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Santiago de los Caballeros

$126+ Cheap flights from Illinois 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STI
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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Cheap flight deals from Illinois to Santiago de los Caballeros

Keep the following information in mind while searching for Illinois to Santiago de los Caballeros flight deals. Data was last updated August 18, 2025.

Round-trip from

$317
(Cheapflightsfares)

One-way from

$126
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$392
From Illinois to Santiago de los Caballeros
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One-way flight from Illinois to Santiago de los Caballeros
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Highest demand for flights based on searches. 13% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($30 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 Illinois to Santiago de los Caballeros

Cheapest flights from Illinois to Santiago de los Caballeros
Explore the most affordable flight options available from Illinois to Santiago de los Caballeros. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 8/17$321
This eDestinos deal was found by Cheapflights users on 8/17. 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 eDestinos 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 8/17$323
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 10/54:45 pmORD - STI
1 stop17h 23mSpirit Airlines
Sat 10/2512:13 pmSTI - ORD
1 stop12h 32mSpirit Airlines
Deal found 8/17$329
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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
Mon 9/2912:10 pmSTI - ORD
1 stop11h 38mSpirit Airlines
Deal found 8/18$335
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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.
Wed 10/16:44 pmORD - STI
1 stop15h 19mSpirit Airlines
Mon 10/612:13 pmSTI - ORD
1 stop7h 11mSpirit Airlines
Deal found 8/17$337
This FlightHub deal was found by Cheapflights users on 8/17. 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.
Tue 10/141:26 pmORD - STI
2 stops20h 42mSpirit Airlines
Wed 10/2912:13 pmSTI - ORD
1 stop13h 50mSpirit Airlines
Deal found 8/17$358
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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 10/26:44 pmORD - STI
1 stop15h 19mSpirit Airlines
Fri 10/1012:10 pmSTI - ORD
1 stop12h 35mSpirit Airlines
Deal found 8/17$365
This Cheapflightsfares deal was found by Cheapflights users on 8/16. 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.
Thu 10/97:29 pmORD - STI
1 stop14h 39mSpirit Airlines
Sun 10/1212:13 pmSTI - ORD
1 stop7h 11mSpirit Airlines
Deal found 8/16$373
This Kiwi.com deal was found by Cheapflights users on 8/16. 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.
Fri 10/39:32 pmSTL - STI
2 stops12h 31mMultiple Airlines
Sat 10/1112:13 pmSTI - STL
1 stop22h 49mMultiple Airlines
Deal found 8/16$425
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Wed 10/15:28 amSTL - STI
1 stop5h 59mAmerican Airlines
Wed 10/81:14 pmSTI - STL
1 stop11h 42mAmerican Airlines
Deal found 8/17$515
This Delta deal was found by Cheapflights users on 8/17. 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.
Wed 10/16:01 amSTL - STI
2 stops12h 10mDelta
Wed 10/88:31 pmSTI - STL
2 stops20h 24mDelta
Deal found 8/17$519
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:40 amSTL - STI
2 stops16h 54mDelta
Sat 10/118:31 pmSTI - STL
2 stops14h 55mDelta
Deal found 8/16$559

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 18, 2025.
Use the filters below to find and compare flights from Illinois to Santiago de los Caballeros that are best for you.

Fly from

Illinois

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

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

$323

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 10/14

7:29 pm-11:08 am

1 stop14h 39m

Santiago de los Caballeros

Wed 10/29

12:13 pm-6:24 pm

1 stop7h 11m

$323

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 10/5

4:45 pm-11:08 am

1 stop17h 23m

Santiago de los Caballeros

Sat 10/25

12:13 pm-11:45 pm

1 stop12h 32m

$329

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

Mon 9/29

12:10 pm-10:48 pm

1 stop11h 38m

$335

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 10/1

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Mon 10/6

12:13 pm-6:24 pm

1 stop7h 11m

$337

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/2

6:44 pm-11:03 am

1 stop15h 19m

Santiago de los Caballeros

Fri 10/10

12:10 pm-11:45 pm

1 stop12h 35m

$365

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Fri 10/3

9:32 pm-11:03 am

2 stops12h 31m

Santiago de los Caballeros

Sat 10/11

12:13 pm-10:02 am

1 stop22h 49m

$425

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Wed 10/1

5:28 am-12:27 pm

1 stop5h 59m

Santiago de los Caballeros

Wed 10/8

1:14 pm-11:56 pm

1 stop11h 42m

$515

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Wed 10/1

6:01 am-7:11 pm

2 stops12h 10m

Santiago de los Caballeros

Wed 10/8

8:31 pm-3:55 pm

2 stops20h 24m

$519

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 24 results
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Best time to book a flight from Illinois to Santiago de los Caballeros

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

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

Currently, May is the cheapest month in which you can book a flight from Illinois to Santiago de los Caballeros (average of $347). Flying from Illinois 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 IL to STI?

Find hourly flight availability from Illinois 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 18, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Illinois to Santiago de los Caballeros as you normally would.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois?

    Santiago de los Caballeros (STI) is the airport you will fly into if you book a flight from Illinois to Santiago de los Caballeros. It is only a 6.8 mi journey from Santiago (STI) to Santiago de los Caballeros’s city center.

  • How long is the flight from Illinois to Santiago de los Caballeros?

    Airlines like Spirit Airlines, American Airlines, and Delta fly from Illinois to Santiago de los Caballeros in about 5h 59m. The time it takes to get you to your destination can typically vary by up to 9h 20m. The distance from Illinois to Santiago de los Caballeros is about 1782 mi. This flight may include one or multiple stops.

  • What are the most popular routes from Illinois to Santiago de los Caballeros?

    The most popular flight routes from Illinois to Santiago de los Caballeros are Chicago O'Hare Intl - Santiago de los Caballeros, Lambert-St Louis - Santiago de los Caballeros and Chicago Midway - Santiago de los Caballeros.

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

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

  • How can I find direct flights from Illinois 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 Illinois to Santiago de los Caballeros.

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

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

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

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 Illinois 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 Illinois to Santiago de los Caballeros

Discover the top 4 airlines that operate flights from Illinois 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 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$226Average$723FlexibilityNo cancel feeOn-time69%
DeltaCheapest$345Average$437FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$391Average$472FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$395Average$741FlexibilityNo cancel feeOn-time71%

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