Cheapest return flights from Chicago to Sao Paulo in May from $534

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

01 May - 05 May Avianca
22 May - 27 May Avianca
26 May - 04 Jun Avianca
08 May - 21 May Avianca
15 May - 19 May Avianca
14 May - 19 May Avianca
07 May - 12 May Avianca
06 May - 14 May Avianca
01 May - 27 May Avianca
02 May - 27 May Avianca
18 May - 15 Jun Avianca
20 May - 15 Jun Avianca
09 May - 17 May Avianca
23 May - 01 Jun Avianca
18 May - 15 Jun United direct
26 May - 04 Jun United direct
19 May - 02 Jun United direct
20 May - 03 Jun United direct
21 May - 04 Jun United direct
29 May - 12 Jun 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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