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Sarasota

$92+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SRQ
avr. 22 — avr. 291
mar. 4/22
mar. 4/29
1 adult, Economy
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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 avril 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$263
(United Airlines)

One-way from

$92
(Mytrip)

Popular in

November

Cheapest in

January

Average price

$335

Good round-trip deal

$127 or less

Good one-way deal

$59 or less
Provider with most accurate pricing for Chicago (CHI)-Sarasota Bradenton Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Sarasota Bradenton Intl flights.
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From Chicago (CHI) to Sarasota Bradenton Intl
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One-way flight from Chicago (CHI) to Sarasota Bradenton Intl
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Highest demand for flights based on searches. 17% potential increase in price ($78 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Sarasota Bradenton Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Sarasota Bradenton Intl.
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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 avril 17, 2025.

This United Airlines deal was found by Cheapflights users on 4/16. 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.
mer. 4/307:15 amORD - SRQ
Nonstop2h 56mUnited Airlines
mer. 5/214:16 pmSRQ - ORD
Nonstop3h 09mUnited Airlines
Deal found 4/16$263
This Southwest deal was found by Cheapflights users on 4/16. 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.
dim. 5/117:05 pmMDW - SRQ
Nonstop2h 35mSouthwest
mar. 5/137:15 amSRQ - MDW
Nonstop2h 50mSouthwest
Deal found 4/16$269
This Mytrip deal was found by Cheapflights users on 4/16. 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.
lun. 6/92:19 pmORD - SRQ
2 stops21h 59mMultiple Airlines
lun. 6/166:01 amSRQ - ORD
1 stop11h 54mMultiple Airlines
Deal found 4/16$278
This Mytrip deal was found by Cheapflights users on 4/16. 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.
ven. 5/303:16 pmMDW - SRQ
2 stops28h 57mAllegiant Air
dim. 6/15:11 pmSRQ - MDW
1 stop27h 03mAllegiant Air
Deal found 4/16$281
This Delta deal was found by Cheapflights users on 4/16. 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.
mer. 5/75:30 amORD - SRQ
1 stop5h 02mDelta
sam. 5/106:00 amSRQ - ORD
1 stop5h 03mDelta
Deal found 4/16$289
This Delta deal was found by Cheapflights users on 4/16. 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.
mer. 5/76:00 amMDW - SRQ
1 stop4h 32mDelta
dim. 5/116:00 amSRQ - MDW
1 stop4h 40mDelta
Deal found 4/16$289
This American Airlines deal was found by Cheapflights users on 4/16. 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.
mer. 4/3010:13 amORD - SRQ
Nonstop2h 46mAmerican Airlines
mer. 5/74:36 pmSRQ - ORD
1 stop6h 07mAmerican Airlines
Deal found 4/16$290
This Southwest deal was found by Cheapflights users on 4/16. 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.
mer. 5/74:00 pmORD - SRQ
1 stop4h 45mSouthwest
sam. 5/1010:00 amSRQ - ORD
2 stops12h 30mSouthwest
Deal found 4/16$294
This JetBlue deal was found by Cheapflights users on 4/16. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/88:45 amORD - SRQ
1 stop9h 22mJetBlue
lun. 5/1212:34 pmSRQ - ORD
1 stop10h 20mJetBlue
Deal found 4/16$389
This Frontier deal was found by Cheapflights users on 4/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/167:25 amORD - SRQ
Nonstop2h 52mFrontier
lun. 4/214:54 pmSRQ - ORD
Nonstop3h 12mFrontier
Deal found 4/16$400
This Mytrip deal was found by Cheapflights users on 4/16. 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.
ven. 5/309:12 amMDW - SRQ
3 stops32h 53mMultiple Airlines
dim. 6/16:31 amSRQ - MDW
2 stops26h 51mMultiple Airlines
Deal found 4/16$710

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 avril 17, 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

dim. 5/11

7:15 am-11:13 am

Nonstop2h 58m

Sarasota Bradenton Intl

mar. 5/13

12:15 pm-2:25 pm

Nonstop3h 10m

$269

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

dim. 5/11

7:05 pm-10:40 pm

Nonstop2h 35m

Sarasota Bradenton Intl

mar. 5/13

7:15 am-9:05 am

Nonstop2h 50m

$269

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

ven. 5/30

3:16 pm-9:13 pm

2 stops28h 57m

Sarasota Bradenton Intl

dim. 6/1

5:11 pm-7:14 pm

1 stop27h 03m

$281

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

jeu. 6/12

10:19 am-3:00 pm

2 stops27h 41m

Sarasota Bradenton Intl

lun. 6/16

6:01 am-4:55 pm

1 stop11h 54m

$283

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

sam. 5/10

9:45 am-4:41 pm

1 stop5h 56m

Sarasota Bradenton Intl

mer. 5/14

5:59 pm-11:58 pm

1 stop6h 59m

$289

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

mer. 5/7

10:25 am-4:41 pm

1 stop5h 16m

Sarasota Bradenton Intl

dim. 5/11

6:00 am-11:53 am

1 stop6h 53m

$289

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

jeu. 5/8

6:00 am-7:50 pm

2 stops12h 50m

Sarasota Bradenton Intl

dim. 5/11

7:00 am-11:50 am

1 stop5h 50m

$311

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

sam. 5/10

8:05 am-3:30 pm

2 stops6h 25m

Sarasota Bradenton Intl

jeu. 5/15

7:55 pm-12:11 am

1 stop5h 16m

$345

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

ven. 4/25

7:35 pm-11:16 am

1 stop14h 41m

Sarasota Bradenton Intl

jeu. 5/1

12:45 pm-7:09 pm

1 stop7h 24m

$435

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

lun. 5/5

8:50 am-7:01 pm

1 stop9h 11m

Sarasota Bradenton Intl

lun. 5/12

12:34 pm-9:54 pm

1 stop10h 20m

$447

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

Showing 1-10 of 24 results
1
2
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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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 11, 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 avril 17, 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.

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 avril 17, 2025.

The most flights from CHI to SRQ are scheduled on a Thursday (10 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).

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 avril 17, 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
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

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
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

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
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

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
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

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
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

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
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Crew

8.6

Food

7.1

Entertainment

7.6

Comfort

8.0

Overall

8.0

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.

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

    According to our current data, United Airlines ($263), Delta ($283), and American Airlines ($290) offers the cheapest pricing from Chicago to Sarasota. United Airlines is 30% 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 $108 on Allegiant Air. Other airlines that offer cheap prices include Avelo Airlines from $117 and Sun Country Air from $123 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 $791, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $263 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.

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Alternative routes for Chicago to Sarasota

See prices for flight routes from nearby airports that may be better suited for you.
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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 avril 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$117FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$89Average$176FlexibilityNo cancel feeOn-time88%
DeltaCheapest$196Average$406FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$199Average$371FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$247Average$428FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$307Average$418FlexibilityNo cancel feeOn-time63%

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