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

According to our current data, JetBlue ($233), Allegiant Air ($254), and Southwest ($310) offers the cheapest pricing from Chicago to Sarasota. JetBlue is 38% 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 $95 on Allegiant Air. Other airlines that offer cheap prices include Sun Country Air from $148 and United Airlines from $152 one-way.

What are the cheapest flights from Chicago to Sarasota?

While on average a flight from Chicago to Sarasota is generally $360, our data shows the cheapest flight currently is $151. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $233 for that flight.

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: SkyWest Airlines (100%), United Airlines (89%), Air Canada( 85%).

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

Before booking your flight from Chicago to Sarasota check out the most popular airlines for this route: American Airlines, Delta or Frontier.

What is the cheapest day to fly round-trip from Chicago to Sarasota?

Sunday is generally a great day to depart. Flying on this day could help you save up to 49%.

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

Users have found that booking a flight from Chicago to Sarasota at least 47 days early can save you up to 44% on average compared to booking a flight this week. If booking 47 days before your flight isn’t an option for you, users have found flights from Chicago to Sarasota for as little as $211 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $295 for flights departing within the next 3 days.

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

Due to multiple factors, expect to potentially pay more when booking in November. For low rates, January can be a great choice for travel to Sarasota. Flights to Sarasota from Chicago in January are about $380 on average during January, but can be found for as low as $75.

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 5 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.

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.

$95+ Flights from Chicago to Sarasota

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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.

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Cheapflights Tip: The best prices from Chicago to Sarasota Bradenton Intl are usually found in January or February, booked 46 days in advance, depart on a Monday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Sarasota

Round-trip from	$233 (JetBlue)
One-way from	$95 (Mytrip)
Popular in	November
Cheapest in	January
Average price	$406
Good round-trip deal	$79 or less
Good one-way deal	$174 or less

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 ($14 potential savings vs. average RT price).

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Average for round-trip flights in June 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 June 12, 2025.

Thu 7/105:05 amORD - SRQ

2 stops35h 10mMultiple Airlines

Mon 7/1412:30 pmSRQ - ORD

1 stop10h 00mMultiple Airlines

Deal found 6/12

$217

Tue 11/48:40 amORD - SRQ

1 stop7h 45mJetBlue

Tue 11/186:00 amSRQ - ORD

1 stop10h 08mJetBlue

Deal found 6/11

$233

Thu 10/24:46 pmMDW - SRQ

2 stops28h 47mAllegiant Air

Sun 10/55:54 pmSRQ - MDW

1 stop23h 39mAllegiant Air

Deal found 6/11

$254

Sat 9/69:45 amMDW - SRQ

Nonstop2h 40mSouthwest

Tue 9/97:30 amSRQ - MDW

Nonstop2h 40mSouthwest

Deal found 6/11

$310

Mon 8/114:46 pmORD - SRQ

1 stop6h 29mUnited Airlines

Thu 8/144:13 pmSRQ - ORD

Nonstop3h 08mUnited Airlines

Deal found 6/11

$313

Wed 10/157:00 amORD - SRQ

1 stop6h 39mDelta

Wed 10/227:05 amSRQ - ORD

1 stop8h 08mDelta

Deal found 6/10

$314

Tue 10/76:00 amMDW - SRQ

1 stop8h 45mDelta

Sat 10/114:55 pmSRQ - MDW

1 stop5h 49mDelta

Deal found 6/10

$321

Thu 11/68:29 amORD - SRQ

Nonstop2h 48mAmerican Airlines

Sun 11/912:57 pmSRQ - ORD

Nonstop3h 14mAmerican Airlines

Deal found 6/11

$324

Wed 10/1511:25 amORD - SRQ

2 stops9h 00mSouthwest

Tue 10/216:30 amSRQ - ORD

1 stop6h 20mSouthwest

Deal found 6/9

$328

Best flights from Chicago to Sarasota
Discover carefully curated flight deals from Chicago to Sarasota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated June 12, 2025.

