
$50 Cheap flight deals from Sarasota (TPA) to Chicago (CHI)
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This Weekend's Flight Deals from Sarasota to Chicago
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $50 One Way, $100 Round Trip from Sarasota to Chicago
Prices starting at $100 for return flights and $50 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Chicago economy flight packages

Super 8 by Wyndham Deerfield/Northbrook
May 30 - Jun 2
Tampa (TPA) to Chicago (ORD)
Chicago (ORD) to Tampa (TPA)
Reviewed on Oct 21, 2023

Regal Inn - Chicago O'Hare Airport
May 30 - Jun 2
Tampa (TPA) to Chicago (ORD)
Chicago (ORD) to Tampa (TPA)
Reviewed on Dec 1, 2024

SpringHill Suites by Marriott Chicago Naperville/Warrenville
May 30 - Jun 2
Tampa (TPA) to Chicago (ORD)
Chicago (ORD) to Tampa (TPA)
Reviewed on Feb 15, 2025
More About Flying To Chicago from Sarasota
Route Information for Flights from Sarasota to Chicago
Origin Airport IATA Code | TPA |
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Destination Airport IATA Code | CHI |
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Find Cheap Flights from Sarasota to Chicago
Sarasota Bradenton International Airport
The Sarasota Bradenton International Airport is located at 6000 Airport Circle, approximately five miles from downtown Sarasota. Nine airlines service the airport-Air Canada, Air France, AirTran Airways, Alitalia, Delta, JetBlue, KLM, US Airways and United Airlines. Orbitz.com can find you flights from Sarasota to any destination quickly. The website searches the flights available, making it easy for you to find sales and tickets with a low cost.
Parking and Transportation
If you need to leave your car at the airport while you travel, the long-term parking lot costs $12 per day. If you don't want to park your car, you can take a taxi to the airport. Cab fare has a $2.25 meter drop and costs $2.15 per mile after that. Bus service is also available from downtown Sarasota to the airport. If you need a car when you arrive at your destination, you can reserve a rental car on Orbotiz.com. The website offers packages that include your flight and rental car. Purchasing the two services together will save you money.
Dining at the Airport
If you didn't have time to eat before your flight, you can grab a sandwich, salad or full meal at Dewar's Clubhouse. If you just need a quick snack, the airport also houses a Starbucks and a Dunkin' Donuts. When you use Orbitz.com to find flights from Sarasota, all of your travel arrangements are taken care of for you. Since you don't have anything to worry about, you'll have plenty of time to grab a bite to eat before you board your plane.
Airports in Chicago
Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.
Transportation from the Airport
Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.
Weather in Chicago
Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.
Highlights and Attractions
Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.
Frequently asked questions
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Flights from Sarasota
- Sarasota to Miami
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- Sarasota to Hartford
- Sarasota to Aberdeen
Top Trending
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.