August is by far the best month, wherein you can get cheapest flights for Chicago to Sao Paulo. Meanwhile, is perceived as the expensive month due to the varying factors. That’s why it’s highly advised to make advanced online flight booking to save huge amounts of money.
Disclaimer - All the mentioned fares were found within last 48 hrs. The displayed fares are based on historical data and are subject to change. The fares cannot be guaranteed at the time of booking.
ORD
14:35
Chicago Chicago O Hare International Airport
Sun , 31 Aug 2025
GRU
15:20
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Mon, 01 Sep 2025
ORD
15:07
Chicago Chicago O Hare International Airport
Mon , 08 Sep 2025
GRU
06:30
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Tue, 09 Sep 2025
ORD
08:02
Chicago Chicago O Hare International Airport
Tue , 02 Sep 2025
GRU
00:10
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Wed, 03 Sep 2025
ORD
14:35
Chicago Chicago O Hare International Airport
Mon , 08 Sep 2025
GRU
15:20
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Tue, 09 Sep 2025
ORD
07:55
Chicago Chicago O Hare International Airport
Sun , 31 Aug 2025
GRU
00:10
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Mon, 01 Sep 2025
ORD
14:35
Chicago Chicago O Hare International Airport
Tue , 02 Sep 2025
GRU
15:20
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Wed, 03 Sep 2025
ORD
11:25
Chicago Chicago O Hare International Airport
Sun , 31 Aug 2025
GRU
17:45
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Mon, 01 Sep 2025
ORD
11:25
Chicago Chicago O Hare International Airport
Fri , 26 Sep 2025
GRU
17:45
Sao Paulo Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Sat, 27 Sep 2025