Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap flights from Chicago (CHI) to Sarasota (TPA)

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Lowest round trip fares by airline from Chicago and Sarasota

Cheapest prices ($43 One Way, $86 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Jul 12
ORD
Chicago
TPA
Tampa
$43
Spirit Airlines
Mon, Aug 16
ORD
Chicago
TPA
Tampa
$50
Frontier Airlines
Thu, Jun 24
ORD
Chicago
TPA
Tampa
$54
Frontier Airlines
Wed, Jan 5
ORD
Chicago
SRQ
Sarasota
$70
Frontier Airlines
Thu, Jul 15
ORD
Chicago
TPA
Tampa
$79
United
Sat, Jul 17 - Wed, Jul 21
ORD
Chicago
TPA
Tampa
$86
Spirit Airlines
Sat, Jul 17 - Wed, Jul 21
ORD
Chicago
TPA
Tampa
$87
Spirit Airlines
Mon, Aug 16 - Mon, Aug 23
ORD
Chicago
TPA
Tampa
$100
Frontier Airlines
Wed, Jan 19 - Wed, Jan 26
ORD
Chicago
SRQ
Sarasota
$140
Frontier Airlines
Tue, Oct 5 - Fri, Oct 15
ORD
Chicago
TPA
Tampa
$157
United

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 $69 per night from Jun 20 to Jun 20
Situated in the historical district, this motel is within 1 mi (2 km) of Venice Beach and Venice Theater. Venice Fishing Pier and Caspersen Beach are also within ...
3.7/5Good! (3 reviews)
"The property was clean. I only wish they would put that it a motel in the description but it was nice."

Reviewed on Jul 21, 2020

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 $90 per night from Jun 20 to Jun 20
Located in North Trail, this hotel is within a 15-minute walk of Sarasota Classic Car Museum, John and Mable Ringling Museum of Art, and Sarasota Jungle Gardens. ...
3.7/5Good! (6 reviews)
"Is this a Hilton? No, but it’s good value for money. And the staffers are fantastic. When I was too early for check-in, Tyler at reception adopted my batch of chocolate — which would’ve melted in the super-hot car if I’d had to drive around with it all day. And when an emergency meant I had to leave ..."

Reviewed on Jul 10, 2020

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 $86 per night from Jun 20 to Jun 20
Situated in Bradenton, this motel is 3.1 mi (5 km) from Links At Greenfield Plantation and within 6 mi (10 km) of Ellenton Premium Outlets and Riverwalk. River ...
3/5 (8 reviews)
"The bed sheets towels and room was dirty after I told the staff all they did was give me one set of sheets that were still dirty and their non smoking room had burns in the cover and smelled like an ashtray it was also dirty the bathroom the counters everything was dirty"

Reviewed on Jul 19, 2020

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.

Flights Review

Fly From Chicago to Sarasota

Origin Chicago
Destination Sarasota
Number of Daily Flights 34
Earliest Flight Departure Date Jun 25
Latest Flight Departure Date Jun 25
Popular Airlines Spirit 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.