Tue 11/48:40 amORD - SRQ

1 stop7h 45mJetBlue

Tue 11/186:00 amSRQ - ORD

1 stop10h 08mJetBlue

Deal found 6/11

$233

Sun 8/35:05 amORD - SRQ

2 stops35h 10mMultiple Airlines

Fri 8/812:30 pmSRQ - ORD

1 stop10h 00mMultiple Airlines

Deal found 6/11

$238

Thu 10/24:46 pmMDW - SRQ

2 stops28h 47mAllegiant Air

Sun 10/55:54 pmSRQ - MDW

1 stop23h 39mAllegiant Air

Deal found 6/11

$254

Sat 9/69:45 amMDW - SRQ

Nonstop2h 40mSouthwest

Tue 9/97:30 amSRQ - MDW

Nonstop2h 40mSouthwest

Deal found 6/11

$310

Mon 8/114:46 pmORD - SRQ

1 stop6h 29mUnited Airlines

Thu 8/144:13 pmSRQ - ORD

Nonstop3h 08mUnited Airlines

Deal found 6/11

$313

Wed 10/157:00 amORD - SRQ

1 stop6h 39mDelta

Tue 10/216:00 amSRQ - ORD

1 stop18h 53mDelta

Deal found 6/10

$314

Thu 11/68:29 amORD - SRQ

Nonstop2h 48mAmerican Airlines

Sun 11/912:57 pmSRQ - ORD

Nonstop3h 14mAmerican Airlines

Deal found 6/11

$324

Tue 10/76:00 amMDW - SRQ

1 stop8h 45mDelta

Sat 10/114:55 pmSRQ - MDW

1 stop5h 49mDelta

Deal found 6/10

$321

Wed 10/1511:25 amORD - SRQ

2 stops9h 00mSouthwest

Tue 10/216:30 amSRQ - ORD

1 stop6h 20mSouthwest

Deal found 6/9

$328

Last-minute flights from Chicago to Sarasota
Discover last-minute flight deals from Chicago to Sarasota. Data last updated June 12, 2025 and is based on user searches.

