Planning a flight from Chicago Midway to São Paulo?

Flight prices from Chicago to São Paulo change depending on demand and time of booking.

Choose a date to explore the best fares now.

Many users find better fares by booking several weeks in advance. In fact, for many routes, booking early is one of the best ways to save.

Planning flights between Chicago and São Paulo? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

• Airports in Chicago: 3 airports are listed in Chicago - Midway, O'Hare, Rockford.
• Airports in São Paulo: São Paulo features 3 airports - Campinas Viracopos, Congonhas, Guarulhos.

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Explore flights from Chicago Midway to São Paulo your way

On Jetcost, you can filter by round-trip or one-way, time of day, airline, number of stops, and even by specific travel agency.

Other popular destinations

Also interested in Brazil? Check out: Goiania, Recife, Rio de Janeiro, Salvador, São Paulo.

If you’re flexible with dates, try checking the days before and after to see if prices vary. Some routes are offered by multiple agencies — comparing fares can really pay off.