AirHint found the following cheapest return flights from Chicago (ORD) to Sao Paulo (GRU) in May 2026 (see full year).
Return flights
| 11 May - 19 May | Arajet | ||
| 11 May - 18 May | Avianca | ||
| 14 May - 16 Jun | Copa | ||
| 18 May - 25 May | Air Canada | ||
| 14 May - 16 Jun | United | direct |
Also check the deals for one-way flights from Chicago to Sao Paulo in May.
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