AirHint found the following cheapest return flights from Chicago (ORD) to Sao Paulo (GRU) in October 2025 (see full year).
Return flights
| 30 Oct - 07 Nov | Copa | ||
| 17 Oct - 31 Oct | Copa | ||
| 24 Oct - 01 Nov | GOL Linhas Aéreas | ||
| 20 Oct - 27 Oct | Spirit Airlines |
Also check the deals for one-way flights from Chicago to Sao Paulo in October.
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