Cheapest return flights from Chicago to Sao Paulo in October from $438

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 October 2025 (see full year).

Return flights

06 Oct - 20 Oct Spirit Airlines
15 Oct - 29 Oct Spirit Airlines
22 Oct - 05 Nov Spirit Airlines
15 Oct - 31 Oct Spirit Airlines
22 Oct - 12 Nov Spirit Airlines
08 Oct - 03 Nov Spirit Airlines
08 Oct - 15 Oct Spirit Airlines
29 Oct - 14 Nov Spirit Airlines
15 Oct - 07 Nov Spirit Airlines
22 Oct - 14 Nov Spirit Airlines
08 Oct - 19 Oct Spirit Airlines
08 Oct - 28 Oct Spirit Airlines
29 Oct - 19 Nov Spirit Airlines
08 Oct - 02 Nov Spirit Airlines
22 Oct - 02 Nov Spirit Airlines
29 Oct - 20 Nov Spirit Airlines
06 Oct - 13 Oct Spirit Airlines
06 Oct - 21 Oct Spirit Airlines
20 Oct - 26 Oct Spirit Airlines
12 Oct - 29 Oct Avianca

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

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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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