Cheap Flights from Sao Paulo to Chicago — $299

Looking to book air tickets from São Paulo? Explore the options of the city's bustling airports! Guarulhos Airport, located 25 km from the city center, is the largest and busiest airport in Brazil. It offers a wide range of international flights, providing travelers with numerous opportunities to reach their chosen destinations. It is served by prestigious airlines such as LATAM, Aerolíneas Argentinas, and Air France, ensuring a comfortable and reliable journey. However, traffic can be heavy at times, so it's essential to plan for possible delays. Congonhas Airport, conveniently situated only 8 km from downtown São Paulo, is a great choice for domestic flights. With a quick and efficient transportation system, you can reach this airport easily, cutting down on travel time and costs. Many popular airlines, including Azul and Gol, use Congonhas as a hub, enhancing the airport's connectivity to various domestic destinations. One downside could be limited international flights, but if you're planning a domestic trip, Congonhas is an ideal option. Lastly, Viracopos Airport, situated 99 km from São Paulo, is suitable for those seeking an alternative experience. While it may take slightly longer to reach, this airport offers lower airfares and an array of domestic and international routes. It serves as Azul's main hub, ensuring an extensive network for national flights. Overall, Viracopos provides cost-effective options and a more relaxed atmosphere compared to other airports. Whether you prefer Guarulhos for international flights, Congonhas for domestic travel, or Viracopos for its affordability, São Paulo's airports have choices that suit diverse traveler needs. Start your air ticket search now on our website and secure the best deals for your upcoming departure. Happy travels!

Looking for direct flights from Sao Paulo, Brazil to Chicago, United States? You're in luck! There are direct flight options available for this route, ensuring a convenient and time-efficient journey. Whether you are traveling for business or leisure, these direct flights provide a seamless experience from Sao Paulo to Chicago. For travelers seeking alternative routes with transfers, fret not! Although direct flights are available, you can always explore connecting flights for more flexibility. Popular connecting cities for this route include major hubs such as Miami, New York, and Atlanta. By opting for connecting flights, you have the opportunity to discover new destinations along the way. To find the best airfares and compare multiple airlines, visit our air ticket search website. Whether you choose a direct flight or a route with transfers, we are here to assist you in planning your trip from Sao Paulo to Chicago. Enjoy your journey!

Chicago is served by two major airports, each with its own advantages and drawbacks. O'Hare International Airport, one of the busiest in the world, is well-known for its outstanding connectivity to various destinations, both domestic and international. With a wide range of airlines, including prestigious carriers like American Airlines and United Airlines, O'Hare offers travelers many options and competitive fares. However, its vast size can be overwhelming, and getting from gate to gate or to the city can take some time. On the other hand, Midway International Airport, while smaller, boasts a convenient location closer to downtown Chicago. Southwest Airlines predominately operates from this airport, ensuring numerous affordable flights. Travelers will appreciate the shorter security lines and the easy access to public transportation, but the limited international flight options can be a drawback. Consider your priorities - if you prioritize connectivity and global carriers, O'Hare is the go-to airport; if convenience and affordability are key, then Midway may be the better choice. Plan accordingly and enjoy your time in the Windy City!

The route Sao Paulo — Chicago is served by several airlines: United Airlines, Asian Air, and Air Ocean. This gives passengers more freedom in choosing flights. You can consider not only the price but also schedules, baggage policies, and onboard service. Our service compares all offers so you can find tickets from $299 and choose the most convenient option. Thanks to airline competition, you may also find promotional fares or special offers, helping you save even more. Plan your trip in advance and choose the best flights without overpaying.

The minimum one-way ticket price from Sao Paulo to Chicago is $299 (February 2026), while the maximum is $587 (January 2027). On average, a ticket costs $443–$587.