Cheapest one-way flights from Chicago to Sao Paulo in May from 208€

AirHint found the following cheapest one-way flights from Chicago (MDW) to Sao Paulo (GRU) in May 2026 (see full year).

One-Way flights

27 May Frontier Airlines
09 May Frontier Airlines
12 May Frontier Airlines
13 May Frontier Airlines
10 May Frontier Airlines
11 May Frontier Airlines
19 May Frontier Airlines
05 May Frontier Airlines
04 May Frontier Airlines
26 May Aeromexico

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

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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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