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Cheap flights from Chicago to Sao Paulo from $263

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 9/8. 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

Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:50 pm - 6:24 pmVCP-ORD
21h 34m1 stop
$572
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Tue, Sep 30 - Tue, Oct 7
Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:50 pm - 10:52 amVCP-ORD
14h 02m1 stop
$579
Find Deal
Sat, Sep 6 - Tue, Sep 16
Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:50 pm - 10:52 amVCP-ORD
14h 02m1 stop
$585
Find Deal
Sat, Sep 20 - Tue, Sep 30
Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:50 pm - 10:52 amVCP-ORD
14h 02m1 stop
$595
Find Deal
Thu, Sep 11 - Sun, Sep 21
Logo
10:27 am - 5:15 pmORD-VCP
28h 48m3 stops
Logo
10:50 pm - 5:39 pmVCP-ORD
20h 49m1 stop
$600
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Fri, Sep 19 - Tue, Sep 23
Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:10 am - 9:58 pmVCP-ORD
13h 48m1 stop
$607
Find Deal
Tue, Sep 16 - Fri, Sep 26
Logo
10:27 am - 10:40 amORD-VCP
22h 13m2 stops
Logo
10:50 pm - 5:39 pmVCP-ORD
20h 49m1 stop
$614
Find Deal
Wed, Sep 17 - Sat, Sep 27
Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:50 pm - 10:52 amVCP-ORD
14h 02m1 stop
$615
Find Deal
Wed, Sep 10 - Sat, Sep 20
Logo
6:44 pm - 5:45 pmORD-VCP
21h 01m1 stop
Logo
10:50 pm - 5:39 pmVCP-ORD
20h 49m1 stop
$616
Find Deal
Fri, Sep 19 - Mon, Sep 29
Logo
5:45 pm - 5:45 pmORD-VCP
22h 00m2 stops
Logo
10:50 pm - 10:52 amVCP-ORD
14h 02m1 stop
$617
Find Deal
Sat, Sep 6 - Tue, Sep 16

Azul flights from Chicago to Sao Paulo Viracopos Airport

Our best Azul deals on Chicago to Sao Paulo Viracopos Airport flight tickets
Azul
Aug 25
ORD10:50 amChicago O'Hare Intl
28h 55m
1 stop
VCP5:45 pmSao Paulo Viracopos
Sep 4
VCP10:45 pmSao Paulo Viracopos
21h 50m
1 stop
ORD6:35 pmChicago O'Hare Intl
$1,234
Find similar
Azul
Aug 24
ORD3:55 pmChicago O'Hare Intl
21h 20m
2 stops
VCP3:15 pmSao Paulo Viracopos
Sep 3
VCP10:45 pmSao Paulo Viracopos
21h 50m
1 stop
ORD6:35 pmChicago O'Hare Intl
$1,351
Find similar

GOL flights from Chicago to Sao Paulo Viracopos Airport

Our best GOL deals on Chicago to Sao Paulo Viracopos Airport flight tickets
GOL
Aug 23
ORD2:35 pmChicago O'Hare Intl
27h 20m
2 stops
VCP7:55 pmSao Paulo Viracopos
Sep 2
VCP9:45 amSao Paulo Viracopos
53h 30m
2 stops
ORD1:15 pmChicago O'Hare Intl
$1,297
Find similar
GOL
Aug 28
ORD2:32 pmChicago O'Hare Intl
18h 08m
2 stops
VCP10:40 amSao Paulo Viracopos
Sep 7
VCP5:55 pmSao Paulo Viracopos
30h 31m
2 stops
ORD10:26 pmChicago O'Hare Intl
$1,312
Find similar
GOL
Aug 25
ORD5:05 pmChicago O'Hare Intl
15h 35m
2 stops
VCP10:40 amSao Paulo Viracopos
Sep 4
VCP9:45 amSao Paulo Viracopos
53h 30m
2 stops
ORD1:15 pmChicago O'Hare Intl
$1,333
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Sao Paulo Viracopos Airport 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, momondo users made 832,500 searches. Data last updated August 18, 2025.
Use the filters below to find and compare flights from Chicago to Sao Paulo Viracopos Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Tue 9/30

