Cheapest one-way flights from Chicago to Sao Paulo in November from $305

Best time to book flights for Chicago (ORD) to Sao Paulo (GRU) flights at AirHint

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

One-Way flights

13 Nov Spirit Airlines
06 Nov Spirit Airlines
13 Nov United direct
06 Nov United direct

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

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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