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 $630.
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
$766 - $1,548
Route
Depart
Return
Price
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 8/23
3 stops32h 20m
Sao Paulo Guarulhos Intl
Wed 8/28
2 stops20h 27m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/29
2 stops21h 35m
Sao Paulo Guarulhos Intl
Sun 8/4
2 stops26h 37m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 9/30
1 stop15h 05m
Sao Paulo Guarulhos Intl
Tue 10/1
2 stops24h 38m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 8/23
1 stop14h 35m
Sao Paulo Guarulhos Intl
Wed 8/28
2 stops20h 52m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 11/6
1 stop12h 35m
Sao Paulo Guarulhos Intl
Mon 11/11
2 stops19h 37m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 8/23
2 stops19h 00m
Sao Paulo Guarulhos Intl
Wed 8/28
2 stops25h 47m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 8/5
1 stop18h 04m
Sao Paulo Guarulhos Intl
Sun 8/11
1 stop13h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 8/8
1 stop19h 55m
Sao Paulo Guarulhos Intl
Sun 8/11
1 stop13h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
1 stop13h 50m
Sao Paulo Guarulhos Intl
Tue 9/10
1 stop21h 09m
No data available for this route at this time. Please check back soon.
Boarding
Entertainment
Food
Overall
Crew
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.
Boarding
Entertainment
Food
Overall
Crew
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.
Boarding
Entertainment
Food
Overall
Crew
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.
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