Cheapest return flights from Chicago to Sao Paulo in June from $663

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 June 2025 (see full year).

Return flights

09 Jun - 16 Jun Frontier Airlines
09 Jun - 23 Jun Frontier Airlines
02 Jun - 30 Jun Porter Airlines (Canada) Ltd
06 Jun - 07 Jun Delta
18 Jun - 20 Jun LATAM Airlines Group
04 Jun - 24 Jun Delta
27 Jun - 04 Jul LATAM Airlines Group
04 Jun - 14 Jun LATAM Airlines Group
10 Jun - 17 Jun LATAM Airlines Group
02 Jun - 12 Jun LATAM Airlines Group
14 Jun - 21 Jul LATAM Airlines Group
12 Jun - 01 Jul LATAM Airlines Group
07 Jun - 11 Jun Delta

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

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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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