Cheapest return flights from Chicago to Sao Paulo in May from 751€

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

Return flights

19 May - 26 May Frontier Airlines
01 May - 11 May Delta
31 May - 14 Jun Delta
15 May - 30 May Delta
03 May - 29 May Delta
15 May - 04 Jun Delta
17 May - 04 Jun Delta
16 May - 04 Jun Delta
30 May - 29 Jun Delta
16 May - 24 May LATAM Airlines Group
12 May - 16 May Porter Airlines (Canada) Ltd
04 May - 07 May Delta

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

Powered by

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.

Book a cheap hotel in Sao Paulo

Cheap car rent in Sao Paulo

Feel free to contact us with any feedback or request another flight research.