Cheap Flights from Chicago (PWK) to Sarasota (SRQ)

Popular airlines from Chicago, IL (PWK-Chicago Executive) to Sarasota-Bradenton Intl. Airport (SRQ)

Find available prices by choosing your travel dates.
Flights from Chicago (PWK) to Sarasota (SRQ)
Origin airport
Chicago Executive
Destination airport
Sarasota-Bradenton Intl.
Distance
1061 mi

Chicago to Sarasota Flights

The cheapest times to fly from Chicago to Sarasota

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Sarasota are during the month of . You can find some of the cheapest flights from Chicago to Sarasota with Expedia's search tool and vast selection of airlines.

The best time to book a flight from Chicago to Sarasota

Sunday is one of the best days to book for cheap flights from Chicago to Sarasota: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

How to find cheap round-trip tickets from Chicago to Sarasota

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Sarasota in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Sarasota flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Sarasota airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

*Terms apply.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

How much does a flight from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ) cost?
Discover the latest flight deals from PWK to SRQ by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from PWK to SRQ?
The cheapest flights from PWK to SRQ are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ)?
Although Chicago, IL (PWK-Chicago Executive) doesn’t have any direct flights to Sarasota-Bradenton Intl. Airport (SRQ), other airports have nonstop options. Departing from O’Hare Intl. Airport (ORD) will get you to Sarasota without any layovers.
What is the cheapest airline that flies from PWK to SRQ?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from PWK to SRQ. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ)?
There are no daily nonstop flights departing from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you’ll be cruising above the clouds in no time.
What day of the week has the most flights from PWK to SRQ?
You’ll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ)?
To land at Sarasota-Bradenton Intl. Airport (SRQ) without delays, select a flight that leaves Chicago Executive Airport (PWK) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this hour.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
Is it cheaper to buy a plane ticket from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ) last-minute?
Holding off until just before your trip to book a flight from PWK to SRQ often results in higher prices. Although you may find some last-minute discounts, they aren’t always guaranteed. Be flexible with your itinerary for a better chance of getting a bargain.
Is it cheaper to book a PWK to SRQ flight and hotel package?
Compared with arranging flights and hotels separately, booking a PWK to SRQ flight and hotel package with Expedia could lead to significant savings. Better yet, having everything in one place takes the hassle out of travel planning. Just pick your flights and choose from our extensive range of stays, then personalize your trip with extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Chicago Executive Airport (PWK) to Sarasota-Bradenton Intl. Airport (SRQ)?
Usually, it’s possible to cancel or reschedule your PWK to SRQ flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find more information on our Customer Service portal.

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*Available to One Key members.