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Cheap Flights from Chicago (CHIA) to Sao Paulo (GRU)

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      Travellers and cabin class, 1 Adult, Economy
      ANA (All Nippon Airways)
      United

      Compare Chicago to Sao Paulo Guarulhos flight deals

      Find the cheapest month or even day of the year to fly to Sao Paulo Guarulhos

      Book the best Sao Paulo Guarulhos fare with no extra fees

      Flight deals from Chicago to Sao Paulo Guarulhos

      Looking for a cheap last-minute deal or the best return flight from Chicago to Sao Paulo Guarulhos Airport? If you want to travel next month, return fares start from $977. Find the lowest prices on one-way and return tickets right here.
      Sao Paulo.$855 per passenger.Departing Mon, 30 Nov, returning Fri, 11 Dec.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 30 Nov, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 11 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $855, select.
      Sao Paulo.$857 per passenger.Departing Mon, 16 Nov, returning Sun, 22 Nov.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 16 Nov, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Sun, 22 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $857, select.
      Sao Paulo.$861 per passenger.Departing Fri, 25 Sep, returning Sun, 4 Oct.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 25 Sep, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Sun, 4 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $861, select.
      Sao Paulo.$925 per passenger.Departing Fri, 23 Oct, returning Thu, 5 Nov.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 23 Oct, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 5 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From $925, select.
      Sao Paulo.$952 per passenger.Departing Mon, 7 Dec, returning Fri, 22 Jan.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 7 Dec, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 22 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $952, select.
      Sao Paulo.$977 per passenger.Departing Fri, 9 Oct, returning Fri, 16 Oct.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 9 Oct, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 16 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $977, select.
      Sao Paulo.$993 per passenger.Departing Mon, 15 Feb, returning Fri, 19 Feb.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 15 Feb, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 19 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $993, select.
      Sao Paulo.$1,014 per passenger.Departing Fri, 11 Jun, returning Fri, 18 Jun.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 11 Jun, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 18 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,014, select.
      Sao Paulo.$1,017 per passenger.Departing Mon, 28 Jun, returning Thu, 8 Jul.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 28 Jun, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 8 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,017, select.
      Sao Paulo.$1,019 per passenger.Departing Fri, 28 May, returning Fri, 4 Jun.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 28 May, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 4 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,019, select.
      Sao Paulo.$1,021 per passenger.Departing Fri, 23 Apr, returning Fri, 30 Apr.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 23 Apr, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 30 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,021, select.
      Sao Paulo.$1,036 per passenger.Departing Fri, 4 Sep, returning Wed, 9 Sep.Return flight with LATAM Airlines.Outbound indirect flight with LATAM Airlines, departs from Chicago Midway on Fri, 4 Sep, arriving in Sao Paulo Guarulhos.Inbound indirect flight with LATAM Airlines, departs from Sao Paulo Guarulhos on Wed, 9 Sep, arriving in Chicago Midway.Price includes taxes and charges.From $1,036, select.
      Sao Paulo.$1,078 per passenger.Departing Mon, 28 Dec, returning Thu, 27 May.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 28 Dec, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 27 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,078, select.
      Sao Paulo.$1,139 per passenger.Departing Fri, 15 Jan, returning Thu, 28 Jan.Return flight with Allegiant Air and Arajet.Outbound indirect flight with Allegiant Air, departs from Chicago Rockford on Fri, 15 Jan, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Thu, 28 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,139, select.
      Sao Paulo.$1,141 per passenger.Departing Sat, 5 Dec, returning Fri, 11 Dec.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 11 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,141, select.
      Sao Paulo.$1,164 per passenger.Departing Tue, 8 Dec, returning Wed, 10 Feb.Return flight with GOL Linhas Aéreas.Outbound indirect flight with GOL Linhas Aéreas, departs from Chicago O'Hare International on Tue, 8 Dec, arriving in Sao Paulo Guarulhos.Inbound indirect flight with GOL Linhas Aéreas, departs from Sao Paulo Guarulhos on Wed, 10 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,164, select.

      Find the cheapest month to fly from Chicago to Sao Paulo Guarulhos

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Sao Paulo Guarulhos flights are currently cheapest in November.
      Sep
      from $1,036
      Oct
      from $977
      Nov
      from $857
      Dec
      from $1,141
      Jan
      from $1,139
      Feb
      from $993
      Mar
      from $1,195
      Apr
      from $1,021
      May
      from $1,396
      Jun
      from $1,014
      Jul
      from $1,689
      Aug
      from $1,767

      Direct flights from Chicago to Sao Paulo Guarulhos

      ANA (All Nippon Airways)
      United

      Chicago to Sao Paulo Guarulhos: Alternative routes

      Compare routes from Chicago to Sao Paulo below. You may find an airport to fly into that's cheaper, faster, or easier than Sao Paulo Guarulhos.

