AirHint found the following cheapest one-way flights from Chicago (ORD) to Sao Paulo (GRU) in September 2026 (see full year).
One-Way flights
| 16 Sep | Air Canada | ||
| 29 Sep | Air Canada | ||
| 26 Sep | United | direct | |
| 29 Sep | United | direct | |
| 16 Sep | United | direct | |
| 19 Sep | United | direct |
Also check the deals for return flights from Chicago to Sao Paulo in September.
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