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South America

$84+ 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 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOG
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
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 August 13, 2025.

Round-trip from

$290
(Copa Airlines)

One-way from

$84
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$773

Good round-trip deal

$450 or less

Good one-way deal

$189 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. 9% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 13, 2025.

This Copa Airlines deal was found by Cheapflights users on 8/12. 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.
Fri 9/193:07 pmORD - CTG
1 stop17h 35mCopa Airlines
Wed 9/243:30 pmCTG - ORD
1 stop8h 51mCopa Airlines
Deal found 8/12$290
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/145:05 amORD - CTG
1 stop7h 18mSpirit Airlines
Sat 9/201:29 pmCTG - ORD
1 stop9h 19mSpirit Airlines
Deal found 8/12$293
This Orbitz deal was found by Cheapflights users on 8/11. 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.
Wed 9/175:46 pmORD - CTG
2 stops18h 37mSpirit Airlines
Sat 9/201:29 pmCTG - ORD
1 stop9h 19mSpirit Airlines
Deal found 8/11$295
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/105:05 amORD - CTG
1 stop7h 18mSpirit Airlines
Thu 9/181:29 pmCTG - ORD
1 stop9h 19mSpirit Airlines
Deal found 8/12$296
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/266:44 pmORD - CTG
1 stop17h 39mSpirit Airlines
Tue 9/301:29 pmCTG - ORD
1 stop9h 19mSpirit Airlines
Deal found 8/12$298
This Delta deal was found by Cheapflights users on 8/12. 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.
Fri 9/127:59 pmORD - CTG
1 stop17h 17mDelta
Sat 9/202:33 pmCTG - ORD
1 stop18h 07mDelta
Deal found 8/12$302
This Delta deal was found by Cheapflights users on 8/12. 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.
Fri 9/127:59 pmORD - CTG
1 stop17h 17mDelta
Thu 9/1811:53 amCTG - ORD
2 stops12h 01mDelta
Deal found 8/12$305
This American Airlines deal was found by Cheapflights users on 8/11. 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.
Fri 9/268:58 pmORD - CTG
2 stops15h 27mAmerican Airlines
Fri 10/31:25 pmCTG - ORD
2 stops18h 17mAmerican Airlines
Deal found 8/11$306
This Kiwi.com deal was found by Cheapflights users on 8/12. 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 9/123:07 pmORD - CTG
1 stop19h 54mMultiple Airlines
Wed 9/171:29 pmCTG - ORD
1 stop9h 19mMultiple Airlines
Deal found 8/12$307
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Sat 9/208:29 pmORD - CTG
2 stops15h 56mAmerican Airlines
Fri 9/261:25 pmCTG - ORD
2 stops18h 17mAmerican Airlines
Deal found 8/12$308
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Mon 9/298:47 pmORD - CTG
2 stops15h 38mAmerican Airlines
Fri 10/31:25 pmCTG - ORD
2 stops18h 17mAmerican Airlines
Deal found 8/12$309
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
Fri 9/125:05 amORD - MDE
1 stop19h 23mSpirit Airlines
Fri 9/191:24 amMDE - ORD
1 stop9h 28mSpirit Airlines
Deal found 8/12$312

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 August 13, 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

