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Cheap flights from Sao Paulo Guarulhos Intl Airport to Chicago from $310

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sao Paulo Guarulhos Intl Airport to Chicago departing on 11/6. 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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Find the cheapest flights from Sao Paulo Guarulhos Intl Airport to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
2:40 am - 11:06 pmGRU-ORD
23h 26m2 stops
Multiple Airlines Logo
10:20 pm - 4:15 pmORD-GRU
14h 55m1 stop
$539Multiple Airlines
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Mon, Nov 3 - Wed, Nov 12
Multiple Airlines Logo
1:20 am - 10:47 amGRU-ORD
35h 27m2 stops
Multiple Airlines Logo
10:20 pm - 10:40 pmORD-GRU
21h 20m1 stop
$541Multiple Airlines
Find Deal
Sat, Nov 1 - Sun, Nov 9
Multiple Airlines Logo
11:10 am - 11:40 pmGRU-ORD
14h 30m1 stop
Multiple Airlines Logo
2:35 pm - 3:20 pmORD-GRU
22h 45m1 stop
$550Multiple Airlines
Find Deal
Tue, Mar 31 - Fri, Apr 17
Air Canada Logo
9:45 pm - 2:55 pmGRU-ORD
20h 10m1 stop
Air Canada Logo
7:05 am - 9:00 amORD-GRU
22h 55m1 stop
$563Air Canada
Find Deal
Fri, Nov 21 - Mon, Dec 1
Air Canada Logo
9:00 pm - 7:17 pmGRU-ORD
24h 17m1 stop
Air Canada Logo
7:00 am - 9:45 amORD-GRU
24h 45m1 stop
$568Air Canada
Find Deal
Wed, Apr 8 - Sun, Apr 12
Arajet Logo
11:10 am - 11:40 pmGRU-ORD
14h 30m1 stop
Arajet Logo
11:27 am - 2:42 amORD-GRU
13h 15m1 stop
$569Arajet
Find Deal
Tue, Mar 31 - Sat, Apr 18
Delta Logo
10:40 pm - 12:34 pmGRU-MDW
16h 54m2 stops
Delta Logo
10:47 am - 5:40 amMDW-GRU
15h 53m1 stop
$801Delta
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Thu, Nov 20 - Sun, Nov 30
Delta Logo
11:20 am - 2:44 pmGRU-MDW
30h 24m2 stops
Delta Logo
6:00 am - 8:50 pmMDW-GRU
35h 50m2 stops
$807Delta
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Wed, Dec 24 - Tue, Jan 6
LATAM Airlines Logo
9:15 pm - 9:52 amGRU-MDW
15h 37m1 stop
LATAM Airlines Logo
5:13 pm - 9:35 amMDW-GRU
13h 22m1 stop
$809LATAM Airlines
Find Deal
Thu, Nov 27 - Sun, Dec 7
LATAM Airlines Logo
8:15 am - 11:40 pmGRU-MDW
18h 25m2 stops
LATAM Airlines Logo
12:47 pm - 5:40 amMDW-GRU
13h 53m1 stop
$823LATAM Airlines
Find Deal
Wed, Nov 12 - Wed, Nov 19

Air Canada flights from Sao Paulo Guarulhos Intl Airport to Chicago

Our best Air Canada deals on Sao Paulo Guarulhos Intl Airport to Chicago flight tickets
Air Canada
Nov 21
GRU9:45 pmSao Paulo Guarulhos Intl
20h 10m
1 stop
ORD2:55 pmChicago O'Hare Intl
Dec 1
ORD7:05 amChicago O'Hare Intl
22h 55m
1 stop
GRU9:00 amSao Paulo Guarulhos Intl
$563
Find similar
Air Canada
Apr 8
GRU9:00 pmSao Paulo Guarulhos Intl
24h 17m
1 stop
ORD7:17 pmChicago O'Hare Intl
Apr 12
ORD7:00 amChicago O'Hare Intl
24h 45m
1 stop
GRU9:45 amSao Paulo Guarulhos Intl
$568
Find similar
Air Canada
Nov 20
GRU9:30 pmSao Paulo Guarulhos Intl
14h 43m
1 stop
ORD9:13 amChicago O'Hare Intl
Nov 30
ORD7:05 amChicago O'Hare Intl
22h 55m
1 stop
GRU9:00 amSao Paulo Guarulhos Intl
$570
Find similar

Avianca flights from Sao Paulo Guarulhos Intl Airport to Chicago

Our best Avianca deals on Sao Paulo Guarulhos Intl Airport to Chicago flight tickets
Avianca
Oct 18
GRU4:50 pmSao Paulo Guarulhos Intl
22h 25m
1 stop
ORD1:15 pmChicago O'Hare Intl
Oct 26
ORD11:20 pmChicago O'Hare Intl
21h 20m
1 stop
GRU10:40 pmSao Paulo Guarulhos Intl
$633
Find similar
Avianca
Oct 28
GRU1:20 amSao Paulo Guarulhos Intl
22h 00m
1 stop
ORD9:20 pmChicago O'Hare Intl
Nov 4
ORD10:20 pmChicago O'Hare Intl
21h 20m
1 stop
GRU10:40 pmSao Paulo Guarulhos Intl
$665
Find similar
Avianca
Oct 17
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl
Oct 26
ORD11:20 pmChicago O'Hare Intl
21h 20m
1 stop
GRU10:40 pmSao Paulo Guarulhos Intl
$667
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Sao Paulo Guarulhos Intl Airport to Chicago 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 October 14, 2025.
Use the filters below to find and compare flights from Sao Paulo Guarulhos Intl Airport to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Mon 11/3

