HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sarasota

$125+ Cheap flights from Chicago (CHI) to Sarasota (SRQ)

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 3/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SRQ
Mar 15 — Mar 221
Sun 3/15
Sun 3/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chicago to Sarasota with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago to Sarasota Bradenton Intl are usually found in April or July, booked 17 days in advance, depart on a Wednesday or Thursday and return on a Friday

Cheap flight deals from Chicago to Sarasota

Cheapest flights from Chicago to Sarasota
Explore the most affordable flight options available from Chicago to Sarasota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 13, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/231:12 pm
ORD
-
SRQ
1 stop26h 25m
Multiple Airlines
Thu 4/309:30 am
SRQ
-
ORD
1 stop9h 21m
Multiple Airlines
Deal found 2/11$301
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/253:15 pm
ORD
-
SRQ
2 stops22h 51m
Multiple Airlines
Sun 5/39:30 am
SRQ
-
ORD
1 stop9h 21m
Multiple Airlines
Deal found 2/11$303
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:06 pm
ORD
-
SRQ
2 stops24h 33m
Multiple Airlines
Thu 3/51:27 pm
SRQ
-
ORD
1 stop29h 28m
Multiple Airlines
Deal found 2/11$304
This Expedia deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:31 am
ORD
-
SRQ
1 stop7h 44m
Multiple Airlines
Fri 5/89:07 am
SRQ
-
ORD
1 stop12h 01m
Multiple Airlines
Deal found 2/12$306
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:52 pm
ORD
-
SRQ
2 stops23h 45m
Multiple Airlines
Sun 5/39:30 am
SRQ
-
ORD
1 stop9h 21m
Multiple Airlines
Deal found 2/11$307
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/263:15 pm
ORD
-
SRQ
2 stops24h 22m
Multiple Airlines
Sun 5/39:30 am
SRQ
-
ORD
1 stop9h 21m
Multiple Airlines
Deal found 2/11$312
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:10 pm
ORD
-
SRQ
2 stops40h 48m
Multiple Airlines
Mon 4/137:05 am
SRQ
-
ORD
1 stop12h 25m
Multiple Airlines
Deal found 2/12$315
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/275:01 am
ORD
-
SRQ
2 stops9h 31m
Multiple Airlines
Thu 5/79:30 am
SRQ
-
ORD
1 stop9h 21m
Multiple Airlines
Deal found 2/12$317
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:41 am
ORD
-
SRQ
2 stops30h 34m
Multiple Airlines
Mon 5/119:07 am
SRQ
-
ORD
1 stop12h 01m
Multiple Airlines
Deal found 2/11$318
This American Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/251:10 pm
ORD
-
SRQ
Nonstop2h 44m
American Airlines
Wed 4/15:45 pm
SRQ
-
ORD
Nonstop3h 15m
American Airlines
Deal found 2/10$319
This Southwest deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:40 am
MDW
-
SRQ
Nonstop2h 40m
Southwest
Tue 3/246:40 am
SRQ
-
MDW
Nonstop2h 50m
Southwest
Deal found 2/12$319
This United Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:10 am
ORD
-
SRQ
Nonstop3h 01m
United Airlines
Tue 4/284:15 pm
SRQ
-
ORD
Nonstop3h 13m
United Airlines
Deal found 2/11$320

Find flight deals from Chicago to Sarasota

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sarasota (SRQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$301
(Kiwi.com)

One-way from

$125
(CheapOair)

Popular in

December

Cheapest in

April

Average price

$376

Good round-trip deal

$190 or less

Good one-way deal

$110 or less
Provider with most accurate pricing for Chicago (CHI)-Sarasota Bradenton Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Sarasota Bradenton Intl flights.
Search Deals
From Chicago (CHI) to Sarasota Bradenton Intl
Search Deals
One-way flight from Chicago (CHI) to Sarasota Bradenton Intl
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Sarasota Bradenton Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Sarasota Bradenton Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Sarasota that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
Use the filters below to find and compare flights from Chicago to Sarasota that are best for you.

Fly from

Chicago

Fly to

Sarasota

Route

Depart

Return

Price

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 4/1

4:20 pm-8:25 pm

Nonstop3h 05m

Sarasota Bradenton Intl

Wed 4/8

9:20 am-11:33 am

Nonstop3h 13m

$319

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 3/11

7:15 am-11:11 am

Nonstop2h 56m

Sarasota Bradenton Intl

Wed 3/18

6:04 am-1:15 pm

1 stop8h 11m

$325

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 4/7

2:30 pm-11:59 pm

1 stop8h 29m

Sarasota Bradenton Intl

Tue 4/14

9:20 am-11:33 am

Nonstop3h 13m

$329

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 5/13

1:30 pm-5:05 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Mon 5/18

7:05 am-8:55 am

Nonstop2h 50m

$331

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 4/8

1:30 pm-5:05 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Tue 4/14

5:50 pm-7:35 pm

Nonstop2h 45m

$331

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 4/22

1:30 pm-5:05 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Wed 4/29

5:50 pm-7:35 pm

Nonstop2h 45m

$331

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 3/12

7:15 am-11:11 am

Nonstop2h 56m

Sarasota Bradenton Intl

Wed 3/18

6:04 am-1:15 pm

1 stop8h 11m

$337

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 4/7

6:00 am-11:39 am

1 stop4h 39m

Sarasota Bradenton Intl

Wed 4/15

10:39 am-4:29 pm

1 stop6h 50m

$339

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 4/21

10:43 am-6:54 pm

1 stop7h 11m

Sarasota Bradenton Intl

Tue 4/28

6:00 am-9:56 am

1 stop4h 56m

$339

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 3/11

2:40 pm-9:00 pm

1 stop5h 20m

Sarasota Bradenton Intl

Wed 3/18

5:10 pm-9:55 pm

1 stop5h 45m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/12

Showing 1-10 of 40 results
1
2
3
4

Compare providers for flights from Chicago to Sarasota

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 Chicago to Sarasota in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

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

Best time to book a flight from Chicago to Sarasota

Have a flexible travel schedule? Discover the best time to fly to Sarasota from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Sarasota. Price data was last updated on February 6, 2026.

