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

Return flights

24 Feb - 01 Mar	Copa
24 Feb - 03 Mar	Copa
25 Feb - 05 Mar	Copa
26 Feb - 05 Mar	Copa
25 Feb - 04 Mar	Copa
27 Feb - 06 Mar	Copa
23 Feb - 02 Mar	Copa
25 Feb - 28 Feb	Copa
27 Feb - 25 Mar	Copa
27 Feb - 01 Mar	Copa
28 Feb - 07 Mar	Copa
02 Feb - 09 Feb	Arajet
16 Feb - 26 Feb	Arajet
11 Feb - 18 Feb	Arajet
16 Feb - 23 Feb	Arajet
14 Feb - 21 Feb	Arajet
11 Feb - 25 Feb	Arajet
10 Feb - 17 Feb	Copa
04 Feb - 11 Feb	Spirit Airlines
09 Feb - 16 Feb	Spirit Airlines

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 $440

Return flights