Find Cheap Flights from Chicago to São Paulo (CHI - SAO)

Flights overview

Useful information for finding cheap flights from Chicago to São Paulo and booking your next trip

Cheapest round-trip flights	$499	Arajet 1 stop 14 hr Sat, Apr 11 — Fri, Apr 24	The cheapest round-trip flight from Chicago to São Paulo is currently $499
Cheapest one-way flight	$233	Arajet 1 stop 14 hr Sat, May 9	The cheapest one-way flight from Chicago to São Paulo is currently $233
Cheapest nonstop flights	$786	United Nonstop 11 hr Thu, Apr 30 — Wed, May 13	The cheapest nonstop round-trip flight from Chicago to São Paulo is currently $786
Last-minute weekend getaway	$620	COPA 1 stop 14 hr Thu, Feb 19 — Sun, Feb 22	The cheapest last-minute weekend getaway from Chicago to São Paulo is currently $620
Cheapest business class flights	$2,028	Avianca 1 stop 15 hr Thu, Apr 30 — Wed, May 13	The cheapest business class round-trip flight from Chicago to São Paulo is currently $2,028

Fastest flight	10 hr 10 min	The fastest nonstop flight from Chicago to São Paulo takes 10 hr 10 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 Chicago to São Paulo is typically October. The most expensive month to fly is typically December.

October Cheapest	Typical prices: $455–740
December Most expensive	Typical prices: $690–1,450

Popular airlines from Chicago to São Paulo

United

Nonstop

from $745

Typical price: $810–2,450

7 weekly nonstop flights

ORD - GRU Every day

110 weekly connecting flights

ORD - GRU Every day
American

from $701

Typical price: $910–2,500

222 weekly connecting flights

ORD - GRU Every day
Delta

from $701

Typical price: $800–2,600

199 weekly connecting flights

MDW, ORD - GRU Every day
COPA

from $540

Typical price: $650–1,550

35 weekly connecting flights

ORD - GRU Every day
Air Canada

from $880

Typical price: $720–1,850

30 weekly connecting flights

ORD - GRU Every day
Avianca

from $538

Typical price: $680–1,300

21 weekly connecting flights

ORD - GRU Every day

Popular airports near Chicago

Chicago O'Hare International Airport (ORD)

Chicago United States 27 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 24 min 75 mi
Indianapolis International Airport (IND)

Indianapolis United States 2 hr 59 min 165 mi

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

Frequently asked questions about flying from Chicago to São Paulo

The cheapest flights from Chicago to São Paulo are usually in October. Typical ticket prices in October range from $455 to $740.

The cheapest round-trip flight from Chicago to São Paulo recently found on Google Flights was with Arajet from $499. The cheapest one-way flight was with Arajet from $233.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Chicago to São Paulo is $745, flying from May 10 to May 26.
The cheapest American flight from Chicago to São Paulo is $701, flying from Apr 9 to Apr 22.
The cheapest Delta flight from Chicago to São Paulo is $701, flying from Apr 9 to Apr 23.
The cheapest COPA flight from Chicago to São Paulo is $540, flying from Apr 9 to Apr 22.
The cheapest Air Canada flight from Chicago to São Paulo is $880, flying from Apr 5 to Apr 20.
The cheapest Avianca flight from Chicago to São Paulo is $538, flying from Apr 9 to Apr 22.

The cheapest round-trip flight from Chicago to São Paulo starts at $499 from Sat, Apr 11 to Fri, Apr 24. The cheapest one-way flight starts at $233 and departs on Sat, May 9.

10 hr 10 min is the shortest flight time from Chicago to São Paulo.

As a major metropolis, São Paulo is a year-round destination, but some peak periods include Apr–May and Nov–Dec. In summer (Dec–Feb), the weather is generally hot and humid, with occasional rainfall and storms. Fall (Mar–Apr) and winter (Jun–Aug) are cooler and drier. Key annual events include the massive Gay Pride Parade (May) and the Virada Cultural Festival (May), featuring concerts, art exhibits, films and other cultural events.

It's easy to use Google Flights to find the cheapest days to fly from Chicago to São Paulo.
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 Chicago to São Paulo 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 Chicago to São Paulo.

In terms of nonstop flights, United is the most popular. United offers 7 nonstop flights and 110 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) .

In terms of flights, American is the most popular. American offers 222 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) .

Other popular airlines flying from Chicago to São Paulo are:

Delta offers 199 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) .
COPA offers 35 connecting flights per week. COPA flies from Chicago O'Hare International Airport (ORD) to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) .
Air Canada offers 30 connecting flights per week. Air Canada flies from Chicago O'Hare International Airport (ORD) to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) .
Avianca offers 21 connecting flights per week. Avianca flies from Chicago O'Hare International Airport (ORD) to São Paulo/Guarulhos–Governor André Franco Montoro International Airport (GRU) .

The number of connecting flights refers to distinct flights with at least one stop between Chicago and São Paulo.

The cheapest round-trip flight from Chicago to São Paulo recently found on Google Flights was with Arajet from $499. The cheapest one-way flight was with Arajet from $233.

Some of the cheapest round-trip deals we found with different airlines:

The cheapest United flight from Chicago to São Paulo is $745, flying from May 10 to May 26.
The cheapest American flight from Chicago to São Paulo is $701, flying from Apr 9 to Apr 22.
The cheapest Delta flight from Chicago to São Paulo is $701, flying from Apr 9 to Apr 23.
The cheapest COPA flight from Chicago to São Paulo is $540, flying from Apr 9 to Apr 22.
The cheapest Air Canada flight from Chicago to São Paulo is $880, flying from Apr 5 to Apr 20.
The cheapest Avianca flight from Chicago to São Paulo is $538, flying from Apr 9 to Apr 22.

United flies direct from Chicago to São Paulo.

There are 7 United direct flights from Chicago to São Paulo 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 Chicago and São Paulo at price $620 is offered by COPA from Thu, Feb 19 to Sun, Feb 22.

United flies direct from Chicago to São Paulo.

There are 7 United direct flights from Chicago to São Paulo 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 Chicago to São Paulo on a daily basis.

The cheapest direct (nonstop) round-trip flights between Chicago and São Paulo start at $786 from Thu, Apr 30 to Wed, May 13 with United.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to São Paulo, 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 Chicago and São Paulo start at $2,028 from Thu, Apr 30 to Wed, May 13 with Avianca.

The cheapest economy class round-trip flights between Chicago and São Paulo start at $499 from Sat, Apr 11 to Fri, Apr 24.

To book business class trips from Chicago to São Paulo, 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 Chicago and São Paulo starts at $620 from Thu, Feb 19 to Sun, Feb 22 with COPA.

The cheapest last-minute deal between Chicago and São Paulo at price $620 is offered by COPA from Thu, Feb 19 to Sun, Feb 22.

To find last-minute flight deals from Chicago to São Paulo, 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.