Cheap Flights from Chicago to Sao Paulo Starting at $275

Helping travelers to find the best flight offers

Cheapest flights from Chicago to Sao Paulo

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Sao Paulo. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$275

Spirit Airlines
Spirit Airlines
2 transfers
1d 7h 44m
05/06/2025

The cheapest one-way flight from Chicago to Sao Paulo departs on 05/06/2025, is operated by Spirit Airlines and costs $275

Cheapest round trip flight

$606

Frontier Airlines
Frontier Airlines
2 transfers
2d 22h 57m
03/31/2025

The cheapest roundtrip flight from Chicago to Sao Paulo departs on 03/31/2025, is operated by Frontier Airlines and costs $606

The fastest flight

17h 47m

Fastest flight from Chicago to Sao Paulo takes 17h 47m

Direct flights

No direct flights

There are no direct flights on this route.

Earliest flight

6:00 PM

Latest flight

6:00 PM

Direct flights count

8

Distance

8413km

Timezone difference

3h

The distance between Chicago and Sao Paulo is 8413km (5216 miles). There are 8 direct flights from Chicago to Sao Paulo. The time difference between Chicago and Sao Paulo is 3h . Flights from Chicago begin at 6:00 PM. The latest flight from Chicago departs at 6:00 PM.

See also:

Cheap flights to Brazil

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Direct flights airfares to Sao Paulo

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Cheapest air tickets to Chicago

Airfare from Chicago to Sao Paulo by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Sao Paulo

May 2025
Lowest price
on average:
$275

Airlines operating on route

Below you will find a list of airlines operating flights on the Chicago — Sao Paulo route and the starting prices for flights of each specific airline on it.

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We tried looking for a list of airlines flying on Chicago to Sao Paulo route and that list simply appears to be empty

Direct Flights from Chicago to Sao Paulo

A direct flight is the most convenient and comfortable way to fly from Chicago to Sao Paulo, despite the fact that sometimes flights with transfers can cost significantly less.

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There appear to be no direct flights from Chicago to Sao Paulo at this time.... Well, or something went wrong on our side and we couldn't find anything

Schedule of direct flights from Chicago to Sao Paulo

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Sao Paulo:

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Unable to find information about the schedule of direct flights from

Chicago airports overview

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Unfortunately, we were unable to find any airports in Chicago. We'll try to look better another time

Sao Paulo airports overview

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Unfortunately, we were unable to find any airports in Sao Paulo. We'll try to look better another time

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

How much is the cheapest flight ticket from Chicago to Sao Paulo?

The cheapest flight ticket from Chicago to Sao Paulo according to data for the last 48 hours costs $275

When is the best time to buy air tickets on the route Chicago — Sao Paulo?

Often the best time to buy tickets from Chicago to Sao Paulo is 2 months before departure.

When is the cheapest time of year to fly from Chicago to Sao Paulo?

Based on statistics over the past years, the lowest prices for flights from Chicago to Sao Paulo can be found flying in these months: May.

How long does it take to fly from Chicago to Sao Paulo?

The fastest flights from Chicago to Sao Paulo start from 17 hours 47 minutes in the air.

Which airline can fly direct from Chicago to Sao Paulo?

The following airlines operate direct flights on the route Chicago — Sao Paulo:

Special offers and sales on air tickets from Chicago to Sao Paulo

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

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We couldn't find any special offers for flights from Chicago to Sao Paulo

Alternative routes

Appleton ➜ Sao Paulo•Kalamazoo ➜ Sao Paulo•Champaign ➜ Sao Paulo•Fort Wayne ➜ Sao Paulo•Indianapolis ➜ Sao Paulo•Lansing ➜ Sao Paulo•Milwaukee ➜ Sao Paulo•Muskegon ➜ Sao Paulo•South Bend ➜ Sao Paulo•Chicago ➜ Araraquara•Chicago ➜ Juiz de Fora•Chicago ➜ Marilia•Chicago ➜ Ponta Grossa•Chicago ➜ Ribeirao Preto•Chicago ➜ Rio De Janeiro•Chicago ➜ Sao Jose Dos Campos•Chicago ➜ Varginha