ORD - SAO

$257 Find Cheap Flights from Chicago to Sao Paulo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Sao Paulo departing on 5/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Sao Paulo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sao Paulo, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sao Paulo, as well as popular online travel agencies
Travelers love KAYAK
41.299.237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$642
Typical prices: $1,232-$675
Arajet
Mon 5/11Wed 5/13
ORD - GRU • 1 stop
Cheapest non-stop
$1,026
Typical prices: $1,121-$846
United Airlines
Mon 7/6Fri 8/21
ORD - GRU • Non-stop
Top airlines
Cheapest • from $651 (round-trip)
Best reviews • 7.5 score
Airline reviews
Airline reviews
+1
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Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with United Airlines. Average duration is 10h 10m
Direct flights
Direct flights
+1
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Direct flights
Direct flights
+1
Top routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Avoid delays
Most punctual • 54% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $583 (round-trip)
Shortest trip • 13h 00m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 36% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 61% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Sao Paulo!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Sao Paulo (ORD-SAO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Sao Paulo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Sao Paulo

Mon, May 11 - Wed, May 13
Multiple Airlines Logo
4:30 am - 10:25 pm
ORD
-
GRU
15h 55m
1 stop
Multiple Airlines Logo
1:00 am - 4:54 pm
GRU
-
ORD
17h 54m
2 stops
$642Multiple Airlines
Mon, May 11 - Fri, May 22
Arajet Logo
4:30 am - 10:25 pm
ORD
-
GRU
15h 55m
1 stop
Arajet Logo
11:55 pm - 11:12 am
GRU
-
ORD
13h 17m
1 stop
$651Arajet
Sat, Aug 22 - Thu, Sep 3
Arajet Logo
12:12 pm - 3:08 am
ORD
-
GRU
12h 56m
1 stop
Arajet Logo
11:50 am - 11:40 pm
GRU
-
ORD
13h 50m
1 stop
$655Arajet
Sat, Jul 11 - Wed, Aug 19
Multiple Airlines Logo
7:10 am - 3:08 am
ORD
-
GRU
17h 58m
2 stops
Multiple Airlines Logo
1:00 am - 11:40 pm
GRU
-
ORD
24h 40m
1 stop
$656Multiple Airlines
Mon, Jun 1 - Tue, Jun 23
Multiple Airlines Logo
4:30 am - 10:25 pm
ORD
-
GRU
15h 55m
1 stop
Multiple Airlines Logo
3:50 am - 12:03 pm
GRU
-
ORD
34h 13m
2 stops
$660Multiple Airlines
Sat, Aug 22 - Fri, Sep 4
Arajet Logo
12:12 pm - 3:08 am
ORD
-
GRU
12h 56m
1 stop
Arajet Logo
11:55 pm - 11:12 am
GRU
-
ORD
13h 17m
1 stop
$662Arajet
Mon, Jun 1 - Mon, Jun 8
Multiple Airlines Logo
4:30 am - 10:25 pm
ORD
-
GRU
15h 55m
1 stop
Multiple Airlines Logo
1:00 am - 11:29 pm
GRU
-
ORD
24h 29m
2 stops
$663Multiple Airlines
Wed, Jun 10 - Wed, Jun 17
GOL Logo
4:05 pm - 10:20 pm
ORD
-
CGH
28h 15m
2 stops
GOL Logo
6:30 am - 10:26 pm
CGH
-
ORD
17h 56m
2 stops
$884GOL
Mon, Jun 15 - Wed, Jun 24
GOL Logo
4:05 pm - 10:20 pm
ORD
-
CGH
28h 15m
2 stops
GOL Logo
6:00 am - 10:26 pm
CGH
-
ORD
18h 26m
2 stops
$887GOL
Tue, Jun 16 - Tue, Jun 23
GOL Logo
4:05 pm - 10:20 pm
ORD
-
CGH
28h 15m
2 stops
GOL Logo
9:10 am - 11:30 pm
CGH
-
ORD
16h 20m
2 stops
$898GOL
Booking Insights

KAYAK's insights & trends for Chicago to Sao Paulo flights

Get data-powered insights and trends into flights from Chicago to Sao Paulo to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Sao Paulo?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Sao Paulo departing in May.

What is the cheapest Chicago O'Hare Intl Airport to Sao Paulo flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago O'Hare Intl Airport to Sao Paulo costs $947 on the route between Chicago O'Hare Intl Airport (ORD) and Sao Paulo Guarulhos Intl Airport (GRU). It is also the most popular route.

What’s the cheapest day of the week to fly from Chicago to Sao Paulo?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Sao Paulo clicked on KAYAK for each day over the last 12 months.

For Chicago to Sao Paulo, Thursday is the cheapest day to fly on average and Tuesday is the most expensive. Flying from Sao Paulo back to Chicago, the best deals are generally found on Sunday, with Saturday being the most expensive.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Sao Paulo?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Sao Paulo, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Sao Paulo is September, where tickets cost $137 (return) on average. On the other hand, the most expensive months are August and April, where the average cost of round-trip tickets is $656 and $460 respectively.

