ORD - SAO

$249 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 10/8. 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

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
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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

Tue, Sep 16 - Fri, Sep 26
 Logo
5:05 am - 3:20 pmORD-GRU
32h 15m2 stops
 Logo
4:33 am - 10:47 pmGRU-ORD
20h 14m2 stops
Wed, Aug 13 - Sat, Aug 23
 Logo
3:29 pm - 5:20 amORD-VCP
35h 51m2 stops
 Logo
12:45 pm - 8:40 pmVCP-ORD
33h 55m2 stops
Wed, Aug 13 - Fri, Aug 22
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$640Avianca
Find Deal
Sat, Oct 4 - Sat, Oct 11
Avianca Logo
2:35 pm - 3:20 pmORD-GRU
22h 45m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$645Avianca
Find Deal
Wed, Sep 17 - Wed, Sep 24
Air Canada Logo
3:35 pm - 9:40 amORD-GRU
16h 05m1 stop
Air Canada Logo
9:00 pm - 2:55 pmGRU-ORD
19h 55m1 stop
$654Air Canada
Find Deal
Sun, Aug 24 - Thu, Oct 2
Air Canada Logo
2:00 pm - 9:40 amORD-GRU
17h 40m2 stops
Air Canada Logo
9:00 pm - 2:55 pmGRU-ORD
19h 55m1 stop
$660Air Canada
Find Deal
Thu, Aug 7 - Wed, Aug 13
Copa Airlines Logo
7:54 am - 12:10 amORD-GRU
14h 16m1 stop
Copa Airlines Logo
3:10 am - 12:22 amGRU-ORD
23h 12m1 stop
$661Copa Airlines
Find Deal
Wed, Aug 6 - Thu, Aug 14
Copa Airlines Logo
1:07 am - 8:50 pmORD-GRU
17h 43m1 stop
Copa Airlines Logo
11:10 am - 12:22 amGRU-ORD
15h 12m1 stop
$662Copa Airlines
Find Deal
Mon, Oct 6 - Mon, Oct 13
GOL Logo
2:25 pm - 12:35 pmORD-CGH
20h 10m2 stops
GOL Logo
7:45 pm - 9:37 pmCGH-ORD
27h 52m2 stops
$944GOL
Find Deal
Fri, Oct 3 - Sun, Oct 12
GOL Logo
4:40 pm - 10:40 amORD-VCP
16h 00m2 stops
GOL Logo
5:55 pm - 11:57 pmVCP-ORD
32h 02m2 stops
$972GOL
Find Deal
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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.

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago O'Hare Intl Airport to Sao Paulo.

Our data shows that the cheapest route for a return flight from Chicago O'Hare Intl Airport to Sao Paulo cost $714 and was between Chicago O'Hare Intl Airport (ORD) and Sao Paulo Guarulhos Intl Airport (GRU). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $714.

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 Sunday is the most expensive. Flying from Sao Paulo back to Chicago, the best deals are generally found on Monday, 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 March, where tickets cost $711 (return) on average. On the other hand, the most expensive months are August and December, where the average cost of round-trip tickets is $1,413 and $1,389 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $1,316 on average.

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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonApril
High seasonDecember
Cheapest flight$249
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 46% 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 $249 for a one-way ticket and $550 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?

    Star Alliance is the only airline alliance operating flights between Chicago and Sao Paulo.

  • 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 $756 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 $1,159 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 $514 or less one-way and $792 or less round-trip.

Prefer to fly direct from Chicago 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
See more direct flights

Top 5 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 1451 reviews
6.8Entertainment
7.8Boarding
6.8Food
8.1Crew
7.4Comfort
Airline reviews

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

4.0 OkayPaul, Jun 2025AUA - PTY
Read more Copa Airlines reviews

Enforce the boarding process by group numbers. Tell people to stay seated during the meal/drink distribution. It took forever to get food and drinks because people would not stay out the isle and let the crew do their jobs. Everyone wanted to go to the bathroom forcing the crew to enter and leave the isle constantly so people can pass. Tell people to keep their electronics off speaker mode. No one wants to hear phone conversations and music playing.

