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$251+ Cheap flights from Chicago (CHI) to Sao Paulo, Brazil (SAO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAO
feb. 25 — mar. 41
mar. 2/25
mar. 3/4
1 adult, Economy
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The best prices from Chicago to Sao Paulo are usually found in February or January, booked 55 days in advance, depart on a Thursday or Tuesday and return on a Monday

Cheap flight deals from Chicago to Sao Paulo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sao Paulo (SAO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated febrero 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$620
(Mytrip)

One-way from

$251
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$774

Good round-trip deal

$773 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo (SAO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo (SAO) flights.
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From Chicago (CHI) to Sao Paulo (SAO)
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One-way flight from Chicago (CHI) to Sao Paulo (SAO)
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($170 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo (SAO).
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Find flight deals from Chicago to Sao Paulo

Cheapest flights from Chicago to Sao Paulo
Explore the most affordable flight options available from Chicago to Sao Paulo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on febrero 20, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/27:21 pmORD - VCP
3 stops35h 39mMultiple Airlines
mié. 4/1610:15 amVCP - ORD
3 stops23h 49mMultiple Airlines
Deal found 2/20$620
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/137:42 pmORD - GRU
2 stops41h 43mMultiple Airlines
dom. 4/611:05 pmGRU - ORD
1 stop35h 24mMultiple Airlines
Deal found 2/19$622
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/266:00 amORD - GRU
1 stop21h 40mDelta
mar. 9/910:05 amGRU - ORD
1 stop15h 50mDelta
Deal found 2/20$628
This Delta deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 4/69:52 amMDW - GRU
1 stop17h 48mDelta
dom. 4/1310:50 pmGRU - MDW
1 stop21h 09mDelta
Deal found 2/20$628
This Air Canada deal was found by Cheapflights users on 2/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/1211:35 amORD - GRU
1 stop19h 55mAir Canada
mié. 3/268:45 pmGRU - ORD
1 stop20h 00mAir Canada
Deal found 2/18$653
This United Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 4/64:15 pmORD - GRU
1 stop15h 15mUnited Airlines
dom. 4/1310:20 pmGRU - ORD
Nonstop10h 25mUnited Airlines
Deal found 2/20$679
This LATAM Airlines deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure LATAM Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 4/111:20 amORD - GRU
2 stops15h 55mLATAM Airlines
lun. 4/143:40 amGRU - ORD
2 stops22h 19mLATAM Airlines
Deal found 2/20$689
This Expedia deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 2/231:35 pmORD - GRU
1 stop22h 50mAvianca
mar. 2/257:35 amGRU - ORD
1 stop31h 40mAvianca
Deal found 2/19$714
This Kiwi.com deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/212:46 pmMDW - GRU
2 stops22h 29mMultiple Airlines
mié. 4/1611:05 pmGRU - MDW
1 stop18h 24mMultiple Airlines
Deal found 2/19$725
This Gurufare deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 2/241:05 pmORD - GRU
2 stops21h 15mGOL
jue. 3/63:50 pmGRU - ORD
2 stops20h 12mGOL
Deal found 2/20$735
This Mytrip deal was found by Cheapflights users on 2/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/32:53 pmORD - CGH
2 stops18h 32mMultiple Airlines
jue. 4/109:25 amCGH - ORD
2 stops24h 39mMultiple Airlines
Deal found 2/20$750
This Cocha deal was found by Cheapflights users on 2/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cocha is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 4/27:51 amORD - GRU
1 stop14h 19mCopa Airlines
mié. 4/1611:10 amGRU - ORD
1 stop15h 22mCopa Airlines
Deal found 2/19$765

Find flights from Chicago to Sao Paulo within your budget

Customize your flight search to find flights from Chicago to Sao Paulo 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, Cheapflights users made 2,558,603 searches. Data last updated febrero 20, 2025.

Fly from

Chicago

Fly to

Sao Paulo

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

mié. 4/2

7:21 pm-9:00 am

3 stops35h 39m

Sao Paulo Viracopos

mié. 4/16

10:15 am-8:04 am

3 stops23h 49m

$620

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

jue. 3/13

7:42 pm-3:25 pm

2 stops41h 43m

Sao Paulo Guarulhos Intl

dom. 4/6

11:05 pm-8:29 am

1 stop35h 24m

$622

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

mié. 4/2

11:20 am-9:00 am

1 stop19h 40m

Sao Paulo Guarulhos Intl

dom. 4/6

10:50 pm-4:20 pm

1 stop19h 30m

$628

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

dom. 4/6

9:52 am-5:40 am

1 stop17h 48m

Sao Paulo Guarulhos Intl

dom. 4/13

10:50 pm-5:59 pm

1 stop21h 09m

$628

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

mié. 3/12

11:35 am-9:30 am

1 stop19h 55m

Sao Paulo Guarulhos Intl

mié. 3/26

8:45 pm-2:45 pm

1 stop20h 00m

$653

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

dom. 2/23

1:35 pm-3:25 pm

1 stop22h 50m

Sao Paulo Guarulhos Intl

mar. 2/25

7:35 am-12:15 pm

1 stop31h 40m

$714

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

mié. 4/2

12:46 pm-1:15 pm

2 stops22h 29m

Sao Paulo Guarulhos Intl

mié. 4/16

11:05 pm-3:29 pm

1 stop18h 24m

$725

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

lun. 2/24

1:05 pm-1:20 pm

2 stops21h 15m

Sao Paulo Guarulhos Intl

jue. 3/6

3:50 pm-9:02 am

2 stops20h 12m

$735

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

sáb. 4/5

7:51 am-12:10 am

1 stop14h 19m

Sao Paulo Guarulhos Intl

sáb. 4/12

11:10 am-12:32 am

1 stop15h 22m

$749

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

jue. 4/3

2:53 pm-11:25 am

2 stops18h 32m

Sao Paulo Congonhas

jue. 4/10

9:25 am-8:04 am

2 stops24h 39m

$750

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

Showing 1-10 of 38 results
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Compare providers for flights from Chicago to Sao Paulo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Sao Paulo in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*1 star
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
MytripPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Sao Paulo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sao Paulo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Sao Paulo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sao Paulo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sao Paulo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Sao Paulo

