Cheapest return flights from Chicago to Sao Paulo in May from $475

AirHint found the following cheapest return flights from Chicago (ORD) to Sao Paulo (GRU) in May 2026 (see full year).

Return flights

03 May - 10 May United direct
04 May - 11 May United direct
05 May - 12 May United direct
07 May - 14 May United direct
10 May - 17 May United direct
11 May - 18 May United direct
12 May - 19 May United direct
13 May - 20 May United direct
14 May - 21 May United direct
17 May - 24 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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