Cheap flights from Chicago O'Hare Intl Airport to Sarasota from $138

The cheapest month to fly to Sarasota from Chicago O'Hare Intl Airport is in August. Flight prices, which tend to average around $348, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of August, then book flights to Sarasota from Chicago O'Hare Intl Airport during November instead. Flights to Sarasota in November, while not as cheap as those in August, still average around $378.

The cheapest day to depart from Chicago O'Hare Intl Airport to Sarasota is on a Sunday when prices can be found for as low as $299. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago O'Hare Intl Airport to Sarasota for around $438.

The cheapest time of day to fly to Sarasota is in the morning when flights can be purchased for as low as $354. In the evening is when there is more demand to fly to Sarasota, so prices are often more expensive at around $439 per ticket.

Fly from Chicago O'Hare Intl to Sarasota Bradenton Intl for the best Chicago O'Hare Intl - Sarasota Bradenton Intl flight prices

You are more likely to see cheaper flights to Sarasota from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Sarasota for around $411 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sarasota from Chicago O'Hare Intl Airport for as low as $359 on momondo.

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Sarasota flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

You could potentially save up to 3% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Sarasota flight.

As of October 2026, prices for Chicago O'Hare Intl Airport to Sarasota flights are approximately 43% cheaper when compared to flights at the same time last year.

United Airlines and Delta are the most popular carriers operating from Chicago O'Hare Intl to Sarasota Bradenton Intl

United Airlines, American Airlines and Frontier are the top three most popular airlines that fly to Sarasota from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 48% of people opting to fly with this airline when traveling to Sarasota. Keep in mind that there are 7 different airlines that fly to Sarasota on a routine basis, so you have a few additional options to choose from.

As of October 2026, 6 flights take off from Chicago O'Hare Intl Airport and land in Sarasota each day. The most common flight departure time for this route is 11:00AM, with 100% of daily flights taking off at noon.

46 flights are operational weekly from Chicago O'Hare Intl Airport to Sarasota as of October 2026. The most popular departure day for this route is Mon, with 15% of flights per week taking off on this day.