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

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Lowest round trip fares by airline from Sarasota and Chicago

Cheapest prices ($44 One Way, $88 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL, 60611
The price is $112 per night from Oct 16 to Oct 17
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
4/5 Very Good! (1,005 reviews)
"Bed isn’t comfortable. Ambience is cute, chill room, decent security but for me the bed is so important."

Reviewed on Sep 24, 2022

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL, 60605
The price is $144 per night from Sep 27 to Sep 28
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
3/5 (1,062 reviews)
"For the price it was clean and had everything in the room that I needed. And it was close to downtown - walking distance about 25 min. The neighborhood is noisy and its very close to the "L", so might not be good for light sleepers. Also, because of the AC, the drapes let in a lot of light, so that ..."

Reviewed on Sep 21, 2022

Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL, 60007
The price is $60 per night from Oct 4 to Oct 5
Stay at this business-friendly motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
4/5 Very Good! (1,005 reviews)
"More than I expected, it was very clean, great attention, the bathrooms were up to date and the room was very spatious."

Reviewed on Sep 23, 2022

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 Sarasota to Chicago

Origin Sarasota
Destination Chicago
Number of Daily Flights 29
Earliest Flight Departure Date Oct 3
Latest Flight Departure Date Oct 3
Popular Airlines American Airlines

Sarasota to Chicago

Cheap flights from Sarasota to Chicago

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*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.