Latest deals
Insights
When to book
FAQs
Price Alerts

Cheap flights from Chicago to Sao Paulo from $308

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 1/20. 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

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.
Search flight deals

Find the cheapest flights from Chicago to Sao Paulo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:32 pm - 5:45 pm
ORD
-
VCP
22h 13m1 stop
Multiple Airlines Logo
10:50 pm - 11:27 am
VCP
-
ORD
14h 37m1 stop
$647Multiple Airlines
Sat, May 9 - Sun, May 17
Multiple Airlines Logo
8:16 pm - 7:55 pm
ORD
-
VCP
20h 39m1 stop
Multiple Airlines Logo
9:50 am - 9:05 am
VCP
-
ORD
26h 15m2 stops
$669Multiple Airlines
Sun, Mar 1 - Sat, Mar 7
Multiple Airlines Logo
5:32 pm - 5:45 pm
ORD
-
VCP
22h 13m1 stop
Multiple Airlines Logo
10:50 pm - 11:27 am
VCP
-
ORD
14h 37m1 stop
$670Multiple Airlines
Sun, May 17 - Tue, May 26
Multiple Airlines Logo
1:35 pm - 5:45 pm
ORD
-
VCP
26h 10m2 stops
Multiple Airlines Logo
10:45 pm - 11:27 am
VCP
-
ORD
14h 42m1 stop
$685Multiple Airlines
Sat, May 9 - Sun, May 17
Multiple Airlines Logo
7:33 am - 10:55 am
ORD
-
VCP
24h 22m2 stops
Multiple Airlines Logo
11:20 pm - 11:05 pm
VCP
-
ORD
26h 45m1 stop
$695Multiple Airlines
Wed, Dec 31 - Wed, Feb 25
Multiple Airlines Logo
11:23 am - 5:40 am
ORD
-
VCP
15h 17m1 stop
Multiple Airlines Logo
10:10 am - 5:46 pm
VCP
-
ORD
34h 36m1 stop
$696Multiple Airlines
Wed, Dec 31 - Wed, Feb 25
Multiple Airlines Logo
1:35 pm - 5:45 pm
ORD
-
VCP
26h 10m2 stops
Multiple Airlines Logo
10:50 pm - 11:27 am
VCP
-
ORD
14h 37m1 stop
$706Multiple Airlines
Sat, May 9 - Sat, May 16
Multiple Airlines Logo
11:51 pm - 7:00 am
ORD
-
VCP
28h 09m2 stops
Multiple Airlines Logo
10:10 am - 7:41 pm
VCP
-
ORD
36h 31m1 stop
$707Multiple Airlines
Sat, Jan 17 - Fri, Jan 30
Multiple Airlines Logo
3:10 pm - 5:45 pm
ORD
-
VCP
24h 35m2 stops
Multiple Airlines Logo
10:50 pm - 7:48 pm
VCP
-
ORD
22h 58m1 stop
$708Multiple Airlines
Sun, May 17 - Tue, May 26
Multiple Airlines Logo
11:51 pm - 7:00 am
ORD
-
VCP
28h 09m2 stops
Multiple Airlines Logo
11:20 pm - 10:36 pm
VCP
-
ORD
26h 16m1 stop
$709Multiple Airlines
Thu, Jan 22 - Wed, Feb 4

