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Santiago de los Caballeros

$155+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — STI
Nov 18 — Nov 251
Tue 11/18
Tue 11/25
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 October 19, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$314
(Cheapflightsfares)

One-way from

$155
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$491
Provider with most accurate pricing for Chicago (CHI)-Santiago de los Caballeros flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Santiago de los Caballeros flights.
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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. 12% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 19, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/105:10 amORD - STI
1 stop29h 12mSpirit Airlines
Sun 12/73:43 amSTI - ORD
1 stop9h 31mSpirit Airlines
Deal found 10/17$332
This Delta deal was found by Cheapflights users on 10/17. 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.
Mon 11/1010:46 amORD - STI
2 stops12h 13mDelta
Mon 12/86:35 amSTI - ORD
2 stops13h 52mDelta
Deal found 10/17$402
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/63:18 pmORD - STI
2 stops19h 04mMultiple Airlines
Mon 11/101:17 pmSTI - ORD
1 stop22h 30mMultiple Airlines
Deal found 10/17$403
This American Airlines deal was found by Cheapflights users on 10/17. 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.
Mon 11/108:10 amORD - STI
1 stop10h 41mAmerican Airlines
Mon 12/84:32 pmSTI - ORD
1 stop18h 17mAmerican Airlines
Deal found 10/17$406
This Kiwi.com deal was found by Cheapflights users on 10/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/63:26 pmORD - STI
1 stop18h 56mSpirit Airlines
Mon 11/101:17 pmSTI - ORD
1 stop22h 30mSpirit Airlines
Deal found 10/17$410
This American Airlines deal was found by Cheapflights users on 10/17. 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.
Sun 11/1610:25 amORD - STI
1 stop8h 26mAmerican Airlines
Sun 11/234:35 pmSTI - ORD
1 stop20h 32mAmerican Airlines
Deal found 10/17$411
This Kiwi.com deal was found by Cheapflights users on 10/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/245:00 amORD - STI
1 stop29h 22mSpirit Airlines
Fri 11/281:17 pmSTI - ORD
2 stops11h 49mSpirit Airlines
Deal found 10/18$415
This American Airlines deal was found by Cheapflights users on 10/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/277:05 pmORD - STI
1 stop16h 08mAmerican Airlines
Mon 11/37:00 amSTI - ORD
2 stops11h 53mAmerican Airlines
Deal found 10/18$424
This Delta deal was found by Cheapflights users on 10/17. 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.
Sun 11/25:00 amSTL - STI
1 stop12h 06mDelta
Thu 11/69:31 pmSTI - STL
2 stops17h 04mDelta
Deal found 10/17$601
This Delta deal was found by Cheapflights users on 10/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2710:35 amMDW - STI
2 stops12h 49mDelta
Mon 11/39:31 pmSTI - MDW
2 stops16h 57mDelta
Deal found 10/18$715
This Delta deal was found by Cheapflights users on 10/19. 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 12/36:00 amMDW - STI
2 stops17h 08mDelta
Wed 12/106:35 amSTI - MDW
2 stops13h 43mDelta
Deal found 10/19$1,155
This Delta deal was found by Cheapflights users on 10/17. 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.
Thu 11/610:40 amMDW - STI
2 stops12h 44mDelta
Mon 11/109:01 pmSTI - MDW
2 stops16h 51mDelta
Deal found 10/17$1,444

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 October 19, 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

Mon 1/12

8:41 am-5:06 pm

1 stop6h 25m

Santiago de los Caballeros

Mon 2/2

6:18 pm-9:23 am

1 stop17h 05m

$314

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 1/17

1:30 pm-11:54 pm

1 stop8h 24m

Santiago de los Caballeros

Mon 2/2

6:35 am-5:37 pm

1 stop13h 02m

$358

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 1/15

7:30 am-11:54 pm

1 stop14h 24m

Santiago de los Caballeros

Mon 2/2

8:11 pm-10:09 am

1 stop15h 58m

$358

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 1/17

6:10 pm-1:08 pm

1 stop16h 58m

Santiago de los Caballeros

Tue 2/3

2:33 pm-9:35 pm

1 stop9h 02m

$358

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 1/15

7:30 am-11:54 pm

1 stop14h 24m

Santiago de los Caballeros

Tue 2/3

2:33 pm-9:35 pm

1 stop9h 02m

$358

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 1/17

6:10 pm-1:08 pm

1 stop16h 58m

Santiago de los Caballeros

Sat 1/31

6:35 am-5:37 pm

1 stop13h 02m

$358

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sat 1/17

1:30 pm-11:54 pm

1 stop8h 24m

Santiago de los Caballeros

Fri 1/30

6:35 am-8:38 pm

2 stops16h 03m

$362

St. LouisSantiago de los Caballeros

STL - STI

STLSTI

Lambert-St Louis

Sun 11/2

5:00 am-7:06 pm

1 stop12h 06m

Santiago de los Caballeros

Thu 11/6

9:31 pm-12:35 pm

2 stops17h 04m

$601

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Mon 10/27

10:35 am-12:24 am

2 stops12h 49m

Santiago de los Caballeros

Mon 11/3

9:31 pm-12:28 pm

2 stops16h 57m

$715

ChicagoSantiago de los Caballeros

MDW - STI

MDWSTI

Chicago Midway

Wed 12/3

6:00 am-1:08 am

2 stops17h 08m

Santiago de los Caballeros

Wed 12/10

6:35 am-6:18 pm

2 stops13h 43m

$1,155

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/17

Showing 1-10 of 26 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, March is the cheapest month in which you can book a flight from Illinois to Santiago de los Caballeros (average of $194). Flying from Illinois to Santiago de los Caballeros in July is currently the most expensive (average of $426). 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 October 19, 2025.

When flying from Illinois to Santiago de los Caballeros, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 47% versus a flight in the evening.

How much does it cost to fly round-trip from Illinois to Santiago de los Caballeros?

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 and Delta fly from Illinois to Santiago de los Caballeros in about 6h 25m. The time it takes to get you to your destination can typically vary by up to 1h 59m. The distance from Illinois to Santiago de los Caballeros is about 1858 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Illinois to Santiago de los Caballeros one-way?

    The cheapest airlines for a one-way flight from Illinois to Santiago de los Caballeros are Spirit Airlines ($155), Delta ($210), and United Airlines ($490).

  • 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, Chicago Midway - Santiago de los Caballeros and Lambert-St Louis - 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, March is the cheapest month in which you can book a flight from Illinois to Santiago de los Caballeros (average of $194). Flying from Illinois to Santiago de los Caballeros in July is currently the most expensive (average of $426). 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 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 5 airlines flying from Illinois to Santiago de los Caballeros

Discover the top 5 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 October 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$226Average$671FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$298Average$518FlexibilityNo cancel feeOn-time65%
DeltaCheapest$356Average$437FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$391Average$472FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$395Average$757FlexibilityNo cancel feeOn-time71%

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