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Lowest round trip fares by airline from Chicago and Sarasota

Cheapest prices ($23 One Way, $53 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Sarasota

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway

2 out of 5
625 Tamiami Trail S, Venice, FL
The price is $79 per night from Apr 28 to Apr 29
$79
per night
Apr 28 - Apr 29
Stay at this motel in Venice. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.6/10 Good! (1,006 reviews)
"I just didn’t like that they had a tv that was broken in the room"

Reviewed on Apr 21, 2024

Island Sun Inn & Suites - Venice, Florida Historic Downtown & Beach Getaway
Quality Inn Sarasota North Near Lido Key Beach

Quality Inn Sarasota North Near Lido Key Beach

2.5 out of 5
4800 N Tamiami Trl, Sarasota, FL
The price is $85 per night from Apr 29 to Apr 30
$85
per night
Apr 29 - Apr 30
Stay at this business-friendly hotel in Sarasota. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular ...
6.2/10 (1,000 reviews)
"I enjoyed the stay at Quality Inn. Convenient location to lido beach and short drive to great restaurants and activities. Its definitely an older building and ahowing signs of wear but the rooms have been updated with comfortable beds and modern Conveniences. The breakfast was very poor in my opinion ..."

Reviewed on Apr 21, 2024

Quality Inn Sarasota North Near Lido Key Beach
Motel 6 Bradenton, FL

Motel 6 Bradenton, FL

2 out of 5
660 67th Street Cir E, Bradenton, FL
The price is $76 per night from May 2 to May 3
$76
per night
May 2 - May 3
Stay at this motel in Bradenton. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Waterlefe Golf and River Club and River Run Golf ...
5.6/10 (67 reviews)
"Amazing staff !"

Reviewed on Apr 15, 2024

Motel 6 Bradenton, FL
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From Chicago to Sarasota

Origin
Chicago
Destination
Sarasota
Number of Daily Flights
38
Earliest Flight Departure Date
May 2
Latest Flight Departure Date
May 2
Popular Airlines
United Airlines

Cheap flights from Chicago to Sarasota

Chicago offers travelers an extensive public transit system. Take advantage of this by riding the "L" to Chicago Ohare International (ORD). Your in-air time should be a breeze, as flight times are usually around two-and-a-half hours. Upon landing at Sarasota-Bradenton International Airport (SRQ), grab a rental car and head to your hotel of choice to begin your Sarasota escape.

Attractions and tips

Like most of Florida, Sarasota is prized for its coastline. Explore the sandier parts of this city with a visit to Siesta Beach. If you've had enough of the salty water and sand but aren't ready to go inside, take a trip to Marie Selby Botanical Gardens and explore the indigenous and exotic plants this site houses. While in Sarasota, explore wildlife from both land and sea. Visit Sarasota Jungle Gardens and walk among exotic land animals. Next, head to Mote Marine Laboratory and Aquarium and take a gander at the majestic animals of the sea.

If you plan to spend much of your time in Sarasota at the ocean, select a hotel in Siesta Key. For easy access to restaurants and shops, opt instead for a location in downtown Sarasota. Regardless of when you visit Sarasota, you can expect relatively warm temperatures. In the summer, it can become quite hot in this region of Florida, so you are best to avoid June to September if you don't appreciate high temperatures.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.