Placed us in the last rear row of the plane so could not recline seats because of the rear wall, and also made it more of a tight space when the passenger in front reclined their seat. While understand seat assignments, every passenger should be afforded a reclining seat. The odor control scent from the restrooms was overwhelming strong. My wife and I could not deal with it, and she suffered a terrible headache as a result. I kept getting hit by the crew since I was on the ilse seat. No apologies, nothing. They made me feel like I was supposed to take the beating for a 3 hr flight.

There was no individual at the front check in when I arrived. I waited for at least 15 minutes and walked around asking security/janitors if they could help and they did not have a solution. So I had to take my checked bag through security and they threw away some of my items. I ended up making it to the gate only a few minutes before it closed due to my waiting for an agent at check in.

The flight was delayed twice and I could not speak with anyone at the airport about checking in. The phone number to Copa - the customer service agents were polite. They are just limited at helping because they are not at the airport

We were in transit from Lima (flight at 1.10am) and we were in stand by in our flight from Panama to Washington. We wait from 4.30 am to 18.30pm in the Airport. The company give us 2 x 15 dollars for eat during the day and a personnal travel voucher of 400 dollars each. Do they buy food one time something in the Airport ??? And one of us live in France so the voucher is not usable. More than 24 hours travel !! And our place were near the toilets, with 8 children around us. The boy behind my seat stamped his feet on my back all the flight. Really Wonder full ! So we are totally unhappy with our travel. Thanks Copa Airlines....

It would have been better if they don't separate families in seating. We were seated in the aile row in the middle of a family of four. It would have been better if they they seat the family of four together than separated.

I upgraded myself to Business Class at the last minute so I had a DREAMS window seat. Seeing as I've never flown Business before everything was novel and fun for me and it made the 7 hour flight much more enjoyable for sure.

The flight was delayed about 4 hours without any explanation. No wifi or entertainment at all on planes. Had to pay for checked bags I was allowed according to reservations.

It was good, plane is a bit older so seats are somewhat flat

Copa stranded us ans then tried to charge us thousands to leave Panama.

Terrible. Out flight was delayed for 21 (twenty one) hours. United is a joke.

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

the boarding staff were incredibly officious. our carry-on case was borderline within dimensions but staff were not prepared to show ANY flexibility even though many others with larger carry-on luggage were allowed to board. we were understandably furious but the staff were incredibly disrespectful. we called the supervisor who eventually agreed to look on board the plane to see if there was room for our case (one case between 2 of us) and reluctantly agreed to allow us on. The staff on board were excellent though and realized we had been treated badly and were very helpful both in finding a place for our case, some distance from our seats, and helping us to retrieve it when we landed. We are regular travelers on Gol and have Diamante status and had chosen the better Conforto + seats, so we expected better treatment from the ground staff. Also the cabins are of a size that will only fit 3 cases of normal size with a large gap of about 30cm of wasted space. If our case were deemed to be oversize, which I dispute, the extra 1cm would not have made the slightest difference.

I did not like the way that baggage fees were charged. When I signed up for the flight, I knew that there were bag fees. However, the bag fees were so confusing that it felt like I was paying for overweight bags rather than just for having brought a bag with me. Also, the bag fees were based on the pair of tickets rather than per person. It seems to me that it should be first bag fee for passenger 1 and then first bag fee for passenger 2. I eventually got away with only paying $100 for two bags, but it was a struggle to understand the process. As for the flight, the seats were the standard uncomfortable seats that are on most Boeing aircraft. The airline aims to accommodate the standard height people, so us tall people are stuck. There was never an option to upgrade for leg room. It did not appear that there were any seats on the whole plane that had a little more leg room to even try to get. Other than that, I completely ignored the food for this red eye flight. I am not one to eat "dinner" at 2 am. They did not offer any drinks in the morning before landing. I recommend that you bring a bottle of water on board.

Lost luggage, people are not very nice to help you , I was just instructed to fill out a baggage claim online, they were not helpful when I had additional questions after I completed the form on my phone.

They are not ready for international flights, poor service and food, no screen info on the seat.

Horrible. I was never able to board the e flight as they had a glitch in their system that didn’t showed me as a passenger. I waited 2 hours at the front desk till they closed the flight, and they were not able to board me in it. They didn’t offer any sort of solution or refund. Such a disappointment. I would never flight with them again.

