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

Return flights

19 Jan - 02 Feb	Spirit Airlines
19 Jan - 22 Feb	Spirit Airlines
22 Jan - 04 Feb	Spirit Airlines
23 Jan - 02 Feb	Frontier Airlines
15 Jan - 19 Jan	Spirit Airlines
24 Jan - 07 Feb	Frontier Airlines
23 Jan - 25 Jan	Air Canada
31 Jan - 08 Feb	Frontier Airlines
24 Jan - 07 Feb	United	direct
21 Jan - 04 Feb	United	direct
22 Jan - 04 Feb	United	direct
28 Jan - 28 Feb	United
06 Jan - 11 Jan	Spirit Airlines
05 Jan - 18 Jan	United	direct
03 Jan - 17 Jan	United
04 Jan - 17 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 503€

Return flights