South America

$133+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOG
Jun 7 — Jun 141
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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 May 8, 2026.

This American Airlines deal was found by Cheapflights users on 5/7. 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 9/218:44 pm
ORD
-
CTG
2 stops15h 21m
American Airlines
Wed 9/302:05 pm
CTG
-
ORD
1 stop8h 23m
American Airlines
Deal found 5/7$290
This Copa Airlines deal was found by Cheapflights users on 5/4. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/141:20 am
ORD
-
CTG
1 stop12h 45m
Copa Airlines
Fri 7/246:20 am
CTG
-
ORD
1 stop21h 40m
Copa Airlines
Deal found 5/4$333
This Copa Airlines deal was found by Cheapflights users on 5/7. 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.
Sun 11/87:35 am
ORD
-
CTG
1 stop9h 21m
Copa Airlines
Thu 11/127:00 pm
CTG
-
ORD
1 stop18h 46m
Copa Airlines
Deal found 5/7$343
This American Airlines deal was found by Cheapflights users on 5/5. 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 11/27:07 pm
ORD
-
CTG
1 stop17h 26m
American Airlines
Fri 11/62:34 pm
CTG
-
ORD
1 stop10h 47m
American Airlines
Deal found 5/5$345
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:07 pm
ORD
-
CTG
1 stop17h 26m
American Airlines
Sat 11/214:15 pm
CTG
-
ORD
2 stops15h 50m
American Airlines
Deal found 5/4$350
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Tue 5/1210:41 am
ORD
-
BOG
1 stop11h 49m
American Airlines
Fri 5/222:10 pm
BOG
-
ORD
1 stop10h 14m
American Airlines
Deal found 5/7$353
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/16:00 pm
ORD
-
CTG
1 stop18h 35m
American Airlines
Wed 6/173:13 pm
CTG
-
ORD
1 stop9h 06m
American Airlines
Deal found 5/5$354
This American Airlines deal was found by Cheapflights users on 5/8. 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 5/294:05 pm
ORD
-
CTG
1 stop22h 08m
American Airlines
Wed 6/31:35 pm
CTG
-
ORD
1 stop10h 49m
American Airlines
Deal found 5/8$355
This Copa Airlines deal was found by Cheapflights users on 5/8. 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.
Thu 10/18:01 am
ORD
-
CTG
1 stop9h 54m
Copa Airlines
Mon 10/53:05 pm
CTG
-
ORD
1 stop9h 52m
Copa Airlines
Deal found 5/8$358
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/18:52 pm
ORD
-
CTG
2 stops15h 43m
American Airlines
Fri 6/51:35 pm
CTG
-
ORD
1 stop9h 55m
American Airlines
Deal found 5/5$360
This BusinessClass deal was found by Cheapflights users on 5/7. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:00 am
ORD
-
BOG
2 stops13h 15m
GOL
Wed 10/212:35 pm
BOG
-
ORD
1 stop9h 07m
GOL
Deal found 5/7$360
This Delta deal was found by Cheapflights users on 5/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:15 am
ORD
-
CTG
1 stop8h 05m
Delta
Tue 5/122:13 pm
CTG
-
ORD
1 stop8h 14m
Delta
Deal found 5/4$362

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 May 8, 2026.

Round-trip from

$290
(American Airlines)

One-way from

$133
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$424

Good round-trip deal

$427 or less

Good one-way deal

$241 or less
From Chicago (CHI) to South America
One-way flight from Chicago (CHI) to South America
Highest demand for flights based on searches. 10% potential increase in price ($51 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in May 2026
Price to beat on a round-trip flight from Chicago (CHI) to South America.
Price to beat on a one-way flight from Chicago (CHI) to South America.

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 May 8, 2026.
Use the filters below to find and compare flights from Chicago to South America that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Fri 7/17

1:20 am-8:40 am

1 stop7h 20m

Cartagena Rafael Nunez

Fri 7/24

6:20 am-4:00 am

1 stop21h 40m

$333

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Tue 7/14

1:20 am-2:05 pm

1 stop12h 45m

Cartagena Rafael Nunez

Fri 7/24

6:20 am-4:00 am

1 stop21h 40m

$333

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Sat 6/6

3:21 pm-8:05 am

1 stop16h 44m

Cartagena Rafael Nunez

Tue 6/9

9:45 am-4:00 am

1 stop18h 15m

$363

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Sat 6/6

3:21 pm-8:05 am

1 stop16h 44m

Cartagena Rafael Nunez

Wed 6/10

3:05 pm-4:00 am

1 stop12h 55m

$373

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Fri 9/11

6:40 pm-4:54 am

1 stop10h 14m

Bogotá El Dorado

Mon 9/21

7:20 am-11:16 pm

1 stop15h 56m

$385
Quickest round-trip

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Thu 6/4

7:07 am-8:10 pm

2 stops13h 03m

Bogotá El Dorado

Tue 6/9

2:55 pm-11:59 pm

1 stop9h 04m

$390

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Mon 5/25

7:07 am-7:15 pm

1 stop12h 08m

Bogotá El Dorado

Fri 5/29

2:55 pm-10:29 am

2 stops19h 34m

$390

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Wed 7/1

3:21 pm-8:05 am

1 stop16h 44m

Cartagena Rafael Nunez

Thu 7/9

9:45 am-4:00 am

1 stop18h 15m

$393

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Sun 6/7

7:17 pm-1:15 pm

2 stops41h 58m

Cartagena Rafael Nunez

Thu 6/11

2:30 pm-8:38 am

1 stop18h 08m

$397

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Sun 5/31

3:21 pm-8:40 am

1 stop17h 19m

Cartagena Rafael Nunez

Wed 6/3

3:05 pm-4:00 am

1 stop12h 55m

$408

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
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6

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

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

The price you pay for your flight from Chicago to South America may vary depending on when you book. For the best chance of a lower fare, look to book 75 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 $443). Flying from Chicago to South America in December is currently the most expensive (average of $796). 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 May 8, 2026.

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 42% versus a flight in the afternoon.

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 May 8, 2026.

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 May 8, 2026.
Read reviews from past customers who have flown Copa Airlines,LATAM Airlines, andUnited 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.

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

Food

6.8

Overall

7.5

Entertainment

6.8

Crew

8.1

Boarding

7.8

Comfort

7.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Apr 2026

LIM - PTY

Fast boarding, polite and helpful staff. Lowest cost across all airlines

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 7h 20m. Copa Airlines provides one of the quickest options available for as low as $333. There are 2303 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 $107. Users have also found prices from $115 and $122 on Avianca and Copa Airlines, respectively.

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

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

    On average you can expect to pay $932 for a flight from Chicago to South America. The cheapest flight overall is $158 while the most popular route, (Chicago O'Hare Intl - Medellín Jose Maria Cordova Intl) is currently priced at $415.

  • 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 $443). Flying from Chicago to South America in December is currently the most expensive (average of $796). 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

Browse thousands of different options on Cheapflights for your next trip

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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.

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 May 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$126Average$437FlexibilityNo cancel feeOn-time65%
DeltaCheapest$153Average$794FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$212Average$677FlexibilityNo cancel feeOn-time81%
ArajetCheapest$264Average$604FlexibilityNo cancel feeOn-timeN/A
Copa AirlinesCheapest$264Average$579FlexibilityNo cancel feeOn-time70%
GOLCheapest$267Average$650FlexibilityNo cancel feeOn-time74%
American AirlinesCheapest$295Average$804FlexibilityNo cancel feeOn-time71%
AviancaCheapest$297Average$616FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$302Average$732FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$479Average$788FlexibilityNo cancel feeOn-time67%

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