Can I save money by flying with a layover from Chicago O'Hare Intl Airport to Sao Paulo?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $810, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Sao Paulo?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Sao Paulo, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Sao Paulo, you should book around 5 weeks before departure, which saves you about 36% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$257
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago O'Hare Airport to Sao Paulo Guarulhos Airport

When to book flights from Chicago to Sao Paulo

Are your dates flexible? Find out the best times to travel from Chicago to Sao Paulo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Sao Paulo flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Sao Paulo?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Sao Paulo was $257 for a one-way ticket and $642 for a round-trip.

  • Do I need a passport to fly between Chicago and Sao Paulo?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Chicago and on arrival in Sao Paulo.

  • Which airports will I be using when flying from Chicago to Sao Paulo?

    When flying out of Chicago you will be using Chicago O'Hare Intl. You will be landing at one of these airports: Sao Paulo Congonhas, Sao Paulo Guarulhos Intl, or Sao Paulo Viracopos.

  • Which aircraft models fly most regularly from Chicago to Sao Paulo?

    The Boeing 787-10 Dreamliner is the aircraft model that flies most regularly on the Chicago to Sao Paulo flight route.

  • Which airline alliances offer flights from Chicago to Sao Paulo?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Sao Paulo, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Sao Paulo?

    There are nonstop flights from Chicago to Sao Paulo on a daily basis.

  • Which is the best airline for flights from Chicago to Sao Paulo, Copa Airlines or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Sao Paulo are Copa Airlines and United Airlines. With an average price for the route of $914 and an overall rating of 7.5, Copa Airlines is the most popular choice. United Airlines is also a great choice for the route, with an average price of $1,078 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Sao Paulo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Sao Paulo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Sao Paulo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sao Paulo from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Sao Paulo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sao Paulo with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Sao Paulo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sao Paulo from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago O'Hare Intl Airport to Sao Paulo

  • Looking for a cheap flight? 25% of our users found flights on this route for $381 or less one-way and $1,052 or less round-trip.

Prefer to fly direct from Chicago to Sao Paulo?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago O'Hare Intl to Sao Paulo.
Find which airlines fly direct from Chicago O'Hare Intl Airport to Sao Paulo, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Sao Paulo

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Direct returns

Sao Paulo to Chicago O'Hare Intl

Monday

United Airlines

United Airlines

Tuesday

United Airlines

United Airlines

Wednesday

United Airlines

United Airlines

Thursday

United Airlines

United Airlines

Friday

United Airlines

United Airlines

Saturday

United Airlines

United Airlines

Sunday

United Airlines

United Airlines

See more direct flights

Reviews of the top 3 airlines serving from Chicago to Sao Paulo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Sao Paulo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Sao Paulo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
Copa AirlinesOverall score based on 1580 reviews
6.8Food
7.8Boarding
6.8Entertainment
7.4Comfort
8.1Crew
Airline reviews

Entire experience from check in to landing was amazing the flight crew was excellent and friendly. Seats were comfortable.

10.0 ExcellentK Anson, Apr 2026
POS - PTY
Read more Copa Airlines reviews

Entire experience from check in to landing was amazing the flight crew was excellent and friendly. Seats were comfortable.

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

Avoid at all costs. My wife had to stay back on a connecting flight as her parents flight was delayed. 10 days later on the way back they cancelled all our flights. We had to rebook all four of us on the next days flight.

Do not book it’s a scam! They stole $1200 from me

Copa staff at PTY and one particular crew member were unhelpful & rude.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

The flight was good overall. Everything went smoothly, although the landing was a bit rough. Still, it was a pleasant experience

Very strict carry on rules meant most of the plane had to gate check their luggage. As is often the case had things that were broken because of this, but I appreciated not being charged to gate check. Otherwise good flight and great crew once on the plane

I liked the meatloaf the chicken was awful but the plane was on time and got there and the staff was nice.

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

shittiest airline in the hemisphere. To improve - start thinking you're flying people, not cattle

Easy boarding, inflight refreshments came on time and comfortable seat

It was good that our flight left early. It was a nice smooth flight and landing.

All good……but luggage didn’t make it on the airplane. Had to wait 3 days. Was a bummer.

Small suitcase used for carryon the last time was refused by boarding crew this time. Appears to be at the discretion and mood of the person on the day. Flight was only half booked, there would have been no problem with space.

It was a problem because there was a delay where we sat before taking off from newark,then when landed in Toronto we sat on tarmac and they wouldn't let us out for a long period of time. When we finally were released to the airport in Toronto the attendant scanned our boarding pass that we were here for our connection to Brazil. We ran all the way to the gate and they said at the gate the door is shut so we can not let you on the plane. We explained that we were checked in by the attendant when we arrived at Toronto airport to go to Brazil and they should not have shut the door. We were ignored at the gate

Flight home was delayed multiple times, did not get home until 2am

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

My original flight was cancelled and then rebooked four hours later on a recovery flight, but I was checked in as stanby and had no seats so as a family of four we were concerned about not being seated altogether. Our flight then got delayed by another 1.5 hours and when seats were assigned at the gate, three of the four of us were together and we could get my wife closer, they offered no assistance.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

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

Information on your arrival and departure airports