Nonstop flights from Chicago to Sarasota

Southwest Airlines flies this route 1 to 2 times a day.

MDWChicago Midway International

1,037 mi · 13 flights a week

SRQSarasota Bradenton International

MDWSRQ

When they leave

Chicago time

7:50a6:55pFirst departure 7:50 AM, last 6:55 PM

One morning flight at 7:50 AM, then two in the afternoon, 1:40 PM to 2:10 PM, then one evening flight at 6:55 PM.

Every flight

Earliest first

7:50 AM→11:35 AMSouthwest AirlinesBoeing 737-700Daily
1:40 PM→5:20 PMSouthwest AirlinesBoeing 737Tue, Wed
2:10 PM→5:50 PMSouthwest AirlinesBoeing 737 MAX 8Mon, Thu, Fri
6:55 PM→10:40 PMSouthwest AirlinesBoeing 737 MAX 8Sun

Schedules last checked Sep 19, 2026. Times are local.

Flying from Chicago to Sarasota

Southwest Airlines is the only airline flying nonstop from Chicago to Sarasota, 1 to 2 times a day on the Boeing 737 MAX 8, Boeing 737 and Boeing 737-700.

There are 1 or 2 flights every day of the week. The first arrival in Sarasota is at 11:35 AM and the last at 10:40 PM. The flight covers 1,037 miles.

Flying back, Sarasota to Chicago has 7 nonstop flights a week. O'Hare (ORD) also has nonstop flights to Sarasota, 7 a week.

Return flights

Sarasota to ChicagoView

Every Chicago airport

All Chicago to Sarasota flightsView

Find the cheapest day to fly from Chicago to Sarasota.

Schedules as of Oct 9, 2026.