Cheap flights from Chicago to Sao Paulo
from 360 US$

Compare hundreds of airlines Chicago–Sao Paulo

We search 100+ flight sitesDirect flights~11hReturn route: Sao Paulo → Chicago

The cheapest month is usually 2026-09 · 360 US$

Live fares from 100+ sites — free, with no hidden fees.

About this route

Compare flights from Chicago to Sao Paulo, a about 8,414 km route (around 11h nonstop). We gather live prices from hundreds of airlines and agencies so you can find the cheapest and book on the official site, with no hidden fees. Direct flights are available. Airlines such as LATAM Airlines Brasil, United Airlines operate this route.

Nonstop time

11h

Distance

8,414 km

Stops

Nonstop

Airlines

The airports on this route

Sao Paulo

Aeropuerto Internacional de GuarulhosGRU

About 25 km from central São Paulo

Getting around: Train + metro (CPTM link), executive buses, taxis and apps

Brazil’s international gateway; São Paulo traffic is serious — the train link helps.

Sao Paulo

Aeropuerto de CongonhasCGH

In the city, about 8 km from downtown São Paulo

Getting around: Taxis, apps and city buses

Domestic and central: for flights within Brazil it often saves an hour of transfer.

When to buy and when to fly

Prices by date

Fares found by date — cheapest days in green.

See prices for my dates →

360 US$

06/09

379 US$

07/09

How to get the best price

1The sticker price is real — but it moves fastLow fares last hours or days. If the number works, search it today; waiting rarely improves it.

2Buy 4–8 weeks aheadThat window usually holds the best fares; holidays call for even more margin.

3Flexibility = moneyShifting departure 2–3 days can move the fare 100+ US$. Tuesdays and Wednesdays tend to be cheap.

Airlines on this route

LATAM Airlines Brasil United Airlines

FAQ

What's the cheapest month to fly Chicago to Sao Paulo?

It's usually 2026-09, from 360 USD. Use the price calendar to compare other dates.

How long is the flight from Chicago to Sao Paulo?

A nonstop flight takes about 11h and covers around 8,414 km. Connecting itineraries take longer.

Are there direct flights from Chicago to Sao Paulo?

Yes, this route has nonstop flights. Filter by "nonstop" to see them.

Which airlines fly from Chicago to Sao Paulo?

LATAM Airlines Brasil, United Airlines operate this route, among others. Compare them all in the results.

When should I book Chicago–Sao Paulo flights?

As a rule of thumb, booking 3–8 weeks ahead and avoiding weekends and holidays tends to give the best prices. Use the calendar to spot the cheapest dates.