Thu 9/4

8:02 am-11:00 pm

1 stop14h 58m

Cartagena Rafael Nunez

Tue 9/9

6:20 am-12:21 am

1 stop18h 01m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Fri 10/17

3:07 pm-8:42 am

1 stop17h 35m

Cartagena Rafael Nunez

Tue 10/21

3:30 pm-12:21 am

1 stop8h 51m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Mon 11/3

2:07 pm-11:00 pm

1 stop7h 53m

Cartagena Rafael Nunez

Fri 11/7

6:24 am-12:05 am

1 stop18h 41m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Fri 9/26

3:07 pm-8:42 am

1 stop17h 35m

Cartagena Rafael Nunez

Wed 10/1

12:00 pm-12:21 am

1 stop12h 21m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Wed 10/22

3:07 pm-11:00 pm

1 stop7h 53m

Cartagena Rafael Nunez

Thu 10/30

6:21 am-12:56 am

1 stop18h 35m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Wed 10/1

3:07 pm-8:42 am

1 stop17h 35m

Cartagena Rafael Nunez

Mon 10/6

12:00 pm-12:21 am

1 stop12h 21m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Fri 9/5

3:07 pm-8:42 am

1 stop17h 35m

Cartagena Rafael Nunez

Tue 9/9

6:20 am-12:21 am

1 stop18h 01m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Fri 9/12

3:07 pm-8:42 am

1 stop17h 35m

Cartagena Rafael Nunez

Mon 9/15

9:22 am-12:21 am

1 stop14h 59m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Wed 10/22

3:07 pm-8:22 am

1 stop17h 15m

Cartagena Rafael Nunez

Sun 10/26

6:21 am-12:56 am

1 stop18h 35m

$290

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Sat 9/6

3:07 pm-8:21 am

1 stop17h 14m

Cartagena Rafael Nunez

Tue 9/9

6:20 am-12:21 am

1 stop18h 01m

$290

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/11

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 August 13, 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 August 13, 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 August 13, 2025.
Read reviews from past customers who have flown LATAM Airlines, Copa 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.
LATAM Airlines
7.5
Good
1,838 reviews

Food

6.7

Entertainment

7.0

Crew

8.0

Comfort

7.4

Boarding

7.6

Overall

7.5

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
LATAM Airlines
7.5
Good
1,838 reviews
LATAM Airlines
7.5
Good
1,838 reviews

Food

6.7

Entertainment

7.0

Crew

8.0

Comfort

7.4

Boarding

7.6

Overall

7.5

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Copa Airlines
7.5
Good
1,507 reviews
LATAM Airlines
7.5
Good
1,838 reviews

Food

6.7

Entertainment

7.0

Crew

8.0

Comfort

7.4

Boarding

7.6

Overall

7.5

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
United Airlines
7.4
Good
8,920 reviews
LATAM Airlines
7.5
Good
1,838 reviews

Food

6.7

Entertainment

7.0

Crew

8.0

Comfort

7.4

Boarding

7.6

Overall

7.5

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
American Airlines
7.2
Good
10,000 reviews
LATAM Airlines
7.5
Good
1,838 reviews

Food

6.7

Entertainment

7.0

Crew

8.0

Comfort

7.4

Boarding

7.6

Overall

7.5

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing
Avianca
6.7
Okay
2,399 reviews
LATAM Airlines
7.5
Good
1,838 reviews

Food

6.7

Entertainment

7.0

Crew

8.0

Comfort

7.4

Boarding

7.6

Overall

7.5

Reviews

1 / 20
4.0
Okay

Murilo,Jun 2025

SFO - LAX

I had mixed feelings regarding this flight. Called several times Latam and Delta regarding the purchase of checked baggage and price. I was told 80 dollars, could not buy it ahead of time,, they told me it was not Possible, that I had to buy at the airport. Check in my luggage the attendant says 80 dollars but I was charged 200 . No one could get me a solid answer why. Very disappointing

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.

  • 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 - Medellín Jose Maria Cordova Intl and Chicago O'Hare Intl - Buenos Aires Ministro Pistarini.

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

    On average you can expect to pay $881 for a flight from Chicago to South America. The cheapest flight overall is $157 while the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl) is currently priced at $597.

  • 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 August 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$206Average$662FlexibilityNo cancel feeOn-time70%
Spirit AirlinesCheapest$261Average$486FlexibilityNo cancel feeOn-time65%
DeltaCheapest$283Average$711FlexibilityNo cancel feeOn-timeN/A
AviancaCheapest$283Average$672FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$299Average$829FlexibilityNo cancel feeOn-time69%
LATAM AirlinesCheapest$310Average$692FlexibilityNo cancel feeOn-time81%
American AirlinesCheapest$311Average$784FlexibilityNo cancel feeOn-time71%
AzulCheapest$450Average$1,716FlexibilityNo cancel feeOn-time82%
GOLCheapest$652Average$801FlexibilityNo cancel feeOn-time74%
Air CanadaCheapest$707Average$907FlexibilityNo cancel feeOn-time67%

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