Best Flights starting from $694
from$694economy
Chicago (ORD)
Fri, Sep 18
Roundtrip
Sao Paulo (GRU)
Thu, Oct 1
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Other Options for This Route
Other Destinations
Chicago (ORD) to Fort Lauderdale (Any) in September from $41
From $41
Chicago (ORD) to Miami (Any) in September from $41
From $41
Chicago (ORD) to Philadelphia (PHL) in September from $47
From $47
Chicago (ORD) to Orlando (MCO) in September from $54
From $54
Chicago (ORD) to Dallas (DFW) in September from $60
From $60
Chicago (ORD) to Fort Lauderdale (FLL) in September from $62
From $62
Flights from Other Cities
Rio De Janeiro (GIG) to Sao Paulo (GRU) in September from $56
From $56
Los Angeles (Any) to Sao Paulo (GRU) in September from $230
From $230
Miami (Any) to Sao Paulo (GRU) in September from $296
From $296
Washington, D.C. (Any) to Sao Paulo (GRU) in September from $340
From $340
San Diego (Any) to Sao Paulo (GRU) in September from $387
From $387
Boston (BOS) to Sao Paulo (GRU) in September from $504
From $504
✈️ Flight Guide: Chicago (ORD) → Sao Paulo (GRU)
Complete travel information for your September journey
Departing from Chicago (ORD) FAQs
For international flights from O'Hare International Airport (ORD) to São Paulo–Guarulhos International Airport (GRU) in September, arrive at least 3 hours before departure to allow time for check-in, security, and potential lines at immigration or airline counters. If you have checked bags, travel with family, or require special assistance, add extra time. Consider using TSA PreCheck or online check-in to speed up the process.
From downtown Chicago, the CTA Blue Line provides a frequent, budget-friendly connection directly to O'Hare International Airport (ORD). Metra trains and express buses serve suburbs such as Naperville and Aurora with onward transfers via rideshare or shuttle. For travelers from Milwaukee, Indianapolis or Detroit, driving or intercity bus routes to ORD are common—plan for highway traffic and allow additional time during September rush periods.
Nonstop service between O'Hare International Airport (ORD) and São Paulo–Guarulhos International Airport (GRU) can operate seasonally; in September you may find direct flights on select carriers depending on the scheduled network that year. If nonstop options are limited, consider one-stop itineraries via hubs like Miami, Dallas/Fort Worth, or Atlanta for more frequency and potentially lower fares. Search multiple carriers and set fare alerts to capture direct flight availability.
Baggage allowance depends on your airline and fare class; most international carriers include at least one checked bag on economy international fares but low-cost or basic economy fares may not. Verify weight and size limits with your carrier before departure from O'Hare International Airport (ORD) and pay for any oversized or extra bags in advance to save money. Always keep important documents, medication and valuables in your carry-on.
September travel at O'Hare International Airport (ORD) can be affected by thunderstorms, summer-to-fall maintenance schedules, or high passenger volumes at the start of fall business travel. Check airline alerts and ORD flight status before leaving home, enroll in airline notifications, and consider travel insurance for tight connections. Allow additional buffer time for traffic to the airport during weekday peak hours.
Yes — the CTA Blue Line connects directly to O'Hare International Airport (ORD), while rideshares, airport shuttles and taxis operate from dedicated curb zones. If you're traveling to São Paulo–Guarulhos International Airport (GRU), coordinate arrival time and baggage handling; many travelers from the Chicago metro region also choose airport parking or long-term park-and-fly options. Plan your ground transit in advance to reduce stress before an international departure.
Arriving at Sao Paulo (GRU) FAQs
Upon arrival at São Paulo–Guarulhos International Airport (GRU) from O'Hare International Airport (ORD) in September, expect standard international immigration and customs processing. September is early spring in Brazil with mild weather, so you may encounter busy immigration lines on holiday dates like Brazilian Independence Day (September 7). Have your passport, entry form (if required), and proof of onward travel ready, and use Global Entry or expedited lanes if available for faster processing.
Transfer options from São Paulo–Guarulhos International Airport (GRU) to downtown São Paulo include the Airport Bus Service, licensed taxis, rideshare apps, and the CPTM Line 13 rail connection (Airport-Train) with onward transfers via São Paulo's metro. For September travel, expect moderate traffic during morning and evening peaks—rail or dedicated airport buses are often faster during rush hours. Pre-book private transfers for groups or late-night arrivals.
As of September travel planning, health entry requirements can change—check official Brazil government and airline advisories before departure. Generally, routine vaccinations and standard travel health precautions apply; some travelers choose to carry proof of vaccination or recent test results if required by transit countries. For the latest, consult the Brazilian consulate or your airline prior to travel.
September includes Brazil's Independence Day on September 7, which can increase domestic and international travel through São Paulo–Guarulhos International Airport (GRU). Additionally, cultural and business events in São Paulo can raise passenger volume. Plan for longer waits at immigration and consider booking transfers or airport lounges ahead of time to ensure a smoother arrival.
From São Paulo–Guarulhos International Airport (GRU), travelers commonly continue to São Paulo city center, Campinas, Santos, Ribeirão Preto, Curitiba and even Rio de Janeiro. Domestic flights and long-distance buses connect these destinations; Campinas (VCP) is a frequent alternative international gateway for some travelers. For September itineraries, check domestic flight schedules and bus availability—book popular legs in advance for the best prices.
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September Events & Festivals Near São Paulo–Guarulhos International Airport (GRU)
Best Time to Fly from O'Hare International Airport (ORD) to São Paulo–Guarulhos International Airport (GRU)
Peak travel to São Paulo typically occurs in December–February (Brazilian summer and holiday season) and during major events. September is a shoulder month with milder weather and generally lower tourist crowds, making it a favorable time to fly for better value and more comfortable city exploration.
Plan your September trip from O'Hare International Airport (ORD) to São Paulo–Guarulhos International Airport (GRU) now — search flexible dates to find the best combination of price and schedule.
Direct vs Connecting Flights — ORD to GRU (September) Pros & Cons
Airline Comparison for ORD to GRU — Which Carrier to Choose in September
Major carriers that commonly serve the Chicago–São Paulo market include LATAM Airlines, American Airlines, United Airlines, and Delta Air Lines (via hubs). Each carrier offers different combinations of nonstop or connecting service, loyalty benefits, and onboard amenities—compare specifics for September before booking.
Seasonal Travel Tips for September — From O'Hare International Airport (ORD) to São Paulo–Guarulhos International Airport (GRU)
Weather & Packing
September in São Paulo is early spring—pack light layers, a light jacket for cooler mornings, and an umbrella for occasional showers. For departures from O'Hare International Airport (ORD), bring a heavier outer layer for Chicago's variable early-fall mornings, especially if traveling through pre-dawn hours.
Flight Time and Schedules — O'Hare International Airport (ORD) to São Paulo–Guarulhos International Airport (GRU) in September
Check current September flight schedules from O'Hare International Airport (ORD) to São Paulo–Guarulhos International Airport (GRU) and compare nonstop versus connecting options to optimize travel time.