When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 8 days in advance, which can save you up to 4% on flights from Chicago Midway Airport to Sao Paulo compared to booking the week you need them. Waiting 8 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 $812. For sooner than that we have options available in the next 3 days from $1,156.
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 February, with the cheapest ticket starting at $779.
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
$722 - $1,572
Route
Depart
Return
Price
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 5/31
2 stops26h 57m
Sao Paulo Guarulhos Intl
Fri 6/7
1 stop24h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 10/9
1 stop15h 05m
Sao Paulo Guarulhos Intl
Tue 10/15
2 stops21h 57m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 5/31
1 stop23h 12m
Sao Paulo Guarulhos Intl
Fri 6/7
1 stop24h 01m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
2 stops17h 24m
Sao Paulo Guarulhos Intl
Fri 9/6
2 stops21h 52m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 5/17
2 stops26h 57m
Sao Paulo Guarulhos Intl
Sun 5/19
1 stop21h 22m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Fri 5/31
1 stop23h 12m
Sao Paulo Guarulhos Intl
Thu 6/6
2 stops22h 27m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 7/1
1 stop22h 22m
Sao Paulo Guarulhos Intl
Fri 7/5
2 stops21h 28m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 7/25
1 stop14h 35m
Sao Paulo Guarulhos Intl
Mon 7/29
2 stops20h 54m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
2 stops15h 40m
Sao Paulo Guarulhos Intl
Tue 9/10
1 stop13h 39m
No data available for this route at this time. Please check back soon.
Food
Entertainment
Overall
Crew
Comfort
Boarding
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.
Food
Entertainment
Overall
Crew
Comfort
Boarding
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.
Food
Entertainment
Overall
Crew
Comfort
Boarding
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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