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

Return flights

26 Jan - 02 Feb	United	direct
27 Jan - 03 Feb	United	direct
28 Jan - 04 Feb	United
23 Jan - 30 Jan	United
25 Jan - 01 Feb	United
29 Jan - 05 Feb	United	direct
21 Jan - 28 Jan	United
22 Jan - 29 Jan	United
30 Jan - 06 Feb	United	direct
20 Jan - 27 Jan	United
31 Jan - 07 Feb	United	direct
17 Jan - 24 Jan	United
24 Jan - 31 Jan	United
18 Jan - 25 Jan	United
14 Jan - 21 Jan	United
19 Jan - 26 Jan	United	direct
16 Jan - 23 Jan	United

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 461€

Return flights