Cheapest return flights from Chicago to Sao Paulo in September from $458

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 September 2025 (see full year).

Return flights

22 Sep - 15 Oct Spirit Airlines
04 Sep - 07 Sep Spirit Airlines
22 Sep - 07 Oct Spirit Airlines
30 Sep - 14 Oct Spirit Airlines
16 Sep - 23 Sep Avianca
04 Sep - 11 Sep Spirit Airlines
30 Sep - 11 Oct Air Canada
28 Sep - 11 Oct Air Canada
30 Sep - 09 Oct Air Canada
30 Sep - 07 Oct Copa
09 Sep - 15 Sep Air Canada
08 Sep - 22 Sep United direct
09 Sep - 23 Sep United direct
02 Sep - 16 Sep United direct
05 Sep - 19 Sep United direct
07 Sep - 21 Sep United direct
30 Sep - 14 Oct United direct
30 Sep - 11 Oct United direct
22 Sep - 15 Oct United direct
01 Sep - 15 Sep United

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

Skyscanner

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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