Cheap flights from Sao Paulo to Chicago from $248

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Sao Paulo averaging around $809.

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Wednesday when prices can be found for as low as $956. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday is the most expensive day to depart from Sao Paulo because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,254.

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Sao Paulo when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $922 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Sao Paulo for as low as $722 on momondo.

Historically, on average around 13% of flights between Sao Paulo and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 192 minutes.

Generally, flights departing in the morning tend to experience fewer delays. Flights at night 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.

Montreal (YUL) was the most common stop: 53% of momondo users choosing 1-stop flights on this route connected there.

Flights via Montreal (YUL) offer the lowest average round-trip price of $580.

Flights connecting via Bogotá (BOG) have the shortest average one-way travel time: 13h 30m.

Bogotá (BOG) has the shortest average layover time for this route: 1h 13m.

As of September 2026, 2 flights take off from Sao Paulo and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 10:00PM, with 100% of daily flights taking off in the evening.

The number of flights available between Sao Paulo and Chicago O'Hare Intl Airport is 14 per week as of September 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.