Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Sao Paulo from $285

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 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Deals available from 900+ travel sites.

"This year, momondo is the #1 place for airfares on the internet."
Save money when you book flights with momondo
Big names and deals
Big names and deals
Search 100s of travel sites to compare prices.
Filter for what you want
Filter for what you want
Free Wi-Fi? Stopover? Instantly customize your results.
Trusted and free
Trusted and free
We’re completely free to use - no hidden charges or fees.
Price Alerts
Price Alerts
Not ready to book? to track prices.

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 to Sao Paulo

The cheapest plane tickets to Sao Paulo found on KAYAK recently.
2:02 pm - 4:55 pmORD-VCP
23h 53m3 stops
11:55 pm - 10:35 amVCP-ORD
13h 40m1 stop
Di, Feb 4 - Di, Feb 11
2:02 pm - 9:40 pmORD-VCP
28h 38m3 stops
11:05 am - 11:32 pmVCP-ORD
15h 27m1 stop
Di, Feb 4 - Di, Feb 11
6:55 am - 12:15 amORD-GRU
14h 20m1 stop
3:15 am - 12:27 amGRU-ORD
23h 12m1 stop
$614Copa Airlines
Find Deal
Mo, Mrz 3 - Mo, Mrz 10
6:55 am - 8:50 pmORD-GRU
34h 55m1 stop
11:20 am - 11:27 pmGRU-ORD
15h 07m1 stop
$662Copa Airlines
Find Deal
Mo, Feb 3 - Mo, Feb 10
10:35 am - 4:50 amORD-VCP
15h 15m1 stop
11:55 pm - 6:35 pmVCP-ORD
21h 40m1 stop
$810Azul
Find Deal
Di, Feb 18 - Mi, Feb 26
11:35 am - 10:50 amORD-GRU
20h 15m2 stops
9:45 pm - 1:11 pmGRU-ORD
18h 26m2 stops
$877Air Canada
Find Deal
Di, Feb 4 - Di, Feb 11
11:35 am - 10:30 amORD-GRU
19h 55m1 stop
9:45 pm - 10:54 amGRU-ORD
16h 09m1 stop
$907Air Canada
Find Deal
Fr, Jan 31 - Fr, Feb 28
5:10 pm - 9:35 amORD-GRU
13h 25m1 stop
1:35 pm - 8:35 amGRU-ORD
22h 00m2 stops
$938LATAM Airlines
Find Deal
Di, Jan 21 - Mi, Jan 22
5:07 pm - 11:25 amMDW-GRU
15h 18m2 stops
7:40 pm - 10:12 amGRU-MDW
17h 32m2 stops
$938LATAM Airlines
Find Deal
So, Feb 2 - Di, Feb 4
1:05 pm - 5:35 amORD-VCP
13h 30m1 stop
11:55 pm - 6:35 pmVCP-ORD
21h 40m1 stop
$1,300Azul
Find Deal
Sa, Feb 22 - Di, Mrz 4
7:10 am - 6:45 amORD-GRU
20h 35m2 stops
Di, Feb 18
5:11 am - 12:15 amORD-GRU
40h 04m2 stops
Di, Jan 28
7:10 am - 1:15 pmORD-GRU
27h 05m3 stops
Mi, Feb 19
7:51 am - 12:10 amORD-GRU
14h 19m1 stop
$399Copa Airlines
Find Deal
Do, Apr 17
2:05 pm - 10:30 amORD-GRU
17h 25m2 stops
$543Air Canada
Find Deal
Di, Dez 31
11:55 am - 9:45 amORD-GRU
19h 50m2 stops
$566Air Canada
Find Deal
Fr, Mai 23
6:00 am - 5:35 amMDW-GRU
21h 35m2 stops
$750LATAM Airlines
Find Deal
Do, Apr 17
10:57 am - 5:35 amMDW-GRU
15h 38m2 stops
$810LATAM Airlines
Find Deal
Mi, Feb 19
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
$1,126United Airlines
Find Deal
Fr, Mai 23
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
$1,133United Airlines
Find Deal
Do, Feb 27
1:35 pm - 5:50 amORD-GRU
13h 15m1 stop
7:35 am - 12:15 pmGRU-ORD
31h 40m1 stop
$1,138Avianca
Find Deal
Di, Dez 24 - Di, Dez 31
6:10 am - 7:55 pmORD-GRU
34h 45m1 stop
11:40 pm - 1:02 amGRU-ORD
28h 22m2 stops
$1,203
Find Deal
So, Dez 22 - Mo, Dez 30
9:50 am - 10:30 amORD-GRU
21h 40m2 stops
9:45 pm - 7:37 pmGRU-ORD
24h 52m2 stops
$1,513Air Canada
Find Deal
Mi, Dez 25 - Mi, Jan 1
6:20 pm - 8:55 amORD-GRU
35h 35m2 stops
5:45 pm - 8:40 amGRU-ORD
17h 55m2 stops
$1,537LATAM Airlines
Find Deal
Do, Dez 26 - Fr, Jan 3
2:05 pm - 10:30 amORD-GRU
17h 25m2 stops
9:45 pm - 7:55 pmGRU-ORD
25h 10m1 stop
$1,567Air Canada
Find Deal
Mi, Dez 25 - Mo, Dez 30
5:03 pm - 9:35 amMDW-GRU
13h 32m1 stop
5:45 pm - 9:23 amGRU-MDW
18h 38m2 stops
$1,774LATAM Airlines
Find Deal
Mo, Dez 23 - Mi, Dez 25
8:52 am - 8:35 amORD-VCP
20h 43m1 stop
12:05 pm - 4:31 pmVCP-ORD
31h 26m1 stop
$2,239Azul
Find Deal
Mo, Dez 23 - Mi, Dez 25
11:05 am - 8:35 amORD-VCP
18h 30m1 stop
12:05 pm - 12:42 pmVCP-ORD
27h 37m1 stop
$2,530Azul
Find Deal
So, Dez 22 - Mi, Dez 25
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$2,782United Airlines
Find Deal
Mo, Dez 23 - So, Dez 29
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$2,822United Airlines
Find Deal
Mo, Dez 23 - Mi, Jan 1
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,184Lufthansa
Find Deal
Di, Feb 4 - Di, Feb 11
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,189United Airlines
Find Deal
Di, Feb 4 - Di, Feb 11
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,192United Airlines
Find Deal
Do, Jan 16 - Fr, Jan 31
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,557United Airlines
Find Deal
Mi, Apr 23 - Sa, Mai 3
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,657United Airlines
Find Deal
Sa, Jan 11 - So, Jan 19
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$1,697United Airlines
Find Deal
Sa, Jun 7 - Sa, Jun 21
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,827United Airlines
Find Deal
Fr, Jan 3 - Sa, Jan 18
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,842United Airlines
Find Deal
Do, Feb 27 - Mi, Mrz 5
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,882United Airlines
Find Deal
Di, Jan 21 - So, Jan 26
6:00 pm - 7:15 amORD-GRU
10h 15mnonstop
9:45 pm - 5:25 amGRU-ORD
10h 40mnonstop
$1,937United Airlines
Find Deal
Mi, Jan 1 - Sa, Jan 18

