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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 11/18. 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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Cheap round-trip flights

United Airlines Logo
9:15 pm - 9:30 amORD-GRU
10h 15mnonstop
United Airlines Logo
10:15 pm - 7:00 amGRU-ORD
10h 45mnonstop
$435United Airlines
Find Deal
CN, Thg. 10 19 - Th. 2, Thg. 10 27
Copa Airlines Logo
7:59 am - 12:30 amORD-GRU
14h 31m1 stop
Copa Airlines Logo
5:25 am - 12:56 amGRU-ORD
21h 31m1 stop
$438Copa Airlines
Find Deal
Th. 3, Thg. 10 21 - Th. 6, Thg. 10 31
United Airlines Logo
8:00 am - 9:30 amORD-GRU
23h 30m1 stop
United Airlines Logo
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$440United Airlines
Find Deal
CN, Thg. 10 12 - Th. 4, Thg. 10 22
Copa Airlines Logo
7:59 am - 12:10 amORD-GRU
14h 11m1 stop
Copa Airlines Logo
11:10 am - 12:46 pmGRU-ORD
28h 36m1 stop
$449Copa Airlines
Find Deal
Th. 3, Thg. 10 28 - Th. 3, Thg. 11 4
American Airlines Logo
9:41 am - 9:00 amORD-GRU
21h 19m1 stop
American Airlines Logo
10:25 pm - 12:40 pmGRU-ORD
16h 15m1 stop
$499American Airlines
Find Deal
CN, Thg. 10 12 - CN, Thg. 10 19
American Airlines Logo
5:05 pm - 8:05 amORD-GRU
13h 00m1 stop
American Airlines Logo
11:00 pm - 1:39 pmGRU-ORD
17h 39m1 stop
$500American Airlines
Find Deal
Th. 2, Thg. 10 27 - Th. 2, Thg. 11 10
LATAM Airlines Logo
10:35 am - 5:40 amMDW-GRU
17h 05m1 stop
LATAM Airlines Logo
5:45 pm - 9:40 amGRU-MDW
17h 55m2 stops
$727LATAM Airlines
Find Deal
Th. 6, Thg. 9 26 - Th. 2, Thg. 9 29
LATAM Airlines Logo
5:34 pm - 9:35 amMDW-GRU
13h 01m1 stop
LATAM Airlines Logo
3:20 pm - 9:54 amGRU-MDW
21h 34m2 stops
$938LATAM Airlines
Find Deal
Th. 6, Thg. 11 28 - CN, Thg. 12 7
Delta Logo
1:14 pm - 9:35 amMDW-GRU
17h 21m2 stops
Delta Logo
11:45 pm - 5:20 pmGRU-MDW
20h 35m2 stops
$1,065Delta
Find Deal
Th. 4, Thg. 12 10 - Th. 4, Thg. 12 24
Delta Logo
12:48 pm - 5:40 amMDW-GRU
14h 52m1 stop
Delta Logo
10:50 pm - 11:53 amGRU-MDW
15h 03m1 stop
$1,086Delta
Find Deal
Th. 2, Thg. 10 6 - CN, Thg. 10 19

United Airlines flights from Chicago to Sao Paulo Guarulhos Intl Airport

Our best United Airlines deals on Chicago to Sao Paulo Guarulhos Intl Airport flight tickets
United Airlines
Oct 19
ORD9:15 pmChicago O'Hare Intl
10h 15m
GRU9:30 amSao Paulo Guarulhos Intl
Oct 27
GRU10:15 pmSao Paulo Guarulhos Intl
10h 45m
ORD7:00 amChicago O'Hare Intl
$435
Find similar
United Airlines
Oct 12
ORD8:00 amChicago O'Hare Intl
23h 30m
1 stop
GRU9:30 amSao Paulo Guarulhos Intl
Oct 22
GRU10:20 pmSao Paulo Guarulhos Intl
10h 25m
ORD6:45 amChicago O'Hare Intl
$440
Find similar
United Airlines
Nov 8
ORD9:10 pmChicago O'Hare Intl
34h 10m
1 stop
GRU10:20 amSao Paulo Guarulhos Intl
Nov 16
GRU9:45 pmSao Paulo Guarulhos Intl
10h 45m
ORD5:30 amChicago O'Hare Intl
$442
Find similar

