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Sao Paulo

$249+ 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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SAO
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Sao Paulo are usually found in March or May, booked 55 days in advance, depart on a Thursday or Monday 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 June 12, 2025.

Round-trip from

$658
(Mytrip)

One-way from

$263
(Mytrip)

Popular in

October

Cheapest in

March

Average price

$1,097

Good round-trip deal

$792 or less

Good one-way deal

$514 or less
From Chicago (CHI) to Sao Paulo (SAO)
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One-way flight from Chicago (CHI) to Sao Paulo (SAO)
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Highest demand for flights based on searches. 13% potential increase in price ($144 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo (SAO).
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Price to beat on a one-way 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 June 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/11. 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.
Sun 8/108:50 amORD - VCP
2 stops30h 55mMultiple Airlines
Thu 8/1412:45 pmVCP - ORD
1 stop31h 58mMultiple Airlines
Deal found 6/11$658
This Avianca deal was found by Cheapflights users on 6/11. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/172:35 pmORD - GRU
1 stop13h 00mAvianca
Tue 9/231:45 amGRU - ORD
1 stop13h 30mAvianca
Deal found 6/11$658
This Booking.com deal was found by Cheapflights users on 6/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/24:35 amORD - GRU
1 stop14h 50mMultiple Airlines
Tue 12/91:50 amGRU - ORD
1 stop13h 25mMultiple Airlines
Deal found 6/11$659
This Air Canada deal was found by Cheapflights users on 6/11. 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.
Sun 8/242:00 pmORD - GRU
2 stops17h 40mAir Canada
Thu 10/29:00 pmGRU - ORD
1 stop19h 55mAir Canada
Deal found 6/11$660
This Copa Airlines deal was found by Cheapflights users on 6/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/77:54 amORD - GRU
1 stop20h 36mCopa Airlines
Wed 8/131:30 amGRU - ORD
1 stop24h 22mCopa Airlines
Deal found 6/10$661
This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/310:26 amMDW - GRU
2 stops19h 14mLATAM Airlines
Mon 7/74:40 pmGRU - MDW
2 stops19h 05mLATAM Airlines
Deal found 6/10$673
This LATAM Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 7/95:59 pmORD - GRU
2 stops18h 56mLATAM Airlines
Thu 7/108:30 pmGRU - ORD
1 stop18h 20mLATAM Airlines
Deal found 6/10$680
This Mytrip deal was found by Cheapflights users on 6/9. 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.
Thu 8/285:05 amORD - CGH
3 stops31h 00mMultiple Airlines
Thu 9/46:45 pmCGH - ORD
2 stops20h 30mMultiple Airlines
Deal found 6/9$711
This KAYAK deal was found by Cheapflights users on 6/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/213:30 amORD - GRU
1 stop14h 42mArajet
Mon 1/512:25 amGRU - ORD
1 stop25h 15mArajet
Deal found 6/12$756
This oojo deal was found by Cheapflights users on 6/9. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/62:25 pmORD - CGH
2 stops20h 10mGOL
Mon 10/137:45 pmCGH - ORD
2 stops27h 52mGOL
Deal found 6/9$944
This Gurufare deal was found by Cheapflights users on 6/10. 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.
Fri 10/34:40 pmORD - VCP
2 stops16h 00mGOL
Sun 10/125:55 pmVCP - ORD
2 stops32h 02mGOL
Deal found 6/10$972
This Air Canada deal was found by Cheapflights users on 6/11. 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.
Thu 12/42:00 pmORD - VCP
2 stops21h 35mAir Canada
Wed 12/107:25 pmVCP - ORD
2 stops20h 26mAir Canada
Deal found 6/11$994

Cheapflights Fare Finder

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 June 12, 2025.
Use the filters below to find and compare flights from Chicago to Sao Paulo that are best for you.

