Chicago

$263+ Cheap flights from Santiago (SCL) 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 4/23. Fares are subject to change and may not be available on all flights or dates of travel.
SCL — CHI
Mar 6 — Mar 131
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Cheap flight deals from Santiago to Chicago

Cheapest flights from Santiago to Chicago
Explore the most affordable flight options available from Santiago to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/612:40 am
SCL
-
ORD
2 stops34h 59m
Multiple Airlines
Mon 3/2311:20 pm
ORD
-
SCL
1 stop14h 00m
Multiple Airlines
Deal found 2/3$515
This eDestinos deal was found by Cheapflights users on 2/2. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/158:20 pm
SCL
-
ORD
2 stops28h 39m
Multiple Airlines
Mon 4/207:15 pm
ORD
-
SCL
2 stops38h 50m
Multiple Airlines
Deal found 2/2$550
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 3/1811:25 pm
SCL
-
MDW
1 stop16h 16m
Multiple Airlines
Mon 4/136:30 am
MDW
-
SCL
2 stops22h 00m
Multiple Airlines
Deal found 2/1$561
This LATAM Airlines deal was found by Cheapflights users on 2/2. 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.
Tue 4/1410:55 pm
SCL
-
ORD
1 stop19h 46m
LATAM Airlines
Mon 4/272:25 pm
ORD
-
SCL
2 stops15h 30m
LATAM Airlines
Deal found 2/2$563
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/2411:24 am
SCL
-
ORD
2 stops25h 12m
Multiple Airlines
Mon 3/3011:20 pm
ORD
-
SCL
1 stop13h 55m
Multiple Airlines
Deal found 2/3$564
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 4/154:41 am
SCL
-
ORD
2 stops41h 36m
Multiple Airlines
Tue 5/511:20 pm
ORD
-
SCL
1 stop13h 55m
Multiple Airlines
Deal found 2/3$566
This Avianca deal was found by Cheapflights users on 2/2. 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 5/206:40 am
SCL
-
ORD
1 stop15h 40m
Avianca
Tue 5/2611:20 pm
ORD
-
SCL
1 stop13h 55m
Avianca
Deal found 2/2$568
This Kiwi.com deal was found by Cheapflights users on 2/3. 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 3/1310:35 am
SCL
-
ORD
1 stop25h 18m
Multiple Airlines
Mon 3/164:51 pm
ORD
-
SCL
2 stops27h 24m
Multiple Airlines
Deal found 2/3$569
This LATAM Airlines deal was found by Cheapflights users on 2/2. 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.
Thu 3/1910:40 pm
SCL
-
ORD
1 stop16h 17m
LATAM Airlines
Thu 3/262:38 pm
ORD
-
SCL
1 stop15h 02m
LATAM Airlines
Deal found 2/2$571
This LATAM Airlines deal was found by Cheapflights users on 2/4. 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.
Thu 3/2610:30 pm
SCL
-
ORD
1 stop16h 27m
LATAM Airlines
Wed 4/110:40 am
ORD
-
SCL
2 stops17h 55m
LATAM Airlines
Deal found 2/4$572
This Avianca deal was found by Cheapflights users on 2/4. 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.
Fri 4/246:40 am
SCL
-
ORD
1 stop15h 40m
Avianca
Fri 5/811:20 pm
ORD
-
SCL
1 stop23h 00m
Avianca
Deal found 2/4$573
This Delta deal was found by Cheapflights users on 2/1. 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 4/217:45 pm
SCL
-
MDW
2 stops17h 22m
Delta
Fri 5/295:14 pm
MDW
-
SCL
1 stop13h 01m
Delta
Deal found 2/1$574

Find flight deals from Santiago to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Santiago (SCL) to Chicago (CHI). 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 February 4, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$515
(Kiwi.com)

One-way from

$263
(Kiwi.com)

Popular in

January

Cheapest in

April

Average price

$700
Provider with most accurate pricing for Santiago Arturo Merino Benitez-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Santiago Arturo Merino Benitez-Chicago (CHI) flights.
From Santiago Arturo Merino Benitez to Chicago (CHI)
One-way flight from Santiago Arturo Merino Benitez to Chicago (CHI)
Highest demand for flights based on searches. 5% potential increase in price ($44 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in February 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Santiago 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 February 4, 2026.
Use the filters below to find and compare flights from Santiago to Chicago that are best for you.

