Cheapest return flights from Chicago to Sao Paulo in May from $631

Best time to book flights for Chicago (ORD) to Sao Paulo (GRU) flights at AirHint

AirHint found the following cheapest return flights from Chicago (ORD) to Sao Paulo (GRU) in May 2025 (see full year).

Return flights

20 May - 27 May Spirit Airlines
20 May - 15 Jun Avianca
29 May - 07 Jun Avianca
27 May - 20 Jun Air Canada
27 May - 19 Jun Air Canada
16 May - 23 May Copa
16 May - 31 May Copa
18 May - 31 May Avianca
18 May - 15 Jun Avianca
18 May - 07 Jun Air Canada
17 May - 20 Jun Spirit Airlines
22 May - 08 Jun Air Canada
24 May - 14 Jun Spirit Airlines
26 May - 09 Jun United direct
20 May - 27 May United direct
18 May - 31 May United direct
14 May - 28 May United direct
15 May - 29 May United direct
16 May - 30 May United direct
17 May - 31 May United direct

Also check the deals for one-way flights from Chicago to Sao Paulo in May.

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The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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