Find United Airlines(UA) flights from Chicago to Sao Paulo

At the moment, several airlines serve connecting flights from Chicago to Sao Paulo, including: Arajet Airline Selected airlines are based on historical data collected from flight bookings made by users on Trip.com within the last 90 days.

It takes about 10 hours 7 minutes to fly from Chicago to Sao Paulo.

By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Sao Paulo is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

The cheapest months to fly from Chicago to Sao Paulo is December, when demand for travel is lower.

After crunching the numbers on our August flight calendar, it's currently cheapest to fly from Chicago to Sao Paulo on August 31, 2026 with Arajet Airline, with prices starting at US$295.

You can land at any one of the following hubs in Sao Paulo, with O'Hare International Airport to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (ORD-GRU) is by far the most common option on this route: São Paulo–Congonhas Airport (CGH) São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) Viracopos International Airport (VCP).

The time difference between Sao Paulo and Chicago is 3h.

Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.