Title: CA $153 Cheap Flights from Chicago (ORD) to Santiago (STI) - Expedia.ca

![Santiago which includes heritage architecture](https://images.trvl-media.com/place/3283/431eeeaf-b925-402d-9f33-099a1329abf2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Ministry of Tourism of the Dominican Republic

![](https://images.trvl-media.com/place/3283/431eeeaf-b925-402d-9f33-099a1329abf2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# CA $153 Cheap Flights from Chicago (ORD) to Santiago (STI)

[View CA $153 flight on Mon, Feb 16, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:ORD,to:STI,departure:16/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:152.81&airProductToken=AQpZCisIzpYBEgQxOTg2GK4cIOVaKMOnhQMw_qiFAzhQQABYAWoCUlByBVBBM05SCioIzpYBEgM2MzMY5Vog8kQovKqFAzC3q4UDOFBAAVgBagJSUHIFUEEzTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN) 

- [Roundtrip](?flightType=roundtrip)
- [One-way](?flightType=oneway)
- [Multi-city](?flightType=multicity)

### Travellers

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## Popular airlines from Chicago O'Hare International Airport (ORD) to Cibao Intl. Airport (STI)

- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg)  
Spirit Airlines  
[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:22/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_B6.svg)  
JetBlue Airways  
[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:22/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg)  
American Airlines  
[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:22/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg)  
Delta  
[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:22/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg)  
United  
[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:22/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}])
- ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_CM.svg)  
Copa  
[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:22/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"CM"}}])

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## Cheap flights from Chicago (ORD) to Santiago (STI)

Prices were available within the past 7 days and start at CA $153 for one-way flights and CA $354 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

All deals

One way

Roundtrip

![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif)

Mon, Feb 16 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $354

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:16/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:354.00&airProductToken=AQpYCioIzpYBEgM1NzAYrhwg5VoorKiFAzDvqYUDOFBAAFgBagJSUHIFUEEzTlIKKgjOlgESAzYzMxjlWiDyRCi8qoUDMLerhQM4UEABWAFqAlJQcgVQQTNOUgpYCisIzpYBEgM2MzIY8kQg5Voo-NiFAzCE2oUDOFBAAFgBagJSUHIGUEEyMU5SCikIzpYBEgExGOVaIK4cKNLbhQMwm92FAzhQQAFYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0)

![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif)

Sun, Feb 15 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $376

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:375.67&airProductToken=AQpZCisIzpYBEgQxOTg2GK4cIOVaKKOchQMw3p2FAzhQQABYAWoCUlByBVBBM05SCioIzpYBEgM2MzMY5Vog8kQonJ-FAzCXoIUDOFBAAVgBagJSUHIFUEEzTlIKWAorCM6WARIDNjMyGPJEIOVaKPjYhQMwhNqFAzhQQABYAWoCUlByBlBBMjFOUgopCM6WARIBMRjlWiCuHCjS24UDMJvdhQM4UEABWAFqAlJQcgZQQTIxTlISCggBEAEYASoCTksYASIECAEQASgCKAMoBDAN)

![Spirit Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/nk.gif)

Sun, Feb 15 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $430

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:429.83&airProductToken=AQpYCioIzpYBEgM1NzAYrhwg5VoojJ2FAzDPnoUDOFBAAFgBagJSUHIFUEEzTlIKKgjOlgESAzYzMxjlWiDyRCicn4UDMJeghQM4UEABWAFqAlJQcgVQQTNOUgpYCisIzpYBEgM2MzIY8kQg5Voo-NiFAzCE2oUDOFBAAFgBagJSUHIGUEEyMU5SCikIzpYBEgExGOVaIK4cKNLbhQMwm92FAzhQQAFYAWoCUlByBlBBMjFOUhIKCAEQARgBKgJOSxgBIgQIARABKAIoAygEMA0)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Sun, Feb 15 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $440

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:439.22&airProductToken=AQpuCjUIxJgBEgQ1MDkwGK4cIKlRKIydhQMwn56FAzhFQABYAWoJTUFJTkJBU0lDcghWTlhKMFNCWgo1CMSYARIEMTk3NRipUSDyRCiJo4UDMO6khQM4RUABWAFqCU1BSU5CQVNJQ3IIVk5YSjBTQloSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Sun, Feb 15 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $484

