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Cheap flights from Chicago to Sao Paulo from $257

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 6/4. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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.
9:55 am - 9:00 amORD-GRU
21h 05m1 stop
10:05 am - 8:29 amGRU-ORD
24h 24m1 stop
$474LATAM Airlines
Find Deal
jue., may. 1 - jue., may. 29
9:55 am - 9:00 amORD-GRU
21h 05m1 stop
10:50 pm - 9:18 pmGRU-ORD
24h 28m1 stop
$475LATAM Airlines
Find Deal
mar., abr. 22 - mar., may. 13
11:35 am - 9:30 amORD-GRU
19h 55m1 stop
8:45 pm - 7:55 pmGRU-ORD
25h 10m1 stop
$615Air Canada
Find Deal
lun., mar. 17 - lun., mar. 24
2:05 pm - 9:30 amORD-GRU
17h 25m2 stops
8:45 pm - 10:54 amGRU-ORD
16h 09m1 stop
$621Air Canada
Find Deal
lun., mar. 17 - lun., mar. 24
7:51 am - 3:50 amORD-GRU
17h 59m1 stop
3:10 am - 12:34 amGRU-ORD
23h 24m1 stop
$636Copa Airlines
Find Deal
lun., abr. 14 - mar., may. 6
3:09 pm - 6:30 amORD-GRU
13h 21m1 stop
1:40 am - 1:42 pmGRU-ORD
14h 02m1 stop
$637Copa Airlines
Find Deal
mar., abr. 1 - lun., abr. 14
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$764United Airlines
Find Deal
sáb., abr. 12 - sáb., abr. 19
4:15 pm - 9:30 amORD-GRU
15h 15m1 stop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$768United Airlines
Find Deal
sáb., abr. 12 - sáb., abr. 19
2:35 pm - 3:10 amORD-GRU
34h 35m1 stop
4:15 am - 1:15 pmGRU-ORD
35h 00m1 stop
$784Avianca
Find Deal
lun., mar. 17 - vie., mar. 21
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$805Avianca
Find Deal
mié., abr. 30 - vie., may. 2

LATAM Airlines flights from Chicago to Sao Paulo

Our best LATAM Airlines deals on Chicago to Sao Paulo flight tickets
LATAM Airlines
May 1
ORD9:55 amChicago O'Hare Intl
21h 05m
1 stop
GRU9:00 amSao Paulo Guarulhos Intl
May 29
GRU10:05 amSao Paulo Guarulhos Intl
24h 24m
1 stop
ORD8:29 amChicago O'Hare Intl
LATAM Airlines
Apr 22
ORD9:55 amChicago O'Hare Intl
21h 05m
1 stop
GRU9:00 amSao Paulo Guarulhos Intl
May 13
GRU10:50 pmSao Paulo Guarulhos Intl
24h 28m
1 stop
ORD9:18 pmChicago O'Hare Intl
LATAM Airlines
Apr 22
ORD5:34 pmChicago O'Hare Intl
20h 51m
2 stops
GRU4:25 pmSao Paulo Guarulhos Intl
May 13
GRU10:50 pmSao Paulo Guarulhos Intl
24h 28m
1 stop
ORD9:18 pmChicago O'Hare Intl

Delta flights from Chicago to Sao Paulo

Our best Delta deals on Chicago to Sao Paulo flight tickets
Delta
Mar 16
ORD10:47 amChicago O'Hare Intl
16h 53m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Apr 30
GRU10:05 amSao Paulo Guarulhos Intl
15h 54m
1 stop
ORD11:59 pmChicago O'Hare Intl
Delta
Apr 12
MDW9:52 amChicago Midway
17h 48m
1 stop
GRU5:40 amSao Paulo Guarulhos Intl
Apr 19
GRU10:05 amSao Paulo Guarulhos Intl
14h 17m
1 stop
MDW10:22 pmChicago Midway
Delta
Mar 15
ORD9:47 amChicago O'Hare Intl
17h 53m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
Apr 29
GRU10:05 amSao Paulo Guarulhos Intl
15h 54m
1 stop
ORD11:59 pmChicago O'Hare Intl

See travel insights to Sao Paulo from

How to get the cheapest flight ticket from Chicago to Sao Paulo

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?

