Cheapest return flights from Chicago to Sao Paulo in May from 755€

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

AirHint found the following cheapest return flights from Chicago (MDW) to Sao Paulo (GRU) in May 2025 (see full year).

Return flights

08 May - 21 May LATAM Airlines Group
01 May - 12 May Delta
08 May - 15 May Delta
22 May - 29 May Delta
02 May - 16 May Delta
03 May - 16 May Delta
02 May - 11 May Delta
07 May - 12 May Delta
04 May - 10 May Delta
20 May - 21 May Delta

Also check the deals for one-way flights from Chicago to Sao Paulo in May.

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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