Planning a flight from Chicago Midway to São Paulo Congonhas?

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.

Flight filters for the route Chicago Midway – São Paulo Congonhas

Customize your search on Jetcost to focus only on flights that suit your needs. Whether you want a direct connection, specific airline, or shorter layover, filters help you find it faster.

Other popular destinations

Flights to Brazil are often searched alongside: Belo Horizonte, Recife, Rio de Janeiro, Salvador, São Paulo.

The cheapest flights might leave at odd hours or arrive at less central airports — keep that in mind. If you travel often, you can always select your trusted airlines from the available options.