
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $604 (Booking.com) |
One-way from | $190 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $814 |
Good round-trip deal | $947 or less |
Good one-way deal | $2,413 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Sun 4/19
8:06 am-3:50 am
1 stop17h 44m
Sao Paulo Guarulhos Intl
Sat 4/25
5:25 am-1:13 am
1 stop21h 48m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Wed 4/29
8:06 am-12:10 am
1 stop14h 04m
Sao Paulo Guarulhos Intl
Wed 4/29
3:15 am-1:13 am
1 stop23h 58m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Sun 4/19
6:40 am-4:05 pm
3 stops31h 25m
Sao Paulo Guarulhos Intl
Sun 4/26
5:15 pm-9:20 pm
1 stop30h 05m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Sun 5/3
10:41 am-5:40 am
1 stop16h 59m
Sao Paulo Guarulhos Intl
Wed 5/27
10:50 pm-4:12 pm
1 stop19h 22m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Sun 5/24
9:22 am-5:40 am
2 stops18h 18m
Sao Paulo Guarulhos Intl
Sun 6/7
11:00 pm-11:56 am
2 stops14h 56m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Wed 5/6
10:41 am-8:20 pm
2 stops31h 39m
Sao Paulo Guarulhos Intl
Wed 5/13
10:50 pm-9:09 pm
1 stop24h 19m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Wed 5/6
9:30 pm-9:40 am
Nonstop10h 10m
Sao Paulo Guarulhos Intl
Wed 5/13
10:20 pm-6:45 am
Nonstop10h 25m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Sun 5/31
9:25 am-5:40 am
2 stops18h 15m
Sao Paulo Guarulhos Intl
Sat 6/27
8:30 pm-10:00 am
1 stop15h 30m
ChicagoSao Paulo
ORD - GRU
ORDGRU
Chicago O'Hare Intl
Mon 6/15
12:10 pm-5:20 am
2 stops15h 10m
Sao Paulo Guarulhos Intl
Wed 6/24
10:15 am-11:55 pm
2 stops15h 40m
ChicagoSao Paulo
MDW - GRU
MDWGRU
Chicago Midway
Wed 6/3
10:59 am-5:40 am
1 stop16h 41m
Sao Paulo Guarulhos Intl
Thu 6/25
10:45 pm-4:25 pm
2 stops19h 40m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Sao Paulo Guarulhos Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, May is the cheapest month in which you can book a flight from Chicago to Sao Paulo Guarulhos Intl Airport (average of $376). Flying from Chicago to Sao Paulo Guarulhos Intl Airport in August is currently the most expensive (average of $696). 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 Chicago to Sao Paulo Guarulhos Intl Airport, 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 CHI to GRU 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).
Punta Cana (PUJ) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Sao Paulo Guarulhos Intl Airport on Cheapflights.
Punta Cana (PUJ) is the most affordable 1-stop option, with an average round-trip price of $712.
Flights via Punta Cana (PUJ) have the shortest average one-way travel time for 1-stop routes: 13h 35m.
Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 2h 29m.
About 42% of weekly flights between Chicago and Sao Paulo have experienced delays in the past year, with the average delay time being 177 minutes.
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
Saturday tends to have the lowest number of delays on this route, whereas Wednesday 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 42% of flights being delayed.
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Katerine,Mar 2026
LAX - PTY
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Katerine,Mar 2026
LAX - PTY
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Katerine,Mar 2026
LAX - PTY
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Katerine,Mar 2026
LAX - PTY
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Katerine,Mar 2026
LAX - PTY
Comfort
Crew
Boarding
Food
Entertainment
Overall
Reviews
Katerine,Mar 2026
LAX - PTY
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$359 | Average$694 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$435 | Average$959 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$500 | Average$1,317 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$523 | Average$719 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$596 | Average$620 | FlexibilityNo cancel fee | On-time74% | |
| Cheapest$597 | Average$857 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$607 | Average$787 | FlexibilityNo cancel fee | On-time67% |