
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $580 (Booking.com) |
One-way from | $243 (Kiwi.com) |
Popular in | December |
Cheapest in | November |
Average price | $793 |
Good round-trip deal | $771 or less |
Good one-way deal | $413 or less |
Fly from
Fly to
Route
Depart
Return
Price
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sat 1/31
3:10 am-12:04 am
1 stop23h 54m
Chicago O'Hare Intl
Sat 2/28
2:22 pm-6:30 am
1 stop13h 08m
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sat 2/7
5:25 am-12:04 am
1 stop21h 39m
Chicago O'Hare Intl
Fri 2/20
7:34 am-12:15 am
1 stop13h 41m
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Sun 3/1
9:45 pm-5:30 am
Nonstop10h 45m
Chicago O'Hare Intl
Sun 3/15
10:35 am-9:30 am
1 stop20h 55m
Sao PauloChicago
GRU - MDW
GRUMDW
Sao Paulo Guarulhos Intl
Sun 3/1
9:15 pm-12:46 pm
2 stops18h 31m
Chicago Midway
Sun 3/8
12:47 pm-5:40 am
1 stop14h 53m
Sao PauloChicago
GRU - MDW
GRUMDW
Sao Paulo Guarulhos Intl
Mon 2/9
9:15 pm-9:53 am
1 stop15h 38m
Chicago Midway
Mon 2/23
6:00 am-5:40 am
1 stop20h 40m
Sao PauloChicago
GRU - MDW
GRUMDW
Sao Paulo Guarulhos Intl
Fri 2/6
9:15 pm-3:38 pm
1 stop21h 23m
Chicago Midway
Sun 2/22
10:49 am-5:20 am
2 stops15h 31m
Sao PauloChicago
GRU - MDW
GRUMDW
Sao Paulo Guarulhos Intl
Wed 2/11
11:45 pm-5:37 pm
2 stops20h 52m
Chicago Midway
Thu 2/19
10:49 am-5:40 am
1 stop15h 51m
Sao PauloChicago
GRU - MDW
GRUMDW
Sao Paulo Guarulhos Intl
Sun 3/1
11:45 pm-11:59 am
1 stop15h 14m
Chicago Midway
Mon 3/16
12:47 pm-7:50 am
2 stops17h 03m
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Tue 2/10
10:55 pm-1:40 pm
2 stops17h 45m
Chicago O'Hare Intl
Wed 2/18
11:18 am-5:40 am
1 stop15h 22m
Sao PauloChicago
GRU - ORD
GRUORD
Sao Paulo Guarulhos Intl
Mon 2/9
10:15 am-11:56 pm
2 stops16h 41m
Chicago O'Hare Intl
Mon 2/23
11:19 am-5:20 am
2 stops15h 01m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, December is the cheapest month in which you can book a flight from Sao Paulo Guarulhos Intl Airport to Chicago (average of $413). Flying from Sao Paulo Guarulhos Intl Airport to Chicago in February is currently the most expensive (average of $710). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
When flying from Sao Paulo Guarulhos Intl Airport to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
The most flights from GRU to CHI are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).
About 11% of weekly flights between Sao Paulo and Chicago have experienced delays in the past year, with the average delay time being 174 minutes.
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving at night tend to experience delays more often.
Monday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.
Over the last year, United Airlines have had the lowest number of delays on this route, with just 11% of flights being delayed.
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
Maria,Dec 2025
PTY - SLA
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
Maria,Dec 2025
PTY - SLA
Comfort
Overall
Entertainment
Food
Boarding
Crew
Reviews
Maria,Dec 2025
PTY - SLA
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$451 | Average$760 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$605 | Average$743 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$684 | Average$932 | FlexibilityNo cancel fee | On-time69% |