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$109+ 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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOG
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$296
(Cheapflightsfares)

One-way from

$109
(Flightnetwork)

Popular in

December

Cheapest in

January

Average price

$1,097

Good round-trip deal

$418 or less

Good one-way deal

$179 or less
From Chicago (CHI) to South America
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One-way flight from Chicago (CHI) to South America
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Highest demand for flights based on searches. 6% potential increase in price ($63 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Sat 10/1811:55 amORD - MDE
1 stop12h 26mSpirit Airlines
Sat 10/252:22 pmMDE - ORD
1 stop9h 23mSpirit Airlines
Deal found 9/16$296
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Tue 10/147:43 pmORD - MDE
1 stop17h 28mSpirit Airlines
Wed 10/151:16 amMDE - ORD
1 stop9h 34mSpirit Airlines
Deal found 9/16$297
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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.
Tue 10/75:05 amORD - MDE
1 stop8h 06mSpirit Airlines
Mon 10/131:16 amMDE - ORD
1 stop17h 22mSpirit Airlines
Deal found 9/14$299
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Tue 10/75:05 amORD - MDE
1 stop8h 06mSpirit Airlines
Sat 10/112:22 pmMDE - ORD
1 stop9h 23mSpirit Airlines
Deal found 9/15$301
This Cheapflightsfares deal was found by Cheapflights users on 9/15. 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.
Thu 11/138:41 amORD - MDE
1 stop8h 23mSpirit Airlines
Sun 11/163:11 pmMDE - ORD
1 stop19h 12mSpirit Airlines
Deal found 9/15$302
This Mytrip deal was found by Cheapflights users on 9/15. 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 10/611:55 amORD - MDE
1 stop12h 26mSpirit Airlines
Thu 10/231:59 pmMDE - ORD
2 stops28h 39mSpirit Airlines
Deal found 9/15$303
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/1111:55 amORD - MDE
1 stop12h 26mSpirit Airlines
Wed 10/151:16 amMDE - ORD
1 stop9h 34mSpirit Airlines
Deal found 9/15$308
This Cheapflightsfares deal was found by Cheapflights users on 9/16. 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.
Thu 10/1611:55 amORD - MDE
1 stop12h 26mSpirit Airlines
Wed 10/221:16 amMDE - ORD
1 stop14h 48mSpirit Airlines
Deal found 9/16$309
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/75:05 amORD - MDE
1 stop8h 06mSpirit Airlines
Sat 10/111:16 amMDE - ORD
1 stop9h 34mSpirit Airlines
Deal found 9/15$312
This KAYAK deal was found by Cheapflights users on 9/15. 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.
Fri 10/247:43 pmORD - MDE
1 stop28h 38mSpirit Airlines
Sun 10/261:16 amMDE - ORD
1 stop9h 34mSpirit Airlines
Deal found 9/15$313
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:50 pmORD - GRU
Nonstop10h 25mUnited Airlines
Tue 2/39:45 pmGRU - ORD
Nonstop10h 45mUnited Airlines
Deal found 9/17$386
This Copa Airlines deal was found by Cheapflights users on 9/16. 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 10/67:59 amORD - GRU
1 stop14h 11mCopa Airlines
Wed 10/153:10 amGRU - ORD
1 stop23h 11mCopa Airlines
Deal found 9/16$388

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 September 17, 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

Thu 10/30

6:54 pm-1:04 pm

1 stop18h 10m

Medellín Jose Maria Cordova Intl

Wed 11/5

6:59 pm-9:23 am

1 stop15h 24m

$309

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Fri 10/24

3:07 pm-8:17 am

1 stop17h 10m

Medellín Jose Maria Cordova Intl

Mon 10/27

9:17 am-12:56 am

1 stop15h 39m

$357

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Fri 10/31

6:00 am-9:05 pm

1 stop15h 05m

Medellín Jose Maria Cordova Intl

Thu 11/6

10:45 am-7:41 am

1 stop21h 56m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Fri 10/31

6:00 am-9:05 pm

1 stop15h 05m

Medellín Jose Maria Cordova Intl

Fri 11/7

10:45 am-12:15 am

1 stop14h 30m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Fri 10/31

6:00 am-9:05 pm

1 stop15h 05m

Medellín Jose Maria Cordova Intl

Wed 11/5

10:45 am-11:10 pm

1 stop13h 25m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Tue 10/28

7:10 am-9:05 pm

1 stop13h 55m

Medellín Jose Maria Cordova Intl

Thu 11/6

10:45 am-12:15 am

1 stop14h 30m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Tue 10/28

7:10 am-9:05 pm

1 stop13h 55m

Medellín Jose Maria Cordova Intl

Sat 11/8

10:45 am-7:41 am

1 stop21h 56m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Wed 10/29

7:10 am-9:05 pm

1 stop13h 55m

Medellín Jose Maria Cordova Intl

Fri 11/7

10:45 am-9:17 pm

1 stop11h 32m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Sat 11/1

10:35 am-9:05 pm

1 stop10h 30m

Medellín Jose Maria Cordova Intl

Fri 11/7

10:45 am-11:10 pm

1 stop13h 25m

$360

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Sat 11/1

10:35 am-9:05 pm

1 stop10h 30m

Medellín Jose Maria Cordova Intl

Thu 11/6

10:45 am-7:41 am

1 stop21h 56m

$360

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

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, May is the cheapest month in which you can book a flight from Chicago to South America (average of $359). Flying from Chicago to South America in December is currently the most expensive (average of $664). 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 September 17, 2025.

When flying from Chicago to South America, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 September 17, 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 September 17, 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
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

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
1,533 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

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
1,849 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

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
8,926 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

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
10,000 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

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
6.7
Okay
2,436 reviews
Copa Airlines
7.6
Good
1,533 reviews

Entertainment

6.8

Food

6.8

Comfort

7.4

Overall

7.6

Boarding

7.8

Crew

8.1

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 15h 05m. Spirit Airlines provides one of the quickest options available for as low as $360. 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 Spirit Airlines. According to our data, you can fly for as low as $109. Users have also found prices from $203 and $253 on Arajet and LATAM 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 - Sao Paulo Guarulhos Intl, Chicago O'Hare Intl - Lima J Chavez Intl and Chicago O'Hare Intl - Medellín Jose Maria Cordova Intl.

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

    On average you can expect to pay $860 for a flight from Chicago to South America. The cheapest flight overall is $137 while the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl) is currently priced at $388.

  • 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, May is the cheapest month in which you can book a flight from Chicago to South America (average of $359). Flying from Chicago to South America in December is currently the most expensive (average of $664). 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$220Average$650FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$261Average$484FlexibilityNo cancel feeOn-time65%
DeltaCheapest$283Average$711FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$286Average$663FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$299Average$799FlexibilityNo cancel feeOn-time69%
LATAM AirlinesCheapest$310Average$683FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$311Average$786FlexibilityNo cancel feeOn-time71%
AzulCheapest$450Average$1,768FlexibilityNo cancel feeOn-time82%
GOLCheapest$652Average$801FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$696Average$890FlexibilityNo cancel feeOn-time67%

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