Fly from

Santiago

Fly to

Chicago

Route

Depart

Return

Price

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Wed 4/15

4:41 am-9:17 pm

2 stops41h 36m

Chicago O'Hare Intl

Tue 5/5

11:20 pm-2:15 pm

1 stop13h 55m

$566

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Tue 3/17

7:15 am-8:25 am

2 stops27h 10m

Chicago O'Hare Intl

Mon 3/23

4:51 pm-10:15 pm

2 stops27h 24m

$568

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Wed 4/15

8:20 pm-6:05 pm

2 stops46h 45m

Chicago O'Hare Intl

Thu 5/14

3:52 pm-1:30 pm

2 stops44h 38m

$570

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Fri 3/6

1:35 am-8:20 pm

1 stop21h 45m

Chicago O'Hare Intl

Mon 3/23

11:20 pm-3:20 pm

1 stop14h 00m

$573

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Thu 4/23

11:00 pm-9:25 pm

2 stops23h 25m

Chicago O'Hare Intl

Fri 5/29

5:59 pm-7:15 am

1 stop12h 16m

$574

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Mon 2/16

10:45 pm-11:16 am

1 stop15h 31m

Chicago O'Hare Intl

Sun 3/8

6:20 pm-7:50 am

1 stop35h 30m

$574

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Wed 4/22

10:55 pm-10:15 pm

1 stop24h 20m

Chicago O'Hare Intl

Fri 5/29

5:59 pm-7:15 am

1 stop12h 16m

$574

SantiagoChicago

SCL - ORD

SCLORD

Santiago Arturo Merino Benitez

Mon 4/20

7:45 pm-1:14 pm

2 stops18h 29m

Chicago O'Hare Intl

Fri 5/29

11:18 am-6:55 am

2 stops18h 37m

$574

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Sun 4/19

8:40 pm-4:25 pm

1 stop20h 45m

Chicago Midway

Fri 5/29

1:22 pm-6:50 am

2 stops16h 28m

$574

SantiagoChicago

SCL - MDW

SCLMDW

Santiago Arturo Merino Benitez

Tue 4/21

7:45 pm-12:07 pm

2 stops17h 22m

Chicago Midway

Fri 5/29

10:46 am-6:55 am

2 stops19h 09m

$574

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 39 results
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Compare providers for flights from Santiago to Chicago

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 Santiago to Chicago in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 Santiago-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Santiago-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Santiago-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Santiago-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub 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 Santiago-Chicago 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 Santiago to Chicago

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

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

Use this chart to determine the optimal time to book a round-trip flight from Santiago to Chicago. Price data was last updated on January 30, 2026.

To ensure you get the cheapest price possible for a flight from Santiago to Chicago, you should look to book at least 24 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, November is the cheapest month in which you can book a flight from Santiago to Chicago (average of $337). Flying from Santiago to Chicago in January is currently the most expensive (average of $738). 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 often are flights from Santiago to Chicago delayed?

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

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

Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.

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

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

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 February 4, 2026.
Peruse reviews from past customers who have flown with Delta, LATAM Airlines, and Copa Airlines from Santiago to Chicago to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

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.

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

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.

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

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.

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

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.

Entertainment

7.8

Overall

7.9

Food

7.2

Boarding

8.1

Comfort

7.9

Crew

8.5

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 Santiago to Chicago. 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 from for flights from Santiago to Chicago?

    Most people fly from Santiago Arturo Merino Benitez (SCL) if they book a flight from Santiago to Chicago. On average, Arturo Merino Benitez has 0 outbound flights to Chicago per day from 5 airlines. Santiago Arturo Merino Benitez is conveniently located just 8.4 mi from Santiago’s city center.

  • How long is the flight from Santiago to Chicago?

    There are many flights that can get you from Santiago to Chicago in 17h 22m. Fly via Avianca, Delta, or LATAM Airlines to get the fastest option. The distance between Santiago and Chicago is about 5301 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Flying on Copa Airlines is currently your cheapest option to Chicago, with prices starting at $267. Additional round-trip tickets that might be worth considering are offered by Avianca and Delta, with the lowest prices starting at $273 and $504, respectively. Users have found that Copa Airlines is 62% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with Avianca, which is currently one of the cheapest options available, starting at $323. Delta flights start at $371 while deals on American Airlines start at $457 one-way.

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

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

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

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

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

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

    Currently, November is the cheapest month in which you can book a flight from Santiago to Chicago (average of $337). Flying from Santiago to Chicago in January is currently the most expensive (average of $738). 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Santiago to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Santiago to Chicago

Discover the top 5 airlines that operate flights from Santiago 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 February 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$267Average$761FlexibilityNo cancel feeOn-time70%
AviancaCheapest$273Average$691FlexibilityNo cancel feeOn-time71%
DeltaCheapest$504Average$720FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$513Average$678FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$753Average$968FlexibilityNo cancel feeOn-time71%

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