can book a flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport (average of $139). Flying from Santiago de los Caballeros to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $460). 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.

Related info for your journey

Find useful and relevant information for your journey from Santiago de los Caballeros to O'Hare Intl. 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 from for flights from Santiago de los Caballeros to Chicago O'Hare Intl?

    If you book a flight to Chicago O'Hare Intl from Santiago de los Caballeros, you will be flying from Santiago, which is the city’s only airport. Santiago de los Caballeros (STI) is located 6.8 mi from the center of Santiago de los Caballeros. There are 0 flights from Santiago to Chicago O'Hare Intl per day from 0 different airlines.

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

    There are many flights that can get you from Santiago de los Caballeros to Chicago O'Hare Intl Airport in 9h 31m. Fly via Spirit Airlines to get the fastest option. Santiago de los Caballeros and Chicago O'Hare Intl Airport are separated by a distance of 1858 mi.

  • What are the cheapest airlines to fly from Santiago de los Caballeros to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is Spirit Airlines, with whom users have recently found tickets for as low as $132. However, be on the lookout for offers from Delta and American Airlines, as they are both options that can get you from Santiago de los Caballeros to Chicago O'Hare Intl Airport for a low price.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Santiago de los Caballeros to Chicago O'Hare Intl Airport (average of $139). Flying from Santiago de los Caballeros to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $460). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

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 Santiago de los Caballeros to O'Hare Intl

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

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.