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$253+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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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 October 30, 2025.

This Mytrip deal was found by Cheapflights users on 10/29. 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 12/39:10 pmSCL - ORD
2 stops24h 26mMultiple Airlines
Sun 12/77:41 pmORD - SCL
2 stops31h 14mMultiple Airlines
Deal found 10/29$569
This Mytrip deal was found by Cheapflights users on 10/29. 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 12/159:10 pmSCL - ORD
2 stops24h 26mMultiple Airlines
Mon 12/296:05 pmORD - SCL
2 stops25h 10mMultiple Airlines
Deal found 10/29$579
This Trip.com deal was found by Cheapflights users on 10/29. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmSCL - MDW
1 stop25h 28mMultiple Airlines
Sun 12/72:59 pmMDW - SCL
2 stops20h 31mMultiple Airlines
Deal found 10/29$589
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/114:25 pmSCL - ORD
2 stops44h 22mMultiple Airlines
Tue 11/1810:20 pmORD - SCL
1 stop23h 10mMultiple Airlines
Deal found 10/27$609
This Avianca deal was found by Cheapflights users on 10/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/291:35 amSCL - ORD
1 stop21h 45mAvianca
Sun 11/1610:20 pmORD - SCL
1 stop14h 00mAvianca
Deal found 10/29$612
This Avianca deal was found by Cheapflights users on 10/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/291:35 amSCL - ORD
1 stop21h 45mAvianca
Wed 11/1210:20 pmORD - SCL
1 stop14h 00mAvianca
Deal found 10/29$613
This Copa Airlines deal was found by Cheapflights users on 10/28. 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 11/103:23 amSCL - ORD
1 stop23h 42mCopa Airlines
Tue 11/182:07 pmORD - SCL
1 stop12h 54mCopa Airlines
Deal found 10/28$614
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Sun 12/710:35 amSCL - MDW
1 stop14h 55mMultiple Airlines
Sun 12/142:59 pmMDW - SCL
2 stops28h 16mMultiple Airlines
Deal found 10/29$695
This LATAM Airlines deal was found by Cheapflights users on 10/30. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2411:25 pmSCL - MDW
2 stops15h 27mLATAM Airlines
Mon 12/812:50 pmMDW - SCL
1 stop15h 50mLATAM Airlines
Deal found 10/30$724
This Delta deal was found by Cheapflights users on 10/29. 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 11/2011:30 pmSCL - MDW
2 stops20h 08mDelta
Mon 12/112:47 pmMDW - SCL
1 stop15h 53mDelta
Deal found 10/29$725
This LATAM Airlines deal was found by Cheapflights users on 10/29. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1411:25 pmSCL - MDW
2 stops19h 18mLATAM Airlines
Tue 11/1810:47 amMDW - SCL
2 stops16h 48mLATAM Airlines
Deal found 10/29$762
This LATAM Airlines deal was found by Cheapflights users on 10/29. 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 LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:25 pmSCL - MDW
2 stops15h 30mLATAM Airlines
Sun 12/712:50 pmMDW - SCL
2 stops15h 10mLATAM Airlines
Deal found 10/29$764

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$569
(Mytrip)

One-way from

$253
(Kiwi.com)

Popular in

July

Cheapest in

April

Average price

$741
Provider with most accurate pricing for Santiago Arturo Merino Benitez-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Santiago Arturo Merino Benitez-Chicago (CHI) flights.
Search Deals
From Chile to Chicago (CHI)
Search Deals
One-way flight from Chile to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 30, 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

Wed 12/3

11:25 pm-9:53 pm

1 stop25h 28m

Chicago Midway

Sun 12/7

2:59 pm-2:30 pm

2 stops20h 31m

$589

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Tue 11/11

4:25 pm-11:06 pm

2 stops33h 41m

Chicago O'Hare Intl

Tue 11/18

6:48 am-5:30 am

2 stops19h 42m

$611

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 11/14

7:25 am-9:47 am

2 stops29h 22m

Chicago O'Hare Intl

Tue 11/18

10:20 pm-12:30 am

1 stop23h 10m

$613

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 11/21

12:20 pm-12:05 am

1 stop14h 45m

Chicago O'Hare Intl

Mon 11/24

6:56 am-11:41 pm

1 stop13h 45m

$614

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Mon 11/10

3:23 am-12:05 am

1 stop23h 42m

Chicago O'Hare Intl

Tue 11/18

2:07 pm-6:01 am

1 stop12h 54m

$614

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 11/14

12:20 pm-12:05 am

1 stop14h 45m

Chicago O'Hare Intl

Tue 11/18

6:56 am-11:41 pm

1 stop13h 45m

$614

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 11/7

7:25 am-1:26 pm

3 stops33h 01m

Chicago O'Hare Intl

Mon 11/17

4:57 pm-5:30 am

3 stops33h 33m

$624

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Wed 11/19

3:23 am-12:05 am

1 stop23h 42m

Chicago O'Hare Intl

Mon 12/1

7:33 am-11:41 pm

1 stop13h 08m

$668

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Thu 11/20

11:30 pm-4:38 pm

2 stops20h 08m

Chicago Midway

Mon 12/1

12:47 pm-7:40 am

1 stop15h 53m

$725

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 1/20

11:10 pm-5:32 pm

1 stop21h 22m

Chicago Midway

Tue 2/17

10:35 am-7:00 am

1 stop17h 25m

$725

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 27 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, March is the cheapest month in which you can book a flight from Chile to Chicago (average of $310). Flying from Chile to Chicago in January is currently the most expensive (average of $732). 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 October 30, 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
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Delta
7.9
Good
7,993 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
LATAM Airlines
7.5
Good
1,872 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
American Airlines
7.2
Good
11,033 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!
Avianca
6.6
Okay
2,467 reviews
Delta
7.9
Good
7,993 reviews

Overall

7.9

Boarding

8.2

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Mary,Oct 2025

AMS - PDX

It's specail being able to fly non-stop from Amsterdam all the way home to Portland, Oregon!

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 $614, Copa Airlines can have you in Chicago from Chile in 14h 45m. There are 5316 mi between Chile and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • 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, March is the cheapest month in which you can book a flight from Chile to Chicago (average of $310). Flying from Chile to Chicago in January is currently the most expensive (average of $732). 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
Porter
Benton Harbor

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$343Average$761FlexibilityNo cancel feeOn-time70%
DeltaCheapest$504Average$784FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$513Average$734FlexibilityNo cancel feeOn-time81%
AviancaCheapest$519Average$665FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$753Average$945FlexibilityNo cancel feeOn-time71%

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