GOL flights from Chicago to Sao Paulo Viracopos Airport

Our best GOL deals on Chicago to Sao Paulo Viracopos Airport flight tickets
GOL
May 8
ORD2:35 pmChicago O'Hare Intl
25h 55m
2 stops
VCP6:30 pmSao Paulo Viracopos
May 24
VCP6:00 pmSao Paulo Viracopos
30h 35m
2 stops
ORD10:35 pmChicago O'Hare Intl
$795
Find similar
GOL
May 9
ORD2:35 pmChicago O'Hare Intl
41h 10m
2 stops
VCP9:45 amSao Paulo Viracopos
May 17
VCP6:00 pmSao Paulo Viracopos
28h 54m
2 stops
ORD8:54 pmChicago O'Hare Intl
$805
Find similar
GOL
Jan 22
ORD10:20 pmChicago O'Hare Intl
31h 40m
2 stops
VCP9:00 amSao Paulo Viracopos
Feb 4
VCP5:55 pmSao Paulo Viracopos
32h 13m
2 stops
ORD11:08 pmChicago O'Hare Intl
$845
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
Dec 30
ORD2:10 pmChicago O'Hare Intl
15h 30m
1 stop
VCP8:40 amSao Paulo Viracopos
Jan 12
VCP11:20 pmSao Paulo Viracopos
15h 37m
1 stop
ORD11:57 amChicago O'Hare Intl
$1,864
Find similar
Azul
Dec 23
ORD6:00 amChicago O'Hare Intl
20h 40m
1 stop
VCP5:40 amSao Paulo Viracopos
Jan 11
VCP10:00 amSao Paulo Viracopos
14h 44m
1 stop
ORD9:44 pmChicago O'Hare Intl
$2,042
Find similar
Azul
Dec 22
ORD1:17 pmChicago O'Hare Intl
14h 18m
1 stop
VCP6:35 amSao Paulo Viracopos
Jan 12
VCP11:10 amSao Paulo Viracopos
30h 29m
1 stop
ORD2:39 pmChicago O'Hare Intl
$2,050
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 December 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

Sat 5/9

5:32 pm-5:45 pm

1 stop22h 13m

Sao Paulo Viracopos

Sun 5/17

10:50 pm-11:27 am

1 stop14h 37m

$647

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sun 3/1

8:16 pm-7:55 pm

1 stop20h 39m

Sao Paulo Viracopos

Sat 3/7

9:50 am-9:05 am

2 stops26h 15m

$669

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sun 5/17

5:32 pm-5:45 pm

1 stop22h 13m

Sao Paulo Viracopos

Tue 5/26

10:50 pm-11:27 am

1 stop14h 37m

$670

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 5/9

1:35 pm-5:45 pm

2 stops26h 10m

Sao Paulo Viracopos

Sun 5/17

10:45 pm-11:27 am

1 stop14h 42m

$685

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 12/31

7:33 am-10:55 am

2 stops24h 22m

Sao Paulo Viracopos

Wed 2/25

11:20 pm-11:05 pm

1 stop26h 45m

$695

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Wed 12/31

11:23 am-5:40 am

1 stop15h 17m

Sao Paulo Viracopos

Wed 2/25

10:10 am-5:46 pm

1 stop34h 36m

$696

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 5/9

1:35 pm-5:45 pm

2 stops26h 10m

Sao Paulo Viracopos

Sat 5/16

10:50 pm-11:27 am

1 stop14h 37m

$706

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sat 1/17

11:51 pm-7:00 am

2 stops28h 09m

Sao Paulo Viracopos

Fri 1/30

10:10 am-7:41 pm

1 stop36h 31m

$707

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Sun 5/17

3:10 pm-5:45 pm

2 stops24h 35m

Sao Paulo Viracopos

Tue 5/26

10:50 pm-7:48 pm

1 stop22h 58m

$708

ChicagoSao Paulo

ORD - VCP

ORDVCP

Chicago O'Hare Intl

Thu 1/22

11:51 pm-7:00 am

2 stops28h 09m

Sao Paulo Viracopos

Wed 2/4

11:20 pm-10:36 pm

1 stop26h 16m

$709

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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

Fastest flight time

14h 30m

Direct flights

None
The fastest flight from Chicago to Sao Paulo Viracopos Airport takes 14h 30m
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.
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 14h 30m 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.

An easier way to manage your Sao Paulo Viracopos Airport 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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 1/17
Sat 1/24
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Sao Paulo

Popular cities in Brazil

Popular flights according to clicks in the last 7 days on momondo
Flights to Sao Paulo Guarulhos Intl Airportfrom $423
Flights to Sao Paulo Congonhas Airportfrom $484
Flights to Rio de Janeiro–Galeão Intl Airportfrom $472
Flights to Rio de Janeiro Santos Dumont Airportfrom $476