Copa Airlines flights from Chicago to Sao Paulo Guarulhos Intl Airport

Our best Copa Airlines deals on Chicago to Sao Paulo Guarulhos Intl Airport flight tickets
Copa Airlines
Oct 21
ORD7:59 amChicago O'Hare Intl
14h 31m
1 stop
GRU12:30 amSao Paulo Guarulhos Intl
Oct 31
GRU5:25 amSao Paulo Guarulhos Intl
21h 31m
1 stop
ORD12:56 amChicago O'Hare Intl
$438
Find similar
Copa Airlines
Oct 28
ORD7:59 amChicago O'Hare Intl
14h 11m
1 stop
GRU12:10 amSao Paulo Guarulhos Intl
Nov 4
GRU11:10 amSao Paulo Guarulhos Intl
28h 36m
1 stop
ORD12:46 pmChicago O'Hare Intl
$449
Find similar
Copa Airlines
Sep 26
ORD8:02 amChicago O'Hare Intl
14h 08m
1 stop
GRU12:10 amSao Paulo Guarulhos Intl
Oct 6
GRU5:25 amSao Paulo Guarulhos Intl
20h 56m
1 stop
ORD12:21 amChicago O'Hare Intl
$458
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Sao Paulo Guarulhos Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated Tháng Chín 14, 2025.
Use the filters below to find and compare flights from Chicago to Sao Paulo Guarulhos Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

CN 10/19

9:15 pm-9:30 am

Nonstop10h 15m

Sao Paulo Guarulhos Intl

Th. 2 10/27

10:15 pm-7:00 am

Nonstop10h 45m

$435

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Th. 3 10/21

7:59 am-12:30 am

1 stop14h 31m

Sao Paulo Guarulhos Intl

Th. 6 10/31

5:25 am-12:56 am

1 stop21h 31m

$438

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

CN 10/12

8:00 am-9:30 am

1 stop23h 30m

Sao Paulo Guarulhos Intl

Th. 4 10/22

10:20 pm-6:45 am

Nonstop10h 25m

$440

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Th. 3 10/28

7:59 am-12:10 am

1 stop14h 11m

Sao Paulo Guarulhos Intl

Th. 3 11/4

11:10 am-12:46 pm

1 stop28h 36m

$449

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

CN 10/12

9:41 am-9:00 am

1 stop21h 19m

Sao Paulo Guarulhos Intl

CN 10/19

10:25 pm-12:40 pm

1 stop16h 15m

$499

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Th. 2 10/27

5:05 pm-8:05 am

1 stop13h 00m

Sao Paulo Guarulhos Intl

Th. 2 11/10

11:00 pm-1:39 pm

1 stop17h 39m

$500

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Th. 6 9/26

10:35 am-5:40 am

1 stop17h 05m

Sao Paulo Guarulhos Intl

Th. 2 9/29

5:45 pm-9:40 am

2 stops17h 55m

$727

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Th. 6 11/28

5:34 pm-9:35 am

1 stop13h 01m

Sao Paulo Guarulhos Intl

CN 12/7

3:20 pm-9:54 am

2 stops21h 34m

$938

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Th. 4 12/10

1:14 pm-9:35 am

2 stops17h 21m

Sao Paulo Guarulhos Intl

Th. 4 12/24

11:45 pm-5:20 pm

2 stops20h 35m

$1,065

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Th. 2 10/6

12:48 pm-5:40 am

1 stop14h 52m

Sao Paulo Guarulhos Intl

CN 10/19

10:50 pm-11:53 am

1 stop15h 03m

$1,086

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Chicago to Sao Paulo Guarulhos Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

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

What is the cheapest month to fly to Sao Paulo Guarulhos Intl Airport?

In general, April is the cheapest month to fly from Chicago to Sao Paulo Guarulhos Intl Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $646. If you don’t want to visit Sao Paulo Guarulhos Intl Airport in April, then you should wait until May to fly from Chicago, when ticket prices are also cheap, with an average price of $710.

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

On average, the least expensive day to fly to Sao Paulo Guarulhos Intl Airport from Chicago is on a Thursday. momondo users have found tickets for Thursday departures for as low as $1,004. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Sao Paulo Guarulhos Intl Airport is Friday, with ticket prices averaging around $1,193.

