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$248+ Cheap flights from Chicago (CHI) to Santiago (SCL)

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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SCL
Dec 12 — Dec 191
Fri 12/12
Fri 12/19
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Santiago Arturo Merino Benitez are usually found in September or April, booked 22 days in advance, depart on a Monday or Wednesday and return on a Monday

Find flight deals from Chicago to Santiago

Cheapest flights from Chicago to Santiago
Explore the most affordable flight options available from Chicago to Santiago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 12, 2025.

This FlightHub deal was found by Cheapflights users on 11/10. 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.
Mon 11/2410:35 amORD - SCL
1 stop17h 20mLATAM Airlines
Thu 12/410:35 amSCL - ORD
2 stops16h 26mLATAM Airlines
Deal found 11/10$720
This FlightHub deal was found by Cheapflights users on 11/12. 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.
Fri 12/51:23 pmORD - SCL
1 stop14h 32mLATAM Airlines
Fri 12/1211:10 pmSCL - ORD
1 stop15h 56mLATAM Airlines
Deal found 11/12$732
This Kiwi.com deal was found by Cheapflights users on 11/10. 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 11/1110:20 pmORD - SCL
1 stop14h 00mMultiple Airlines
Tue 11/184:25 pmSCL - ORD
2 stops23h 20mMultiple Airlines
Deal found 11/10$735
This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Sat 12/1310:27 amORD - SCL
2 stops25h 13mMultiple Airlines
Tue 12/167:15 amSCL - ORD
2 stops38h 21mMultiple Airlines
Deal found 11/12$741
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/159:14 pmORD - SCL
3 stops27h 46mMultiple Airlines
Fri 1/3012:40 amSCL - ORD
2 stops20h 59mMultiple Airlines
Deal found 11/11$745
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:20 pmORD - SCL
1 stop14h 00mMultiple Airlines
Wed 11/194:25 pmSCL - ORD
2 stops21h 10mMultiple Airlines
Deal found 11/11$746
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/155:40 amORD - SCL
2 stops30h 40mMultiple Airlines
Wed 12/1710:35 amSCL - ORD
1 stop33h 25mMultiple Airlines
Deal found 11/12$747
This FlightHub deal was found by Cheapflights users on 11/11. 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.
Wed 12/31:13 pmORD - SCL
1 stop13h 57mLATAM Airlines
Thu 12/1111:30 pmSCL - ORD
1 stop16h 13mLATAM Airlines
Deal found 11/11$748
This Mytrip deal was found by Cheapflights users on 11/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:00 amORD - SCL
2 stops30h 40mMultiple Airlines
Tue 12/161:35 amSCL - ORD
1 stop21h 45mMultiple Airlines
Deal found 11/11$749
This Copa Airlines deal was found by Cheapflights users on 11/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:56 amORD - SCL
1 stop14h 10mCopa Airlines
Wed 12/31:29 amSCL - ORD
1 stop14h 23mCopa Airlines
Deal found 11/10$752
This FlightHub deal was found by Cheapflights users on 11/10. 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.
Mon 11/2412:47 pmMDW - SCL
2 stops15h 13mLATAM Airlines
Thu 12/410:35 amSCL - MDW
2 stops16h 12mLATAM Airlines
Deal found 11/10$753
This Delta deal was found by Cheapflights users on 11/11. 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 11/2710:47 amMDW - SCL
2 stops17h 13mDelta
Wed 12/108:15 amSCL - MDW
2 stops18h 32mDelta
Deal found 11/11$755

Cheap flight deals from Chicago to Santiago

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santiago (SCL). 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 November 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$719
(Delta)

One-way from

$248
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$866
Provider with most accurate pricing for Chicago (CHI)-Santiago Arturo Merino Benitez flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Santiago Arturo Merino Benitez flights.
Search Deals
From Chicago (CHI) to Santiago Arturo Merino Benitez
Search Deals
One-way flight from Chicago (CHI) to Santiago Arturo Merino Benitez
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($110 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Santiago 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 November 12, 2025.
Use the filters below to find and compare flights from Chicago to Santiago that are best for you.

