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South America

$104+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOG
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Cheap 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 November 20, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$250
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$697

Good round-trip deal

$388 or less

Good one-way deal

$206 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo (SAO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo (SAO) flights.
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From Chicago (CHI) to South America
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One-way flight from Chicago (CHI) to South America
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High demand for flights, 1% potential price rise
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Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Chicago (CHI) to South America.
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Price to beat on a one-way flight from Chicago (CHI) to South America.
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Find 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 November 20, 2025.

This Expedia deal was found by Cheapflights users on 11/18. 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.
Mon 12/85:00 amORD - CTG
1 stop7h 10mSpirit Airlines
Tue 12/162:15 pmCTG - ORD
1 stop10h 54mSpirit Airlines
Deal found 11/18$256
This Orbitz deal was found by Cheapflights users on 11/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:00 amORD - CTG
1 stop7h 10mSpirit Airlines
Wed 12/172:15 pmCTG - ORD
1 stop10h 54mSpirit Airlines
Deal found 11/17$258
This Spirit Airlines deal was found by Cheapflights users on 11/17. 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 Spirit Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/85:00 amORD - CTG
1 stop7h 10mSpirit Airlines
Fri 12/122:15 pmCTG - ORD
1 stop10h 54mSpirit Airlines
Deal found 11/17$267
This Expedia deal was found by Cheapflights users on 11/18. 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.
Wed 12/105:00 amORD - CTG
1 stop7h 10mSpirit Airlines
Tue 12/162:15 pmCTG - ORD
1 stop10h 54mSpirit Airlines
Deal found 11/18$281
This Copa Airlines deal was found by Cheapflights users on 11/19. 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.
Sat 12/62:07 pmORD - CTG
1 stop17h 34mCopa Airlines
Wed 12/103:04 pmCTG - ORD
1 stop10h 01mCopa Airlines
Deal found 11/19$290
This CheapOair deal was found by Cheapflights users on 11/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:00 amORD - CTG
1 stop7h 10mSpirit Airlines
Sat 12/202:15 pmCTG - ORD
1 stop11h 15mSpirit Airlines
Deal found 11/20$294
This Travelocity deal was found by Cheapflights users on 11/19. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:00 amORD - CTG
1 stop7h 10mSpirit Airlines
Wed 12/102:15 pmCTG - ORD
1 stop10h 54mSpirit Airlines
Deal found 11/19$295
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/83:26 pmORD - MDE
1 stop8h 43mSpirit Airlines
Mon 12/152:05 amMDE - ORD
1 stop10h 03mSpirit Airlines
Deal found 11/19$296
This Avianca deal was found by Cheapflights users on 11/18. 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.
Sat 11/2910:20 pmORD - MDE
1 stop9h 45mAvianca
Mon 12/88:30 amMDE - ORD
1 stop12h 50mAvianca
Deal found 11/18$297
This KAYAK deal was found by Cheapflights users on 11/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/133:26 pmORD - MDE
1 stop8h 43mSpirit Airlines
Sat 12/202:25 amMDE - ORD
1 stop23h 05mSpirit Airlines
Deal found 11/20$300
This Kiwi.com deal was found by Cheapflights users on 11/19. 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 12/83:26 pmORD - MDE
1 stop8h 43mSpirit Airlines
Wed 12/102:05 amMDE - ORD
1 stop10h 03mSpirit Airlines
Deal found 11/19$301
This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/3012:19 amORD - CTG
1 stop14h 11mAmerican Airlines
Sat 12/68:00 amCTG - ORD
1 stop11h 53mAmerican Airlines
Deal found 11/18$302

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 November 20, 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

