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

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

      Compare Chicago to Sao Paulo flight deals

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

      Book the best Sao Paulo fare with no extra fees

      Flight deals from Chicago to Sao Paulo

      Looking for a cheap last-minute deal or the best return flight from Chicago to Sao Paulo? If you want to travel next month, return fares start from $992. Find the lowest prices on one-way and return tickets right here.
      Sao Paulo.$683 per passenger.Departing Mon, 8 Feb, returning Sun, 14 Feb.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Mon, 8 Feb, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Sun, 14 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From $683, select.
      Sao Paulo.$722 per passenger.Departing Sat, 6 Mar, returning Fri, 12 Mar.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 6 Mar, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 12 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From $722, select.
      Sao Paulo.$794 per passenger.Departing Sat, 12 Sep, returning Sun, 27 Sep.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 12 Sep, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Sun, 27 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $794, select.
      Sao Paulo.$853 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 $853, select.
      Sao Paulo.$854 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 $854, select.
      Sao Paulo.$858 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 $858, select.
      Sao Paulo.$922 per passenger.Departing Fri, 30 Oct, returning Sun, 22 Nov.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 30 Oct, 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 $922, select.
      Sao Paulo.$950 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 $950, select.
      Sao Paulo.$992 per passenger.Departing Sat, 24 Oct, returning Fri, 30 Oct.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Sat, 24 Oct, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 30 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $992, select.
      Sao Paulo.$1,012 per passenger.Departing Fri, 4 Jun, returning Fri, 4 Jun.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 4 Jun, 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 $1,012, select.
      Sao Paulo.$1,014 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 $1,014, select.
      Sao Paulo.$1,016 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 $1,016, select.
      Sao Paulo.$1,017 per passenger.Departing Fri, 7 May, returning Fri, 7 May.Return flight with Arajet.Outbound indirect flight with Arajet, departs from Chicago O'Hare International on Fri, 7 May, arriving in Sao Paulo Guarulhos.Inbound indirect flight with Arajet, departs from Sao Paulo Guarulhos on Fri, 7 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,017, select.
      Sao Paulo.$1,018 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 $1,018, select.
      Sao Paulo.$1,075 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 $1,075, select.
      Sao Paulo.$1,112 per passenger.Departing Sat, 5 Dec, returning Thu, 10 Dec.Return flight with jetBlue and Azul Airlines.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Sat, 5 Dec, arriving in Sao Paulo Viracopos.Inbound indirect flight with Azul Airlines, departs from Sao Paulo Viracopos on Thu, 10 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,112, select.

      Find the cheapest month to fly from Chicago to Sao Paulo

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Sao Paulo flights are currently cheapest in February.
      Sep
      from $794
      Oct
      from $992
      Nov
      from $854
      Dec
      from $1,112
      Jan
      from $1,137
      Feb
      from $683
      Mar
      from $722
      Apr
      from $1,018
      May
      from $1,017
      Jun
      from $1,012
      Jul
      from $1,712
      Aug
      from $1,762

      Direct flights from Chicago to Sao Paulo

      ANA (All Nippon Airways)
      United

      Alternative Chicago to Sao Paulo routes

      Looking for the cheapest, fastest or easiest route from Chicago to Sao Paulo? You could fly into the following airports instead.

      Sao Paulo Congonhas

      9km from central Sao Paulo
      Closest
      from $1,241
      Search flights

      Sao Paulo Guarulhos

      20km from central Sao Paulo
      Cheapest
      from $683
      Search flights

      Sao Paulo Viracopos

      79km from central Sao Paulo
      from $1,112
      Search flights

      Sao Jose Dos Campos

      87km from central Sao Paulo
      Search flights

      Chicago to Sao Paulo: Flight information

      The things to know before you go.
      Cheapest flight found$683
      Cheapest month to flyFebruary
      Average flight time10 hrs, 16 mins
      Most popular airlineUnited
      Average flights per week16

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

      There are 4 airports in Sao Paulo: Sao Paulo Congonhas, Sao Paulo Guarulhos, Sao Paulo Viracopos, and Sao Jose Dos Campos.
      The best price we found for a return flight from Chicago to Sao Paulo is $683. 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.
      United and ANA (All Nippon Airways) fly direct from Chicago to Sao Paulo.
      As of September 2026, there are 16 flights per week flying from Chicago to Sao Paulo.
      The cheapest month to fly from Chicago to Sao Paulo is usually February.
      If you're flying from Chicago, the cheapest airport near Sao Paulo is Sao Paulo Guarulhos – which is 20.4 km away from the centre of Sao Paulo. We've found flights into this airport from $683.
      After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sao Paulo on Monday, 8 February 2027.
      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 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.

