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

Return flights

28 Jan - 05 Feb	Spirit Airlines
31 Jan - 06 Feb	Air Canada
31 Jan - 08 Feb	Air Canada
17 Jan - 26 Jan	Arajet
19 Jan - 28 Jan	Air Canada
20 Jan - 24 Jan	Copa
20 Jan - 27 Jan	Copa
17 Jan - 25 Jan	Air Canada
19 Jan - 25 Jan	Air Canada
31 Jan - 08 Feb	United	direct
19 Jan - 22 Feb	Copa
21 Jan - 04 Feb	United	direct
28 Jan - 28 Feb	United	direct
28 Jan - 05 Feb	United	direct
31 Jan - 06 Feb	United	direct
21 Jan - 27 Jan	GOL Linhas Aéreas
19 Jan - 28 Jan	United	direct
17 Jan - 26 Jan	United	direct

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 570€

Return flights