Compare airlines, prices, and flight durations for your trip
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Sao Paulo to Chicago:
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Answers to questions about the route that travelers are most interested in.
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
The Sao Paulo — Chicago route is served by a wide range of airlines: 4 in total, including United Airlines, Azul Brazilian Airlines, Avianca, and American Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $289. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
starting at $784
starting at $289
starting at $293
starting at $348
Sao Paulo — Chicago
01/30/2026
Departure
Direct flight
UA844
starting at $989
Sao Paulo — Chicago
02/14/2026
Departure
Direct flight
UA844
starting at $784
Sao Paulo — Chicago
02/16/2026
Departure
Direct flight
UA844
starting at $989
Sao Paulo — Chicago
02/20/2026
Departure
Direct flight
UA844
starting at $989
Unable to find information about the schedule of direct flights from
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!
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 cheapest flight ticket from Sao Paulo to Chicago according to data for the last 48 hours costs $289
Often the best time to buy tickets from Sao Paulo to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Sao Paulo to Chicago can be found flying in these months: February.
The fastest flights from Sao Paulo to Chicago start from 18 hours 12 minutes in the air.
The following airlines operate direct flights on the route Sao Paulo — Chicago: United Airlines
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Sao Paulo to Chicago
The cheapest one-way flight from Sao Paulo to Chicago departs on 02/20/2026, is operated by Azul Brazilian Airlines and costs $289
The cheapest roundtrip flight from Sao Paulo to Chicago departs on 10/23/2026, is operated by Avianca and costs $711
Fastest flight from Sao Paulo to Chicago takes 18h 12m
There are direct flights on this route 3 days a week: Mo, Fr, and Sa
The distance between Sao Paulo and Chicago is 8413km (5216 miles). There are 8 direct flights from Sao Paulo to Chicago. The time difference between Sao Paulo and Chicago is 3h. Flights from Sao Paulo begin at 9:45 PM. The latest flight from Sao Paulo departs at 9:45 PM
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Sao Paulo to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
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!
We couldn't find any special offers for flights from Sao Paulo to Chicago