Cheap flights from Illinois to Sao Paulo from $238

The cheapest month to fly to Sao Paulo from Illinois is in January. Flight prices, which tend to average around $565, are often lower during this time because this is during the off-season. If you don’t want to visit Sao Paulo in January, then you should wait until March to fly from Illinois, when ticket prices are also cheap, with an average price of $633.

The cheapest day to depart on your flight to Sao Paulo is on a Thursday when prices can be found for as low as $947. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Illinois because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,079.

In the afternoon is the cheapest time of day to fly from Illinois to Sao Paulo when you can find flight prices for as low as $982. Flying to Sao Paulo in the afternoon is an ideal time because this is during off-peak travel hours. Flights to Sao Paulo are more costly in the evening, with an average ticket price of $1,051. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

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

You are more likely to see cheaper flights to Sao Paulo from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo for around $855 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sao Paulo from Illinois for as low as $682 on momondo.

There are 2 cabin classes available to choose from on Illinois to Sao Paulo flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Arajet, Copa Airlines, and GOL are the most popular carriers operating from Illinois to Sao Paulo

United Airlines, Copa Airlines and LATAM Airlines are the top three most popular airlines that fly to Sao Paulo from Illinois according to our data. United Airlines is the first choice among our users, with 58% of people opting to fly with this airline when traveling to Sao Paulo. Keep in mind that there are 7 different airlines that fly to Sao Paulo on a routine basis, so you have a few additional options to choose from.

2 flights are operational daily from Illinois to Sao Paulo as of February 2026. The most popular departure time for this route is 5:00PM, with 100% of flights per day taking off in the afternoon.

As of February 2026, there are 14 flights per week flying from Illinois to Sao Paulo. The most common day of the week flights depart is Mon, with 14% of flights taking off on this day.