What is the cheapest month to fly to Sao Paulo?

The cheapest month to fly to Sao Paulo from Chicago is in February. Flight prices, which tend to average around $774, are often lower during this time because this is during the off-season. If you don’t want to visit Sao Paulo in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $783.

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

The cheapest day to depart on your flight to Sao Paulo is on a Thursday when prices can be found for as low as $1,158. This is often the case because there is less demand to fly during this day of the week. On the other hand, Sunday 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 $1,613.

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

At noon is the cheapest time of day to fly from Chicago to Sao Paulo when you can find flight prices for as low as $916. Flying to Sao Paulo at noon is an ideal time because this is during off-peak travel hours. Flights to Sao Paulo are more costly in the evening, with an average ticket price of $1,584. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Sao Paulo flight route?

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

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

You are more likely to see cheaper flights to Sao Paulo from Chicago when booking 14 weeks ahead of your departure date. In general, you can expect to find flights to Sao Paulo for around $1,098 when searching 14 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 $767 on momondo.

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

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.

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

As of February 2025, prices for Chicago to Sao Paulo flights are approximately 40% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sao Paulo

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

Cheap Chicago to Sao Paulo (CHI to SAO) flight deals and tips

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

Best Price Found

$257

Fastest flight time

10h 10m

Direct flights

Every day

Airports in Sao Paulo

3 airports
The best one-way flight to Sao Paulo from Chicago in the past 72 hours is $257. The best round-trip flight deal from Chicago to Sao Paulo found on momondo in the last 72 hours is $474.
The fastest flight from Chicago to Sao Paulo takes 10h 10m
Direct flights go from Chicago to Sao Paulo every day.
There are 3 airports near Sao Paulo: Sao Paulo Viracopos (VCP), Sao Paulo Congonhas (CGH), Sao Paulo Guarulhos Intl (GRU)

  • How far is Chicago to Sao Paulo by plane?

    The straight-line distance from Chicago to Sao Paulo is 5220.4 mi. 10h 10m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Sao Paulo refresh daily.

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

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

    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.

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

    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.

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

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


Best airlines flying from Chicago to Sao Paulo

Compare and see reviews for airlines that fly from Chicago to Sao Paulo with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $487Free CancellationRating
8.0
8,140 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,771 reviews
Search LATAM Airlines flights
Copa AirlinesPriceFrom $585Free CancellationRating
7.6
1,482 reviews
Search Copa Airlines flights
AviancaPriceFrom $605Free CancellationRating
6.8
2,384 reviews
Search Avianca flights
American AirlinesPriceFrom $727Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $773Free CancellationRating
7.4
8,723 reviews
Search United Airlines flights
Air CanadaPriceFrom $783Free CancellationRating
7.0
8,803 reviews
Search Air Canada flights
AzulPriceFrom $884Free CancellationRating
8.0
787 reviews
Search Azul flights
  • United Airlines Flights From Chicago to Sao Paulo

    United Airlines is one of the most popular airlines flying from Chicago to Sao Paulo, operating 7 flights/week on average for this route. A good United Airlines flight deal for Chicago to Sao Paulo starts from $773 round-trip, up to an average price of $1,405. Our users have rated United Airlines at 7.4/10.


Traveling to a place near Sao Paulo?

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

Why use momondo?

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

Finding the right flight to Sao Paulo from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Sao Paulo quick and easy, saving you time and money.

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?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Sao Paulo.

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

Of course. momondo tracks the price of Chicago to Sao Paulo flights. All you need is a valid email address and we will do the rest; it is that quick and easy.


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Find better results for your trip to Brazil

Fly into one of these airports located in Sao Paulo

Airports listed have a maximum distance of 48.9 mi from Sao Paulo