Cheapest return flights from Chicago to Sao Paulo in October from $643

Best time to book flights for Chicago (ORD) to Sao Paulo (GRU) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Sao Paulo (GRU) in October 2025 (see full year).

Return flights

21 Oct - 04 Nov Spirit Airlines
10 Oct - 12 Oct Avianca
10 Oct - 12 Oct United direct

Also check the deals for one-way flights from Chicago to Sao Paulo in October.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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