Copa Airlines flights from Chicago to Sao Paulo

Our best Copa Airlines deals on Chicago to Sao Paulo flight tickets
Copa Airlines
Mar 3
ORD6:55 amChicago O'Hare Intl
14h 20m
1 stop
GRU12:15 amSao Paulo Guarulhos Intl
Mar 10
GRU3:15 amSao Paulo Guarulhos Intl
23h 12m
1 stop
ORD12:27 amChicago O'Hare Intl
Copa Airlines
Feb 3
ORD6:55 amChicago O'Hare Intl
34h 55m
1 stop
GRU8:50 pmSao Paulo Guarulhos Intl
Feb 10
GRU11:20 amSao Paulo Guarulhos Intl
15h 07m
1 stop
ORD11:27 pmChicago O'Hare Intl
Copa Airlines
Feb 3
ORD6:55 amChicago O'Hare Intl
20h 50m
1 stop
GRU6:45 amSao Paulo Guarulhos Intl
Feb 9
GRU3:15 amSao Paulo Guarulhos Intl
23h 12m
1 stop
ORD11:27 pmChicago O'Hare Intl

LATAM Airlines flights from Chicago to Sao Paulo

Our best LATAM Airlines deals on Chicago to Sao Paulo flight tickets
LATAM Airlines
Jan 21
ORD5:10 pmChicago O'Hare Intl
13h 25m
1 stop
GRU9:35 amSao Paulo Guarulhos Intl
Jan 22
GRU1:35 pmSao Paulo Guarulhos Intl
22h 00m
2 stops
ORD8:35 amChicago O'Hare Intl
LATAM Airlines
Jan 21
MDW10:57 amChicago Midway
15h 43m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
Jan 22
GRU5:30 pmSao Paulo Guarulhos Intl
19h 42m
2 stops
MDW10:12 amChicago Midway
LATAM Airlines
Jan 8
ORD5:55 pmChicago O'Hare Intl
32h 45m
2 stops
GRU5:40 amSao Paulo Guarulhos Intl
Jan 15
GRU5:30 pmSao Paulo Guarulhos Intl
23h 15m
2 stops
ORD1:45 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 $850, 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 $948.

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 $1,050. This is often the case because there is less demand to fly during this day of the week. On the other hand, Saturday 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 $1,232.

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 $1,608. 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?

The ideal time to book your flight to Sao Paulo is 41 days in advance when prices tend to average $1,127. Don’t hesitate to check prices now though because momondo users recently found tickets for as low as $720.

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

There are 3 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.

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

You could potentially save up to 68% on your flight if you consider stops on a Chicago to Sao Paulo flight.

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

As of December 2024, prices for Chicago to Sao Paulo flights are approximately 67% 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

$285

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 $285. The best round-trip flight deal from Chicago to Sao Paulo found on momondo in the last 72 hours is $608.
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. 13h 15m 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
8,597 reviews
Search Delta flights
LATAM AirlinesPriceFrom $494Free CancellationRating
7.5
1,873 reviews
Search LATAM Airlines flights
Copa AirlinesPriceFrom $585Free CancellationRating
7.7
1,713 reviews
Search Copa Airlines flights
American AirlinesPriceFrom $727Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
AviancaPriceFrom $728Free CancellationRating
7.0
2,654 reviews
Search Avianca flights
AzulPriceFrom $884Free CancellationRating
8.0
818 reviews
Search Azul flights
United AirlinesPriceFrom $892Free CancellationRating
7.4
9,039 reviews
Search United Airlines flights
Air CanadaPriceFrom $990Free CancellationRating
7.0
8,403 reviews
Search Air Canada 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 $892 round-trip, up to an average price of $1,585. Our users have rated United Airlines at 7.4/10.


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.


An easier way to manage your Sao Paulo trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
From?
To?
Do 12/26
Do 1/2
Email me momondo's favorite deals

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