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South America

$89+ Cheap flights from Chicago (CHI) to South America

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 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOG
janv. 3 — janv. 101
sam. 1/3
sam. 1/10
1 adult, Economy
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Cheap flight deals from Chicago to South America

Cheapest flights from Chicago to South America
Explore the most affordable flight options available from Chicago to South America. Find the lowest fares from popular airlines and budget airlines, with prices last updated on décembre 4, 2025.

This United Airlines deal was found by Cheapflights users on 12/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/32:21 pmORD - MDE
1 stop14h 21mUnited Airlines
lun. 12/81:15 amMDE - ORD
1 stop14h 26mUnited Airlines
Deal found 12/3$303
This Copa Airlines deal was found by Cheapflights users on 12/2. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/62:07 pmORD - BOG
1 stop9h 13mCopa Airlines
sam. 12/1312:08 pmBOG - ORD
1 stop12h 57mCopa Airlines
Deal found 12/2$309
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/315:00 amORD - BOG
1 stop8h 09mSpirit Airlines
sam. 1/173:06 pmBOG - ORD
1 stop9h 40mSpirit Airlines
Deal found 12/2$313
This Expedia deal was found by Cheapflights users on 12/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 12/44:10 pmORD - MDE
1 stop19h 45mMultiple Airlines
mer. 12/102:05 amMDE - ORD
1 stop10h 03mMultiple Airlines
Deal found 12/3$320
This Cheapflightsfares deal was found by Cheapflights users on 12/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/107:10 amORD - MDE
1 stop16h 59mSpirit Airlines
sam. 12/202:25 amMDE - ORD
1 stop17h 14mSpirit Airlines
Deal found 12/2$324
This United Airlines deal was found by Cheapflights users on 12/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/87:45 pmORD - MDE
1 stop8h 57mUnited Airlines
dim. 12/141:15 amMDE - ORD
1 stop31h 26mUnited Airlines
Deal found 12/1$326
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
mer. 12/104:01 pmORD - CTG
2 stops20h 09mMultiple Airlines
mar. 12/162:15 pmCTG - ORD
1 stop21h 53mMultiple Airlines
Deal found 12/1$331
This Copa Airlines deal was found by Cheapflights users on 12/3. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/62:07 pmORD - MDE
1 stop17h 11mCopa Airlines
mar. 12/910:46 amMDE - ORD
1 stop14h 19mCopa Airlines
Deal found 12/3$334
This Copa Airlines deal was found by Cheapflights users on 12/3. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 12/102:07 pmORD - BOG
1 stop19h 03mCopa Airlines
jeu. 12/116:08 pmBOG - ORD
1 stop19h 44mCopa Airlines
Deal found 12/3$334
This Expedia deal was found by Cheapflights users on 12/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/89:14 pmORD - BOG
2 stops26h 58mSpirit Airlines
mer. 12/102:17 amBOG - ORD
1 stop18h 44mSpirit Airlines
Deal found 12/1$335
This Kiwi.com deal was found by Cheapflights users on 12/1. 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.
ven. 12/121:34 pmORD - CTG
2 stops22h 36mSpirit Airlines
mar. 12/162:15 pmCTG - ORD
1 stop21h 53mSpirit Airlines
Deal found 12/1$342
This Orbitz deal was found by Cheapflights users on 12/1. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sam. 12/135:00 amORD - CTG
1 stop7h 10mSpirit Airlines
jeu. 12/182:15 pmCTG - ORD
1 stop11h 15mSpirit Airlines
Deal found 12/1$346

Find flight deals from Chicago to South America

Keep the following information in mind while searching for Chicago to South America flight deals. Data was last updated décembre 4, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$292
(KAYAK)

One-way from

$89
(Orbitz)

Popular in

December

Cheapest in

January

Average price

$1,112

Good round-trip deal

$386 or less

Good one-way deal

$173 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo (SAO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo (SAO) flights.
Search Deals
From Chicago (CHI) to South America
Search Deals
One-way flight from Chicago (CHI) to South America
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to South America.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to South America.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to South America 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 décembre 4, 2025.
Use the filters below to find and compare flights from Chicago to South America that are best for you.