2:40 am-11:06 pm

2 stops23h 26m

Chicago O'Hare Intl

Wed 11/12

10:20 pm-4:15 pm

1 stop14h 55m

$539

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Sat 11/1

1:20 am-10:47 am

2 stops35h 27m

Chicago O'Hare Intl

Sun 11/9

10:20 pm-10:40 pm

1 stop21h 20m

$541

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 3/31

11:10 am-11:40 pm

1 stop14h 30m

Chicago O'Hare Intl

Fri 4/17

2:35 pm-3:20 pm

1 stop22h 45m

$550

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Fri 11/21

9:45 pm-2:55 pm

1 stop20h 10m

Chicago O'Hare Intl

Mon 12/1

7:05 am-9:00 am

1 stop22h 55m

$563

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Wed 4/8

9:00 pm-7:17 pm

1 stop24h 17m

Chicago O'Hare Intl

Sun 4/12

7:00 am-9:45 am

1 stop24h 45m

$568

Sao PauloChicago

GRU - ORD

GRUORD

Sao Paulo Guarulhos Intl

Tue 3/31

11:10 am-11:40 pm

1 stop14h 30m

Chicago O'Hare Intl

Sat 4/18

11:27 am-2:42 am

1 stop13h 15m

$569

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 11/20

10:40 pm-12:34 pm

2 stops16h 54m

Chicago Midway

Sun 11/30

10:47 am-5:40 am

1 stop15h 53m

$801

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 12/24

11:20 am-2:44 pm

2 stops30h 24m

Chicago Midway

Tue 1/6

6:00 am-8:50 pm

2 stops35h 50m

$807

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Thu 11/27

9:15 pm-9:52 am

1 stop15h 37m

Chicago Midway

Sun 12/7

5:13 pm-9:35 am

1 stop13h 22m

$809

Sao PauloChicago

GRU - MDW

GRUMDW

Sao Paulo Guarulhos Intl

Wed 11/12

8:15 am-11:40 pm

2 stops18h 25m

Chicago Midway

Wed 11/19

12:47 pm-5:40 am

1 stop13h 53m

$823

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Sao Paulo Guarulhos Intl Airport to Chicago

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 cheapest month to fly to Chicago?

The month of August is, on average, the cheapest month to fly to Chicago from Sao Paulo Guarulhos Intl Airport, with most prices found around $783. If you’re not able to fly to Chicago in August, then September is your next best option. Flight prices from Sao Paulo Guarulhos Intl Airport to Chicago during September average around $824.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as $860. This is often the case because there is less demand to fly during this day of the week. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Sao Paulo Guarulhos Intl Airport to Chicago for around $1,059.

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

Our most recent data shows that the best time of day to fly to Chicago is in the morning. Flights from Sao Paulo Guarulhos Intl Airport to Chicago during this time can be as low as $878. In contrast, the most expensive time of day to depart to Chicago is in the evening when prices are around $942.

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

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Sao Paulo Guarulhos Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $935 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Sao Paulo Guarulhos Intl Airport for as low as $776 on momondo.

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

There are 3 cabin classes available to choose from on Sao Paulo Guarulhos Intl to Chicago 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 Sao Paulo Guarulhos Intl Airport to Chicago flights?

You could potentially save up to 85% on your flight if you consider stops on a Sao Paulo Guarulhos Intl Airport to Chicago flight.

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

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

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

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

Best Price Found

$348

Fastest flight time

10h 25m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Sao Paulo Guarulhos Intl Airport in the past 72 hours is $348. The best round-trip flight deal from Sao Paulo Guarulhos Intl Airport to Chicago found on momondo in the last 72 hours is $708.
The fastest flight from Sao Paulo Guarulhos Intl Airport to Chicago takes 10h 25m
Direct flights go from Sao Paulo Guarulhos Intl Airport to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)
Search flight deals

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

    A flight from Sao Paulo Guarulhos Intl to Chicago will travel around 5218.7 mi. By plane, this route typically takes 14h 30m.

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

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

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

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

    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 Sao Paulo Guarulhos Intl Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago 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 Chicago. 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 Sao Paulo Guarulhos Intl Airport to Chicago?

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

Best airlines flying from Sao Paulo Guarulhos Intl Airport to Chicago

Compare and see reviews for airlines that fly from Sao Paulo Guarulhos Intl Airport to Chicago with momondo
Airline
Rating
Free Cancellation
Price
AviancaPriceFrom $605Free CancellationRating
6.6
2,451 reviews
Search Avianca flights
Copa AirlinesPriceFrom $609Free CancellationRating
7.6
1,547 reviews
Search Copa Airlines flights
LATAM AirlinesPriceFrom $643Free CancellationRating
7.5
1,865 reviews
Search LATAM Airlines flights
United AirlinesPriceFrom $684Free CancellationRating
7.4
8,975 reviews
Search United Airlines flights

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

    United Airlines flight deals from Sao Paulo Guarulhos Intl Airport to Chicago start from $684 round-trip. Over the 7 United Airlines flights for this route in a normal week, average airfare is usually $1,018 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

It is quick and easy to find Sao Paulo to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

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

momondo does allow users to show only those flights to Chicago from Sao Paulo which offer a flexible booking policy as well as other useful filters and features.

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

Once you have performed a search for Sao Paulo to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Yes. momondo can track prices for Sao Paulo to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport