How much does it cost to fly round-trip from Sarasota to Chicago?

Airfare is below average for this route at the moment. Sarasota to Chicago flights typically cost between $373 and $609 in December. The cheapest round-trip price found within the last 3 days was $116 on Allegiant Air (Dec 4-Dec 7).

How long is the flight from Sarasota to Chicago?

Departing from Sarasota to Chicago will take you 2h 54m. There are 1087 mi between Sarasota and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Sarasota to Chicago round-trip?

According to our current data, Frontier ($48), Allegiant Air ($97), and Delta ($196) offers the cheapest pricing from Sarasota to Chicago. Frontier is 85% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Sarasota to Chicago one-way?

The cheapest airlines for a one-way flight from Sarasota to Chicago are Allegiant Air ($139), Southwest ($140), and United Airlines ($140).

How far ahead should I book a flight from Sarasota to Chicago?

The price you pay for your flight from Sarasota to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 45 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Sarasota to Chicago?

Currently, January is the cheapest month in which you can book a flight from Sarasota to Chicago (average of $31). Flying from Sarasota to Chicago in June is currently the most expensive (average of $107). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest day to fly from Sarasota to Chicago?

Travelers seeking maximum savings on their Sarasota to Chicago flight should consider departing on Sunday evenings when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

What are the most popular routes from Sarasota to Chicago?

Most travelers choose Sarasota Bradenton Intl - Chicago O'Hare Intl, Sarasota Bradenton Intl - Chicago Midway or Sarasota Bradenton Intl - Chicago Greater Rockford when deciding on the best route from Sarasota to Chicago.

What are the cheapest flights from Sarasota to Chicago?

Looking at all options, your cheapest flight can be booked for $123. While the most popular route (Sarasota Bradenton Intl - Chicago O'Hare Intl) can be booked for $211 on average, our data indicates $766 when flying from Sarasota to Chicago.

What are the most reliable airlines from Sarasota to Chicago?

Before booking your flight to Chicago from Sarasota, check out the most reliable airlines to get you to your destination on time: Air Canada (72%), Emirates (72%), United Airlines( 72%).

What are the most popular airlines that fly from Sarasota to Chicago?

United Airlines, Frontier and American Airlines are the most popular airlines when flying from Sarasota to Chicago.

What is the cheapest time of day to fly from SRQ to CHI?

It’s typically best to fly out from Sarasota to Chicago in the afternoon. Doing so could potentially save you 17% on the flight price compared to flying at noon, which is usually more expensive.

Most accurate provider : When it comes to deals on Sarasota-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Sarasota-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Sarasota-Chicago flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Sarasota-Chicago flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Sarasota-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly from for flights from Sarasota to Chicago?

For a flight from Sarasota to Chicago, you will be flying from Sarasota Bradenton Intl. Sarasota Bradenton Intl (SRQ) is just 4.3 mi from the center of the city. Sarasota Bradenton Intl is the only Sarasota airport and it handles 3 outbound flights to Chicago per day. 6 airlines have flights to Chicago from Sarasota Bradenton Intl on a regular basis.

Can I find deals for flights from Sarasota to Chicago that include hotel bookings?

Yes. In addition to deals on Sarasota to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Sarasota to Chicago?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sarasota to Chicago.

Can I find deals for business class flights from Sarasota to Chicago?

Yes. Cheapflights offers flight deals from Sarasota to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$61+ Cheap Flights from Sarasota to Chicago

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$116 (Booking.com)
One-way from	$61 (CheapOair)
Popular in	November
Cheapest in	February
Average price	$398
Good round-trip deal	$342 or less
Good one-way deal	$162 or less

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy1 star	Trust Score*3 stars
JustAirTicket	Price Accuracy-	Trust Score*1 star

SRQ

Expect short security lines at SRQ, usually under 10 minutes, even during peak periods. Plan for 20 minutes just in case.

ORD

Use the 'L' train for a quick, reliable trip from ORD to downtown Chicago, avoiding traffic delays.

MDW

The Orange Line 'L' train offers a direct, 30-minute ride from MDW to downtown Chicago.

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$48	Average$150	FlexibilityNo cancel fee	On-time62%
Allegiant Air	Cheapest$97	Average$184	FlexibilityNo cancel fee	On-time88%
Delta	Cheapest$196	Average$392	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$225	Average$422	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$237	Average$382	FlexibilityNo cancel fee	On-time71%
Southwest	Cheapest$267	Average$384	FlexibilityNo cancel fee	On-time63%

$61+ Cheap flights from Sarasota (SRQ) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Sarasota to Chicago with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Sarasota Bradenton Intl to Chicago are usually found in February or January, booked 45 days in advance, depart on a Friday or Wednesday and return on a Monday

Cheap flight deals from Sarasota to Chicago

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Sarasota to Chicago

Cheapest flights from Sarasota to ChicagoExplore the most affordable flight options available from Sarasota to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

Explore the most affordable flight options available from Sarasota to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Sarasota to Chicago that are best for you.

Compare providers for flights from Sarasota to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Sarasota to Chicago in October.

Best time to book a flight from Sarasota to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sarasota with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Sarasota to Chicago

How far ahead should I book a flight from Sarasota to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Sarasota to Chicago. Price data was last updated on October 24, 2025.

What is the cheapest month to book a flight from Sarasota to Chicago?

What is the cheapest time of day to fly from SRQ to CHI?

Find hourly flight availability from Sarasota to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

What is the cheapest day to fly from Sarasota to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Sarasota to Chicago. Price data was last updated on October 26, 2025.

How much does it cost to fly round-trip from Sarasota to Chicago?

The best insider tips for Sarasota to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Sarasota to Chicago trip

Airports

SRQ

ORD

MDW

Our travel experts

Reviews of airlines servicing Chicago

Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Sarasota to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Sarasota to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly from for flights from Sarasota to Chicago?

How long is the flight from Sarasota to Chicago?

What are the cheapest airlines flying from Sarasota to Chicago round-trip?

What are the cheapest airlines to fly from Sarasota to Chicago one-way?

What are the most popular routes from Sarasota to Chicago?

What are the most reliable airlines from Sarasota to Chicago?

What are the cheapest flights from Sarasota to Chicago?

Can I find deals for flights from Sarasota to Chicago that include hotel bookings?

How can I find direct flights from Sarasota to Chicago?

Can I find deals for business class flights from Sarasota to Chicago?

What is the cheapest month to book a flight from Sarasota to Chicago?

Traveling to a place near Chicago?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Sarasota to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Sarasota to Chicago

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Sarasota to Chicago
Explore the most affordable flight options available from Sarasota to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.