CHI - GRU

$253 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 7/15. 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 Guarulhos Intl Airport

 
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 (CHI-GRU)

 
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

Wed, Sep 17 - Tue, Sep 23
LATAM Airlines Logo
11:19 am - 5:40 amORD-GRU
16h 21m1 stop
LATAM Airlines Logo
5:45 pm - 8:34 amGRU-ORD
16h 49m2 stops
$567LATAM Airlines
Find Deal
Wed, Sep 17 - Tue, Sep 23
LATAM Airlines Logo
11:19 am - 5:40 amORD-GRU
16h 21m2 stops
LATAM Airlines Logo
5:45 pm - 8:34 amGRU-ORD
16h 49m2 stops
$572LATAM Airlines
Find Deal
Tue, Sep 16 - Thu, Sep 25
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$637Avianca
Find Deal
Wed, Sep 17 - Wed, Sep 24
Air Canada Logo
10:40 am - 9:40 amORD-GRU
21h 00m1 stop
Air Canada Logo
9:00 pm - 9:51 amGRU-ORD
14h 51m1 stop
$654Air Canada
Find Deal
Wed, Sep 17 - Tue, Sep 23
Avianca Logo
2:35 pm - 5:35 amORD-GRU
13h 00m1 stop
Avianca Logo
1:45 am - 1:15 pmGRU-ORD
13h 30m1 stop
$658Avianca
Find Deal
Wed, Jul 30 - Wed, Aug 6
Copa Airlines Logo
1:07 am - 8:50 pmORD-GRU
17h 43m1 stop
Copa Airlines Logo
1:30 am - 1:41 pmGRU-ORD
14h 11m1 stop
$659Copa Airlines
Find Deal
Wed, Jul 30 - Wed, Aug 6
Copa Airlines Logo
7:54 am - 12:10 amORD-GRU
14h 16m1 stop
Copa Airlines Logo
5:25 am - 11:46 pmGRU-ORD
20h 21m1 stop
$661Copa Airlines
Find Deal
Thu, Sep 18 - Thu, Sep 25
Air Canada Logo
10:40 am - 9:15 amORD-GRU
20h 35m2 stops
Air Canada Logo
9:00 pm - 9:51 amGRU-ORD
14h 51m1 stop
$663Air Canada
Find Deal
Wed, Jul 30 - Wed, Aug 6
United Airlines Logo
9:20 pm - 9:30 amORD-GRU
10h 10mnonstop
United Airlines Logo
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$758United Airlines
Find Deal
Thu, Sep 18 - Thu, Sep 25
United Airlines Logo
9:15 pm - 9:30 amORD-GRU
10h 15mnonstop
United Airlines Logo
10:20 pm - 6:45 amGRU-ORD
10h 25mnonstop
$761United Airlines
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 to Sao Paulo Guarulhos Intl Airport 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 to Sao Paulo Guarulhos Intl Airport.

Our data shows that the cheapest route for a return flight from Chicago to Sao Paulo Guarulhos Intl Airport 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 to Sao Paulo Guarulhos Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Sao Paulo on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago to Sao Paulo. For your return ticket, we recommend flying on a Monday and avoiding Saturdays for the best deals.

What is the cheapest month to fly from Chicago to Sao Paulo Guarulhos Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Sao Paulo Guarulhos Intl Airport, 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 to Sao Paulo Guarulhos Intl Airport is April, where tickets cost $661 (return) on average. On the other hand, the most expensive months are December and July, where the average cost of round-trip tickets is $1,407 and $1,170 respectively.

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

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 $1,369 on average.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Sao Paulo Guarulhos Intl Airport, 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 to Sao Paulo Guarulhos Intl Airport, 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 seasonJanuary
High seasonDecember
Cheapest flight$253
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly with an average 47% 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 to Sao Paulo Guarulhos Intl Airport?

    In the last 3 days, the lowest price for a flight from Chicago to Sao Paulo Guarulhos Intl Airport was $253 for a one-way ticket and $567 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?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Sao Paulo Guarulhos Intl is the only airport in Sao Paulo. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • 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, LATAM Airlines or Copa Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Sao Paulo are LATAM Airlines and Copa Airlines. With an average price for the route of $1,138 and an overall rating of 7.5, LATAM Airlines is the most popular choice. Copa Airlines is also a great choice for the route, with an average price of $696 and an overall rating of 7.5.

  • 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 to Sao Paulo Guarulhos Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $448 or less one-way and $792 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 to Sao Paulo Guarulhos Intl.
Find which airlines fly direct from Chicago to Sao Paulo Guarulhos Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Sao Paulo Guarulhos 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

Direct returns

Sao Paulo Guarulhos Intl to Chicago

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 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
LATAM AirlinesOverall score based on 1785 reviews
7.4Comfort
6.7Food
7.6Boarding
8.1Crew
7.0Entertainment
Airline reviews

We didn’t have any entertainment. I tried to go online without success. The airplane was extremely cold and they didn’t have blankets.

10.0 ExcellentRita, Apr 2025UIO - LIM
Read more LATAM Airlines reviews

We didn’t have any entertainment. I tried to go online without success. The airplane was extremely cold and they didn’t have blankets.

It was good, however the airplane was really cold. We received snacks and the crew was friendly.

Delta has an outstanding service. They are courteous and punctual most of the time. The flight departed a half hour late but we arrived 15 minutes early.

Although the flight is goof and the crew is good, the way the airline charges you for every service is ridiculous.

They didi not provide wheelchair though we had requested. We had to run around for 40 minutes and arrange it from the airport!

No entertainment but not expected. Unless you are referring to monitor that you can use. Then Al, was fine on all flights.

Friendly staff, It was the first flight out for our plane, so had to be deiced from the frost. Only delayed a few minutes,

We boarded so late it caused us to miss time at Foz. No real information was provided to the passengers waiting.

Basic experience, we were delayed causing less time to enjoy our destination and on the way back, we boarded when the flight should have been taking off.

Very poor ! Latam is really excellent in mistreating its premium passengers and their family. They should go out of business for good.

We had a five hour layover in the way home from Colombia. I read the "bout your flight" email carefully before we checked bags. We had to go through security right at the gate. Almost lost our ground coffee because that airport only allows 16 ounce of coffee and we had 18. I've been to 48 countries and never heard of a coffee restriction. I can't follow a rule I don't know about. I requested they bring our coffee to our checked luggage. Instead tey gate checked our bag for free. Back to planning transfers in Dallas I guess

It was ok. However, the food was quite poor since I don't eat pasta.

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

My flight delayed and i misss the connection they send me to orlando no to tampa i have to pay a uber to my house

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.

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.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

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.

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

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

i think the flight was late because they were so strict about measuring everyone's personal items to try and charge them $119. It was really petty and made us late.

A few years ago long flights 6 hours or so used to have video screens and they offered ear phones. The food cart used to come and drinks. Now absolutely nothing. Avianca is as bad as Spirit Airlines. Avianca will now be my last choice when booking my next flight.

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

Excellent flight and one of the smoothest landing I’ve ever experienced

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.

Boarding was somewhat confusing in that the wrong messages were being displayed at the gate. It was somewhat annoying that I got off one flight and straight onto another (from the same gate), but in between they re-checked my hand luggage and made me get rid of my water (which they charge for on the plane). I was sitting in their 'Plus' seating, but the leg room was still too small to be able to sit square. The food options on the flights are pretty cheap quality (but not price). They got me from 'A' to 'B' on-time and for a relatively good price, but the experience itself was below average.

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.

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

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