Cheap flights from Chicago to South America from $172

In general, February is the cheapest month to fly from Chicago to South America. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $542. If you aren’t able to travel during the month of February, then book flights to South America from Chicago during April instead. Flights to South America in April, while not as cheap as those in February, still average around $545.

Fly from Chicago O'Hare Intl to Bogotá El Dorado for the best Chicago - South America flight prices

You are more likely to see cheaper flights to South America from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to South America for around $687 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to South America from Chicago for as low as $609 on momondo.

There are 3 cabin classes available to choose from on Chicago to South America flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Delta, Copa Airlines, and United Airlines are the most popular carriers operating from Chicago to South America

Copa Airlines, Avianca and American Airlines are the top three most popular airlines that fly to South America from Chicago according to our data. Copa Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to South America. Keep in mind that there are 12 different airlines that fly to South America on a routine basis, so you have a few additional options to choose from.

Historically, on average around 31% of flights between Chicago and South America have experienced a delay on any given week. The average delay length over the past 12 months has been 180 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Saturday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, Avianca have had the least number of delays on this route over the last 12 months; with about 17% of their flights experiencing any sort of delay.

The number of flights available between Chicago and South America is 3 per day as of November 2026. The most frequent departure time is 10:00PM, with 100% of daily flights leaving in the evening.

The number of flights available between Chicago and South America is 23 per week as of November 2026. The most frequent departure day is Tue, with 17% of weekly flights leaving on this day.