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Cheap flights from Chicago to Sao Paulo Guarulhos Intl Airport from $255

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 5/15. 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

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Sao Paulo.
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$526Avianca
Find Deal
Thu, Apr 24 - Tue, May 6
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$533Avianca
Find Deal
Mon, May 12 - Mon, May 19
 Logo
12:45 pm - 8:50 pmORD-GRU
30h 05m3 stops
 Logo
11:10 am - 5:41 pmGRU-ORD
32h 31m2 stops
Fri, May 16 - Fri, May 23
 Logo
2:35 pm - 3:20 pmORD-GRU
22h 45m1 stop
 Logo
8:55 pm - 10:47 pmGRU-ORD
27h 52m2 stops
Sat, May 17 - Wed, Sep 24
Air Canada Logo
6:01 pm - 9:15 amORD-GRU
13h 14m1 stop
Air Canada Logo
9:40 pm - 3:05 pmGRU-ORD
19h 25m1 stop
$679Air Canada
Find Deal
Mon, May 12 - Tue, May 20
Copa Airlines Logo
7:54 am - 6:30 amORD-GRU
20h 36m1 stop
Copa Airlines Logo
3:10 am - 12:34 amGRU-ORD
23h 24m1 stop
$686Copa Airlines
Find Deal
Thu, May 15 - Wed, May 21
Air Canada Logo
2:00 pm - 9:45 amORD-GRU
17h 45m2 stops
Air Canada Logo
9:00 pm - 2:47 pmGRU-ORD
19h 47m1 stop
$696Air Canada
Find Deal
Wed, May 14 - Wed, May 21
Copa Airlines Logo
7:54 am - 12:10 amORD-GRU
14h 16m1 stop
Copa Airlines Logo
11:10 am - 12:34 amGRU-ORD
15h 24m1 stop
$697Copa Airlines
Find Deal
Fri, May 16 - Fri, May 23
LATAM Airlines Logo
10:35 am - 5:40 amMDW-GRU
17h 05m1 stop
LATAM Airlines Logo
4:35 pm - 5:58 pmGRU-MDW
27h 23m2 stops
$900LATAM Airlines
Find Deal
Wed, Sep 3 - Tue, Sep 9
LATAM Airlines Logo
6:04 am - 5:15 amMDW-GRU
21h 11m2 stops
LATAM Airlines Logo
11:45 pm - 9:28 pmGRU-MDW
23h 43m2 stops
$916LATAM Airlines
Find Deal
Fri, May 2 - Mon, May 12

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
Apr 24
ORD2:35 pmChicago O'Hare Intl
13h 00m
1 stop
GRU5:35 amSao Paulo Guarulhos Intl
May 6
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
May 12
ORD2:35 pmChicago O'Hare Intl
13h 00m
1 stop
GRU5:35 amSao Paulo Guarulhos Intl
May 19
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl
Avianca
Apr 16
ORD2:35 pmChicago O'Hare Intl
13h 00m
1 stop
GRU5:35 amSao Paulo Guarulhos Intl
Apr 22
GRU1:45 amSao Paulo Guarulhos Intl
13h 30m
1 stop
ORD1:15 pmChicago O'Hare Intl

Delta flights from Chicago to Sao Paulo Guarulhos Intl Airport

Our best Delta deals on Chicago to Sao Paulo Guarulhos Intl Airport flight tickets
Delta
May 16
MDW6:38 pmChicago Midway
12h 22m
1 stop
GRU9:00 amSao Paulo Guarulhos Intl
May 23
GRU4:10 pmSao Paulo Guarulhos Intl
19h 30m
2 stops
MDW9:40 amChicago Midway
Delta
Apr 3
MDW9:52 amChicago Midway
17h 48m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Apr 6
GRU10:05 amSao Paulo Guarulhos Intl
14h 16m
1 stop
MDW10:21 pmChicago Midway
Delta
Apr 2
MDW4:59 pmChicago Midway
14h 01m
1 stop
GRU9:00 amSao Paulo Guarulhos Intl
Apr 9
GRU10:05 amSao Paulo Guarulhos Intl
14h 16m
1 stop
MDW10:21 pmChicago Midway

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 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 $694. If you don’t want to visit Sao Paulo Guarulhos Intl Airport in April, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $748.

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 $1,086. 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 Wednesday, with ticket prices averaging around $1,589.

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 $1,489.

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 14 weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo Guarulhos Intl Airport for around $1,072 when searching 14 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 $686 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 April 2025, prices for Chicago to Sao Paulo Guarulhos Intl Airport flights are approximately 65% 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

$255

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 $255. The best round-trip flight deal from Chicago to Sao Paulo Guarulhos Intl Airport found on momondo in the last 72 hours is $526.
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 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
1,400 reviews
Search Copa Airlines flights
DeltaPriceFrom $487Free CancellationRating
8.0
7,898 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,754 reviews
Search LATAM Airlines flights
AviancaPriceFrom $605Free CancellationRating
6.7
2,302 reviews
Search Avianca flights
American AirlinesPriceFrom $727Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
Air CanadaPriceFrom $759Free CancellationRating
7.0
9,022 reviews
Search Air Canada flights
United AirlinesPriceFrom $773Free CancellationRating
7.4
8,615 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 $1,247, with the best United Airlines deals starting from $773 round-trip. 8,615 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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