HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sarasota

$90+ 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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SRQ
May 6 — May 131
Tue 5/6
Tue 5/13
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 January or August, booked 59 days in advance, depart on a Monday or Wednesday and return on a Friday

Cheap 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 May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$199
(Mytrip)

One-way from

$90
(Mytrip)

Popular in

November

Cheapest in

January

Average price

$383

Good round-trip deal

$116 or less

Good one-way deal

$118 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. 17% potential increase in price ($79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2025
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

Find 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 May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/57:48 pmORD - SRQ
1 stop22h 09mMultiple Airlines
Mon 6/96:01 amSRQ - ORD
1 stop11h 24mMultiple Airlines
Deal found 4/30$199
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/303:16 pmMDW - SRQ
2 stops28h 57mAllegiant Air
Sun 6/15:11 pmSRQ - MDW
1 stop27h 03mAllegiant Air
Deal found 4/30$254
This Southwest deal was found by Cheapflights users on 4/29. 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 6/177:10 pmMDW - SRQ
Nonstop2h 40mSouthwest
Tue 6/246:00 amSRQ - MDW
Nonstop2h 45mSouthwest
Deal found 4/29$269
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 5/2811:12 amORD - SRQ
Nonstop2h 56mUnited Airlines
Wed 6/46:00 amSRQ - ORD
1 stop8h 12mUnited Airlines
Deal found 4/29$279
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/37:00 amORD - SRQ
1 stop6h 10mDelta
Tue 6/1012:46 pmSRQ - ORD
1 stop7h 03mDelta
Deal found 4/30$289
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/36:00 amMDW - SRQ
1 stop7h 04mDelta
Tue 6/106:00 amSRQ - MDW
1 stop4h 41mDelta
Deal found 4/29$289
This Southwest deal was found by Cheapflights users on 4/29. 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.
Sat 5/317:30 amORD - SRQ
2 stops13h 10mSouthwest
Wed 6/46:50 amSRQ - ORD
1 stop6h 00mSouthwest
Deal found 4/29$311
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 5/256:00 amORD - SRQ
1 stop5h 49mAmerican Airlines
Wed 5/281:29 pmSRQ - ORD
1 stop6h 47mAmerican Airlines
Deal found 4/30$346

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 May 1, 2025.
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

Thu 6/5

7:48 pm-6:57 pm

1 stop22h 09m

Sarasota Bradenton Intl

Mon 6/9

6:01 am-4:25 pm

1 stop11h 24m

$199

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Fri 5/30

3:16 pm-9:13 pm

2 stops28h 57m

Sarasota Bradenton Intl

Sun 6/1

5:11 pm-7:14 pm

1 stop27h 03m

$254

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 6/17

7:10 pm-10:50 pm

Nonstop2h 40m

Sarasota Bradenton Intl

Tue 6/24

6:00 am-7:45 am

Nonstop2h 45m

$269

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 5/28

11:12 am-3:08 pm

Nonstop2h 56m

Sarasota Bradenton Intl

Wed 6/4

6:00 am-1:12 pm

1 stop8h 12m

$279

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 6/3

1:30 pm-7:29 pm

1 stop4h 59m

Sarasota Bradenton Intl

Tue 6/10

2:40 pm-8:42 pm

1 stop7h 02m

$289

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 6/3

6:00 am-2:04 pm

1 stop7h 04m

Sarasota Bradenton Intl

Tue 6/10

6:00 am-9:41 am

1 stop4h 41m

$289

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 5/31

7:30 am-9:40 pm

2 stops13h 10m

Sarasota Bradenton Intl

Wed 6/4

6:50 am-11:50 am

1 stop6h 00m

$311

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sun 5/25

6:00 am-12:49 pm

1 stop5h 49m

Sarasota Bradenton Intl

Wed 5/28

1:29 pm-7:16 pm

1 stop6h 47m

$346

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 6/5

7:48 pm-6:57 pm

1 stop22h 09m

$90

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Mon 6/2

5:20 pm-11:33 pm

1 stop5h 13m

$105

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 19 results
1
2

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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars

*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 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 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 April 25, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Sarasota, you should look to book at least 59 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, January is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $241). Flying from Chicago to Sarasota in June is currently the most expensive (average of $317). 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 May 1, 2025.

It’s optimal to fly from Chicago to Sarasota in the afternoon. By choosing this option you can save up to 62% 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 March 30, 2025.

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

Rainfall in Sarasota by month

Plan your trip to Sarasota by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sarasota ranges from 2.2 - 9.7 inches per month. June is typically the wettest month, when rainfall can reach 9.7 in. November is typically the driest time to visit Sarasota when rainfall is around 2.2 in.

Temperature in Sarasota by month

Plan your trip to Sarasota by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sarasota, 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 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 May 1, 2025.
Read reviews from past customers who have flown Southwest, Delta and Avelo Airlines from Chicago to Sarasota. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

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.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

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
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

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.
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,294 reviews

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Crew

8.6

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 3 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.

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

    According to our current data, Allegiant Air ($254), Southwest ($269), and United Airlines ($279) offers the cheapest pricing from Chicago to Sarasota. Allegiant Air is 33% 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 $90 on Avelo Airlines. Other airlines that offer cheap prices include United Airlines from $135 and Southwest from $135 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: Republic Airways (88%), Air Canada (87%), Air New Zealand( 82%).

  • What are the cheapest flights from Chicago to Sarasota?

    While on average a flight from Chicago to Sarasota is generally $786, our data shows the cheapest flight currently is $59. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $199 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, January is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $241). Flying from Chicago to Sarasota in June is currently the most expensive (average of $317). 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 Chicago?

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

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 Orlando flights
O'Hare Intl to Miami flights
O'Hare Intl to Fort Lauderdale flights
O'Hare Intl to Tampa flights
Midway to Orlando flights
O'Hare Intl to Fort Myers flights
Midway to Miami flights
O'Hare Intl to Pensacola flights
O'Hare Intl to Sarasota flights
St. Louis to Miami flights
O'Hare Intl to Jacksonville flights
O'Hare Intl to West Palm Beach flights
St. Louis to Orlando flights
Midway to Fort Lauderdale flights
O'Hare Intl to Panama City flights
Midway to Tampa flights
O'Hare Intl to Key West flights
Midway to Fort Myers flights
Midway to West Palm Beach flights
St. Louis to Tampa flights
Peoria to Orlando flights
Moline to Orlando flights
O'Hare Intl to Valparaiso flights
Midway to Sarasota flights
Midway to Jacksonville flights
Midway to Pensacola flights
St. Louis to Pensacola flights
St. Louis to Fort Lauderdale flights
Midway to Key West flights
St. Louis to Panama City flights
O'Hare Intl to Daytona Beach flights
Midway to Panama City flights
Rockford to Orlando Sanford Intl flights
St. Louis to Sarasota flights
Moline to Fort Myers flights
Moline to Tampa flights
St. Louis to Key West flights
St. Louis to West Palm Beach flights
St. Louis to Jacksonville flights
St. Louis to Fort Myers flights
O'Hare Intl to Tallahassee flights
Peoria to Fort Myers flights
Springfield to Orlando flights
Peoria to Fort Lauderdale flights
Evansville to Miami flights
Moline to Sarasota flights
Peoria to Tampa flights
Moline to Key West flights
O'Hare Intl to Gainesville flights
Moline 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$118FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$89Average$172FlexibilityNo cancel feeOn-time88%
DeltaCheapest$196Average$400FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$199Average$372FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$242Average$429FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$303Average$417FlexibilityNo 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.