How long is the flight from Chicago to Sarasota?

United Airlines, Delta, and Southwest can get you from Chicago to Sarasota in just under 2h 45m. Your travel time can differ by up to 2h 36m. 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 ($37), Allegiant Air ($89), and Delta ($196) offers the cheapest pricing from Chicago to Sarasota. Frontier is 90% 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 $83 on United Airlines. Other airlines that offer cheap prices include Southwest from $93 and Delta from $99 one-way.

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.

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).

What are the cheapest flights from Chicago to Sarasota?

While on average a flight from Chicago to Sarasota is generally $469, our data shows the cheapest flight currently is $126. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $197 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?

Tuesday 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 71% 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 $225 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 $318 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 $390 on average during January, but can be found for as low as $73.

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 4 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.

$83+ Flights from Chicago to Sarasota

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

Airfare is below average for this route at the moment. Chicago to Sarasota flights typically cost between $368 and $598 in October. The cheapest round-trip price found within the last 3 days was $209 on Frontier (Oct 30-Nov 2).

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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 Wednesday or Monday and return on a Friday

Cheap flight deals from Chicago to Sarasota

Round-trip from	$209 (CheapOair)
One-way from	$106 (Priceline)
Popular in	November
Cheapest in	January
Average price	$416
Good round-trip deal	$323 or less
Good one-way deal	$138 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 ($83 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in September 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.

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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 September 16, 2025.

Thu 10/308:26 amORD - SRQ

1 stop10h 17mFrontier

Sun 11/28:30 pmSRQ - ORD

1 stop11h 56mFrontier

Deal found 9/15

$209

Mon 11/176:55 pmORD - SRQ

1 stop16h 10mJetBlue

Fri 11/214:03 pmSRQ - ORD

1 stop7h 47mJetBlue

Deal found 9/15

$227

Thu 10/238:25 amMDW - SRQ

1 stop10h 06mFrontier

Sun 10/268:30 pmSRQ - MDW

1 stop27h 33mFrontier

Deal found 9/15

$228

Fri 12/1211:25 amORD - SRQ

1 stop29h 06mJetBlue

Mon 12/1512:45 pmSRQ - ORD

1 stop7h 58mJetBlue

Deal found 9/15

$237

Sat 11/11:37 pmMDW - SRQ

2 stops23h 50mMultiple Airlines

Mon 11/36:31 amSRQ - MDW

1 stop8h 24mMultiple Airlines

Deal found 9/15

$241

Tue 11/1811:20 amORD - SRQ

1 stop23h 45mJetBlue

Fri 11/214:03 pmSRQ - ORD

1 stop7h 47mJetBlue

Deal found 9/15

$247

Sat 11/19:50 amORD - SRQ

1 stop26h 15mJetBlue

Mon 11/31:15 pmSRQ - ORD

1 stop29h 40mJetBlue

Deal found 9/14

$261

Thu 11/612:30 pmMDW - SRQ

2 stops24h 33mMultiple Airlines

Sun 11/95:58 pmSRQ - MDW

1 stop19h 04mMultiple Airlines

Deal found 9/15

$262

Sat 12/611:25 amORD - SRQ

1 stop23h 32mJetBlue

Tue 12/93:10 pmSRQ - ORD

1 stop7h 42mJetBlue

Deal found 9/14

$267

Wed 10/292:06 pmMDW - SRQ

2 stops22h 21mMultiple Airlines

Sun 11/25:54 pmSRQ - MDW

1 stop23h 43mMultiple Airlines

Deal found 9/15

$270

Fri 11/76:00 amORD - SRQ

2 stops16h 02mMultiple Airlines

Mon 11/101:12 pmSRQ - ORD

1 stop11h 16mMultiple Airlines

Deal found 9/13

$273

Thu 11/68:26 amORD - SRQ

1 stop10h 35mFrontier

Fri 11/75:10 pmSRQ - ORD

2 stops42h 28mFrontier

Deal found 9/14

$274

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 September 16, 2025.

