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 $1,446.
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 $619.
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
$707 - $1,588
Route
Depart
Return
Price
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 6/6
2 stops31h 44m
Sao Paulo Guarulhos Intl
Thu 6/13
1 stop22h 56m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Thu 6/6
1 stop27h 59m
Sao Paulo Guarulhos Intl
Thu 6/13
1 stop22h 56m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Sun 9/1
3 stops42h 50m
Sao Paulo Guarulhos Intl
Sun 9/8
1 stop27h 53m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 9/3
1 stop33h 25m
Sao Paulo Guarulhos Intl
Tue 9/10
2 stops27h 13m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 6/4
1 stop34h 59m
Sao Paulo Guarulhos Intl
Tue 6/11
2 stops22h 31m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Wed 7/3
2 stops19h 30m
Sao Paulo Guarulhos Intl
Sun 7/7
1 stop13h 41m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Mon 9/2
2 stops14h 05m
Sao Paulo Guarulhos Intl
Tue 9/10
1 stop15h 08m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Tue 5/28
1 stop14h 18m
Sao Paulo Guarulhos Intl
Thu 6/13
1 stop13h 21m
Chicago MidwaySao Paulo Guarulhos Intl
MDW - GRU
MDWGRU
Chicago Midway
Sun 7/7
1 stop16h 59m
Sao Paulo Guarulhos Intl
Tue 7/23
1 stop13h 36m
No data available for this route at this time. Please check back soon.
Overall
Boarding
Comfort
Food
Entertainment
Crew
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
Boarding
Comfort
Food
Entertainment
Crew
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
Boarding
Comfort
Food
Entertainment
Crew
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.
Cheapflights makes it easy to find Midway to Sao Paulo flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Midway to Sao Paulo for you. Better yet — we are completely free to use.
Yes! Cheapflights helps users easily find flights from Midway to Sao Paulo with no change fees.
Not ready to book yet? You can track prices for flights from Midway to Sao Paulo on Cheapflights with our Price Alert feature and get notified when better prices are available.