AirHint found the following cheapest one-way flights from Chicago (ORD) to Sao Paulo (GRU) in July 2025 (see full year).

One-Way flights

15 Jul	Spirit Airlines
02 Jul	Avianca
03 Jul	Avianca
01 Jul	Frontier Airlines
11 Jul	Frontier Airlines
08 Jul	Copa
17 Jul	Spirit Airlines
30 Jul	Spirit Airlines
04 Jul	Spirit Airlines
19 Jul	Frontier Airlines

Also check the deals for return flights from Chicago to Sao Paulo in July.

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 one-way flights from Chicago to Sao Paulo in July from $300

One-Way flights