Cheapest one-way flights from Chicago to Sao Paulo in September from $249

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

One-Way flights

09 Sep Spirit Airlines
15 Sep Frontier Airlines
07 Sep Frontier Airlines
17 Sep Spirit Airlines
11 Sep Spirit Airlines
21 Sep Spirit Airlines
18 Sep Frontier Airlines
10 Sep Spirit Airlines
27 Sep Frontier Airlines
13 Sep Spirit Airlines

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

Skyscanner

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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