Cheap Flights from Chicago (CHI) to Sao Paulo (SAO)

Frequently Asked Questions

• What are the cheapest flights from Chicago to Sao Paulo (CHI-SAO)?

  Based on Trip.com data, Frontier Airlines offers one-way fares as low as US$239 on Cheapest nonstop routes (e.g. ORD to VCP on Wed, Apr 22), while DM Airlines offers Cheapest nonstop round-trips from US$525 departing on Mon, May 11 and returning on Fri, May 15.

• Which airlines offer 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.

• How long is a flight from Chicago to Sao Paulo?

  It takes about 10 hours 17 minutes to fly from Chicago to Sao Paulo.

• When is the best time to book flights 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.

• How can I find the best deals on flights from Chicago to Sao Paulo?

  To find best deals on flights from Chicago to Sao Paulo, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Wed, Apr 22, with one-way flights priced at just US$239.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Sao Paulo travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When are flight tickets from Chicago (CHI) to Sao Paulo (SAO) the cheapest?

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

• Which upcoming date is cheapest to fly from Chicago to Sao Paulo on?

  After crunching the numbers on our April flight calendar, it's currently cheapest to fly from Chicago to Sao Paulo on April 11, 2026 with Arajet Airline, with prices starting at US$237.

• Which airports can I fly to for Sao Paulo from Chicago?

  You can land at any one of the following hubs in Sao Paulo, with Chicago 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).

• Is there any time difference between Chicago and Sao Paulo?

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

• How do I change or cancel my ticket from Chicago to Sao Paulo?

  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.