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Tue 10/7

10:50 pm-6:24 pm

1 stop21h 34m

$572

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 9/6

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Tue 9/16

10:50 pm-10:52 am

1 stop14h 02m

$579

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 9/20

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Tue 9/30

10:50 pm-10:52 am

1 stop14h 02m

$585

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Thu 9/11

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Sun 9/21

10:50 pm-10:52 am

1 stop14h 02m

$595

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Fri 9/19

10:27 am-5:15 pm

3 stops28h 48m

Sao Paulo Viracopos

Tue 9/23

10:50 pm-5:39 pm

1 stop20h 49m

$600

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Tue 9/16

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Fri 9/26

10:10 am-9:58 pm

1 stop13h 48m

$607

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 9/17

10:27 am-10:40 am

2 stops22h 13m

Sao Paulo Viracopos

Sat 9/27

10:50 pm-5:39 pm

1 stop20h 49m

$614

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 9/10

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Sat 9/20

10:50 pm-10:52 am

1 stop14h 02m

$615

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Fri 9/19

6:44 pm-5:45 pm

1 stop21h 01m

Sao Paulo Viracopos

Mon 9/29

10:50 pm-5:39 pm

1 stop20h 49m

$616

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 9/6

5:45 pm-5:45 pm

2 stops22h 00m

Sao Paulo Viracopos

Tue 9/16

10:50 pm-10:52 am

1 stop14h 02m

$617

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Sao Paulo from

How to get the cheapest flight ticket from Chicago to Sao Paulo Viracopos 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 day to depart on your flight to Sao Paulo Viracopos Airport?

The cheapest day to depart from Chicago to Sao Paulo Viracopos Airport is on a Tuesday when prices can be found for as low as $976. If your travel schedule is flexible, try to avoid departing on a Thursday because tickets tend to average around $1,902. These prices are subject to change though, so be sure to set up a Price Alert for flights to Sao Paulo Viracopos Airport.

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

According to our data, the cheapest time of day to fly to Sao Paulo Viracopos Airport is in the morning. momondo users have found flights departing from Chicago to Sao Paulo Viracopos Airport in the morning for as low as $976. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying at noon when prices are $1,592 on average. Flights to Sao Paulo Viracopos Airport from Chicago at noon are generally more expensive because this time of day is more convenient for travelers’ schedules.

When to book flights from Chicago to Sao Paulo Viracopos Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sao Paulo Viracopos 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 Viracopos Airport (CHI to VCP) flight deals and tips

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

Best Price Found

$263

Fastest flight time

13h 20m

Direct flights

None
The best one-way flight to Sao Paulo Viracopos Airport from Chicago in the past 72 hours is $263. The best round-trip flight deal from Chicago to Sao Paulo Viracopos Airport found on momondo in the last 72 hours is $572.
The fastest flight from Chicago to Sao Paulo Viracopos Airport takes 13h 20m
There are no direct flights from Chicago to Sao Paulo Viracopos Airport. Popular non-direct route for this connection is Chicago O'Hare Intl Airport - Sao Paulo Viracopos Airport.
Search flight deals

  • How far is Chicago to Sao Paulo Viracopos by plane?

    Sao Paulo Viracopos is 5172.3 mi away from Chicago. Typically, this will take 13h 20m by plane in normal conditions.

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

    Prices for flights from Chicago to Sao Paulo Viracopos Airport were last updated today.

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

  • How old do you have to be to fly from Chicago to Sao Paulo Viracopos 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 Viracopos Airport.

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

    The travel and health documents required for your trip to Sao Paulo Viracopos Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sao Paulo Viracopos Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago to Sao Paulo Viracopos Airport

Compare and see reviews for airlines that fly from Chicago to Sao Paulo Viracopos Airport with momondo
Airline
Rating
Free Cancellation
Price
AzulPriceFrom $450Free CancellationRating
8.0
806 reviews
Search Azul flights

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?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Sao Paulo for you.

Can I find flights from Chicago to Sao Paulo with flexible booking policies on momondo?

Flights from Chicago to Sao Paulo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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 can track prices for Chicago to Sao Paulo flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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