ORD → GRU
Compare one-way, round-trip and flight + hotel packages from Chicago to Sao Paulo, a nonstop flight of about 11h, with fares from around 545.
Chicago to Sao Paulo is an international route covering about 5,234 miles, arriving at Sao Paulo/Guarulhos International Airport (GRU) in Brazil. Peak travel season in Sao Paulo runs May–September (dry and comfortable), while November–March is usually the quietest and best-value time to visit. The cheapest fares we've tracked on this route include at least one stop.
| Departing from | O'Hare International Airport (ORD) |
|---|---|
| Arriving at | Sao Paulo/Guarulhos International Airport (GRU) |
| Distance | 5,234 miles (8,428 km) |
| Nonstop flight time | About 11h |
| Nonstop airlines seen | None in recent fares, expect 1 stop |
| Round-trip fares from | $545 (estimate) |
| Cheapest months | February, September, October |
| Peak season in Sao Paulo | May–September |
| Cheapest hotel months in Sao Paulo | November–March |
| Best time to book | 2 to 6 months ahead |
| Route info updated | October 16, 2026 |
May–September
Dry and comfortable
April & October
Warm, some showers
November–March
Hot, wet season
| Month | Fares from |
|---|---|
| January | $650 |
| February | $545 |
| March | $655 |
| April | $655 |
| May | $710 |
| June | $870 |
| July | $810 |
| August | $830 |
| September | $565 |
| October | $575 |
| November | $725 |
| December | $840 |
The cheapest fares we've tracked on this route include at least one stop. Ducoffs.com compares full-service and low-cost airlines flying between Chicago and Sao Paulo in a single search, including nonstop and one-stop options, so you can weigh price against total travel time.
Fares on this route tend to be lowest in February, September, and October. For the best selection, book about 2 to 6 months before departure and stay flexible by a day or two.
Chicago and Sao Paulo are about 5,234 miles apart. A nonstop flight takes roughly 11h; connecting itineraries usually add 2 to 5 hours.
The best way to secure budget rates is by comparing multiple airlines simultaneously and checking flexible dates. Ducoffs.com scans available partner networks to bring you real-time pricing options.
Based on typical seasonal demand, February, September, and October tend to offer the lowest fares on this route, with estimated round-trip prices starting around $545. Live prices change daily, so run a search for your exact dates.
Chicago and Sao Paulo are about 5,234 miles apart. A nonstop flight takes roughly 11h, while connecting itineraries usually add 2 to 5 hours depending on the layover.
The cheapest fares we've tracked recently on this route include at least one stop. Your live search shows any nonstop options available for your dates.
Hotel rates in Sao Paulo are usually lowest in November–March, when demand is quieter, and highest during peak season (May–September). Booking your flight and hotel together can save up to 30%.
This route arrives at Sao Paulo/Guarulhos International Airport (GRU). Your search results also show nearby airports when they offer a cheaper or faster option.
For this route, booking about 2 to 6 months before departure usually gives the best balance of price and seat selection. Mid-week departures are often cheaper than weekend flights.
Yes. Bundling your travel components can save you up to 30% compared to booking flights and hotels separately, as airlines and properties offer exclusive package discounts.
Ducoffs.com