Cheapest one-way flights from Chicago to Sao Paulo in October from $266

AirHint found the following cheapest one-way flights from Chicago (ORD) to Sao Paulo (GRU) in October 2026 (see full year).

One-Way flights

24 Oct Arajet
17 Oct Arajet
12 Oct Arajet
13 Oct Air Canada
11 Oct Air Canada
11 Oct United direct
12 Oct United direct
13 Oct United direct
24 Oct United direct
17 Oct United direct

Also check the deals for return flights from Chicago to Sao Paulo in October.

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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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