When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 36 days in advance, which can save you up to 1% on flights from Chicago Midway Airport to Sao Paulo compared to booking the week you need them. Waiting 36 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $967. For sooner than that we have options available in the next 3 days from $1,338.
Flights from Chicago Midway Airport to Sao Paulo lean towards being more expensive in December. Prices are generally better when you fly from Chicago Midway Airport to Sao Paulo in August, with the cheapest ticket starting at $642.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Sao Paulo as you normally would.
Fly from
Fly to
Budget
$947 - $1,552
Route
Depart
Return
Price
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/22
3 stops40h 13m
Sao Paulo Guarulhos Intl
Mon 7/29
3 stops26h 32m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 8/8
1 stop32h 45m
Sao Paulo Guarulhos Intl
Thu 8/15
2 stops31h 04m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 8/8
2 stops32h 40m
Sao Paulo Guarulhos Intl
Thu 8/15
2 stops31h 04m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/22
2 stops49h 14m
Sao Paulo Guarulhos Intl
Mon 7/29
1 stop33h 58m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 7/16
2 stops32h 33m
Sao Paulo Guarulhos Intl
Mon 7/22
1 stop21h 28m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
2 stops23h 45m
Sao Paulo Guarulhos Intl
Sun 9/8
1 stop13h 41m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
2 stops23h 45m
Sao Paulo Guarulhos Intl
Sun 9/8
1 stop12h 58m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 8/1
1 stop27h 24m
Sao Paulo Guarulhos Intl
Thu 8/8
1 stop24h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 11/20
2 stops17h 05m
Sao Paulo Guarulhos Intl
Thu 1/16
1 stop14h 54m
No data available for this route at this time. Please check back soon.
Crew
Overall
Entertainment
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Entertainment
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Entertainment
Boarding
Comfort
Food
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.