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

Return flights

21 Jan - 28 Jan	Spirit Airlines
28 Jan - 04 Feb	Spirit Airlines
26 Jan - 02 Feb	United	direct
27 Jan - 03 Feb	United	direct
23 Jan - 30 Jan	United
20 Jan - 27 Jan	Spirit Airlines
14 Jan - 21 Jan	Spirit Airlines
25 Jan - 01 Feb	United
29 Jan - 05 Feb	United	direct
16 Jan - 23 Jan	Volaris
22 Jan - 29 Jan	United
19 Jan - 26 Jan	Spirit Airlines
24 Jan - 31 Jan	Spirit Airlines
15 Jan - 21 Jan	LATAM Airlines Group
30 Jan - 06 Feb	Spirit Airlines
07 Jan - 14 Jan	LATAM Airlines Group
30 Jan - 06 Feb	United	direct
31 Jan - 07 Feb	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 $518

Return flights