      In September, the average temperature is usually around 21°C. January is typically the warmest month in Sao Paulo, when it usually averages around 27°C. You can expect the least rain in July. The coldest month is June, with temperatures averaging 13°C. The rainiest month is January.
      The cheapest airline that flies to Sao Paulo is Arajet. And the cheapest airline that flies to Sao Paulo Guarulhos Airport is United.

      Travelling from Chicago to Sao Paulo: what you need to know

      • There are a couple of main airports you can fly out of in Chicago. Check out your options leaving from Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW) when reserving your flight from Chicago to Sao Paulo.

      • Hop off your plane in Sao Paulo at Sao Paulo Guarulhos Airport (GRU) or Sao Paulo Viracopos Airport (VCP).

      • The average duration of a direct Chicago to Sao Paulo flight is 10 hours 15 minutes.

      • Sao Paulo's timezone is UTC-3, which makes Sao Paulo three hours ahead of Chicago.

      • With seven flights a week between the two airports, Chicago O'Hare International Airport (ORD) to Sao Paulo Guarulhos Airport (GRU) is the most popular route. Hop on the earliest flight from Chicago to Sao Paulo with United Airlines at 18:00. If you prefer to make the most of your day before leaving, the latest flight from ORD to GRU is with United Airlines at 22:00.

      • To ensure you get on your Chicago to Sao Paulo flight, leave plenty of time to check in and find your gate. Arriving two hours before international departures and an hour before domestic flights is a good rule of thumb.

      • You'll likely experience bigger queues in popular months such as July. Arriving up to four hours in advance for international flights and two hours for domestic departures will help ensure a smooth travel experience.

      How to find the cheapest flights from Chicago to Sao Paulo

      • Book one month before flying. Pricing trends show that this is the ideal window for finding cheap Chicago to Sao Paulo flights.

      • Plan your trip for June. That's the best month for scoring an incredible deal on plane tickets from Chicago to Sao Paulo. If your travel dates are flexible, use the 'Whole month' tool to see the lowest price across each month.

      • There's no need to search every day to find out if fares have dropped when you set up a Price Alert. We'll notify you as soon as there's a better deal on cheap flights from Chicago to Sao Paulo.

      • Tailor your trip using filters. Pick your ideal departure and arrival times, total journey duration and airlines. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best' Chicago to Sao Paulo flights.

      Flying from Chicago

      Chicago O'Hare International Airport (ORD)

      • If you're looking for a direct flight from Chicago to Sao Paulo, you can leave from Chicago O'Hare International Airport (ORD). Get from ORD to Sao Paulo Guarulhos Airport (GRU) in one continuous trip.

      • United Airlines is a leading airline that offers direct Chicago to Sao Paulo plane tickets leaving from ORD.

      • A stopover is the ideal opportunity to break up your trip — and possibly even visit a new city. When browsing Chicago to Sao Paulo flights departing from Chicago O'Hare International Airport, uncheck the 'Direct flights only' box to see where you can visit along the way. Some popular options include:

        • Atlanta Hartsfield-Jackson Airport (ATL)

        • New York John F. Kennedy Airport (JFK)

        • Miami International Airport (MIA)

      • Travelling from central Chicago to ORD takes around 45 minutes by public transport. If you drive, ride-share or get a taxi, you'll cover the 26 kilometres in 30 minutes or so, depending on traffic.

      • In search of a convenient hotel close to Chicago O'Hare International Airport? If you're boarding an early flight from Chicago to Sao Paulo, these accommodation options will have you sleeping nice and close to your departure gate:

      • When it comes to Chicago O'Hare International Airport's on-time performance, data shows 70% of flights arrive within the scheduled time frame.

      • You'll find ORD at 10000 West O'Hare.

      Chicago Midway Airport (MDW)

      • Visit friends or family or just take a moment to stretch your legs with a stopover. If you'd like to break up your Chicago to Sao Paulo flight, here's where you can stop when leaving from Chicago Midway Airport:

        • Atlanta Hartsfield-Jackson Airport (ATL)

        • Dallas Fort Worth International Airport (DFW)

        • Miami International Airport (MIA)

      • You can reach MDW from central Chicago in about 25 minutes by car, depending on traffic conditions. The journey by public transport takes roughly 30 minutes to cover the 14 kilometres or so.

