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

Return flights

18 Feb - 19 Mar	GOL Linhas Aéreas
11 Feb - 25 Feb	Arajet
11 Feb - 17 Feb	Spirit Airlines
25 Feb - 01 Mar	Avianca
14 Feb - 28 Feb	Arajet
15 Feb - 24 Feb	GOL Linhas Aéreas
13 Feb - 03 Mar	GOL Linhas Aéreas
04 Feb - 15 Feb	GOL Linhas Aéreas
18 Feb - 11 Mar	GOL Linhas Aéreas
11 Feb - 16 Feb	Air Canada
13 Feb - 28 Feb	GOL Linhas Aéreas
10 Feb - 15 Feb	Spirit Airlines
12 Feb - 16 Feb	LATAM Airlines Group
13 Feb - 16 Feb	Air Canada
25 Feb - 01 Mar	United	direct

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

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 February from $549

Return flights