AirHint found the following cheapest return flights from Chicago (ORD) to Sao Paulo (GRU) in May 2026 (see full year).
Return flights
| 01 May - 13 May | GOL Linhas Aéreas | ||
| 14 May - 17 May | GOL Linhas Aéreas | ||
| 01 May - 31 May | GOL Linhas Aéreas | ||
| 25 May - 03 Jun | GOL Linhas Aéreas | ||
| 25 May - 03 Jun | United | direct | |
| 14 May - 17 May | United | direct |
Also check the deals for one-way flights from Chicago to Sao Paulo in May.
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