Cheap Flights from Chicago to Sarasota
Cheap Flights from Chicago to Sarasota
Looking for cheap flights from Chicago to Sarasota? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Sarasota vary by season, cabin, and date, but available award flights can start around 7,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Sarasota for specific travel dates.
2026-11-08
ORD - SRQ
Economy | Non stop | 4 left
From 7,500 Pts + $25.6
2026-11-10
ORD - SRQ
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-15
ORD - SRQ
Economy | Non stop | 3 left
From 7,500 Pts + $25.6
2026-11-16
ORD - SRQ
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-17
ORD - SRQ
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-11-18
ORD - SRQ
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
Chicago to Sarasota flight facts
Distance
1,047 mi
1,685 km in a straight line
Estimated flight time
about 2h 30m
In the air, for the straight-line distance
Time difference
+1h
Sarasota is 1 hour ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Sarasota
SRQ · Sarasota Bradenton Intl
Nearby airport alternatives
Flights Chicago - Tampa · Tampa is 40 mi from Sarasota
Flights Milwaukee - Sarasota · Milwaukee is 73 mi from Chicago
Flights Chicago - Fort Myers · Fort Myers is 77 mi from Sarasota
Flights South Bend - Sarasota · South Bend is 86 mi from Chicago
Flights Chicago - Orlando · Orlando is 104 mi from Sarasota
Flights Bloomington - Sarasota · Bloomington is 109 mi from Chicago
Premium cabin flights from Chicago to Sarasota
Premium cabin
2026-11-09
ORD - SRQ
First | Non stop | 2 left
From 15,000 Pts + $25.6
Premium cabin
2026-11-21
ORD - SRQ
First | 1 Stop
From 19,000 Pts + $11.2
Premium cabin
2026-11-21
ORD - SRQ
First | 1 Stop
From 19,000 Pts + $11.2
Premium cabin
2026-11-07
ORD - SRQ
First | 1 Stop | 2 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-11
ORD - SRQ
First | 1 Stop | 2 left
From 25,000 Pts + $25.6
Premium cabin
2026-11-13
ORD - SRQ
First | 1 Stop | 4 left
From 25,000 Pts + $25.6
Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Chicago to Sarasota depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Sarasota.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Sarasota.
Chicago and Sarasota are about 1,047 miles (1,685 km) apart in a straight line.
Flying the 1,047-mile straight-line distance takes about 2h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Sarasota is 1 hour ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Sarasota: Sarasota Bradenton Intl (SRQ).
Travelers searching this route also look at other popular routes into Sarasota, plus the return trip when we track it. Fares and award space change daily.
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