Wed 6/186:00 amORD - SRQ

1 stop6h 50mDelta

Thu 7/178:09 pmSRQ - ORD

1 stop5h 00mDelta

Deal found 6/11

$483

Wed 6/188:05 amMDW - SRQ

Nonstop2h 40mSouthwest

Thu 7/176:40 amSRQ - MDW

Nonstop2h 45mSouthwest

Deal found 6/11

$503

Wed 6/186:00 amMDW - SRQ

1 stop6h 50mDelta

Wed 6/256:00 amSRQ - MDW

1 stop6h 59mDelta

Deal found 6/11

$523

Thu 6/198:09 pmMDW - SRQ

3 stops38h 48mMultiple Airlines

Sun 6/226:31 amSRQ - MDW

2 stops26h 51mMultiple Airlines

Deal found 6/10

$882

Fri 6/2011:12 amORD - SRQ

Nonstop2h 56mUnited Airlines

Tue 7/14:13 pmSRQ - ORD

Nonstop3h 08mUnited Airlines

Deal found 6/10

$488

Sat 6/218:12 amORD - SRQ

Nonstop2h 49mAmerican Airlines

Fri 6/276:00 pmSRQ - ORD

1 stop7h 59mAmerican Airlines

Deal found 6/11

$513

Sun 6/225:05 amORD - SRQ

2 stops33h 53mMultiple Airlines

Thu 6/266:16 amSRQ - ORD

2 stops25h 35mMultiple Airlines

Deal found 6/11

$361

Sun 6/2211:45 amMDW - SRQ

2 stops27h 13mAllegiant Air

Sun 6/299:14 pmSRQ - MDW

1 stop13h 30mAllegiant Air

Deal found 6/10

$363

Sun 6/221:50 pmORD - SRQ

1 stop8h 10mSouthwest

Fri 6/277:05 amSRQ - ORD

2 stops11h 50mSouthwest

Deal found 6/9

$545

Wed 7/911:20 amORD - SRQ

1 stop4h 34mDelta

Sat 7/123:10 pmSRQ - ORD

1 stop7h 24mDelta

Deal found 6/10

$357

Wed 7/95:05 pmMDW - SRQ

1 stop5h 28mDelta

Sat 7/126:00 amSRQ - MDW

1 stop4h 45mDelta

Deal found 6/10

$357

Fri 7/118:03 amMDW - SRQ

3 stops26h 30mMultiple Airlines

Sat 7/1910:02 amSRQ - MDW

2 stops25h 45mMultiple Airlines

Deal found 6/9

$635

One-way flights from Chicago to Sarasota
Search for one-way flight options from Chicago to Sarasota. Find affordable one-way fares based on user searches. Data last updated June 12, 2025.

Fri 11/75:35 pmMDW - SRQ

1 stop17h 07mAllegiant Air

Deal found 6/11

$95

Thu 8/149:47 amORD - SRQ

1 stop12h 45mMultiple Airlines

Deal found 6/10

$111

Fri 7/254:45 pmORD - SRQ

1 stop18h 12mSun Country Air

Deal found 6/11

$148

Wed 8/611:14 amORD - SRQ

Nonstop2h 56mUnited Airlines

Deal found 6/11

$152

Thu 9/41:45 pmMDW - SRQ

Nonstop2h 35mSouthwest

Deal found 6/10

$152

Wed 9/106:00 amORD - SRQ

1 stop7h 41mDelta

Deal found 6/10

$162

Thu 9/46:00 amMDW - SRQ

1 stop4h 55mDelta

Deal found 6/10

$162

Mon 8/116:00 amORD - SRQ

2 stops10h 15mSouthwest

Deal found 6/10

$167

Sat 7/128:10 amORD - SRQ

Nonstop2h 53mAmerican Airlines

Deal found 6/11

$169

Sun 10/268:15 amMDW - SRQ

1 stop10h 16mFrontier

Deal found 6/12

$176

Thu 8/78:14 pmMDW - SRQ

3 stops38h 01mMultiple Airlines

Deal found 6/10

$342

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 7/10

5:05 am-5:15 pm

2 stops35h 10m

Sarasota Bradenton Intl

Mon 7/14

12:30 pm-9:30 pm

1 stop10h 00m

$217

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Fri 7/25

8:03 am-8:51 pm

2 stops35h 48m

Sarasota Bradenton Intl

Sun 7/27

9:15 pm-9:41 am

1 stop13h 26m

$275

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sat 9/6

9:45 am-1:25 pm

Nonstop2h 40m

Sarasota Bradenton Intl

Tue 9/9

7:30 am-9:10 am

Nonstop2h 40m

$310

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Mon 8/11

4:46 pm-12:15 am

1 stop6h 29m

Sarasota Bradenton Intl

Thu 8/14

4:13 pm-6:21 pm

Nonstop3h 08m

$313

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 8/7

7:00 am-1:51 pm

1 stop5h 51m

Sarasota Bradenton Intl

Mon 8/11

5:03 pm-11:56 pm

1 stop7h 53m

$323

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Mon 8/11

6:42 pm-12:09 am

1 stop4h 27m

Sarasota Bradenton Intl

Thu 8/14

6:00 am-9:16 am

1 stop4h 16m

$323

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 8/2

8:10 am-12:03 pm

Nonstop2h 53m

Sarasota Bradenton Intl

Mon 8/4

7:57 pm-11:57 pm

1 stop5h 00m

$331

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 9/6

2:55 pm-8:10 pm

1 stop4h 15m

Sarasota Bradenton Intl

Tue 9/9

6:30 am-5:55 pm

2 stops12h 25m

$335

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Fri 7/11

8:03 am-11:33 am

3 stops26h 30m

Sarasota Bradenton Intl

Sat 7/19

10:02 am-10:47 am

2 stops25h 45m

$635

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 8/14

9:47 am-11:32 pm

1 stop12h 45m

$111

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 19 results

The best insider tips for Chicago to Sarasota flights

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

Airports

ORD

For a quick departure from ORD, consider using the 'L' train to avoid Chicago traffic delays.