Fly from

Chicago

Fly to

South America

Route

Depart

Return

Price

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

mar. 1/27

8:09 am-9:10 pm

2 stops12h 01m

Medellín Jose Maria Cordova Intl

mar. 2/3

7:00 am-8:53 pm

2 stops14h 53m

$304

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

lun. 2/2

9:05 pm-10:05 pm

1 stop24h 00m

Medellín Jose Maria Cordova Intl

jeu. 2/5

10:45 am-12:28 am

1 stop14h 43m

$310

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

ven. 1/30

7:35 am-5:03 pm

1 stop8h 28m

Bogotá El Dorado

mar. 2/10

6:08 pm-12:31 pm

1 stop19h 23m

$314

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

sam. 2/7

2:22 pm-10:55 pm

1 stop7h 33m

Bogotá El Dorado

mar. 2/17

7:00 am-12:04 am

1 stop18h 04m

$314

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

mer. 2/4

2:22 pm-9:25 am

1 stop18h 03m

Bogotá El Dorado

dim. 2/8

8:40 am-12:04 am

1 stop16h 24m

$314

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

mer. 2/25

2:22 pm-12:05 am

1 stop8h 43m

Bogotá El Dorado

dim. 3/1

4:45 am-12:31 pm

1 stop8h 46m

$314

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

sam. 2/21

2:22 pm-9:25 am

1 stop18h 03m

Bogotá El Dorado

dim. 3/1

4:45 am-12:31 pm

1 stop8h 46m

$314

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

sam. 1/17

2:13 pm-9:25 am

1 stop18h 12m

Bogotá El Dorado

mer. 1/28

2:24 pm-12:24 am

1 stop11h 00m

$314

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

mer. 2/4

9:23 am-10:15 pm

1 stop11h 52m

Medellín Jose Maria Cordova Intl

dim. 2/8

11:50 pm-8:18 am

1 stop9h 28m

$315

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

mer. 2/11

7:34 am-12:05 am

1 stop15h 31m

Bogotá El Dorado

sam. 2/14

4:45 am-12:31 pm

1 stop8h 46m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/1

Showing 1-10 of 60 results
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Best time to book a flight from Chicago to South America

Have a flexible travel schedule? Discover the best time to fly to South America 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 South America

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

Currently, November is the cheapest month in which you can book a flight from Chicago to South America (average of $157). Flying from Chicago to South America in July is currently the most expensive (average of $280). 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 SA?

Find hourly flight availability from Chicago to South America. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated décembre 4, 2025.

When flying from Chicago to South America, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 20% versus a flight in the afternoon.

What is the cheapest day to fly from Chicago to South America?

Use this chart to determine the cheapest time to fly round-trip from Chicago to South America. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to South America flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to South America

Explore weekly flight availability from Chicago to South America. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated décembre 4, 2025.

The most flights from CHI to 0SA are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing South America

Get insights into the airlines that provide service to South America. 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 South America. Reviews last updated décembre 4, 2025.
Read reviews from past customers who have flown Copa Airlines, LATAM Airlines, and United Airlines from Chicago to South America. 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.
Copa Airlines
7.6
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Copa Airlines
7.6
Good
1,556 reviews
Copa Airlines
7.6
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
LATAM Airlines
7.5
Good
1,890 reviews
Copa Airlines
7.6
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
United Airlines
7.4
Good
9,066 reviews
Copa Airlines
7.6
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
American Airlines
7.2
Good
11,044 reviews
Copa Airlines
7.6
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip
Avianca
6.6
Okay
2,479 reviews
Copa Airlines
7.6
Good
1,556 reviews

Comfort

7.4

Crew

8.1

Boarding

7.8

Entertainment

6.8

Overall

7.6

Food

6.9

Reviews

1 / 20
4.0
Okay

Juan Pablo,Sep 2025

PTY - VVI

not a good expirience, the plane was packed, the seats wear very unconftrable, coudent conect with the entratainmente service on the plane, the onboarding was in charge of a very angry lady i really had a unplesent trip

Related info for your journey

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

    A quick flight from Chicago to South America can take about 8h 28m. American Airlines provides one of the quickest options available for as low as $314. There are 2710 mi between Chicago and South America. Both multi-stop and nonstop flights can be found to your destination and back.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $108. Users have also found prices from $113 and $116 on Avianca and Copa Airlines, respectively.

  • What are the most popular routes from Chicago to South America?

    The most popular flight routes from Chicago to South America are Chicago O'Hare Intl - Lima J Chavez Intl, Chicago O'Hare Intl - Medellín Jose Maria Cordova Intl and Chicago O'Hare Intl - Sao Paulo Guarulhos Intl.

  • What are the cheapest flights from Chicago to South America?

    On average you can expect to pay $886 for a flight from Chicago to South America. The cheapest flight overall is $127 while the most popular route, (Chicago O'Hare Intl - Lima J Chavez Intl) is currently priced at $297.

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

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

  • How can I find direct flights from Chicago to South America?

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

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

    Yes. Cheapflights offers flight deals from Chicago to South America 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 South America?

    Currently, November is the cheapest month in which you can book a flight from Chicago to South America (average of $157). Flying from Chicago to South America in July is currently the most expensive (average of $280). 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 South America

See prices for flight routes from nearby airports that may be better suited for you.
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Top 10 airlines flying from Chicago to South America

Discover the top 10 airlines that operate flights from Chicago to South America. 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 décembre 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$262Average$494FlexibilityNo cancel feeOn-time65%
LATAM AirlinesCheapest$268Average$661FlexibilityNo cancel feeOn-time81%
Copa AirlinesCheapest$289Average$632FlexibilityNo cancel feeOn-time70%
AviancaCheapest$292Average$658FlexibilityNo cancel feeOn-time71%
DeltaCheapest$295Average$704FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$299Average$774FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$311Average$776FlexibilityNo cancel feeOn-time71%
ArajetCheapest$360Average$894FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$479Average$856FlexibilityNo cancel feeOn-time67%
GOLCheapest$596Average$706FlexibilityNo cancel feeOn-time74%

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