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Cheap flights from Chicago to Sao Paulo Guarulhos Intl Airport from $280

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 Guarulhos Intl Airport departing on 1/29. 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 Chicago to Sao Paulo

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Sao Paulo that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Sao Paulo.

Cheap last minute flights

Planning a quick getaway from Chicago to Sao Paulo? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Sao Paulo, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Sao Paulo

Find recent round-trip train or bus tickets from Chicago to Sao Paulo.

All round-trip flight deals from Chicago to Sao Paulo

The cheapest plane tickets from Chicago to Sao Paulo found on KAYAK recently.
5:10 am - 3:25 pmORD-GRU
32h 15m2 stops
4:35 pm - 12:07 amGRU-ORD
33h 32m2 stops
Mon, Mar 10 - Mon, Mar 17
7:10 am - 3:25 pmORD-GRU
29h 15m2 stops
4:35 pm - 11:58 pmGRU-ORD
34h 23m2 stops
Mon, Feb 17 - Mon, Feb 24
6:55 am - 12:15 amORD-GRU
14h 20m1 stop
3:15 am - 11:27 pmGRU-ORD
23h 12m1 stop
$597Copa Airlines
Find Deal
Sat, Mar 1 - Tue, Mar 4
3:05 pm - 3:25 pmORD-GRU
22h 20m1 stop
4:50 pm - 1:15 pmGRU-ORD
22h 25m1 stop
$606Avianca
Find Deal
Tue, Mar 18 - Sat, Apr 5
6:55 am - 3:40 amORD-GRU
17h 45m1 stop
5:25 am - 12:27 amGRU-ORD
21h 02m1 stop
$617Copa Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
3:05 pm - 12:40 amORD-GRU
31h 35m1 stop
4:50 pm - 1:15 pmGRU-ORD
22h 25m1 stop
$646Avianca
Find Deal
Sat, Mar 29 - Mon, Apr 7
8:23 am - 8:10 amORD-GRU
21h 47m2 stops
9:50 pm - 9:30 pmGRU-ORD
25h 40m2 stops
$677GOL
Find Deal
Wed, Mar 12 - Tue, Mar 18
5:50 pm - 8:10 amORD-GRU
36h 20m2 stops
9:40 pm - 11:24 pmGRU-ORD
27h 44m2 stops
$696GOL
Find Deal
Tue, Mar 25 - Tue, Apr 1
3:41 pm - 1:20 pmMDW-GRU
18h 39m2 stops
4:35 pm - 10:12 amGRU-MDW
20h 37m2 stops
$938LATAM Airlines
Find Deal
Sat, Mar 1 - Wed, Mar 5
4:59 pm - 12:30 pmMDW-GRU
17h 31m2 stops
4:10 pm - 9:09 amGRU-MDW
18h 59m2 stops
$939LATAM Airlines
Find Deal
Tue, Mar 25 - Mon, Mar 31
11:12 am - 12:15 amORD-GRU
34h 03m2 stops
Wed, Jan 29
5:00 am - 3:10 amORD-GRU
19h 10m2 stops
Tue, Feb 18
7:42 pm - 3:25 pmORD-GRU
40h 43m2 stops
Sat, Mar 8
6:55 am - 12:15 amORD-GRU
14h 20m1 stop
$400Copa Airlines
Find Deal
Sat, Feb 22
7:20 am - 9:45 amORD-GRU
24h 25m1 stop
$553Air Canada
Find Deal
Tue, Apr 22
1:40 pm - 9:45 amORD-GRU
18h 05m2 stops
$554Air Canada
Find Deal
Tue, Jun 17
6:50 pm - 5:15 amMDW-GRU
32h 25m2 stops
$754LATAM Airlines
Find Deal
Mon, Jul 14
6:50 pm - 5:15 amMDW-GRU
32h 25m2 stops
$758LATAM Airlines
Find Deal
Thu, Apr 24
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
$1,133United Airlines
Find Deal
Wed, Feb 12
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
$1,311United Airlines
Find Deal
Wed, Jul 2
6:56 am - 12:25 amORD-GRU
14h 29m1 stop
3:15 am - 11:27 pmGRU-ORD
23h 12m1 stop
$597Copa Airlines
Find Deal
Fri, Jan 24 - Fri, Feb 7
1:35 pm - 5:50 amORD-GRU
13h 15m1 stop
1:50 am - 12:15 pmGRU-ORD
13h 25m1 stop
$615Avianca
Find Deal
Sun, Jan 26 - Sat, Feb 1
2:05 pm - 3:25 pmORD-GRU
22h 20m1 stop
6:10 am - 12:29 pmGRU-ORD
33h 19m2 stops
Thu, Jan 23 - Mon, Feb 3
1:35 pm - 3:25 pmORD-GRU
22h 50m1 stop
7:35 am - 12:29 pmGRU-ORD
31h 54m2 stops
Fri, Jan 24 - Sun, Jan 26
2:05 pm - 10:30 amORD-GRU
17h 25m2 stops
9:45 pm - 10:54 amGRU-ORD
16h 09m1 stop
$906Air Canada
Find Deal
Fri, Jan 24 - Sat, Feb 8
2:05 pm - 10:30 amORD-GRU
17h 25m2 stops
9:45 pm - 2:51 pmGRU-ORD
20h 06m2 stops
$912Air Canada
Find Deal
Fri, Jan 24 - Sun, Jan 26
3:41 pm - 7:55 pmMDW-GRU
25h 14m2 stops
6:10 am - 10:12 amGRU-MDW
31h 02m2 stops
$1,153LATAM Airlines
Find Deal
Sat, Jan 25 - Wed, Feb 5
10:57 am - 5:35 amMDW-GRU
15h 38m2 stops
8:00 am - 10:12 amGRU-MDW
29h 12m2 stops
$1,565LATAM Airlines
Find Deal
Wed, Jan 22 - Fri, Jan 24
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$2,594United Airlines
Find Deal
Thu, Jan 23 - Mon, Feb 3
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$2,634United Airlines
Find Deal
Sat, Jan 25 - Wed, Feb 5
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
10:15 pm - 6:55 amGRU-ORD
10h 40mnonstop
$1,188United Airlines
Find Deal
Thu, Mar 6 - Thu, Mar 13
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
10:15 pm - 6:55 amGRU-ORD
10h 40mnonstop
$1,194United Airlines
Find Deal
Thu, Mar 6 - Mon, Mar 17
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,332United Airlines
Find Deal
Fri, Feb 14 - Sat, Feb 22
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,484United Airlines
Find Deal
Mon, Jun 16 - Fri, Jun 27
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,541United Airlines
Find Deal
Tue, Jun 17 - Tue, Jul 1
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,559United Airlines
Find Deal
Sat, May 10 - Sat, Aug 23
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,619United Airlines
Find Deal
Tue, Jun 17 - Mon, Jun 30
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,659United Airlines
Find Deal
Sat, Jun 14 - Sat, Jun 28
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,789United Airlines
Find Deal
Thu, Feb 6 - Wed, Feb 19
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,826United Airlines
Find Deal
Sun, Feb 9 - Sat, Feb 22