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

Our data shows that the cheapest Chicago to Sao Paulo Guarulhos Intl Airport flights are usually those with departure times at noon. Our users have found flights to Sao Paulo Guarulhos Intl Airport at noon for as low as $956. Flights in the afternoon are often more expensive with an average ticket price of $1,100.

What is the cheapest Chicago to Sao Paulo Guarulhos Intl flight route?

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

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

You are more likely to see cheaper flights to Sao Paulo Guarulhos Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo Guarulhos Intl Airport for around $900 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sao Paulo Guarulhos Intl Airport from Chicago for as low as $755 on momondo.

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

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

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

You could potentially save up to 58% on your flight if you consider stops on a Chicago to Sao Paulo Guarulhos Intl Airport flight.

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

As of September 2025, prices for Chicago to Sao Paulo Guarulhos Intl Airport flights are approximately 10% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sao Paulo Guarulhos Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sao Paulo Guarulhos Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Sao Paulo Guarulhos Intl Airport (CHI to GRU) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sao Paulo Guarulhos Intl Airport

Best Price Found

$345

Fastest flight time

10h 15m

Direct flights

Every day
The best one-way flight to Sao Paulo Guarulhos Intl Airport from Chicago in the past 72 hours is $345. The best round-trip flight deal from Chicago to Sao Paulo Guarulhos Intl Airport found on momondo in the last 72 hours is $844.
The fastest flight from Chicago to Sao Paulo Guarulhos Intl Airport takes 10h 15m
Direct flights go from Chicago to Sao Paulo Guarulhos Intl Airport every day.
Search flight deals

  • How far is Chicago to Sao Paulo Guarulhos Intl by plane?

    Chicago and Sao Paulo Guarulhos Intl are 5218.7 mi apart from one another. Flights usually cover this in 10h 15m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to Sao Paulo Guarulhos Intl Airport?

    Prices for flights from Chicago to Sao Paulo Guarulhos Intl Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Sao Paulo Guarulhos Intl Airport?

  • How old do you have to be to fly from Chicago to Sao Paulo Guarulhos Intl Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Sao Paulo Guarulhos Intl Airport.

  • What documentation or ID do you need to fly to Sao Paulo Guarulhos Intl Airport?

    The required travel and health documents for your Sao Paulo Guarulhos Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sao Paulo Guarulhos Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Sao Paulo Guarulhos Intl Airport?

  • What is the most popular airline from Chicago to Sao Paulo Guarulhos Intl Airport?

Best airlines flying from Chicago to Sao Paulo Guarulhos Intl Airport

Compare and see reviews for airlines that fly from Chicago to Sao Paulo Guarulhos Intl Airport with momondo
Airline
Rating
Free Cancellation
Price
Copa AirlinesPriceFrom $376Free CancellationRating
7.6
1,531 reviews
Search Copa Airlines flights
DeltaPriceFrom $487Free CancellationRating
7.9
7,956 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,847 reviews
Search LATAM Airlines flights
AviancaPriceFrom $605Free CancellationRating
6.7
2,435 reviews
Search Avianca flights
Air CanadaPriceFrom $696Free CancellationRating
7.1
10,000 reviews
Search Air Canada flights
United AirlinesPriceFrom $761Free CancellationRating
7.4
8,931 reviews
Search United Airlines flights
American AirlinesPriceFrom $849Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

  • United Airlines Flights From Chicago to Sao Paulo Guarulhos Intl Airport

    Across 7 United Airlines flights from Chicago to Sao Paulo Guarulhos Intl Airport this week, the average price was $1,081, with the best United Airlines deals starting from $761 round-trip. 8,931 users have rated United Airlines on momondo, with an average score of 7.4/10.

Traveling to a place near Sao Paulo?

Book flights to Sao Paulo if you plan to visit one of these locations
Guarulhos
Santos
Guarujá
Campinas
Aparecida

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sao Paulo?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Sao Paulo. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Sao Paulo with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Sao Paulo from Chicago with this policy.

How can momondo help me find flights from Chicago to Sao Paulo?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Sao Paulo from Chicago.

I’m not ready to book a flight from Chicago to Sao Paulo right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Sao Paulo from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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