      Sao Paulo Congonhas

      9km from central Sao Paulo
      Closest
      from $1,245
      Search flights

      Sao Paulo Guarulhos

      20km from central Sao Paulo
      Cheapest
      from $855
      Search flights

      Sao Paulo Viracopos

      79km from central Sao Paulo
      from $1,111
      Search flights

      Sao Jose Dos Campos

      87km from central Sao Paulo
      from $2,783
      Search flights

      Chicago to Sao Paulo: Flight information

      The things to know before you go.
      Cheapest flight found$855
      Cheapest month to flyNovember
      Average flight time10 hrs, 16 mins
      Most popular airlineANA (All Nippon Airways)
      Average flights per week32

      Finding cheap flights from Chicago to Sao Paulo Guarulhos: Frequently asked questions

      The best price we found for a return flight from Chicago to Sao Paulo Guarulhos is $855. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
      10 hours and 16 minutes is the average flight time from Chicago to Sao Paulo Guarulhos.
      ANA (All Nippon Airways) and United fly direct from Chicago to Sao Paulo Guarulhos.
      As of September 2026, there are 32 flights per week flying from Chicago to Sao Paulo Guarulhos.
      The cheapest month to fly from Chicago to Sao Paulo Guarulhos is usually November.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sao Paulo Guarulhos Airport on Monday, 30 November 2026.
      Yes – the average flight time is 10 hours and 16 minutes.
      We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Sao Paulo Guarulhos but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

      We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Sao Paulo is around 40 days in advance, so don’t leave your flight to the last minute.

      Travelling from Chicago to Sao Paulo-Guarulhos International Airport (GRU): What you need to know

      • Chicago O'Hare International Airport (ORD) is Chicago's main airport. Check out your options for booking a flight from Chicago to Sao Paulo-Guarulhos International Airport (GRU) jetting off from here.

      • Book a direct Chicago to Sao Paulo-Guarulhos International Airport flight and you'll be travelling for an average of 10 hours 20 minutes.

      • Sao Paulo-Guarulhos International Airport is located in Sao Paulo. The city operates on the UTC-3 timezone and is three hours ahead of Chicago.

      • Take your pick of 7 direct services each week between Chicago O'Hare International Airport (ORD) and Sao Paulo-Guarulhos International Airport (GRU). This is the most popular route, with United Airlines offering a 6pm departure from ORD to GRU.

      • Give yourself plenty of time to make your flight from Chicago to GRU. As a rule of thumb, arrive at least two hours before international departures and an hour ahead for domestic flights.

      • With more people on the move during busy periods like July, get to the terminal earlier than usual. Two hours for domestic flights and as much as four for international journeys will allow for additional wait times. Remember things also get busy during major holidays like Fourth of July.

      Airports in Chicago

      Chicago O'Hare International Airport (ORD)

      • Chicago O'Hare International Airport (ORD) makes it easy to travel directly to your destination. Nonstop flights from Chicago to Sao Paulo-Guarulhos International Airport (GRU) operate out of this terminal.

      • When jetting out of ORD, you can catch a direct flight from Chicago to Sao Paulo-Guarulhos International Airport with United Airlines.

      • United is the most frequently booked airline offering flights from ORD to GRU.

      • United is the most punctual carrier on this route.

      • A stopover is the perfect opportunity to take a travel break and maybe even explore a different city. When browsing cheap flights from Chicago to GRU leaving from Chicago O'Hare International Airport (ORD), uncheck the 'Direct flights only' box to get ideas for where to visit along the way. Popular options include:

        • Atlanta Hartsfield-Jackson International Airport (ATL)

        • New York John F. Kennedy International Airport (JFK)

        • Miami International Airport (MIA)

      • ORD is around 27 kilometres from central Chicago. If you're catching a taxi, ride-sharing or driving from the centre, it'll take you 30 minutes or so to get there, depending on traffic. If you're planning to take public transport, expect the trip time to be around 45 minutes.

      • Looking for a convenient hotel near Chicago O'Hare International Airport? If you're catching an early flight from Chicago to Sao Paulo-Guarulhos International Airport, these accommodation options will have you sleeping conveniently close to check-in:

      • Of the flights that depart from Chicago O'Hare International Airport, 70% arrive as scheduled at their destination.

      • ORD is located at 10000 West O'Hare.

