Cheapest one-way flights from Chicago to Sao Paulo in September from $377

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

One-Way flights

15 Sep GOL Linhas Aéreas
13 Sep GOL Linhas Aéreas
03 Sep GOL Linhas Aéreas
15 Sep United direct
13 Sep United direct
03 Sep United direct

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

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