What’s the cost of a flight from Sarasota to Chicago Midway?

Prices vary based on date, airline, and availability. Compare several options if you're flying between Sarasota/Bradenton and Chicago.

Choose a date to explore the best fares now.

If possible, avoid holiday periods: ticket prices tend to rise quickly and availability drops, especially on busy routes. Morning and evening flights are often in high demand too — book early to get a good fare.

Which airports near Sarasota/Bradenton or Chicago offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

• Airports in Sarasota/Bradenton: Only Sarasota/Bradenton is currently operating.
• Airports in Chicago: 3 options available in Chicago - Midway, O'Hare, Rockford.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Find the best flight from Sarasota to Chicago Midway

With Jetcost, you can filter results by flight time, airline, price range, and layovers. Choose direct or connecting flights, round-trip or one-way, and compare offers from the best airlines and travel agencies.

Other popular destinations

Searching for flights to United States? Travelers also looked at: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Use filters to exclude options that don’t match your budget or travel preferences and personalize your search for Sarasota – Chicago Midway flights.