      Chicago Midway International Airport (MDW)

      • Split up your flight from Chicago to Sao Paulo-Guarulhos International Airport with a stop so you can recharge or tick another place off your list. Some great stopovers between Chicago Midway International Airport and GRU include:

        • Atlanta Hartsfield-Jackson International Airport (ATL)

        • Dallas Fort Worth International Airport (DFW)

        • Miami International Airport (MIA)

      • Using public transport, you can travel from central Chicago to MDW in about 30 minutes. The terminal is roughly 16 kilometres away, and making the journey by car will take approximately 25 minutes.

      • Start your holiday early with an additional night away from home. Before catching your Chicago to GRU flight, unwind in one of these hotels close to Chicago Midway International Airport:

      • 76% of flights taking off from Chicago Midway International Airport arrive according to schedule.

      • MDW is located at 5700 South Cicero.

      Chicago Rockford International Airport (RFD)

      • RFD is around 145 kilometres from central Chicago. The drive from the city centre to the terminal takes about 1 hour 40 minutes. If you're considering public transport, expect a journey of around 2 hours.

      • Make catching an early Chicago to Sao Paulo-Guarulhos International Airport flight one of the easiest parts of your trip. Stay at one of these hotels near Chicago Rockford International Airport and get to the check-in counter feeling relaxed and unhurried:

      • The on-time performance rate of RFD is 71%. In other words, that's how often flights from this airport arrive as planned.

      • The street address of Chicago Rockford International Airport is 2 Airport Cir.

      About Sao Paulo-Guarulhos International Airport (GRU)

      Getting from Sao Paulo-Guarulhos International Airport (GRU) to central Sao Paulo

      • Sao Paulo-Guarulhos International Airport is around 26 kilometres from central Sao Paulo. It takes around 45 minutes or so to drive to the city.

      • If you're using public transport, expect a journey time of roughly 1 hour 10 minutes.

      How to find the cheapest flights from Chicago to Sao Paulo-Guarulhos International Airport (GRU)

      • $331 is the lowest price for a one-way ticket from Chicago to Sao Paulo-Guarulhos International Airport. A return flight starts from $855. These fares may change based on demand.

      • Book one month before you want to fly. Pricing trends suggest that this is the ideal window for finding cheap flights from Chicago to GRU.

      • June is when you're most likely to find a good deal on a Chicago to Sao Paulo-Guarulhos International Airport ticket. If you need to travel during a different time of year, the 'Whole month' tool will give you the lowest prices for every month.

      • There's no need to check back in every day to find out if fares have dropped when you create a Price Alert. We'll let you know when a lower fare pops up on plane tickets from Chicago to GRU.

      • Tailor your travel plans using filters. Choose your departure and arrival times, airlines and total journey duration. You can also sort the results by 'Best,' 'Fastest' or 'Cheapest' flights from Chicago to Sao Paulo-Guarulhos International Airport.

      The best time to fly from Chicago to Sao Paulo-Guarulhos International Airport (GRU)

      • December is the quietest month for flights from Chicago to Sao Paulo-Guarulhos International Airport (GRU), while July is the busiest. Find the best time to go to Sao Paulo based on whether you like a laid-back vibe or a more bustling atmosphere.

      • The warmest month in Sao Paulo is February, with temperatures ranging between 18ºC (64ºF) and 29ºC (84ºF). Lock in your Chicago to GRU plane ticket then if that's your ideal forecast.

      • For cooler conditions, look for a cheap ticket from Chicago to Sao Paulo-Guarulhos International Airport in July when temperatures are between 12ºC (54ºF) and 25ºC (77ºF).

      More about Sao Paulo

      • When it comes to looking for somewhere to lay your head, you'll find the best stays in Sao Paulo right here. Browse these hotels once you've booked your flight from Chicago to Sao Paulo-Guarulhos International Airport:

      • Every great journey has to include a little sightseeing. Ibirapuera Park, Avenida Paulista and Pinacoteca Do Estado De Sao Paulo are attractions you won't want to skip in Sao Paulo.

      Explore more of Brazil

      • Sao Paulo has its own special appeal, but there are so many other corners of Brazil waiting to be explored. About 290 kilometres northwest of Sao Paulo, a visit to Ribeirao Preto will keep you on the move. Check out popular attractions like Japanese Garden, Basílica de Santo Antônio de Pádua and Museu do Café.

      • Around 145 kilometres northwest of Sao Paulo, Piracicaba is another favourite stop in Brazil. Experience major highlights starting with Observatorio Astronomico Municipal, Historic Park Quilombo Corumbataí and Martha Watts Cultural Centre.

      Plan smart, explore more

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      Plan the rest of your trip from Chicago to Sao Paulo

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.