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
$896 - $1,698
Route
Depart
Return
Price
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/29
1 stop21h 40m
Sao Paulo Guarulhos Intl
Sun 8/4
2 stops29h 35m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/29
2 stops26h 48m
Sao Paulo Guarulhos Intl
Sun 8/4
2 stops29h 09m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 7/10
1 stop18h 04m
Sao Paulo Guarulhos Intl
Tue 7/16
1 stop24h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/22
2 stops27h 49m
Sao Paulo Guarulhos Intl
Thu 7/25
1 stop13h 11m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/8
1 stop17h 44m
Sao Paulo Guarulhos Intl
Tue 7/16
1 stop24h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Sun 9/1
2 stops21h 03m
Sao Paulo Guarulhos Intl
Sat 9/7
1 stop13h 41m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
2 stops21h 10m
Sao Paulo Guarulhos Intl
Sun 9/8
2 stops23h 58m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 7/3
1 stop21h 53m
Sao Paulo Guarulhos Intl
Tue 7/16
1 stop24h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 7/10
1 stop18h 15m
Sao Paulo Guarulhos Intl
Wed 7/17
1 stop13h 41m
No data available for this route at this time. Please check back soon.
Overall
Food
Crew
Entertainment
Boarding
Comfort
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.
Overall
Food
Crew
Entertainment
Boarding
Comfort
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.
Overall
Food
Crew
Entertainment
Boarding
Comfort
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.