Avianca flights from Chicago to Sao Paulo Guarulhos Intl Airport

Our best Avianca deals on Chicago to Sao Paulo Guarulhos Intl Airport flight tickets
Avianca
Mar 18
ORD3:05 pmChicago O'Hare Intl
22h 20m
1 stop
GRU3:25 pmSao Paulo Guarulhos Intl
Apr 5
GRU4:50 pmSao Paulo Guarulhos Intl
22h 25m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Mar 29
ORD3:05 pmChicago O'Hare Intl
31h 35m
1 stop
GRU12:40 amSao Paulo Guarulhos Intl
Apr 7
GRU4:50 pmSao Paulo Guarulhos Intl
22h 25m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Feb 8
ORD2:05 pmChicago O'Hare Intl
33h 35m
1 stop
GRU2:40 amSao Paulo Guarulhos Intl
Feb 17
GRU4:35 pmSao Paulo Guarulhos Intl
22h 40m
1 stop
ORD12:15 pmChicago O'Hare Intl

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
Jan 31
ORD6:56 amChicago O'Hare Intl
14h 19m
1 stop
GRU12:15 amSao Paulo Guarulhos Intl
Feb 15
GRU11:20 amSao Paulo Guarulhos Intl
15h 07m
1 stop
ORD11:27 pmChicago O'Hare Intl
Copa Airlines
Jan 31
ORD6:56 amChicago O'Hare Intl
20h 49m
1 stop
GRU6:45 amSao Paulo Guarulhos Intl
Feb 28
GRU11:20 amSao Paulo Guarulhos Intl
15h 07m
1 stop
ORD11:27 pmChicago O'Hare Intl
Copa Airlines
Feb 10
ORD6:55 amChicago O'Hare Intl
14h 20m
1 stop
GRU12:15 amSao Paulo Guarulhos Intl
Feb 14
GRU11:20 amSao Paulo Guarulhos Intl
15h 07m
1 stop
ORD11:27 pmChicago O'Hare Intl

See travel insights to Sao Paulo from

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, February 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 $862. If you don’t want to visit Sao Paulo Guarulhos Intl Airport in February, then you should wait until October to fly from Chicago, when ticket prices are also cheap, with an average price of $948.

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 Monday. momondo users have found tickets for Monday departures for as low as $992. 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 $1,339.

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 evening are often more expensive with an average ticket price of $1,621.

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 11 weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo Guarulhos Intl Airport for around $1,110 when searching 11 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 $965 on momondo.

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

There are 3 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.

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

As of January 2025, prices for Chicago to Sao Paulo Guarulhos Intl Airport flights are approximately 52% 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

$280

Fastest flight time

10h 10m

Direct flights

Every day
The best one-way flight to Sao Paulo Guarulhos Intl Airport from Chicago in the past 72 hours is $280. The best round-trip flight deal from Chicago to Sao Paulo Guarulhos Intl Airport found on momondo in the last 72 hours is $562.
The fastest flight from Chicago to Sao Paulo Guarulhos Intl Airport takes 10h 10m
Direct flights go from Chicago to Sao Paulo Guarulhos Intl Airport every day.

  • 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 12h 10m, 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
DeltaPriceFrom $487Free CancellationRating
8.0
8,521 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,858 reviews
Search LATAM Airlines flights
Copa AirlinesPriceFrom $585Free CancellationRating
7.6
1,662 reviews
Search Copa Airlines flights
AviancaPriceFrom $679Free CancellationRating
6.9
2,579 reviews
Search Avianca flights
American AirlinesPriceFrom $727Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $783Free CancellationRating
7.0
8,635 reviews
Search Air Canada flights
United AirlinesPriceFrom $822Free CancellationRating
7.4
8,985 reviews
Search United 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 $1,592, with the best United Airlines deals starting from $822 round-trip. 8,985 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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