Have a flexible travel schedule? Discover the best time to fly to Sao Paulo from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Sao Paulo

Get recent, data-driven insights about flights from Chicago to Sao Paulo including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Sao Paulo?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sao Paulo. Price data was last updated on February 14, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Sao Paulo, you should look to book at least 55 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Sao Paulo?

Currently, October is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $691). Flying from Chicago to Sao Paulo in December is currently the most expensive (average of $1,209). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to SAO?

Find hourly flight availability from Chicago to Sao Paulo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated febrero 20, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 43% on flights from Chicago to Sao Paulo by exploring options for tickets at noon.

What is the cheapest day to fly from Chicago to Sao Paulo?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sao Paulo. Price data was last updated on December 1, 2024.

Travelers seeking maximum savings on their Chicago to Sao Paulo flight should consider departing on Sunday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Sao Paulo

Explore weekly flight availability from Chicago to Sao Paulo. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated febrero 20, 2025.

The most flights from CHI to SAO are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Sao Paulo by month

Plan your trip to Sao Paulo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sao Paulo ranges from 0.8 - 9.4 inches per month. January is typically the wettest month, when rainfall can reach 9.4 in. July is typically the driest time to visit Sao Paulo when rainfall is around 0.8 in.

Temperature in Sao Paulo by month

Plan your trip to Sao Paulo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sao Paulo, use this chart to help with planning. For those seeking warmer temperatures, January is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of June, when temperatures are typically at their lowest (around 62.6 F).

Reviews of airlines servicing Sao Paulo

Get insights into the airlines that provide service to Sao Paulo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sao Paulo. Reviews last updated febrero 20, 2025.
Get a feel of what it's like to fly with Azul, Delta and Copa Airlines from Chicago to Sao Paulo by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Azul
8.0
Very good
792 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.2

Overall

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Azul
8.0
Very good
792 reviews
Azul
8.0
Very good
792 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.2

Overall

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Delta
8.0
Very good
8,219 reviews
Azul
8.0
Very good
792 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.2

Overall

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Copa Airlines
7.6
Good
1,510 reviews
Azul
8.0
Very good
792 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.2

Overall

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

LATAM Airlines
7.5
Good
1,795 reviews
Azul
8.0
Very good
792 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.2

Overall

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

United Airlines
7.4
Good
8,765 reviews
Azul
8.0
Very good
792 reviews

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.2

Overall

8.0

Reviews

1 / 13

10.0
Excellent

Aidan,Dec 2024

VCP - VIX

Very good we were taken care of in all aspects when traveling with our 1 year old. Would recommend Azul and I will travel with them again.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sao Paulo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Chicago to Sao Paulo round-trip?

    According to our current data, Delta ($628), Air Canada ($653), and United Airlines ($679) offers the cheapest pricing from Chicago to Sao Paulo. Delta is priced at 41% lower than the current average price of a flight leaving 3 months from now.

  • What are the cheapest airlines to fly from Chicago to Sao Paulo one-way?

    The cheapest airline one-way is Avianca, with whom users have recently found tickets for as low as $328. However, be on the lookout for offers from Delta and GOL, as they are both options that can get you from Chicago to Sao Paulo for a low price.

  • What are the most popular routes from Chicago to Sao Paulo?

    When deciding which route to take from Chicago to Sao Paulo consider Chicago O'Hare Intl - Sao Paulo Guarulhos Intl, Chicago O'Hare Intl - Sao Paulo Viracopos or Chicago O'Hare Intl - Sao Paulo Congonhas as they are the most popular.

  • What are the cheapest flights from Chicago to Sao Paulo?

    While on average a flight from Chicago to Sao Paulo is generally $887, our data shows the cheapest flight currently is $694. When looking at the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), you can expect to pay $526 for that flight.

  • Can I find deals for flights from Chicago to Sao Paulo that include hotel bookings?

    Yes. In addition to deals on Chicago to Sao Paulo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Sao Paulo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Sao Paulo.

  • Can I find deals for business class flights from Chicago to Sao Paulo?

    Yes. Cheapflights offers flight deals from Chicago to Sao Paulo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Sao Paulo?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $691). Flying from Chicago to Sao Paulo in December is currently the most expensive (average of $1,209). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Top 8 airlines flying from Chicago to Sao Paulo

Discover the top 8 airlines that operate flights from Chicago to Sao Paulo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated febrero 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$487Average$677FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$729FlexibilityNo cancel feeOn-time81%
Copa AirlinesCheapest$585Average$860FlexibilityNo cancel feeOn-time70%
AviancaCheapest$605Average$885FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$727Average$988FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$773Average$1,492FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$783Average$1,236FlexibilityNo cancel feeOn-time67%
AzulCheapest$884Average$1,592FlexibilityNo cancel feeOn-time82%
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