SRQ

Use the Breeze shuttle for a direct link from SRQ to downtown Sarasota hotels, offering comfort and ample luggage space.

Our travel experts

Ramsey Qubein

Expert on ORD

Brandon Schultz

Expert on SRQ

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?

To ensure you get the cheapest price possible for a flight from Chicago to Sarasota, you should look to book at least 46 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 March is currently the most expensive (average of $313). 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?

It’s optimal to fly from Chicago to Sarasota in the afternoon. By choosing this option you can save up to 58% on the cost of your flight, compared to a flight in the evening.

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

Travelers seeking maximum savings on their Chicago to Sarasota flight should consider departing on Monday 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

The most flights from CHI to SRQ are scheduled on a Wednesday (7 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Sarasota 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

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

Read reviews from past customers who have flown Southwest, Delta and United 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

4,287 reviews

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

4,287 reviews

Southwest

8.0

Very good

4,287 reviews

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

7,950 reviews

Southwest

8.0

Very good

4,287 reviews

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

8,790 reviews

Southwest

8.0

Very good

4,287 reviews

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

2,925 reviews

Southwest

8.0

Very good

4,287 reviews

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.

Allegiant Air

7.3

Good

725 reviews

Southwest

8.0

Very good

4,287 reviews

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

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 5 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, JetBlue ($233), Allegiant Air ($254), and Southwest ($310) offers the cheapest pricing from Chicago to Sarasota. JetBlue is 38% 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 $95 on Allegiant Air. Other airlines that offer cheap prices include Sun Country Air from $148 and United Airlines from $152 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: SkyWest Airlines (100%), United Airlines (89%), Air Canada( 85%).
What are the cheapest flights from Chicago to Sarasota?
While on average a flight from Chicago to Sarasota is generally $360, our data shows the cheapest flight currently is $151. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $233 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 March is currently the most expensive (average of $313). 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

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Other flights to Sarasota

Top 6 airlines flying from Chicago to Sarasota

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$37	Average$118	FlexibilityNo cancel fee	On-time62%
Allegiant Air	Cheapest$88	Average$169	FlexibilityNo cancel fee	On-time88%
Delta	Cheapest$196	Average$417	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$199	Average$373	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$235	Average$437	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$303	Average$416	FlexibilityNo cancel fee	On-time63%

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$95+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Sarasota 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 Chicago to Sarasota Bradenton Intl are usually found in January or February, booked 46 days in advance, depart on a Monday or Wednesday and return on a Friday

Cheap flight deals from Chicago to Sarasota

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Chicago to Sarasota

Cheapest flights from Chicago to SarasotaExplore 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 June 12, 2025.

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 June 12, 2025.

Cheapflights Fare Finder

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

The best insider tips for Chicago to Sarasota flights

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

Airports

ORD

SRQ

Our travel experts

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.

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 June 9, 2025.

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

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 June 12, 2025.

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 June 8, 2025.

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 June 12, 2025.

Rainfall in Sarasota by month

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

Temperature in Sarasota by month

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

Reviews of airlines servicing Sarasota

Read reviews from past customers who have flown Southwest, Delta and United 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.

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?

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

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

What are the most reliable airlines from Chicago to Sarasota?

What are the cheapest flights from Chicago to Sarasota?

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

How can I find direct flights from Chicago to Sarasota?

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

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

Traveling to a place near Chicago?

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Alternative routes for Chicago to Sarasota

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Top 6 airlines flying from Chicago to Sarasota

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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 June 12, 2025.