$1,322 Cheap Flights from Chicago (MDW) to São Paulo (GRU)

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Cheap Flights from Chicago to São Paulo (MDW-GRU)

Prices were available within the past 7 days and start at $1,322 for one-way flights and $1,547 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Delta
LATAM Airlines Group
Delta
Delta
LATAM Airlines Group
LATAM Airlines Group
Delta
LATAM Airlines Group
Flights from Chicago (MDW) to São Paulo (GRU)
Origin airport
Midway Intl.
Destination airport
Guarulhos - Governor André Franco Montoro Intl.
Airlines serving
Delta, LATAM Airlines Group
Roundtrip price
$1,547
Distance
5220 mi

Chicago to São Paulo Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Chicago to São Paulo offer the perfect respite. Not only does exploring São Paulo provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Chicago to São Paulo may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from to today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of São Paulo are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to São Paulo more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to São Paulo is $1,322 now!

Frequently asked questions

How much is a one-way flight from MDW to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU)?
Prepare to score a top deal, because Chicago flights to Sao Paulo start from only $1336. This information is based on the best price found on Expedia for this journey with a departure date in the next three months. This airfare is for an LATAM Airlines Group flight, departing from Midway Airport on August 29 2024 and touching down at Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU). The price was last updated on June 14 2024 and has not changed since.
Is it cheaper to buy a plane ticket from Midway Airport to GRU last minute?
Being a spontaneous soul is an awesome way to discover the world, but it’s not always the best method to get your hands on a bargain fare. Consider booking your MDW to GRU journey well in advance rather than leaving it till the last minute. Based on flight pricing and demand studies in 2022, we have found that the best time to book domestic flights is between 28 – 35 days ahead of the departure date, and international flights three to four months in advance. Leave all that spontaneity for when you get to your destination!
What is the cheapest airline flying from Midway Airport to GRU Airport in the next 90 days?
Based on airfares found on Expedia with a departure date within the next 90 days, LATAM Airlines Group is the cheapest carrier flying from Chicago to Sao Paulo. The fare for this journey starts from $1336. This flight departs from Chicago Airport on August 29 2024 and touches down at São Paulo/Guarulhos Intl. Airport. The price was updated on June 14 2024 and has not changed since.
What's the cheapest price for a flight from Midway Airport to São Paulo/Guarulhos Intl. Airport next month?
The best price for a flight from Chicago to Sao Paulo within the next month is $1336. If you want to travel soon, now’s the time to lock in this fare. This ticket price was found after looking at all available flights on Expedia with a departure date within the next 30 days. This fare is for a one-way LATAM Airlines Group flight jetting off from Midway Airport on July 11 2024 and landing at GRU. Pricing info was updated on June 14 2024 and has not changed since.
What airports do you fly into for Sao Paulo from Chicago?
With Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU), Congonhas Airport (CGH) and Sao Jose dos Campos (SJK-Sao Jose dos Campos-Professor Urbano Ernesto Stumpf) to select from, traveling from Chicago to Sao Paulo is a snap. The city’s key hub, Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU), is approximately 13 mi northeast of the center. Besides the price of tickets, consider factors like public transportation options from the airport and the distance to your hotel when deciding where to fly into. Get your Sao Paulo trip off to a terrific start by exploring Paulista Museum and Municipal Theatre of São Paulo.
Can I change the date of my flight from Midway Intl. Airport (MDW) to GRU Airport?
Plans can get upended, so Expedia is here to help make amending your flight as easy as possible. To start, access your Chicago Airport to Guarulhos - Governor Andre Franco Montoro Intl. Airport (GRU) itinerary through the Expedia Trips portal and browse the fare rules regarding changes. If you booked your plane ticket in the last 24 hours, some airlines will let you cancel without charge and organize new flights. If you booked more than 24 hours ago, connect with us via our Customer Service portal to run through your options.
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