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$254+ Cheap flights from Chile to Chicago (CHI)

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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — CHI
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheap flight deals from Chile to Chicago

Keep the following information in mind while searching for Chile to Chicago flight deals. Data was last updated September 11, 2025.

Round-trip from

$598
(Kiwi.com)

One-way from

$254
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$770
From Chile to Chicago (CHI)
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One-way flight from Chile to Chicago (CHI)
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Highest demand for flights based on searches. 4% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 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 Chile to Chicago

Cheapest flights from Chile to Chicago
Explore the most affordable flight options available from Chile to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/3011:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Tue 10/76:18 pmORD - SCL
2 stops32h 57mMultiple Airlines
Deal found 9/9$553
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 10/111:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Tue 10/76:18 pmORD - SCL
2 stops32h 57mMultiple Airlines
Deal found 9/9$562
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/2611:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Wed 10/110:27 amORD - SCL
2 stops33h 48mMultiple Airlines
Deal found 9/9$588
This Kiwi.com deal was found by Cheapflights users on 9/9. 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.
Wed 9/2411:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Wed 10/110:27 amORD - SCL
2 stops33h 48mMultiple Airlines
Deal found 9/9$595
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/2211:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Tue 9/3010:27 amORD - SCL
2 stops33h 43mMultiple Airlines
Deal found 9/9$598
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/911:00 amSCL - MDW
1 stop26h 27mMultiple Airlines
Mon 10/134:24 pmMDW - SCL
2 stops27h 51mMultiple Airlines
Deal found 9/11$598
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Wed 9/2411:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Tue 9/3010:27 amORD - SCL
2 stops33h 43mMultiple Airlines
Deal found 9/10$599
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/2611:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Mon 9/2910:27 amORD - SCL
2 stops26h 18mMultiple Airlines
Deal found 9/9$602
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/3011:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Mon 10/69:06 pmORD - SCL
2 stops28h 29mMultiple Airlines
Deal found 9/9$604
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/2211:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Mon 10/69:06 pmORD - SCL
2 stops28h 29mMultiple Airlines
Deal found 9/9$607
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 9/3011:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Fri 10/1010:27 amORD - SCL
3 stops23h 53mMultiple Airlines
Deal found 9/9$608
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 9/2311:00 amSCL - ORD
1 stop24h 18mMultiple Airlines
Tue 9/3010:27 amORD - SCL
2 stops33h 48mMultiple Airlines
Deal found 9/10$611

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chile to Chicago 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 September 11, 2025.
Use the filters below to find and compare flights from Chile to Chicago that are best for you.

Fly from

Chile

Fly to

Chicago

Route

Depart

Return

Price

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 10/9

8:50 am-11:27 am

2 stops28h 37m

Chicago Midway

Mon 10/13

4:24 pm-10:15 pm

2 stops27h 51m

$640

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 10/3

8:50 am-11:54 pm

2 stops17h 04m

Chicago O'Hare Intl

Thu 10/16

6:45 am-7:00 am

1 stop22h 15m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Sat 10/4

10:55 pm-8:20 pm

2 stops23h 25m

Chicago O'Hare Intl

Mon 10/13

7:59 pm-7:00 am

1 stop33h 01m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Wed 10/1

10:55 pm-12:16 pm

1 stop15h 21m

Chicago O'Hare Intl

Fri 10/17

11:23 am-6:45 am

2 stops17h 22m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Thu 10/2

8:15 am-11:54 pm

2 stops17h 39m

Chicago O'Hare Intl

Tue 10/14

1:26 pm-7:00 am

1 stop15h 34m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 10/3

8:15 am-11:54 pm

2 stops17h 39m

Chicago O'Hare Intl

Tue 10/14

1:26 pm-7:00 am

1 stop15h 34m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Thu 10/2

9:40 pm-12:24 pm

1 stop16h 44m

Chicago O'Hare Intl

Fri 10/17

11:23 am-6:45 am

2 stops17h 22m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Wed 10/1

9:40 pm-12:24 pm

1 stop16h 44m

Chicago O'Hare Intl

Mon 10/13

6:45 am-5:45 am

2 stops21h 00m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Mon 9/29

9:40 pm-1:01 pm

1 stop17h 21m

Chicago O'Hare Intl

Sat 10/18

1:25 pm-7:00 am

2 stops15h 35m

$644

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Thu 10/2

9:40 pm-12:24 pm

1 stop16h 44m

Chicago O'Hare Intl

Sun 10/12

11:23 am-7:00 am

1 stop17h 37m

$644

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 39 results
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Best time to book a flight from Chile to Chicago

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

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

Currently, August is the cheapest month in which you can book a flight from Chile to Chicago (average of $245). Flying from Chile to Chicago in March is currently the most expensive (average of $321). 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.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 11, 2025.
Read reviews from past customers who have flown Delta, LATAM Airlines, and American Airlines from Chile to Chicago. 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
7,960 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,960 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
LATAM Airlines
7.5
Good
1,847 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Avianca
6.7
Okay
2,436 reviews
Delta
8.0
Very good
7,960 reviews

Entertainment

7.9

Crew

8.5

Boarding

8.2

Comfort

7.9

Overall

8.0

Food

7.3

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Chile to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chile to Chicago?

    For as low as $644, Delta can have you in Chicago from Chile in 17h 04m. There are 5316 mi between Chile and Chicago.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Chile to Chicago (average of $245). Flying from Chile to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chile to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Chile to Chicago

Discover the top 5 airlines that operate flights from Chile to Chicago. 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$501Average$731FlexibilityNo cancel feeOn-time70%
DeltaCheapest$504Average$784FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$506Average$770FlexibilityNo cancel feeOn-time81%
AviancaCheapest$519Average$675FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$753Average$945FlexibilityNo cancel feeOn-time71%

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