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:483.22&airProductToken=AQpuCjUIxJgBEgQ1MDkwGK4cIKlRKIydhQMwn56FAzhFQABYAWoJTUFJTkJBU0lDcghYTlhKMENCWgo1CMSYARIEMTg1NRipUSDyRCjmoIUDMMKihQM4RUABWAFqCU1BSU5CQVNJQ3IIWE5YSjBDQloSCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB)

![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif)

Mon, Feb 16 - Tue, Feb 17

ORD

Chicago

STI

Santiago de los Caballeros

CA $497

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:16/02/2026TANYT&leg2=from:STI,to:ORD,departure:17/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:496.20&airProductToken=AQpECiAIxJgBEgQ1MDYxGK4cIKlRKNyrhQMw9KyFAzhFQABYAQogCMSYARIEMTk3NRipUSDyRCiproUDMI6whQM4RUABWAEKRAogCMSYARIEMTk5MxjyRCCpUSi_soUDMKa0hQM4RUAAWAEKIAjEmAESBDUwMjcYqVEgrhwoqLWFAzDRtoUDOEVAAVgBEgoIARABGAEqAkRMGAEiBAgBEAEoBDAB)

![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)

Sun, Feb 15 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $509

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:508.22&airProductToken=AQqYAQoxCMGCARIEMjIyMxiuHCDvWSj4nIUDMO6dhQM4QkAAWAFqBUJBU0lDcghPTlU0QVRCWgoxCMGCARIEMjI3NRjvWSCMAiidnoUDMNWfhQM4QkABWAFqBUJBU0lDcghPTlU0QVRCWgowCMGCARIDMzkyGIwCIPJEKPShhQMw-qKFAzhCQAFYAWoFQkFTSUNyCE9OVTRBVEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw)

![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif)

Sun, Feb 15 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $516

Roundtrip

found 2 days ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:15/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:515.92&airProductToken=AQqVAQovCMGCARIDOTAzGK4cIEMo0qOFAzDCpIUDOEJAAFgBagVCQVNJQ3IIT05VNEFUQloKMAjBggESBDE3NDEYQyCMAijAqIUDMPSphQM4QkABWAFqBUJBU0lDcghPTlU0QVRCWgowCMGCARIDMzkyGIwCIPJEKJSthQMwmq6FAzhCQAFYAWoFQkFTSUNyCE9OVTRBVEJaEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw)

![JetBlue Airways](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/b6.gif)

Fri, Feb 13 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $598

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:13/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:597.14&airProductToken=AQqPAQotCMJsEgQxMzA2GK4cIKlRKJSGhQMwnIeFAzhMQABYAWoCRE5yCFVJNFFVRUwxCi4IwmwSBDEyMTgYqVEgwZMBKKuKhQMw-IqFAzhMQAFYAWoCRE5yCFVJNFFVRUwxCi4IwmwSBDEzMjMYwZMBIPJEKIuOhQMw8Y-FAzhMQAFYAWoCRE5yCFBJNFFVRUwxEgoIARABGAEqAkI2GAEiBAgBEAEoAigEKAYwAQ)

![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif)

Fri, Feb 13 - Fri, Feb 20

ORD

Chicago

STI

Santiago de los Caballeros

CA $1,002

Roundtrip

found 1 day ago

[](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:ORD,to:STI,departure:13/02/2026TANYT&leg2=from:STI,to:ORD,departure:20/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:1001.21&airProductToken=AQpsCjQI1YIBEgQxMjA5GK4cIMSNASisjYUDMKmOhQM4V0AAWAFqB0VDT05PTVlyCFdOVjRFOUROCjQI1YIBEgQxNDg5GMSNASDyRCiAl4UDMOeYhQM4V0ABWAFqB0VDT05PTVlyCFdOVjRFOUROCmoKMwjVggESAzI0MBjyRCDEjQEo-NOFAzDt1YUDOFRAAFgBagdFQ09OT01ZcghUTlgwQTlEUwozCNWCARIDMjU0GMSNASCuHCiJ2oUDMLHbhQM4VEABWAFqB0VDT05PTVlyCFROWDBBOURTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwAQ)

## Alternative airports near Santiago de los Caballeros

Prices were available within the past 7 days. Prices and availability are subject to change.

[](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:POP,departure:15/02/2026TANYT&leg2=from:POP,to:ORD,departure:23/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE)

POP

Gregorio Luperon Intl.

