What is the cheapest day to fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Santiago de los Caballeros flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Santiago de los Caballeros ranges from 3.0 - 11.6 inches per month. December is typically the wettest month, when rainfall can reach 11.6 in. July is typically the driest time to visit Santiago de los Caballeros when rainfall is around 3.0 in.

If weather is an important factor for your trip to Santiago de los Caballeros, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 73.4 F).

What are the most popular airlines that fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

American Airlines, JetBlue and Delta are the most popular airlines when flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros.

What is the cheapest day to fly round-trip from Chicago O'Hare Intl Airport to Santiago de los Caballeros?

Users have found that flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros on a Friday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

Flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros lean towards being more expensive in December. Prices are generally better when you fly from Chicago O'Hare Intl Airport to Santiago de los Caballeros in September, with the cheapest ticket starting at $229.

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.

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.

$141+ Flights from Chicago O'Hare Intl Airport to Santiago de los Caballeros

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

Round-trip from	$308 (Expedia)
One-way from	$141 (Cheapflightsfares)
Popular in	May
Cheapest in	February
Average price	$490

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. 16% potential increase in price ($113 potential increase over avg. RT price).

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Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).

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Average for round-trip flights in September 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 September 15, 2025.

Thu 10/97:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Mon 10/2711:43 amSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/14

$308

Thu 10/26:44 pmORD - STI

1 stop15h 19mSpirit Airlines

Fri 10/1011:43 amSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/13

$316

Fri 10/317:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Mon 11/312:43 pmSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/13

$317

Sun 11/27:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Wed 11/56:18 pmSTI - ORD

1 stop7h 24mSpirit Airlines

Deal found 9/13

$331

Thu 10/307:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Thu 11/66:18 pmSTI - ORD

1 stop17h 05mSpirit Airlines

Deal found 9/15

$336

Sun 11/165:05 amORD - STI

1 stop10h 01mSpirit Airlines

Thu 11/206:18 pmSTI - ORD

1 stop7h 24mSpirit Airlines

Deal found 9/14

$347

Mon 11/105:05 amORD - STI

1 stop10h 01mMultiple Airlines

Thu 11/136:18 pmSTI - ORD

2 stops24h 38mMultiple Airlines

Deal found 9/14

$377

Fri 10/317:30 amORD - STI

2 stops26h 08mMultiple Airlines

Mon 11/312:43 pmSTI - ORD

1 stop14h 20mMultiple Airlines

Deal found 9/13

$380

Thu 10/911:55 amORD - STI

1 stop21h 43mMultiple Airlines

Mon 10/2711:43 amSTI - ORD

2 stops13h 01mMultiple Airlines

Deal found 9/14

$384

Best flights from O'Hare Intl to Santiago de los Caballeros
Discover carefully curated flight deals from O'Hare Intl to Santiago de los Caballeros that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 15, 2025.

Thu 10/26:44 pmORD - STI

1 stop15h 19mSpirit Airlines

Fri 10/1011:43 amSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/13

$316

Mon 11/105:05 amORD - STI

1 stop10h 01mMultiple Airlines

Thu 11/136:18 pmSTI - ORD

2 stops24h 38mMultiple Airlines

Deal found 9/14

$377

Tue 10/286:02 amORD - STI

1 stop6h 51mUnited Airlines

Tue 11/412:52 pmSTI - ORD

1 stop9h 15mUnited Airlines

Deal found 9/13

$392

Sun 11/27:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Wed 11/56:18 pmSTI - ORD

1 stop7h 24mSpirit Airlines

Deal found 9/13

$331

Fri 10/317:30 amORD - STI

2 stops26h 08mMultiple Airlines

Mon 11/312:43 pmSTI - ORD

1 stop14h 20mMultiple Airlines

Deal found 9/13

$380

Sun 11/165:05 amORD - STI

1 stop10h 01mSpirit Airlines

Thu 11/206:18 pmSTI - ORD

1 stop7h 24mSpirit Airlines

Deal found 9/14

$347

Thu 10/911:55 amORD - STI

1 stop21h 43mMultiple Airlines

Mon 10/2711:43 amSTI - ORD

2 stops13h 01mMultiple Airlines

Deal found 9/14

$384

Thu 10/301:26 pmORD - STI

2 stops20h 12mSpirit Airlines

Thu 11/66:18 pmSTI - ORD

1 stop17h 05mSpirit Airlines

Deal found 9/15

$370

Fri 10/314:44 pmORD - STI

2 stops16h 54mSpirit Airlines

Mon 11/312:43 pmSTI - ORD

1 stop14h 20mSpirit Airlines

Deal found 9/13

$374

Last-minute flights from O'Hare Intl to Santiago de los Caballeros
Discover last-minute flight deals from O'Hare Intl to Santiago de los Caballeros. Data last updated September 15, 2025 and is based on user searches.