It was really bad. Inexperienced and rude people during check-in in Miami, a small and uncomfortable airplane, and problems with the airline caused me to lose my connection flight in Brasilia. Terrible experience!

Pretty terrible, was unable to check out of a flight through the app. Could not check in to my flights with the app. Had to call customer service but they were not much help. Nothing on my itinerary said I had to check in with American Airlines when I reached the United States. I almost missed my flight. I had to run to the gate and get dressed in the tunnel. GOL seemed really unorganized at the desks for check in and took a lot longer than other airlines

Awful experience, A/C didn't work, crew did not do anything about it

Gol has an interesting choice of words. When they say “priority access”, this means you’re boarding on the seventh or eighth group.

Great flight however unlike most airlines there is no WiFi and no power outlets. Overall good flight and would fly them again. Just make sure your devices have power and bring your own entertainment.

Flight was delayed but the real issue is how long we sat after boarding. Space very limited for an overnight flight and seatbacks didn’t recline so it was almost impossible to sleep.

The staff made sure I was comfortable, moved me to a better seat with more leg room

Easy boarding and comfortable seating were plusses. Enjoyed the experience and good service from the captain and crew. Many thanks...!

Somehow, my booking was under my preferred name instead of my legal name so they almost didn’t let me board the plane at LAX. This problem should have been notified to me when I was still in Toronto.

Great overall. Quick boarding, attentive staff - great experience in premium class.

When arriving over 2 hours early to check k in at Charlotte airport I was told I would have to check my carry on ? Apparently the flight was full and may not be room. I was not given a choice and the agent was quite unpleasant about it. I am a senior amd was not comfortable me having to worry about my bag being lost vut it didn’t seem to bother him. There were lots and lots of people of all ages in line when we boarded with carryons and most larger than mine .the rest of my journey was pleasant vut this was totally unacceptable.

The layover was 6 PLUS hours and we were only given a $15.00 voucher. We missed our first activity in Quebec due to the delay.

Miserable staff as it was a late/delayed flight and crew wasn’t in the best spirits. Completely understood as neither was most of the passengers. Still unacceptable l.

Or the greatest and it ended up picking us up from Chicago to Toronto not sure who was tesponsible for the 4 hr delay. United should have been properly prepared for a scheduled flight from Austin to Chicago and they were not.

It was a short flight, and no entertainment. That was not a problem for us, but there is no option for "not applicable". There was a bit of turbulence, so there was no food service.

Seats are very tight even in Plus, no complimentary snacks or beverage

The chicken that was served in business class was cold!

I receive a service for what I pay, so it is fair.

Terrible, We had to stay in Bogota for two days due to weather but the airline did not provide for the same day flight. Only two days later

Business class seats did not lie flat. There was only powdered milk for your coffee....in Business Class!! Food was good.

There isn't much space in-between seats and even water needs to be paid for during the flight.

We did not know about the bag fees until check in. They are way too high. It’s insane. We also had a huge delay and everything costed extra which was very annoying.

Lounge for business was closed. Boarding was rush and stand by. Seat for business is just the middle seat blocked and some more leg room.

Flew with our two children. Paid $380 to check two bags (one was overweight). They then left the bags behind on Sunday, December 21st, with all our family’s clothes and family Christmas presents. When we arrived at our destination they told us the bags had not arrived, and they thought (but didn’t know) they were still in Boston, but that there’d be a flight the next day and the bags would arrive the next day. The next day we found out there was no flight, now we’re hoping we get our bags before we fly back out. Meanwhile, trying to get any engagement or accurate information is a waste of time. The folks at the call center are just gatekeepers, who can’t connect with any departments that actually do things to solve a problem. Getting information is made deliberately difficult. My biggest regret is that I’ve had a number of awful experiences with Avianca traveling between the US and Colombia, and still let myself get suckered into buying these tickets because the schedule was great. Never again.

We were not aware carry-on bags cost extra until we arrived at the airport so, we were charged $240.00 for two small carry- on bags! There was a substantial fee for drinks and snacks. No wifi, or other entertainment was available. Waiting areas were crowded and uncomfortable.

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

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