
Most accurate provider | Mytrip 3 stars |
|---|---|
Most trusted provider | Mytrip 3 stars |
Round-trip from | $476 (Booking.com) |
One-way from | $203 (Orbitz) |
Popular in | December |
Cheapest in | January |
Average price | $757 |
Good round-trip deal | $905 or less |
Good one-way deal | $303 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Thu 2/12
2:05 pm-4:15 pm
1 stop23h 10m
Sao Paulo Guarulhos Intl
Sun 2/22
7:35 am-12:15 pm
1 stop31h 40m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Thu 11/27
2:07 pm-6:30 am
1 stop13h 23m
Sao Paulo Guarulhos Intl
Wed 12/3
11:10 am-12:05 am
1 stop15h 55m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Tue 12/2
7:33 am-12:10 am
1 stop13h 37m
Sao Paulo Guarulhos Intl
Sun 2/1
1:30 am-12:31 pm
1 stop14h 01m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Fri 3/20
8:34 am-12:15 am
1 stop13h 41m
Sao Paulo Guarulhos Intl
Sun 3/29
3:10 am-1:09 am
1 stop23h 59m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Thu 12/4
7:33 am-12:10 am
1 stop13h 37m
Sao Paulo Guarulhos Intl
Wed 12/10
3:10 am-12:05 am
1 stop23h 55m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Sun 3/8
1:05 pm-5:40 am
1 stop14h 35m
Sao Paulo Guarulhos Intl
Sun 3/15
11:45 pm-4:25 pm
1 stop18h 40m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Wed 11/26
12:47 pm-5:40 am
1 stop13h 53m
Sao Paulo Guarulhos Intl
Wed 12/3
11:45 pm-11:55 am
1 stop15h 10m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Tue 5/5
1:05 pm-5:40 am
1 stop14h 35m
Sao Paulo Guarulhos Intl
Wed 5/20
10:50 pm-4:25 pm
1 stop19h 35m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Wed 11/26
12:47 pm-5:40 am
1 stop13h 53m
Sao Paulo Guarulhos Intl
Fri 12/5
9:15 pm-9:54 am
1 stop15h 39m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Fri 2/27
10:53 am-9:35 am
1 stop19h 42m
Sao Paulo Guarulhos Intl
Sat 3/7
11:45 pm-11:01 am
1 stop14h 16m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
To ensure you get the cheapest price possible for a flight from Chicago to Sao Paulo, you should look to book at least 10 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
Currently, May is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $376). Flying from Chicago to Sao Paulo in August is currently the most expensive (average of $694). 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.
Unlike at noon, when flights are generally more expensive, you can save up to 27% on flights from Chicago to Sao Paulo by exploring options for tickets in the morning.
Travelers seeking maximum savings on their Chicago to Sao Paulo flight should consider departing on Monday afternoons when fares are most often at their lowest. Friday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to SAO 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).
Panama City (PTY) – chosen by Cheapflights users on 89% of 1-stop itineraries from Chicago to Sao Paulo on Cheapflights.
Toronto (YYZ) is the most affordable 1-stop option, with an average round-trip price of $672.
Flights via Toronto (YYZ) have the shortest average one-way travel time for 1-stop routes: 12h 55m.
Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 1h 18m.
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Juan Pablo,Sep 2025
PTY - VVI
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Juan Pablo,Sep 2025
PTY - VVI
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Juan Pablo,Sep 2025
PTY - VVI
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Juan Pablo,Sep 2025
PTY - VVI
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Juan Pablo,Sep 2025
PTY - VVI
Food
Crew
Entertainment
Boarding
Comfort
Overall
Reviews
Juan Pablo,Sep 2025
PTY - VVI
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$376 | Average$690 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$435 | Average$1,001 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$487 | Average$667 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$494 | Average$636 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$500 | Average$1,058 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$596 | Average$620 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$605 | Average$811 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$696 | Average$834 | FlexibilityNo cancel fee | On-time67% |