April 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 above-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.

Chicago
12:50
Chicago
Chicago O Hare International Airport
Sun , 19 Apr 2026

Sao Paulo
09:50
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Mon, 20 Apr 2026

Chicago
17:57
Chicago
Chicago O Hare International Airport
Mon , 27 Apr 2026

Sao Paulo
09:15
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Tue, 28 Apr 2026

Chicago
16:15
Chicago
Chicago O Hare International Airport
Thu , 16 Apr 2026

Sao Paulo
09:15
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Fri, 17 Apr 2026

Chicago
14:35
Chicago
Chicago O Hare International Airport
Sun , 19 Apr 2026

Sao Paulo
15:20
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Mon, 20 Apr 2026

Chicago
14:35
Chicago
Chicago O Hare International Airport
Mon , 27 Apr 2026

Sao Paulo
15:20
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Tue, 28 Apr 2026

Chicago
14:35
Chicago
Chicago O Hare International Airport
Thu , 16 Apr 2026

Sao Paulo
15:20
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Fri, 17 Apr 2026

Chicago
14:35
Chicago
Chicago O Hare International Airport
Mon , 27 Apr 2026

Sao Paulo
05:35
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Tue, 28 Apr 2026

Chicago
14:35
Chicago
Chicago O Hare International Airport
Thu , 16 Apr 2026

Sao Paulo
05:35
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Fri, 17 Apr 2026

Chicago
08:06
Chicago
Chicago O Hare International Airport
Mon , 27 Apr 2026

Sao Paulo
00:10
Sao Paulo
Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport
Tue, 28 Apr 2026





Flying from Chicago to Sao Paulo has never been easier. Whether you’re planning a short business trip, a weekend getaway, or reconnecting with family and friends, Easemytrip brings you the best deals, seamless booking, and flexible options for this popular flight route. Our platform is built to help travellers like you compare flight prices, explore direct and connecting options, and find the perfect departure time — all within a few clicks.
The air route between Chicago to Sao Paulo is one of the most frequently travelled, offering reliable services from top airlines and excellent connectivity between Chicago O Hare International Airport (ORD) and Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport (GRU). You can expect a flight distance of approximately 8428 km, and most direct services cover it in around 19:02.
Let’s take a closer look at everything you need to know before booking your flight from Chicago to Sao Paulo.
| Flight Details | Information |
|---|---|
| Route Distance | 8428 km |
| Average Flight Time | 19:02 hrs |
| Departure Airport | Chicago O Hare International Airport (ORD) |
| Arrival Airport | Sao Paulo Guarulhos Governador Andre Franco Montoro International Airport (GRU) |
| Cabin Classes Available | Economy Class, Premium Economy, Business Class, First Class |
| Direct Flights | NO |
| Common Airlines | Air Canada, Gol Airlines, Avianca, Copa Airlines |
The route is serviced regularly by both full-service and budget airlines, catering to all types of travellers — from those looking for no-frills budget options to those preferring business and first-class comfort. If you're flying for business, early morning weekday flights are a great choice, while leisure travellers often opt for weekend and evening departures.