Question 1

What is the cheapest time of day to depart on your flight to Sao Paulo?

Accepted Answer

In the evening is the cheapest time of day to fly from Chicago to Sao Paulo when you can find flight prices for as low as $1,029. Flying to Sao Paulo in the evening is an ideal time because this is during off-peak travel hours. Flights to Sao Paulo are more costly in the afternoon, with an average ticket price of $1,045. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Question 2

How many flights depart from Chicago to Sao Paulo on average per week?

Accepted Answer

14 flights are operational weekly from Chicago to Sao Paulo as of December 2025. The most popular departure day for this route is Mon, with 14% of flights per week taking off on this day.

Question 3

Which airline has the best punctuality record on Chicago to Sao Paulo flights?

Accepted Answer

According to our data, Atlas Air have had the least number of delays on this route over the last 12 months; with about 38% of their flights experiencing any sort of delay.

Question 4

How many flights depart from Chicago to Sao Paulo on average per day?

Accepted Answer

The number of flights available between Chicago and Sao Paulo is 2 per day as of December 2025. The most frequent departure time is 5:00PM, with 100% of daily flights leaving in the afternoon.

Question 5

What cabin class options are available on Chicago to Sao Paulo flights?

Accepted Answer

There are 2 cabin classes available to choose from on Chicago to Sao Paulo flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Question 6

What is the cheapest airline that flies from Chicago to Sao Paulo?

Accepted Answer

Arajet is the most popular carrier operating from Chicago to Sao Paulo

Question 7

How often are flights from Chicago to Sao Paulo delayed?

Accepted Answer

Historically, on average around 40% of flights between Chicago and Sao Paulo have experienced a delay on any given week. The average delay length over the past 12 months has been 169 minutes.

Question 8

Which airport is the most popular layover for flights between Chicago and Sao Paulo?

Accepted Answer

Panama City (PTY) was the most common stop: 46% of momondo users choosing 1-stop flights on this route connected there.

Question 9

What is the cheapest day to depart on your flight to Sao Paulo?

Accepted Answer

The cheapest day to depart on your flight to Sao Paulo is on a Thursday when prices can be found for as low as $940. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,097.

Question 10

What is the most punctual flight time for Chicago to Sao Paulo flights?

Accepted Answer

Generally, flights departing in the evening tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Question 11

Which layover airport has the shortest connection time from Chicago to Sao Paulo?

Accepted Answer

Bogotá (BOG) has the shortest average layover time for this route: 1h 13m.

Question 12

Which layover airport has the shortest travel time from Chicago to Sao Paulo?

Accepted Answer

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 12h 45m.

Question 13

What is the cheapest month to fly to Sao Paulo?

Accepted Answer

The cheapest month to fly to Sao Paulo from Chicago is in January. Flight prices, which tend to average around $604, are often lower during this time because this is during the off-season. If you don’t want to visit Sao Paulo in January, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $676.

Question 14

What day of the week experiences the fewest flight delays on this route?

Accepted Answer

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Wednesday has historically seen more delays on average compared to the rest of the week.

Question 15

Can stopping save me money on Chicago to Sao Paulo flights?

Accepted Answer

You could potentially save up to 62% on your flight if you consider stops on a Chicago to Sao Paulo flight.

Question 16

How have Chicago to Sao Paulo flight prices changed over time?

Accepted Answer

As of December 2025, prices for Chicago to Sao Paulo flights are approximately 25% cheaper when compared to flights at the same time last year.

Question 17

What is the cheapest Chicago to Sao Paulo flight route?

Accepted Answer

Fly from Chicago O'Hare Intl to Sao Paulo Guarulhos Intl for the best Chicago - Sao Paulo flight prices

Question 18

What airlines fly to Sao Paulo?

Accepted Answer

United Airlines, Copa Airlines and Air Canada are the top three most popular airlines that fly to Sao Paulo from Chicago according to our data. United Airlines is the first choice among our users, with 52% of people opting to fly with this airline when traveling to Sao Paulo. Keep in mind that there are 7 different airlines that fly to Sao Paulo on a routine basis, so you have a few additional options to choose from.

Question 19

Which layover airport offers the lowest fares from Chicago to Sao Paulo?

Accepted Answer

Flights via Punta Cana (PUJ) offer the lowest average round-trip price of $432.

Question 20

What is the typical price of a round-trip flight between Chicago and Sao Paulo?

Accepted Answer

Prices are currently typical for flights on this route.Typical prices usually range from $526 to $909.
The lowest price recently found on this route was $526.

Question 21

How far in advance should I book a flight to Sao Paulo?

Accepted Answer

You are more likely to see cheaper flights to Sao Paulo from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo for around $850 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sao Paulo from Chicago for as low as $689 on momondo.

Question 22

When did momondo last update prices for flights from Chicago to Sao Paulo?

Accepted Answer

Prices for flights from Chicago to Sao Paulo refresh daily.

Question 23

How many operators does momondo search for flights from Chicago to Sao Paulo?

Accepted Answer

As of December 2025, there are 7 operators available to choose from for flights from Chicago to Sao Paulo.

Question 24

How old do you have to be to fly from Chicago to Sao Paulo?

Accepted Answer

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sao Paulo.

Question 25

What documentation or ID do you need to fly to Sao Paulo?

Accepted Answer

The travel and health documents you'll need for your trip to Sao Paulo may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Sao Paulo. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best Price Found	$2,413
Fastest flight time	10h 15m
Direct flights	Every day
Airports in Sao Paulo	3 airports

Airline	Rating	Free Cancellation	Price
Copa Airlines	PriceFrom $376	Free Cancellation	Rating 7.6 1,561 reviews	Search Copa Airlines flights
United Airlines	PriceFrom $435	Free Cancellation	Rating 7.4 9,113 reviews	Search United Airlines flights
American Airlines	PriceFrom $500	Free Cancellation	Rating 7.2 11,073 reviews	Search American Airlines flights
LATAM Airlines	PriceFrom $531	Free Cancellation	Rating 7.5 1,895 reviews	Search LATAM Airlines flights
Avianca	PriceFrom $572	Free Cancellation	Rating 6.6 2,490 reviews	Search Avianca flights
GOL	PriceFrom $596	Free Cancellation	Rating 7.3 1,139 reviews	Search GOL flights
Air Canada	PriceFrom $615	Free Cancellation	Rating 7.1 10,562 reviews	Search Air Canada flights

Cheap flights from Chicago to Sao Paulo from $203

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Sao Paulo departing on 3/7. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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