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Cheap flights from Chicago to Sao Paulo from $281

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 11/25. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
11:48 am - 7:15 pmORD-VCP
28h 27m1 stop
Multiple Airlines Logo
11:10 am - 1:16 pmVCP-ORD
29h 06m1 stop
$587Multiple Airlines
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Tue, Nov 25 - Fri, Dec 5
GOL Logo
2:05 pm - 7:00 pmORD-VCP
49h 55m2 stops
GOL Logo
5:55 pm - 9:26 pmVCP-ORD
29h 31m2 stops
$600GOL
Find Deal
Sat, Feb 28 - Thu, Mar 12
Multiple Airlines Logo
5:00 am - 7:15 pmORD-VCP
35h 15m1 stop
Multiple Airlines Logo
5:55 pm - 6:36 pmVCP-ORD
51h 41m2 stops
$624Multiple Airlines
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Mon, Dec 1 - Thu, Dec 11
Multiple Airlines Logo
11:48 am - 7:15 pmORD-VCP
28h 27m1 stop
Multiple Airlines Logo
11:10 am - 11:08 amVCP-ORD
26h 58m2 stops
$631Multiple Airlines
Find Deal
Tue, Nov 25 - Fri, Dec 5
Multiple Airlines Logo
9:22 pm - 7:15 pmORD-VCP
42h 53m2 stops
Multiple Airlines Logo
1:00 pm - 9:48 pmVCP-ORD
35h 48m1 stop
$632Multiple Airlines
Find Deal
Mon, Nov 24 - Thu, Dec 4
GOL Logo
2:05 pm - 7:00 pmORD-VCP
49h 55m2 stops
GOL Logo
7:40 pm - 1:15 pmVCP-ORD
43h 35m2 stops
$668GOL
Find Deal
Sat, Feb 28 - Sat, Mar 14
GOL Logo
1:35 pm - 9:10 amORD-VCP
40h 35m2 stops
GOL Logo
7:40 pm - 1:15 pmVCP-ORD
43h 35m2 stops
$672GOL
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Wed, Feb 25 - Wed, Mar 11
Azul Logo
1:55 pm - 5:45 pmORD-VCP
25h 50m1 stop
Azul Logo
10:50 pm - 11:17 amVCP-ORD
14h 27m1 stop
$832Azul
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Wed, Apr 1 - Wed, Apr 8
Azul Logo
1:55 pm - 5:45 pmORD-VCP
25h 50m1 stop
Azul Logo
10:50 pm - 11:17 amVCP-ORD
14h 27m1 stop
$860Azul
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Wed, Apr 1 - Tue, Apr 14
Azul Logo
12:59 pm - 3:20 pmORD-VCP
24h 21m2 stops
Azul Logo
10:50 pm - 11:17 amVCP-ORD
14h 27m1 stop
$866Azul
Find Deal
Wed, Apr 1 - Tue, Apr 14

GOL flights from Chicago to Sao Paulo Viracopos Airport

Our best GOL deals on Chicago to Sao Paulo Viracopos Airport flight tickets
GOL
Feb 28
ORD2:05 pmChicago O'Hare Intl
49h 55m
2 stops
VCP7:00 pmSao Paulo Viracopos
Mar 12
VCP5:55 pmSao Paulo Viracopos
29h 31m
2 stops
ORD9:26 pmChicago O'Hare Intl
$600
Find similar
GOL
Feb 28
ORD2:05 pmChicago O'Hare Intl
49h 55m
2 stops
VCP7:00 pmSao Paulo Viracopos
Mar 14
VCP7:40 pmSao Paulo Viracopos
43h 35m
2 stops
ORD1:15 pmChicago O'Hare Intl
$668
Find similar
GOL
Feb 25
ORD1:35 pmChicago O'Hare Intl
40h 35m
2 stops
VCP9:10 amSao Paulo Viracopos
Mar 11
VCP7:40 pmSao Paulo Viracopos
43h 35m
2 stops
ORD1:15 pmChicago O'Hare Intl
$672
Find similar

Azul flights from Chicago to Sao Paulo Viracopos Airport

Our best Azul deals on Chicago to Sao Paulo Viracopos Airport flight tickets
Azul
Apr 1
ORD1:55 pmChicago O'Hare Intl
25h 50m
1 stop
VCP5:45 pmSao Paulo Viracopos
Apr 8
VCP10:50 pmSao Paulo Viracopos
14h 27m
1 stop
ORD11:17 amChicago O'Hare Intl
$832
Find similar
Azul
Apr 1
ORD1:55 pmChicago O'Hare Intl
25h 50m
1 stop
VCP5:45 pmSao Paulo Viracopos
Apr 14
VCP10:50 pmSao Paulo Viracopos
14h 27m
1 stop
ORD11:17 amChicago O'Hare Intl
$860
Find similar
Azul
Apr 1
ORD12:59 pmChicago O'Hare Intl
24h 21m
2 stops
VCP3:20 pmSao Paulo Viracopos
Apr 14
VCP10:50 pmSao Paulo Viracopos
14h 27m
1 stop
ORD11:17 amChicago O'Hare Intl
$866
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 November 3, 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 11/25

11:48 am-7:15 pm

1 stop28h 27m

Sao Paulo Viracopos

Fri 12/5

11:10 am-1:16 pm

1 stop29h 06m

$587

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 2/28

2:05 pm-7:00 pm

2 stops49h 55m

Sao Paulo Viracopos

Thu 3/12

5:55 pm-9:26 pm

2 stops29h 31m

$600

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Mon 12/1

5:00 am-7:15 pm

1 stop35h 15m

Sao Paulo Viracopos

Thu 12/11

5:55 pm-6:36 pm

2 stops51h 41m

$624

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Tue 11/25

11:48 am-7:15 pm

1 stop28h 27m

Sao Paulo Viracopos

Fri 12/5

11:10 am-11:08 am

2 stops26h 58m

$631

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Mon 11/24

9:22 pm-7:15 pm

2 stops42h 53m

Sao Paulo Viracopos

Thu 12/4

1:00 pm-9:48 pm

1 stop35h 48m

$632

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 2/28

2:05 pm-7:00 pm

2 stops49h 55m

Sao Paulo Viracopos

Sat 3/14

7:40 pm-1:15 pm

2 stops43h 35m

$668

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 2/25

1:35 pm-9:10 am

2 stops40h 35m

Sao Paulo Viracopos

Wed 3/11

7:40 pm-1:15 pm

2 stops43h 35m

$672

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 4/1

1:55 pm-5:45 pm

1 stop25h 50m

Sao Paulo Viracopos

Wed 4/8

10:50 pm-11:17 am

1 stop14h 27m

$832

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 4/1

1:55 pm-5:45 pm

1 stop25h 50m

Sao Paulo Viracopos

Tue 4/14

10:50 pm-11:17 am

1 stop14h 27m

$860

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 4/1

12:59 pm-3:20 pm

2 stops24h 21m

Sao Paulo Viracopos

Tue 4/14

10:50 pm-11:17 am

1 stop14h 27m

$866

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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

Direct flights

None
There are no direct flights from Chicago to Sao Paulo Viracopos Airport. There are no popular flight routes from Chicago to Sao Paulo Viracopos Airport.
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  • How far is Chicago to Sao Paulo Viracopos by plane?

    Sao Paulo Viracopos is 5172.3 mi away from Chicago. Typically, this will take 16h 00m 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 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.

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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