Cheap flights from South America to Chicago from $216

The month of February is, on average, the cheapest month to fly to Chicago from South America, with most prices found around $531. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from South America to Chicago during April average around $552.

Fly from Sao Paulo Guarulhos Intl to Chicago O'Hare Intl for the best South America - Chicago flight prices

You are more likely to see cheaper flights to Chicago from South America when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $774 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from South America for as low as $596 on momondo.

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

Volaris, LATAM Airlines, and Delta are the most popular carriers operating from South America to Chicago

Copa Airlines, American Airlines and Avianca are the top three most popular airlines that fly to Chicago from South America according to our data. Copa Airlines is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 14% of flights between South America and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 161 minutes.

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

Sunday 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, United Airlines have had the least number of delays on this route over the last 12 months; with about 13% of their flights experiencing any sort of delay.

As of October 2026, there are 4 flights per day flying from South America to Chicago. The most common time of day flights depart is 2:00PM, with 50% of flights taking off in the afternoon.

28 flights are operational weekly from South America to Chicago as of October 2026. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.