59 min

[Flights from CA $611

](https://www.expedia.ca/Flights-Search?leg1=from:ORD,to:POP,departure:15/02/2026TANYT&leg2=from:POP,to:ORD,departure:23/02/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) 

## Find the cheapest month to fly from Chicago (ORD) to Santiago de los Caballeros (STI)

### February is typically the cheapest month to fly

From CA $360 - CA $792 per traveller.

__Flight from Chicago to Santiago (ORD - STI) route information__
| Origin airport      | O'Hare Intl. |
| ------------------- | ------------ |
| Destination airport | Cibao Intl.  |
| Roundtrip price     | CA $354      |
| Distance            | 2975 km      |

## Chicago to Santiago de los Caballeros Flights

**The easy way to book your flights from Chicago to Santiago** 

With Expedia, it’s simple to find and book flights to Santiago from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to Cibao Intl., too. 

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Santiago today, tomorrow, or this week. 

**Save dollars with cheap flights from O'Hare Intl., ORD to Cibao Intl., STI** 

Sort your search results by price to find great deals on your flight from Chicago to Santiago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Santiago from Chicago currently is just CA $354 rising to CA $1,002\. 

Here are more money-saving tips: 

- Fly in February when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Santiago
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!

**Reasons to choose Expedia for your flight to Santiago from Chicago** 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Santiago with Expedia today.

## Frequently asked questions

### How much is a flight from O'Hare Airport to Santiago Airport?

### Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Santiago Airport?

### How do I find cheap flights from ORD to Santiago Airport that have flexible change policies?

### How many hours is the flight from O'Hare Airport to Cibao Intl. Airport (STI)?

### How far is the flight from O'Hare Airport to Cibao Intl. Airport (STI)?

### Which airlines fly direct from ORD to STI?

### Are O'Hare Airport to Cibao Intl. Airport (STI) flight tickets cheaper when they're purchased at the last minute?

## Explore a world of travel with Expedia

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- [Simon Diaz Hotels ](https://www.expedia.ca/Simon-Diaz-Santiago-De-Los-Caballeros-Hotels.0-n553248635976399192-0.Travel-Guide-Filter-Hotels)
- [Tamboril Hotels ](https://www.expedia.ca/Tamboril-Hotels.d3000399154.Travel-Guide-Hotels)
- [Villas in Tamboril ](https://www.expedia.ca/Tamboril-Villas.d3000399154-aaVillas.Travel-Guide-Accommodation)
- [Villa González Hotels ](https://www.expedia.ca/Villa-Gonzalez-Hotels.d553248635973467874.Travel-Guide-Hotels)
- [Yaque Arriba Hotels ](https://www.expedia.ca/Yaque-Arriba-Hotels.d3000001634.Travel-Guide-Hotels)

- [Flights to Santiago Province ](https://www.expedia.ca/Destinations-In-Santiago-Province.d6247205.Flight-Destinations)

- [Colinas Mall ](https://www.expedia.ca/Colinas-Mall-Santiago-de-los-Caballeros.d6099850.Vacation-Attraction)
- [Visit Licey al Medio ](https://www.expedia.ca/Licey-Al-Medio.dx553248635973480069)
- [Visit Centro Histórico de Santiago ](https://www.expedia.ca/Santiago-De-Los-Caballeros-Centro-Historico-De-Santiago.dx553248635976398515)
- [Visit Hoya del Caimito ](https://www.expedia.ca/Santiago-De-Los-Caballeros-Hoya-Del-Caimito.dx920070132250898432)
- [Visit La Trinitaria ](https://www.expedia.ca/Santiago-De-Los-Caballeros-La-Trinitaria.dx920064446748303360)
- [Visit Los Pepines ](https://www.expedia.ca/Santiago-De-Los-Caballeros-Los-Pepines.dx553248635976384556)
- [Visit Los Rieles ](https://www.expedia.ca/Santiago-De-Los-Caballeros-Los-Rieles.dx920071277065478144)
- [Visit Reparto Universitario ](https://www.expedia.ca/Santiago-De-Los-Caballeros-Reparto-Universitario.dx920065731631357952)
- [Visit Villa Olga ](https://www.expedia.ca/Santiago-De-Los-Caballeros-Villa-Olga.dx920066282653884416)
- [Visit Tamboril ](https://www.expedia.ca/Tamboril.dx3000399154)

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