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$288+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SCL
Aug 18 — Aug 251
Tue 8/18
Tue 8/25
1 adult, Economy
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Cheap 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 July 19, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/16. 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.
Mon 8/316:05 am
ORD
-
SCL
2 stops18h 45m
Multiple Airlines
Fri 9/411:22 am
SCL
-
ORD
1 stop14h 40m
Multiple Airlines
Deal found 7/16$593
This Kiwi.com deal was found by Cheapflights users on 7/16. 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.
Tue 9/154:49 pm
ORD
-
SCL
2 stops31h 57m
Multiple Airlines
Mon 9/285:14 am
SCL
-
ORD
1 stop21h 48m
Multiple Airlines
Deal found 7/16$594
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/185:59 pm
ORD
-
SCL
2 stops34h 15m
Multiple Airlines
Sun 8/304:14 am
SCL
-
ORD
1 stop21h 48m
Multiple Airlines
Deal found 7/15$596
This Kiwi.com deal was found by Cheapflights users on 7/16. 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.
Thu 9/109:26 am
ORD
-
SCL
2 stops16h 30m
Multiple Airlines
Mon 9/285:14 am
SCL
-
ORD
1 stop21h 48m
Multiple Airlines
Deal found 7/16$599
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 8/319:10 pm
ORD
-
SCL
2 stops28h 46m
Multiple Airlines
Mon 9/75:14 am
SCL
-
ORD
1 stop21h 48m
Multiple Airlines
Deal found 7/17$600
This Kiwi.com deal was found by Cheapflights users on 7/17. 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 8/246:05 am
ORD
-
SCL
2 stops19h 55m
Multiple Airlines
Thu 8/2711:22 am
SCL
-
ORD
1 stop14h 40m
Multiple Airlines
Deal found 7/17$603
This Kiwi.com deal was found by Cheapflights users on 7/14. 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 8/185:59 pm
ORD
-
SCL
2 stops30h 51m
Multiple Airlines
Mon 8/242:56 am
SCL
-
ORD
1 stop23h 06m
Multiple Airlines
Deal found 7/14$604
This Kiwi.com deal was found by Cheapflights users on 7/14. 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 8/135:13 pm
ORD
-
SCL
2 stops32h 47m
Multiple Airlines
Wed 8/264:14 am
SCL
-
ORD
1 stop21h 48m
Multiple Airlines
Deal found 7/14$613
This Kiwi.com deal was found by Cheapflights users on 7/16. 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.
Tue 9/17:44 pm
ORD
-
SCL
2 stops22h 48m
Multiple Airlines
Fri 9/411:22 am
SCL
-
ORD
1 stop14h 40m
Multiple Airlines
Deal found 7/16$617
This Kiwi.com deal was found by Cheapflights users on 7/15. 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 8/175:13 pm
ORD
-
SCL
2 stops28h 30m
Multiple Airlines
Wed 9/26:40 am
SCL
-
ORD
1 stop15h 40m
Multiple Airlines
Deal found 7/15$621
This Kiwi.com deal was found by Cheapflights users on 7/17. 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.
Sat 8/225:59 pm
ORD
-
SCL
2 stops27h 44m
Multiple Airlines
Wed 8/2611:22 am
SCL
-
ORD
1 stop14h 40m
Multiple Airlines
Deal found 7/17$629
This Delta deal was found by Cheapflights users on 7/13. 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.
Tue 11/246:00 am
MDW
-
SCL
1 stop22h 40m
Delta
Tue 12/111:10 pm
SCL
-
MDW
1 stop20h 15m
Delta
Deal found 7/13$704

Find 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 July 19, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$593
(Kiwi.com)

One-way from

$288
(Kiwi.com)

Popular in

September

Cheapest in

January

Average price

$880
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. 3% potential increase in price ($28 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 July 19, 2026.
Use the filters below to find and compare flights from Chicago to Santiago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 10/7