Fly from

Chicago

Fly to

Sao Paulo

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sun 8/10

8:50 am-5:45 pm

2 stops30h 55m

Sao Paulo Viracopos

Thu 8/14

12:45 pm-6:43 pm

1 stop31h 58m

$658

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 9/17

2:35 pm-5:35 am

1 stop13h 00m

Sao Paulo Guarulhos Intl

Tue 9/23

1:45 am-1:15 pm

1 stop13h 30m

$658

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Tue 12/2

4:35 am-10:25 pm

1 stop14h 50m

Sao Paulo Guarulhos Intl

Tue 12/9

1:50 am-12:15 pm

1 stop13h 25m

$659

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 8/24

2:00 pm-9:40 am

2 stops17h 40m

Sao Paulo Guarulhos Intl

Thu 10/2

9:00 pm-2:55 pm

1 stop19h 55m

$660

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Thu 8/7

7:54 am-6:30 am

1 stop20h 36m

Sao Paulo Guarulhos Intl

Wed 8/13

1:30 am-11:52 pm

1 stop24h 22m

$661

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Thu 7/3

10:26 am-7:40 am

2 stops19h 14m

Sao Paulo Guarulhos Intl

Mon 7/7

4:40 pm-9:45 am

2 stops19h 05m

$673

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 7/9

5:59 pm-2:55 pm

2 stops18h 56m

Sao Paulo Guarulhos Intl

Thu 7/10

8:30 pm-12:50 pm

1 stop18h 20m

$680

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

Thu 8/28

5:05 am-2:05 pm

3 stops31h 00m

Sao Paulo Congonhas

Thu 9/4

6:45 pm-1:15 pm

2 stops20h 30m

$711

ChicagoSao Paulo

ORD - CGH

ORDCGH

Chicago O'Hare Intl

Mon 10/6

2:25 pm-12:35 pm

2 stops20h 10m

Sao Paulo Congonhas

Mon 10/13

7:45 pm-9:37 pm

2 stops27h 52m

$944

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Fri 10/3

4:40 pm-10:40 am

2 stops16h 00m

Sao Paulo Viracopos

Sun 10/12

5:55 pm-11:57 pm

2 stops32h 02m

$972

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 33 results
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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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Sao Paulo

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 June 9, 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, April is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $687). 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 June 12, 2025.

Unlike in the afternoon, when flights are generally more expensive, you can save up to 23% 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 afternoons 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 June 12, 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 June 12, 2025.
Get a feel of what it's like to fly with ANA, Azul and Delta 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.
ANA
8.3
Very good
882 reviews

Food

7.7

Boarding

8.5

Entertainment

7.9

Overall

8.3

Comfort

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
ANA
8.3
Very good
882 reviews
ANA
8.3
Very good
882 reviews

Food

7.7

Boarding

8.5

Entertainment

7.9

Overall

8.3

Comfort

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
Azul
8.0
Very good
781 reviews
ANA
8.3
Very good
882 reviews

Food

7.7

Boarding

8.5

Entertainment

7.9

Overall

8.3

Comfort

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
Delta
8.0
Very good
7,950 reviews
ANA
8.3
Very good
882 reviews

Food

7.7

Boarding

8.5

Entertainment

7.9

Overall

8.3

Comfort

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
LATAM Airlines
7.5
Good
1,785 reviews
ANA
8.3
Very good
882 reviews

Food

7.7

Boarding

8.5

Entertainment

7.9

Overall

8.3

Comfort

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.
Copa Airlines
7.5
Good
1,451 reviews
ANA
8.3
Very good
882 reviews

Food

7.7

Boarding

8.5

Entertainment

7.9

Overall

8.3

Comfort

8.2

Crew

8.7

Reviews

1 / 20
10.0
Excellent

Anonymous,May 2025

SEA - HND

The flight with ANA was fantastic. Huge plane but was boarded swiftly and efficiently with a lot of crew members engaged to expedite the process. The onboard crew was polite and considerate and constantly doing things to serve passengers. The plane was new and in great working order-- definitely more spacious than the Alaska plane we took from SLC. Food was solid, not great. Lots of movie options.

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, Avianca ($658), Air Canada ($659), and Copa Airlines ($661) offers the cheapest pricing from Chicago to Sao Paulo. Avianca is priced at 31% 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 $320. However, be on the lookout for offers from GOL and Air Canada, 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 Midway - Sao Paulo Guarulhos Intl 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 $836, our data shows the cheapest flight currently is $309. When looking at the most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), you can expect to pay $586 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, April is the cheapest month in which you can book a flight from Chicago to Sao Paulo (average of $687). 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.

See more FAQs

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$376Average$699FlexibilityNo cancel feeOn-time70%
AzulCheapest$450Average$1,692FlexibilityNo cancel feeOn-time82%
DeltaCheapest$487Average$677FlexibilityNo cancel feeOn-timeN/A
LATAM AirlinesCheapest$494Average$657FlexibilityNo cancel feeOn-time81%
AviancaCheapest$605Average$862FlexibilityNo cancel feeOn-time71%
American AirlinesCheapest$727Average$988FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$748Average$1,032FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$773Average$1,142FlexibilityNo cancel feeOn-time69%

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