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

Return flights

19 Jan - 18 Feb	Spirit Airlines
12 Jan - 19 Jan	Arajet
19 Jan - 22 Feb	Spirit Airlines
17 Jan - 30 Jan	Spirit Airlines
30 Jan - 06 Feb	Avianca
16 Jan - 27 Jan	Spirit Airlines
31 Jan - 08 Feb	Air Canada
24 Jan - 07 Feb	GOL Linhas Aéreas
19 Jan - 18 Feb	United	direct
17 Jan - 30 Jan	United	direct
24 Jan - 07 Feb	United	direct
21 Jan - 04 Feb	United	direct
16 Jan - 27 Jan	United	direct
09 Jan - 13 Jan	GOL Linhas Aéreas
12 Jan - 12 Feb	United	direct
22 Jan - 21 Feb	United
05 Jan - 18 Jan	United	direct
05 Jan - 17 Jan	United	direct
09 Jan - 11 Jan	GOL Linhas Aéreas
02 Jan - 07 Jan	Avianca

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

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 January from $530

Return flights