Cheap flights from São Paulo to Chicago

Flights overview

Useful information for finding cheap flights from São Paulo to Chicago and booking your next trip
Cheapest round-trip flights $728
Arajet 1 stop 14 hr Fri, Jun 5 — Fri, Jun 19
The cheapest round-trip flight from São Paulo to Chicago is currently $728
Cheapest one-way flight $342
Arajet 1 stop 14 hr Fri, Jun 5
The cheapest one-way flight from São Paulo to Chicago is currently $342
Cheapest nonstop flights $931
United Nonstop 11 hr Thu, Jun 4 — Wed, Jun 17
The cheapest nonstop round-trip flight from São Paulo to Chicago is currently $931
Last-minute weekend getaway $770
COPA 1 stop 24 hr Thu, May 7 — Mon, May 11
The cheapest last-minute weekend getaway from São Paulo to Chicago is currently $770
Cheapest business class flights $2,402
Avianca 1 stop 16 hr Thu, May 21 — Wed, Jun 3
The cheapest business class round-trip flight from São Paulo to Chicago is currently $2,402
Fastest flight 10 hr 25 min The fastest nonstop flight from São Paulo to Chicago takes 10 hr 25 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from São Paulo to Chicago is typically October. The most expensive month to fly is typically December.
October
Cheapest
Typical prices: $570–850
December
Most expensive
Typical prices: $790–1,100

Popular airlines from São Paulo to Chicago

  • United
    Nonstop
    from $931
    Typical price: $900–2,000
    7 weekly nonstop flights
    GRU - ORD Every day
    163 weekly connecting flights
    GRU - ORD Every day
  • Delta
    from $937
    Typical price: $860–2,850
    172 weekly connecting flights
    GRU - MDW, ORD Every day
  • American
    from $937
    Typical price: $940–2,650
    156 weekly connecting flights
    GRU - ORD Every day
  • COPA
    from $843
    Typical price: $690–1,850
    27 weekly connecting flights
    GRU - ORD Every day
  • Air Canada
    from $885
    Typical price: $920–2,000
    26 weekly connecting flights
    GRU - ORD Every day
  • Avianca
    from $893
    Typical price: $730–1,400
    21 weekly connecting flights
    GRU - ORD Every day

Popular airports near São Paulo

  • São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU)
    São Paulo Brazil 13 mi
  • São Paulo/Congonhas–Deputado Freitas Nobre Airport (CGH)
    São Paulo Brazil 22 min 5 mi
  • Viracopos International Airport (VCP)
    Campinas Brazil 1 hr 23 min 49 mi
  • São José dos Campos Airport (SJK)
    São José dos Campos Brazil 1 hr 30 min 54 mi

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 26 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 25 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Frequently asked questions about flying from São Paulo to Chicago

The cheapest flights from São Paulo to Chicago are usually in October. Typical ticket prices in October range from $570 to $850.
The cheapest round-trip flight from São Paulo to Chicago recently found on Google Flights was with Arajet from $728. The cheapest one-way flight was with Arajet from $342.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from São Paulo to Chicago is $931, flying from Jun 4 to Jun 17.
  • The cheapest Delta flight from São Paulo to Chicago is $937, flying from May 28 to Jun 10.
  • The cheapest American flight from São Paulo to Chicago is $937, flying from Jun 5 to Jun 18.
  • The cheapest COPA flight from São Paulo to Chicago is $843, flying from Jun 4 to Jun 17.
  • The cheapest Air Canada flight from São Paulo to Chicago is $885, flying from May 25 to Jun 9.
  • The cheapest Avianca flight from São Paulo to Chicago is $893, flying from Jun 4 to Jun 17.
The cheapest round-trip flight from São Paulo to Chicago starts at $728 from Fri, Jun 5 to Fri, Jun 19. The cheapest one-way flight starts at $342 and departs on Fri, Jun 5.
10 hr 25 min is the shortest flight time from São Paulo to Chicago.
Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.
It's easy to use Google Flights to find the cheapest days to fly from São Paulo to Chicago.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from São Paulo to Chicago really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from São Paulo to Chicago.

In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 163 connecting flights per week. United flies from São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Delta is the most popular. Delta offers 172 connecting flights per week. Delta flies from São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from São Paulo to Chicago are:
  • American offers 156 connecting flights per week. American flies from São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) to Chicago O'Hare International Airport (ORD) .
  • COPA offers 27 connecting flights per week. COPA flies from São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) to Chicago O'Hare International Airport (ORD) .
  • Air Canada offers 26 connecting flights per week. Air Canada flies from São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) to Chicago O'Hare International Airport (ORD) .
  • Avianca offers 21 connecting flights per week. Avianca flies from São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) to Chicago O'Hare International Airport (ORD) .
The number of connecting flights refers to distinct flights with at least one stop between São Paulo and Chicago.
The cheapest round-trip flight from São Paulo to Chicago recently found on Google Flights was with Arajet from $728. The cheapest one-way flight was with Arajet from $342.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest United flight from São Paulo to Chicago is $931, flying from Jun 4 to Jun 17.
  • The cheapest Delta flight from São Paulo to Chicago is $937, flying from May 28 to Jun 10.
  • The cheapest American flight from São Paulo to Chicago is $937, flying from Jun 5 to Jun 18.
  • The cheapest COPA flight from São Paulo to Chicago is $843, flying from Jun 4 to Jun 17.
  • The cheapest Air Canada flight from São Paulo to Chicago is $885, flying from May 25 to Jun 9.
  • The cheapest Avianca flight from São Paulo to Chicago is $893, flying from Jun 4 to Jun 17.
United flies direct from São Paulo to Chicago.
  • There are 7 United direct flights from São Paulo to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between São Paulo and Chicago at price $770 is offered by COPA from Thu, May 7 to Mon, May 11.
United flies direct from São Paulo to Chicago.
  • There are 7 United direct flights from São Paulo to Chicago per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from São Paulo to Chicago on a daily basis.
The cheapest direct (nonstop) round-trip flights between São Paulo and Chicago start at $931 from Thu, Jun 4 to Wed, Jun 17 with United.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from São Paulo to Chicago, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between São Paulo and Chicago start at $2,402 from Thu, May 21 to Wed, Jun 3 with Avianca.
The cheapest economy class round-trip flights between São Paulo and Chicago start at $728 from Fri, Jun 5 to Fri, Jun 19.
To book business class trips from São Paulo to Chicago, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between São Paulo and Chicago starts at $770 from Thu, May 7 to Mon, May 11 with COPA.
The cheapest last-minute deal between São Paulo and Chicago at price $770 is offered by COPA from Thu, May 7 to Mon, May 11.
To find last-minute flight deals from São Paulo to Chicago, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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Popular trips from São Paulo

  1. New York
    $459
    Oct 29 — Nov 12
    1 stop 12 hr 30 min Arajet
  2. Paris
    $865
    Oct 26 — Nov 11
    1 stop 14 hr 15 min British Airways
  3. Rome
    $1,090
    May 31 — Jun 15
    1 stop 16 hr 5 min Tap Air Portugal
  4. Lisbon
    Oct 25 — Nov 8

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