10:58 am-8:15 am

1 stop19h 17m

Santiago Arturo Merino Benitez

Sat 10/10

8:40 pm-4:20 pm

1 stop21h 40m

$705

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Wed 11/18

10:35 am-6:55 am

2 stops17h 20m

Santiago Arturo Merino Benitez

Sat 11/21

11:10 pm-9:52 am

1 stop13h 42m

$710

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Tue 9/22

8:55 am-8:15 am

2 stops21h 20m

Santiago Arturo Merino Benitez

Sun 10/4

8:40 pm-10:37 am

2 stops15h 57m

$710

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Wed 9/16

10:44 am-6:55 am

2 stops18h 11m

Santiago Arturo Merino Benitez

Sat 9/19

8:40 pm-10:37 am

2 stops15h 57m

$710

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Wed 10/7

2:00 pm-6:55 am

2 stops14h 55m

Santiago Arturo Merino Benitez

Sat 10/10

8:40 pm-10:39 am

2 stops15h 59m

$710

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Sun 8/23

10:54 am-7:15 am

1 stop19h 21m

Santiago Arturo Merino Benitez

Wed 8/26

8:40 pm-4:15 pm

1 stop20h 35m

$759

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 8/20

12:46 pm-7:15 am

1 stop17h 29m

Santiago Arturo Merino Benitez

Sun 8/23

8:40 pm-4:15 pm

1 stop20h 35m

$759

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 8/20

12:46 pm-7:15 am

1 stop17h 29m

Santiago Arturo Merino Benitez

Wed 8/26

8:40 pm-4:15 pm

1 stop20h 35m

$759

ChicagoSantiago

MDW - SCL

MDWSCL

Chicago Midway

Thu 8/20

12:46 pm-7:15 am

1 stop17h 29m

Santiago Arturo Merino Benitez

Mon 8/24

8:40 pm-9:59 am

1 stop14h 19m

$759

ChicagoSantiago

ORD - SCL

ORDSCL

Chicago O'Hare Intl

Tue 8/18

3:25 pm-7:15 am

1 stop14h 50m

Santiago Arturo Merino Benitez

Wed 8/26

8:40 pm-4:51 pm

1 stop21h 11m

$759

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/16

Showing 1-10 of 39 resultsSorted by cheapest first
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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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
CheapfaremartPrice Accuracy-Trust Score*1 star

*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 Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Santiago flight deals on Cheapflights vs. Ovago >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 Ovago the most. Ovago 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

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

Currently, June is the cheapest month in which you can book a flight from Chicago to Santiago (average of $694). Flying from Chicago to Santiago in July is currently the most expensive (average of $1,162). 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.

How much does it cost to fly round-trip from Chicago to Santiago?

What’s the top layover airport for flights from Chicago to Santiago?

Share of 1-stop round-trip flights from Chicago to Santiago chosen by Cheapflights users in the past 12 months, using the same layover each way.

Panama City (PTY) – chosen by Cheapflights users on 71% of 1-stop itineraries from Chicago to Santiago on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Santiago?

Average round-trip fare for 1-stop flights from Chicago to Santiago, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Bogotá (BOG) is the most affordable 1-stop option, with an average round-trip price of $558.

What’s the fastest layover option from Chicago to Santiago?

Shortest average travel time for 1-stop one-way flights from Chicago to Santiago, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Panama City (PTY) have the shortest average one-way travel time for 1-stop routes: 12h 38m.

Which airport typically offers the quickest layover for flights from Chicago to Santiago?

Average layover duration for 1-stop one-way flights from Chicago to Santiago, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 24m.

How often are flights from Chicago to Santiago delayed?

About 0% of weekly flights between Chicago and Santiago have experienced delays in the past year, with the average delay time being 0 minutes.

What is the most punctual flight time for Chicago to Santiago flights?

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.

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

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 28 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 19, 2026.
Read through reviews of airlines operating flights from Chicago to Santiago, such as Copa Airlines,LATAM Airlines, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Copa Airlines
7.6
Good
1,565 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
Copa Airlines
7.6
Good
1,565 reviews
Copa Airlines
7.6
Good
1,565 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
LATAM Airlines
7.4
Good
1,958 reviews
Copa Airlines
7.6
Good
1,565 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
United Airlines
7.4
Good
10,008 reviews
Copa Airlines
7.6
Good
1,565 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
American Airlines
7.1
Good
11,822 reviews
Copa Airlines
7.6
Good
1,565 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class
Avianca
6.5
Okay
2,526 reviews
Copa Airlines
7.6
Good
1,565 reviews

Comfort

7.4

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2026

BOS - PTY

Airline was delayed 1 hour, that made my layover flight be missed, gave wrong information about gates, they closed the gates in my face, rebooked me, and had business class, and rebooked me not business class

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. 6 airlines have flights to Santiago Arturo Merino Benitez from Chicago on a regular basis.

  • How long is the flight from Chicago to Santiago?

    Delta can get you from Chicago to Santiago in just under 19h 17m. Your travel time can differ by up to . Airlines will cover a distance of 5301 mi.

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

    According to our current data, Copa Airlines ($537), LATAM Airlines ($540), and Avianca ($558) offers the cheapest pricing from Chicago to Santiago. Copa Airlines is 34% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Santiago one-way?

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $243. Avianca flights start at $328 while deals on LATAM Airlines start at $348 one-way.

  • 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, June is the cheapest month in which you can book a flight from Chicago to Santiago (average of $694). Flying from Chicago to Santiago in July is currently the most expensive (average of $1,162). 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 Chicago to Santiago

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Santiago flights
St. Louis to Santiago flights
O'Hare Intl to Easter Island flights
Moline to Santiago flights
O'Hare Intl to Arica flights
St. Louis to Easter Island flights

Top 6 airlines flying from Chicago to Santiago

Discover the top 6 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 July 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$537Average$700FlexibilityNo cancel feeOn-time70%
LATAM AirlinesCheapest$540Average$744FlexibilityNo cancel feeOn-time81%
AviancaCheapest$558Average$790FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$597Average$881FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$626Average$788FlexibilityNo cancel feeOn-time69%
DeltaCheapest$626Average$895FlexibilityNo cancel feeOn-timeN/A

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