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

Return flights

09 Sep - 16 Sep	Spirit Airlines
15 Sep - 29 Sep	Spirit Airlines
08 Sep - 15 Sep	Spirit Airlines
11 Sep - 15 Sep	Spirit Airlines
11 Sep - 16 Sep	Spirit Airlines
20 Sep - 27 Sep	Spirit Airlines
04 Sep - 14 Sep	Spirit Airlines
05 Sep - 14 Sep	Spirit Airlines
05 Sep - 13 Sep	Spirit Airlines
04 Sep - 28 Sep	Frontier Airlines
23 Sep - 07 Oct	United	direct
17 Sep - 01 Oct	United
18 Sep - 02 Oct	United
22 Sep - 06 Oct	United
29 Sep - 13 Oct	United
30 Sep - 14 Oct	United
25 Sep - 09 Oct	United
24 Sep - 08 Oct	United
20 Sep - 04 Oct	United	direct
28 Sep - 12 Oct	United	direct

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

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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Cheapest return flights from Chicago to Sao Paulo in September from 442€

Return flights