South America

$120+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — BOG
Aug 3 — Aug 101
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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 July 4, 2026.

This American Airlines deal was found by Cheapflights users on 6/29. 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 11/67:10 pm
ORD
-
CTG
1 stop17h 23m
American Airlines
Sat 11/144:15 pm
CTG
-
ORD
2 stops16h 12m
American Airlines
Deal found 6/29$370
This Avianca deal was found by Cheapflights users on 6/29. 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.
Thu 10/2911:20 pm
ORD
-
CTG
1 stop13h 10m
Avianca
Mon 11/27:15 am
CTG
-
ORD
1 stop14h 05m
Avianca
Deal found 6/29$381
This Delta deal was found by Cheapflights users on 6/28. 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 8/186:25 pm
ORD
-
CTG
2 stops26h 05m
Delta
Tue 8/252:30 pm
CTG
-
ORD
2 stops17h 26m
Delta
Deal found 6/28$383
This Delta deal was found by Cheapflights users on 7/2. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/66:25 pm
ORD
-
CTG
2 stops26h 05m
Delta
Thu 9/102:30 pm
CTG
-
ORD
2 stops22h 29m
Delta
Deal found 7/2$384
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:10 am
ORD
-
CTG
1 stop8h 07m
American Airlines
Thu 8/63:15 pm
CTG
-
ORD
1 stop16h 19m
American Airlines
Deal found 7/1$385
This Despegar deal was found by Cheapflights users on 7/1. 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 Despegar is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/155:30 am
ORD
-
CTG
1 stop7h 35m
LATAM Airlines
Sat 8/222:30 pm
CTG
-
ORD
1 stop18h 14m
LATAM Airlines
Deal found 7/1$386
This Expedia deal was found by Cheapflights users on 6/29. 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.
Thu 8/135:30 am
ORD
-
CTG
1 stop7h 45m
LATAM Airlines
Thu 8/202:30 pm
CTG
-
ORD
1 stop28h 19m
LATAM Airlines
Deal found 6/29$387
This Justfly.com deal was found by Cheapflights users on 6/28. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:35 pm
ORD
-
CTG
1 stop21h 00m
JetBlue
Fri 8/2812:35 pm
CTG
-
ORD
1 stop11h 09m
JetBlue
Deal found 6/28$388
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/96:00 am
ORD
-
CTG
1 stop8h 15m
American Airlines
Thu 8/133:15 pm
CTG
-
ORD
2 stops16h 15m
American Airlines
Deal found 6/30$390
This Delta deal was found by Cheapflights users on 6/30. 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 9/183:40 pm
ORD
-
CTG
1 stop21h 35m
Delta
Fri 9/255:35 am
CTG
-
ORD
2 stops18h 24m
Delta
Deal found 6/30$391
This Delta deal was found by Cheapflights users on 6/28. 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 8/215:30 am
ORD
-
CTG
2 stops13h 15m
Delta
Thu 8/272:30 pm
CTG
-
ORD
2 stops17h 26m
Delta
Deal found 6/28$392
This Ovago deal was found by Cheapflights users on 7/3. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 am
ORD
-
CTG
1 stop6h 52m
JetBlue
Thu 9/172:00 pm
CTG
-
ORD
1 stop9h 31m
JetBlue
Deal found 7/3$393

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 July 4, 2026.

Round-trip from

$369
(Justfly.com)

One-way from

$120
(Cheapflightsfares)

Popular in

December

Cheapest in

February

Average price

$509

Good round-trip deal

$509 or less

Good one-way deal

$433 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 ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
Average for round-trip flights in July 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 July 4, 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

Thu 9/10

5:30 am-1:15 pm

1 stop7h 45m

Cartagena Rafael Nunez

Thu 9/17

2:30 pm-12:59 pm

2 stops22h 29m

$385

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Wed 11/4

2:13 pm-5:26 pm

1 stop26h 13m

Bogotá El Dorado

Wed 11/11

10:40 am-12:46 pm

1 stop27h 06m

$393

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Fri 11/20

2:13 pm-11:07 am

1 stop19h 54m

Bogotá El Dorado

Fri 11/27

10:40 am-12:11 am

1 stop14h 31m

$393

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sat 9/12

9:35 pm-7:20 pm

1 stop21h 45m

Bogotá El Dorado

Fri 9/25

7:20 am-9:32 pm

1 stop14h 12m

$394

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sat 9/12

7:52 pm-7:20 pm

1 stop23h 28m

Bogotá El Dorado

Tue 9/29

8:30 am-9:42 pm

1 stop13h 12m

$394

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sat 9/12

7:00 am-8:10 pm

2 stops13h 10m

Bogotá El Dorado

Tue 9/29

8:40 am-11:59 pm

2 stops15h 19m

$410

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sat 9/5

6:30 pm-5:50 pm

2 stops23h 20m

Bogotá El Dorado

Sun 9/20

2:55 pm-8:35 am

1 stop17h 40m

$410

ChicagoBogotá

ORD - BOG

ORDBOG

Chicago O'Hare Intl

Sat 9/12

7:00 am-8:10 pm

2 stops13h 10m

Bogotá El Dorado

Fri 9/25

11:00 am-11:59 pm

2 stops12h 59m

$410

ChicagoCartagena

ORD - CTG

ORDCTG

Chicago O'Hare Intl

Wed 12/9

2:13 pm-5:55 pm

1 stop26h 42m

Cartagena Rafael Nunez

Mon 12/21

6:25 am-12:11 am

1 stop18h 46m

$423

ChicagoMedellín

ORD - MDE

ORDMDE

Chicago O'Hare Intl

Fri 9/11

6:30 am-9:10 pm

1 stop14h 40m

Medellín Jose Maria Cordova Intl

Sat 9/19

9:45 am-9:32 pm

1 stop11h 47m

$427

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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

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

Currently, April is the cheapest month in which you can book a flight from Chicago to South America (average of $447). Flying from Chicago to South America in December is currently the most expensive (average of $786). 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 July 4, 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 43% 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 July 4, 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).

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 34 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 4, 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.

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Comfort

7.4

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Comfort

7.4

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Comfort

7.4

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Comfort

7.4

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Comfort

7.4

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Boarding

7.8

Food

6.9

Crew

8.1

Entertainment

6.8

Comfort

7.4

Overall

7.6

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

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 45m. Delta provides one of the quickest options available for as low as $385. 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 Avianca. According to our data, you can fly for as low as $115. Users have also found prices from $122 and $126 on Copa Airlines and American 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 $1,208 for a flight from Chicago to South America. The cheapest flight overall is $377 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, April is the cheapest month in which you can book a flight from Chicago to South America (average of $447). Flying from Chicago to South America in December is currently the most expensive (average of $786). 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 July 4, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$153Average$815FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$653FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$204Average$749FlexibilityNo cancel feeOn-time69%
Copa AirlinesCheapest$245Average$610FlexibilityNo cancel feeOn-time70%
GOLCheapest$269Average$704FlexibilityNo cancel feeOn-time74%
ArajetCheapest$272Average$712FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$292Average$661FlexibilityNo cancel feeOn-time81%
AviancaCheapest$297Average$654FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$317Average$831FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$479Average$688FlexibilityNo cancel feeOn-time67%

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