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

Return flights

02 Feb - 09 Feb	United	direct
16 Feb - 23 Feb	United	direct
03 Feb - 10 Feb	Copa
04 Feb - 11 Feb	Copa
05 Feb - 12 Feb	Copa
11 Feb - 18 Feb	Copa
12 Feb - 19 Feb	Copa
17 Feb - 24 Feb	Copa
18 Feb - 25 Feb	Copa
19 Feb - 26 Feb	Copa
23 Feb - 02 Mar	Copa
24 Feb - 03 Mar	Copa
25 Feb - 04 Mar	Copa
26 Feb - 05 Mar	Copa
27 Feb - 06 Mar	Copa
26 Feb - 05 Mar	United	direct
27 Feb - 06 Mar	United	direct
28 Feb - 07 Mar	United
22 Feb - 01 Mar	Copa
18 Feb - 11 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 $475

Return flights