When is the cheapest time of year to fly from Sarasota to Chicago?

Based on statistics over the past years, the lowest prices for flights from Sarasota to Chicago can be found flying in these months: .

Cheap Flights from Sarasota to Chicago

Cheapest flights from Sarasota to Chicago

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Sarasota to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$107

American Airlines

2 transfers

12h 31m

11/27/2025

The cheapest one-way flight from Sarasota to Chicago departs on 11/27/2025, is operated by American Airlines and costs $107

Cheapest round trip flight

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There is no information about the cheapest roundtrip flight from Sarasota to Chicago

The fastest flight

3h 9m

Fastest flight from Sarasota to Chicago takes 3h 9m

Direct flights

Once a week

There are direct flights on this route 1 day a week: Tu

Earliest flight

6:35 AM

Latest flight

8:05 PM

Direct flights count

12

Distance

1675km

Timezone difference

1h

The distance between Sarasota and Chicago is 1675km (1039 miles). There are 12 direct flights from Sarasota to Chicago. The time difference between Sarasota and Chicago is 1h. Flights from Sarasota begin at 6:35 AM. The latest flight from Sarasota departs at 8:05 PM

Remember that on average the ideal time to book flights is 2 months before departure!

Airfare from Sarasota to Chicago by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Sarasota to Chicago

Avg Price

Airlines operating on route

The route Sarasota — Chicago is served by several airlines: American Airlines and Southwest Airlines. This gives passengers more freedom in choosing flights. You can consider not only the price but also schedules, baggage policies, and onboard service. Our service compares all offers so you can find tickets from $107 and choose the most convenient option. Thanks to airline competition, you may also find promotional fares or special offers, helping you save even more. Plan your trip in advance and choose the best flights without overpaying.

American Airlines

Starting at $107

Southwest Airlines

Starting at $176

Direct Flights from Sarasota to Chicago

A direct flight is the most convenient and comfortable way to fly from Sarasota to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.

Sarasota — Chicago

SRQ — CHI

11/26/2025

Departure

Direct flight

AA612

Starting at $124

Sarasota — Chicago

SRQ — CHI

01/27/2026

Departure

Direct flight

WN2078

Starting at $176

Schedule of direct flights from Sarasota to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Sarasota to Chicago:

Unable to find information about the schedule of direct flights from

Sarasota airports overview

Sarasota Bradenton International Airport

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SRQ

Serving Sarasota and Bradenton on Florida’s Gulf Coast, it handles domestic and seasonal international flights with easy access to beaches, cultural attractions, and nearby barrier islands.

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Chicago airports overview

Merrill C Meigs

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CGX

3km

Former single-runway general aviation facility on Chicago’s lakefront adjacent to downtown, serving business and private flights until its abrupt closure in 2003.

DuPage Airport

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DPA

52km

General aviation reliever near Chicago in West Chicago, Illinois, serving corporate, private and flight-training traffic with hangars, FBO services and maintenance, convenient for access to the western suburbs.

Chicago Midway International Airport

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MDW

14km

Serving Chicago’s Southwest Side and downtown, it handles mainly domestic flights with a strong presence of low-cost carriers and easy connections via the 'L' Orange Line and nearby expressways.

O'Hare International Airport

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ORD

26km

Chicago Executive Airport

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PWK

35km

Chicago Rockford International Airport

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RFD

140km

Serving Rockford and northern Illinois, the airport handles domestic passenger flights and is a major cargo hub. Convenient ground links provide access to the Chicago metro and surrounding communities.

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Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

How much is the cheapest flight ticket from Sarasota to Chicago?

The cheapest flight ticket from Sarasota to Chicago according to data for the last 48 hours costs $107

When is the best time to buy air tickets on the route Sarasota — Chicago?

Often the best time to buy tickets from Sarasota to Chicago is 2 months before departure.

How long does it take to fly from Sarasota to Chicago?

The fastest flights from Sarasota to Chicago start from 3 hours 9 minutes in the air.

Which airline can fly direct from Sarasota to Chicago?

The following airlines operate direct flights on the route Sarasota — Chicago: American Airlines, Southwest Airlines

Special offers and sales on air tickets from Sarasota to Chicago

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

We couldn't find any special offers for flights from Sarasota to Chicago

Alternative routes

Fort Lauderdale ➜ Chicago•Gainesville ➜ Chicago•Lakeland ➜ Chicago•Orlando ➜ Chicago•West Palm Beach ➜ Chicago•Tampa ➜ Chicago•Sarasota ➜ Appleton•Sarasota ➜ Kalamazoo•Sarasota ➜ Champaign•Sarasota ➜ Fort Wayne•Sarasota ➜ Indianapolis•Sarasota ➜ Lansing•Sarasota ➜ Milwaukee•Sarasota ➜ Muskegon•Sarasota ➜ South Bend

•••••••••••••••••••

Cheapest one way flight

$107

American Airlines

2 transfers

12h 31m

11/27/2025

The cheapest one-way flight from Sarasota to Chicago departs on 11/27/2025, is operated by American Airlines and costs $107

Cheapest round trip flight

—

There is no information about the cheapest roundtrip flight from Sarasota to Chicago

The fastest flight