Fly from

Chicago

Fly to

Santiago

Route

Depart

Return

Price

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 1/27

1:28 pm-7:40 am

2 stops15h 12m

Santiago Arturo Merino Benitez

Tue 2/10

8:15 am-10:26 pm

2 stops17h 11m

$719

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Tue 3/10

1:00 pm-7:00 am

2 stops16h 00m

Santiago Arturo Merino Benitez

Tue 3/17

11:15 pm-12:35 pm

2 stops15h 20m

$719

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/9

1:00 pm-7:00 am

2 stops16h 00m

Santiago Arturo Merino Benitez

Mon 3/16

11:15 pm-12:35 pm

2 stops15h 20m

$719

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/9

1:00 pm-7:00 am

2 stops16h 00m

Santiago Arturo Merino Benitez

Thu 3/19

6:30 pm-12:01 pm

2 stops19h 31m

$719

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Fri 4/3

8:35 am-11:43 pm

1 stop13h 08m

Santiago Arturo Merino Benitez

Sat 4/11

4:44 am-1:24 am

1 stop21h 40m

$722

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Sat 1/24

7:35 am-11:43 pm

1 stop13h 08m

Santiago Arturo Merino Benitez

Wed 2/4

1:46 am-12:31 pm

1 stop13h 45m

$727

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Thu 3/12

7:35 am-7:50 am

1 stop22h 15m

Santiago Arturo Merino Benitez

Tue 3/17

9:45 pm-10:07 am

1 stop14h 22m

$732

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Fri 3/13

12:46 pm-7:50 am

1 stop17h 04m

Santiago Arturo Merino Benitez

Thu 3/19

9:45 pm-10:07 am

1 stop14h 22m

$732

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Fri 3/13

12:46 pm-7:50 am

1 stop17h 04m

Santiago Arturo Merino Benitez

Wed 3/18

9:45 pm-10:07 am

1 stop14h 22m

$732

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Mon 3/16

1:05 pm-7:00 am

1 stop15h 55m

Santiago Arturo Merino Benitez

Fri 3/27

11:15 pm-3:25 pm

1 stop18h 10m

$739

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/10

Showing 1-10 of 35 results
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Compare providers for flights from Chicago to Santiago

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 Chicago to Santiago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 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 Chicago-Santiago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Santiago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Santiago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Santiago flights, Cheapflights users trust eDreams the most. eDreams 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 Chicago-Santiago 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 Chicago to Santiago

Have a flexible travel schedule? Discover the best time to fly to Santiago from Chicago 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 to Santiago

How far ahead should I book a flight from Chicago to Santiago?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Santiago. Price data was last updated on November 7, 2025.

The price you pay for your flight from Chicago to Santiago may vary depending on when you book. For the best chance of a lower fare, look to book 22 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Santiago?

Currently, February is the cheapest month in which you can book a flight from Chicago to Santiago (average of $446). Flying from Chicago to Santiago in August is currently the most expensive (average of $889). 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 CHI to SCL?

Find hourly flight availability from Chicago to Santiago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 12, 2025.

When flying from Chicago to Santiago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 25% versus a flight in the afternoon.

Reviews of airlines servicing Santiago

Get insights into the airlines that provide service to Santiago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santiago. Reviews last updated November 12, 2025.
Read through reviews of airlines operating flights from Chicago to Santiago, such as Delta, LATAM Airlines, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,009 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
LATAM Airlines
7.5
Good
1,873 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,015 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,048 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Avianca
6.6
Okay
2,472 reviews
Delta
7.9
Good
8,009 reviews

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santiago. 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 from Chicago?

    For a flight from Chicago to Santiago, you will be flying into Arturo Merino Benitez. Santiago Arturo Merino Benitez (SCL) is just 8.4 mi from the center of the city. Arturo Merino Benitez is the only Santiago airport and it handles 0 inbound flights from Chicago per day. 7 airlines have flights to Santiago Arturo Merino Benitez from Chicago on a regular basis.

  • How long is the flight from Chicago to Santiago?

    Delta, Copa Airlines, and United Airlines can get you from Chicago to Santiago in just under 13h 08m. Your travel time can differ by up to 9h 07m. Airlines will cover a distance of 5316 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Chicago to Santiago round-trip?

    According to our current data, Air Canada ($484), Avianca ($564), and United Airlines ($626) offers the cheapest pricing from Chicago to Santiago. Air Canada is 42% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Chicago to Santiago that include hotel bookings?

    Yes. In addition to deals on Chicago to Santiago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Santiago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santiago.

  • Can I find deals for business class flights from Chicago to Santiago?

    Yes. Cheapflights offers flight deals from Chicago to Santiago 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 to Santiago?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Santiago (average of $446). Flying from Chicago to Santiago in August is currently the most expensive (average of $889). 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

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Top 7 airlines flying from Chicago to Santiago

Discover the top 7 airlines that operate flights from Chicago to Santiago. 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 November 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$484Average$951FlexibilityNo cancel feeOn-time67%
AviancaCheapest$564Average$741FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$626Average$891FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$641Average$861FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$667Average$993FlexibilityNo cancel feeOn-time71%
LATAM AirlinesCheapest$684Average$909FlexibilityNo cancel feeOn-time81%
DeltaCheapest$699Average$923FlexibilityNo cancel feeOn-timeN/A

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