Thu 10/26:44 pmORD - STI

1 stop15h 19mSpirit Airlines

Fri 10/1011:43 amSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/13

$316

Thu 10/97:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Mon 10/2711:43 amSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/14

$308

Thu 10/911:55 amORD - STI

1 stop21h 43mMultiple Airlines

Mon 10/2711:43 amSTI - ORD

2 stops13h 01mMultiple Airlines

Deal found 9/14

$384

Tue 10/286:02 amORD - STI

1 stop6h 51mUnited Airlines

Tue 11/412:52 pmSTI - ORD

1 stop9h 15mUnited Airlines

Deal found 9/13

$392

Tue 10/287:10 amORD - STI

2 stops10h 56mDelta

Tue 11/47:00 amSTI - ORD

1 stop12h 22mDelta

Deal found 9/13

$398

Thu 10/307:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Thu 11/66:18 pmSTI - ORD

1 stop17h 05mSpirit Airlines

Deal found 9/15

$336

Fri 10/317:43 pmORD - STI

1 stop13h 55mSpirit Airlines

Mon 11/312:43 pmSTI - ORD

1 stop7h 55mSpirit Airlines

Deal found 9/13

$317

Fri 10/317:30 amORD - STI

2 stops26h 08mMultiple Airlines

Mon 11/312:43 pmSTI - ORD

1 stop14h 20mMultiple Airlines

Deal found 9/13

$380

One-way flights from O'Hare Intl to Santiago de los Caballeros
Search for one-way flight options from O'Hare Intl to Santiago de los Caballeros. Find affordable one-way fares based on user searches. Data last updated September 15, 2025.

Wed 10/16:44 pmORD - STI

1 stop15h 19mSpirit Airlines

Deal found 9/12

$141

Wed 11/195:05 amORD - STI

1 stop10h 01mSpirit Airlines

Deal found 9/13

$155

Wed 11/196:45 amORD - STI

2 stops10h 51mDelta

Deal found 9/15

$186

Thu 9/181:00 pmORD - STI

1 stop10h 34mDelta

Deal found 9/13

$210

Sun 10/56:58 pmORD - STI

2 stops14h 40mSpirit Airlines

Deal found 9/13

$215

Tue 9/2311:45 amORD - STI

3 stops48h 14mMultiple Airlines

Deal found 9/13

$232

Sun 10/57:40 amORD - STI

3 stops25h 58mMultiple Airlines

Deal found 9/13

$247

Sun 9/217:00 amORD - STI

1 stop16h 34mDelta

Deal found 9/13

$259

Fri 9/193:33 pmORD - STI

2 stops19h 54mAmerican Airlines

Deal found 9/13

$263

Wed 9/2411:57 amORD - STI

3 stops24h 02mMultiple Airlines

Deal found 9/13

$283

Cheapflights Fare Finder

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

Fly to

Route

Depart

Return

Price

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

11:43 am-6:38 pm

1 stop7h 55m

$316

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 11/2

7:43 pm-11:38 am

1 stop13h 55m

Santiago de los Caballeros

Wed 11/5

6:18 pm-11:42 pm

1 stop7h 24m

$331

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Sun 11/16

5:05 am-5:06 pm

1 stop10h 01m

Santiago de los Caballeros

Thu 11/20

6:18 pm-11:42 pm

1 stop7h 24m

$347

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/30

1:26 pm-10:38 am

2 stops20h 12m

Santiago de los Caballeros

Thu 11/6

6:18 pm-9:23 am

1 stop17h 05m

$370

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 10/31

4:44 pm-10:38 am

2 stops16h 54m

Santiago de los Caballeros

Mon 11/3

12:43 pm-1:03 am

1 stop14h 20m

$374

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Mon 11/10

5:05 am-5:06 pm

1 stop10h 01m

Santiago de los Caballeros

Thu 11/13

6:18 pm-4:56 pm

2 stops24h 38m

$377

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Fri 10/31

7:30 am-10:38 am

2 stops26h 08m

Santiago de los Caballeros

Mon 11/3

12:43 pm-1:03 am

1 stop14h 20m

$380

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Thu 10/9

11:55 am-10:38 am

1 stop21h 43m

Santiago de los Caballeros

Mon 10/27

11:43 am-11:44 pm

2 stops13h 01m

$384

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Tue 10/28

6:02 am-1:53 pm

1 stop6h 51m

Santiago de los Caballeros

Tue 11/4

12:52 pm-8:07 pm

1 stop9h 15m

$392

ChicagoSantiago de los Caballeros

ORD - STI

ORDSTI

Chicago O'Hare Intl

Wed 11/19

5:05 am-5:06 pm

1 stop10h 01m

$155

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 17 results

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 $600). 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?

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

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

7,954 reviews

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

7,954 reviews

Delta

8.0

Very good

7,954 reviews

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

8,929 reviews

Delta

8.0

Very good

7,954 reviews

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

7,954 reviews

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

2,912 reviews

Delta

8.0

Very good

7,954 reviews

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

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.
How long is the flight from Chicago O'Hare Intl Airport to Santiago de los Caballeros?
There are many flights that can get you from Chicago O'Hare Intl Airport to Santiago de los Caballeros in 15h 19m. Fly via Spirit Airlines to get the fastest option. The distance between Chicago O'Hare Intl Airport and Santiago de los Caballeros is about 1858 mi.
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 $215 on this airline. Additional options worth looking into are JetBlue and American Airlines, starting at $391 and $395 round-trip. United Airlines is currently priced 64% 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 $600). 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

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

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$226	Average$723	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$345	Average$478	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$391	Average$472	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$395	Average$741	FlexibilityNo cancel fee	On-time71%

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$141+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.

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

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

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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 CaballerosExplore 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 September 15, 2025.

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 September 15, 2025.

Cheapflights Fare Finder

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.

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.

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?

What is the cheapest time of day to fly from ORD to STI?

Reviews of airlines servicing Santiago de los Caballeros

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?

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

What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Santiago de los Caballeros round-trip?

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

How can I 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?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for O'Hare Intl to Santiago de los Caballeros

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

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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 September 15, 2025.