      • Want to enjoy an extra night away before your flight from Chicago to Sao Paulo? Check in to a hotel near Chicago Midway Airport before your adventure officially starts. These stays are calling your name:

      • When it comes to flight punctuality, Chicago Midway Airport has an on-time arrival rate of 76%.

      • The address for MDW is 5700 South Cicero.

      Arriving in Sao Paulo

      Sao Paulo Guarulhos Airport (GRU)

      • The distance from Sao Paulo Guarulhos Airport (GRU) to central Sao Paulo is approximately 21 kilometres. It'll take you about 45 minutes to get to the centre driving.

      • It usually takes 1 hour 10 minutes to get there when travelling by public transport.

      • Consider staying in a hotel near GRU if you're coming in on a late flight from Chicago to Sao Paulo. Select one of these options and avoid the hassle of a long transfer:

      • Say yes to new adventures by picking up a Sao Paulo Guarulhos Airport rental car. Grab your wheels from Foco, Localiza or Movida and explore beyond Sao Paulo's usual tourist stops.

      • To get the best deal, book your ride from Sao Paulo Guarulhos Airport about two weeks in advance of your Chicago to Sao Paulo flight.

      Sao Paulo Congonhas Airport (CGH)

      • Once your flight from Chicago to Sao Paulo has hit the tarmac, you can reach the city centre in about 25 minutes by car. Central Sao Paulo is roughly 8 kilometres from Sao Paulo Congonhas Airport (CGH).

      • If you choose to travel on public transport, you'll reach the centre in 50 minutes or so.

      • You'll find some comfortable places to call home for the night near CGH. Unwind after your Chicago to Sao Paulo flight at any of these perfectly located options:

      • Forget about inconvenient public transport schedules or taxi lines. Pick up a Sao Paulo Congonhas Airport rental car and take your trip in whatever direction you choose. Compare offers from Foco, Localiza and Movida.

      • Get what you want, not just what's left over. Securing your ride from CGH three weeks in advance often means better deals and a wider choice of vehicles.

      Sao Paulo Viracopos Airport (VCP)

      • Hop off your flight from Chicago to Sao Paulo and travel to your hotel or jump right into sightseeing. The centre of Sao Paulo is around 80 kilometres from Sao Paulo Viracopos Airport (VCP) and typically takes 1 hour 30 minutes to drive there.

      • The journey takes roughly 2 hours 20 minutes when travelling by public transport.

      • Begin your travels without worrying about how to arrive at your destination with a Sao Paulo Viracopos Airport rental car. Book your wheels with reliable suppliers here like Foco, Localiza and Movida.

      • About four weeks before your flight from Chicago to Sao Paulo is the ideal time to book your vehicle from VCP. You're likely to snag a better deal or even snap up an early bird discount.

      Best time to go to Sao Paulo

      • March is the quietest month for flights from Chicago to Sao Paulo, while July is the most popular. Work out the ideal time to visit Sao Paulo based on whether you like a laid-back vibe or a more bustling atmosphere.

      • Book a Chicago to Sao Paulo ticket departing in February if you're eager to experience the city during its warmest month. Expect temperatures in Sao Paulo to range from 18ºC (64ºF) to 29ºC (84ºF).

      • July has average temperatures of between 12ºC (54ºF) and 25ºC (77ºF). Search for cheap flights from Chicago to Sao Paulo around that time if you'd rather travel in cooler conditions.

      More about Sao Paulo

      • Once you've booked your flight from Chicago to Sao Paulo, decide where you'll be dropping your bags. Make one of these options your base for exploring Sao Paulo:

      • Ibirapuera Park and Av. Paulista are just the start of the major attractions to add to your Sao Paulo must-do list. Keep the momentum going by heading to Pinacoteca Do Estado De Sao Paulo.

      Explore more of Brazil

      • Belo Horizonte is just one of the many cities in Brazil waiting to be explored once you've seen Sao Paulo. Around 499 kilometres to the northeast, check out popular attractions including Pampulha Modern Ensemble, Casa do Baile and Igreja São Francisco de Assis.

      • Curitiba is another essential stop in Brazil and is around 338 kilometres southwest of Sao Paulo. No journey is complete without experiencing Oscar Niemeyer Museum, Eco Park and Botanical Garden of Curitiba.

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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.