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Sat 12/6

2:07 pm-8:41 am

1 stop17h 34m

Cartagena Rafael Nunez

Wed 12/10

3:04 pm-12:05 am

1 stop10h 01m

$290

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Sun 2/1

5:32 pm-1:55 pm

2 stops19h 23m

Medellín Jose Maria Cordova Intl

Wed 2/4

3:15 pm-11:46 pm

1 stop9h 31m

$306

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sun 12/7

7:33 am-12:05 am

1 stop15h 32m

Bogotá El Dorado

Sat 12/13

4:40 pm-12:05 am

1 stop8h 25m

$309

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Tue 12/2

2:07 pm-10:10 am

1 stop19h 03m

Bogotá El Dorado

Tue 12/9

4:40 pm-12:05 am

1 stop8h 25m

$309

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sun 2/8

2:22 pm-9:25 am

1 stop18h 03m

Bogotá El Dorado

Tue 4/14

4:59 am-1:46 pm

1 stop8h 47m

$309

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Tue 2/3

2:22 pm-12:05 am

1 stop8h 43m

Bogotá El Dorado

Mon 2/23

4:45 am-12:31 pm

1 stop8h 46m

$309

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Mon 11/24

6:56 am-12:05 am

1 stop16h 09m

Bogotá El Dorado

Wed 11/26

2:24 pm-12:05 am

1 stop10h 41m

$309

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Mon 2/9

2:22 pm-12:05 am

1 stop8h 43m

Bogotá El Dorado

Mon 2/23

4:45 am-12:31 pm

1 stop8h 46m

$309

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Sat 11/29

7:10 am-10:05 pm

1 stop13h 55m

Medellín Jose Maria Cordova Intl

Sun 12/7

1:15 am-10:56 pm

1 stop22h 41m

$310

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Mon 12/8

7:45 pm-5:42 am

1 stop8h 57m

Medellín Jose Maria Cordova Intl

Sun 12/14

1:15 am-10:02 am

1 stop9h 47m

$319

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

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 November 20, 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. Monday 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 November 20, 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 November 20, 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
1,566 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Food

6.9

Overall

7.6

Entertainment

6.8

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
1,566 reviews
Copa Airlines
7.6
Good
1,566 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Food

6.9

Overall

7.6

Entertainment

6.8

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
1,882 reviews
Copa Airlines
7.6
Good
1,566 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Food

6.9

Overall

7.6

Entertainment

6.8

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
9,027 reviews
Copa Airlines
7.6
Good
1,566 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Food

6.9

Overall

7.6

Entertainment

6.8

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
11,045 reviews
Copa Airlines
7.6
Good
1,566 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Food

6.9

Overall

7.6

Entertainment

6.8

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
2,476 reviews
Copa Airlines
7.6
Good
1,566 reviews

Crew

8.1

Boarding

7.8

Comfort

7.4

Food

6.9

Overall

7.6

Entertainment

6.8

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 13h 55m. Copa Airlines provides one of the quickest options available for as low as $310. There are 2589 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 Copa Airlines. According to our data, you can fly for as low as $123. Users have also found prices from $152 and $162 on United Airlines and Spirit 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 - Medellín Jose Maria Cordova Intl, Chicago O'Hare Intl - Sao Paulo Guarulhos Intl and Chicago O'Hare Intl - Lima J Chavez Intl.

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

    On average you can expect to pay $1,066 for a flight from Chicago to South America. The cheapest flight overall is $159 while the most popular route, (Chicago O'Hare Intl - Medellín Jose Maria Cordova Intl) is currently priced at $324.

  • 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.

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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 November 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$258Average$472FlexibilityNo cancel feeOn-time65%
Copa AirlinesCheapest$267Average$639FlexibilityNo cancel feeOn-time70%
DeltaCheapest$283Average$713FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$289Average$658FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$299Average$775FlexibilityNo cancel feeOn-time69%
LATAM AirlinesCheapest$310Average$661FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$311Average$799FlexibilityNo cancel feeOn-time71%
ArajetCheapest$360Average$884FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$484Average$858FlexibilityNo cancel feeOn-time67%
GOLCheapest$596Average$710FlexibilityNo cancel feeOn-time74%

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