To ensure you get the cheapest price possible for a flight from Chicago to Sarasota, you should look to book at least 17 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, March is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $37). Flying from Chicago to Sarasota in December is currently the most expensive (average of $102). 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 time of day to fly from CHI to SRQ?

Find hourly flight availability from Chicago to Sarasota. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated February 13, 2026.

It’s optimal to fly from Chicago to Sarasota in the afternoon. By choosing this option you can save up to 43% on the cost of your flight, compared to a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Sarasota. Price data was last updated on February 7, 2026.

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

Weekly flight availability from Chicago to Sarasota

Explore weekly flight availability from Chicago to Sarasota. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 13, 2026.

The most flights from CHI to SRQ are scheduled on a Friday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

The best insider tips for Chicago to Sarasota flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Sarasota trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on SRQ

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Reviews of airlines servicing Sarasota

Get insights into the airlines that provide service to Sarasota. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sarasota. Reviews last updated February 13, 2026.
Read through reviews of airlines operating flights from Chicago to Sarasota, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,283 reviews

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,283 reviews
Southwest
8.0
Very good
4,283 reviews

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
7.9
Good
8,195 reviews
Southwest
8.0
Very good
4,283 reviews

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
9,284 reviews
Southwest
8.0
Very good
4,283 reviews

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
11,279 reviews
Southwest
8.0
Very good
4,283 reviews

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.7
Fair
3,052 reviews
Southwest
8.0
Very good
4,283 reviews

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sarasota. 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 into for flights to Sarasota from Chicago?

    Sarasota Bradenton Intl (SRQ) is the airport you will fly into if you book a flight from Chicago to Sarasota. You should not have trouble finding flights to Sarasota Bradenton Intl from Chicago; the airport handles an average of 7 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights to the Sarasota airport from Chicago. It is only a 4.3 mi journey from Sarasota Bradenton Intl (SRQ) to Sarasota’s city center.

  • How long is the flight from Chicago to Sarasota?

    United Airlines, Southwest, and Delta can get you from Chicago to Sarasota in just under 2h 35m. Your travel time can differ by up to 2h 04m. Airlines will cover a distance of 1036 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Frontier ($27), Allegiant Air ($105), and Delta ($129) offers the cheapest pricing from Chicago to Sarasota. Frontier is 93% cheaper than the average price of flights available within the next 90 days to this destination.

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

    One-way options have recently been found by users for as low as $29 on Frontier. Other airlines that offer cheap prices include Allegiant Air from $51 and American Airlines from $90 one-way.

  • What are the most reliable airlines from Chicago to Sarasota?

    Before booking your flight to Sarasota from Chicago, check out the most reliable airlines to get you to your destination on time: Qatar Airways (100%), Air Canada (88%), Envoy Air( 86%).

  • What are the cheapest flights from Chicago to Sarasota?

    While on average a flight from Chicago to Sarasota is generally $522, our data shows the cheapest flight currently is $168. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $307 for that flight.

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

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

  • How can I find direct flights from Chicago to Sarasota?

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

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

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

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

    Currently, March is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $37). Flying from Chicago to Sarasota in December is currently the most expensive (average of $102). 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.

See more FAQs

Traveling to a place near Sarasota?

Book flights to Sarasota if you plan to visit one of these locations
Venice

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 Chicago to Sarasota

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Miami flights
O'Hare Intl to Orlando flights
O'Hare Intl to Tampa flights
O'Hare Intl to Fort Myers flights
Midway to Fort Lauderdale flights
Midway to Orlando flights
Midway to Miami flights
O'Hare Intl to West Palm Beach flights
O'Hare Intl to Sarasota flights
St. Louis to Orlando flights
Midway to Fort Myers flights
Midway to Tampa flights
O'Hare Intl to Jacksonville flights
St. Louis to Miami flights
O'Hare Intl to Key West flights
O'Hare Intl to Pensacola flights
O'Hare Intl to Panama City flights
Midway to West Palm Beach flights
St. Louis to Fort Lauderdale flights
St. Louis to Tampa flights
Midway to Sarasota flights
Midway to Jacksonville flights
Midway to Panama City flights
Rockford to St Petersburg flights
Midway to Key West flights
Moline to Tampa flights
Moline to Orlando flights
O'Hare Intl to Daytona Beach flights
Peoria to Orlando flights
Midway to Pensacola flights
St. Louis to Fort Myers flights
Moline to Fort Myers flights
St. Louis to Pensacola flights
Rockford to Orlando Sanford Intl flights
O'Hare Intl to Valparaiso flights
St. Louis to Key West flights
St. Louis to Panama City flights
St. Louis to Sarasota flights
O'Hare Intl to Melbourne flights
O'Hare Intl to Tallahassee flights
Rockford to Punta Gorda flights
Moline to Pensacola flights
St. Louis to West Palm Beach flights
Bloomington to Orlando flights
Peoria to Fort Myers flights
Midway to Daytona Beach flights
Moline to Fort Lauderdale flights
St. Louis to Jacksonville flights
Peoria to Pensacola flights

Top 6 airlines flying from Chicago to Sarasota

Discover the top 6 airlines that operate flights from Chicago to Sarasota. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$27Average$129FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$105Average$224FlexibilityNo cancel feeOn-time88%
DeltaCheapest$129Average$316FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$191Average$407FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$218Average$429FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$280Average$401FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.