Tue 11/117:20 amORD - SRQ

Nonstop2h 49mUnited Airlines

Tue 11/1812:20 pmSRQ - ORD

Nonstop3h 03mUnited Airlines

Deal found 9/13

$297

Wed 10/15:30 amORD - SRQ

1 stop5h 21mDelta

Fri 10/174:36 pmSRQ - ORD

1 stop5h 48mDelta

Deal found 9/12

$298

Mon 11/36:15 pmMDW - SRQ

Nonstop2h 45mSouthwest

Wed 11/511:35 amSRQ - MDW

Nonstop2h 50mSouthwest

Deal found 9/14

$305

Wed 11/192:06 pmMDW - SRQ

2 stops30h 13mMultiple Airlines

Mon 11/249:30 amSRQ - MDW

1 stop4h 51mMultiple Airlines

Deal found 9/15

$324

Mon 11/311:10 amORD - SRQ

Nonstop2h 53mUnited Airlines

Wed 11/512:20 pmSRQ - ORD

Nonstop3h 04mUnited Airlines

Deal found 9/14

$305

Wed 11/51:25 pmMDW - SRQ

2 stops7h 15mSouthwest

Wed 11/1911:35 amSRQ - MDW

Nonstop2h 50mSouthwest

Deal found 9/15

$312

Tue 11/116:45 amORD - SRQ

1 stop4h 42mDelta

Tue 11/187:00 amSRQ - ORD

1 stop6h 04mDelta

Deal found 9/13

$317

Thu 10/911:20 amORD - SRQ

Nonstop2h 52mUnited Airlines

Mon 10/134:22 pmSRQ - ORD

Nonstop3h 03mUnited Airlines

Deal found 9/13

$313

Wed 11/1912:55 pmMDW - SRQ

1 stop6h 45mSouthwest

Mon 11/246:55 pmSRQ - MDW

Nonstop2h 45mSouthwest

Deal found 9/15

$315

Tue 10/76:00 amMDW - SRQ

1 stop5h 29mDelta

Wed 10/156:00 amSRQ - MDW

1 stop4h 40mDelta

Deal found 9/15

$317

Wed 10/153:10 pmMDW - SRQ

1 stop5h 45mSouthwest

Wed 10/223:55 pmSRQ - MDW

Nonstop2h 45mSouthwest

Deal found 9/15

$315

Tue 9/303:45 pmORD - SRQ

1 stop6h 19mDelta

Mon 10/206:43 pmSRQ - ORD

1 stop6h 15mDelta

Deal found 9/12

$318

Last-minute flights from Chicago to Sarasota
Discover last-minute flight deals from Chicago to Sarasota. Data last updated September 16, 2025 and is based on user searches.

Tue 10/76:00 amORD - SRQ

2 stops12h 18mDelta

Tue 10/145:15 pmSRQ - ORD

1 stop7h 43mDelta

Deal found 9/15

$295

Wed 10/1511:20 amORD - SRQ

Nonstop2h 52mUnited Airlines

Wed 10/224:22 pmSRQ - ORD

Nonstop3h 03mUnited Airlines

Deal found 9/15

$297

Sat 10/1811:31 amMDW - SRQ

2 stops23h 56mMultiple Airlines

Fri 10/246:01 amSRQ - MDW

1 stop8h 54mMultiple Airlines

Deal found 9/15

$294

Thu 10/238:25 amMDW - SRQ

1 stop10h 06mFrontier

Sun 10/268:30 pmSRQ - MDW

1 stop27h 33mFrontier

Deal found 9/15

$228

Fri 10/247:13 pmORD - SRQ

1 stop14h 32mJetBlue

Tue 10/281:15 pmSRQ - ORD

1 stop29h 40mJetBlue

Deal found 9/15

$277

Sat 10/256:15 amMDW - SRQ

2 stops36h 16mFrontier

Sun 11/28:30 pmSRQ - MDW

1 stop19h 03mFrontier

Deal found 9/14

$278

Sat 10/256:00 amORD - SRQ

2 stops36h 31mFrontier

Sun 11/28:30 pmSRQ - ORD

1 stop11h 56mFrontier

Deal found 9/14

$279

Mon 10/276:55 pmORD - SRQ

1 stop16h 10mJetBlue

Mon 11/31:15 pmSRQ - ORD

1 stop22h 20mJetBlue

Deal found 9/14

$280

Wed 10/296:55 pmORD - SRQ

1 stop16h 10mJetBlue

Sun 11/27:55 pmSRQ - ORD

1 stop23h 27mJetBlue

Deal found 9/15

$253

Wed 10/292:06 pmMDW - SRQ

2 stops22h 21mMultiple Airlines

Sun 11/25:54 pmSRQ - MDW

1 stop23h 43mMultiple Airlines

Deal found 9/15

$270

Wed 10/2912:37 pmORD - SRQ

2 stops30h 06mFrontier

Sun 11/28:30 pmSRQ - ORD

1 stop11h 56mFrontier

Deal found 9/15

$287

Thu 10/308:26 amORD - SRQ

1 stop10h 17mFrontier

Sun 11/28:30 pmSRQ - ORD

1 stop11h 56mFrontier

Deal found 9/15

$209

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 September 16, 2025.

Mon 12/157:00 amORD - SRQ

1 stop6h 14mJetBlue

Deal found 9/14

$106

Fri 10/3111:20 amORD - SRQ

1 stop6h 31mJetBlue

Deal found 9/15

$108

Fri 11/75:35 pmMDW - SRQ

1 stop17h 07mAllegiant Air

Deal found 9/14

$113

Fri 10/315:52 pmMDW - SRQ

1 stop19h 36mAllegiant Air

Deal found 9/14

$114

Fri 11/145:35 pmMDW - SRQ

1 stop17h 07mAllegiant Air

Deal found 9/14

$117

Fri 10/245:24 pmMDW - SRQ

1 stop17h 15mAllegiant Air

Deal found 9/14

$122

Fri 10/175:24 pmMDW - SRQ

1 stop20h 23mAllegiant Air

Deal found 9/14

$126

Mon 11/247:36 pmMDW - SRQ

1 stop27h 02mAllegiant Air

Deal found 9/14

$127

Sat 10/1812:30 pmMDW - SRQ

1 stop22h 57mMultiple Airlines

Deal found 9/13

$128

Fri 11/71:50 pmORD - SRQ

1 stop8h 12mMultiple Airlines

Deal found 9/14

$130

Sat 11/11:37 pmMDW - SRQ

2 stops23h 50mMultiple Airlines

Deal found 9/14

$132

Wed 12/3111:45 amORD - SRQ

1 stop22h 05mSun Country Air

Deal found 9/15

$135

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 11/11

7:20 am-11:09 am

Nonstop2h 49m

Sarasota Bradenton Intl

Tue 11/18

12:20 pm-2:23 pm

Nonstop3h 03m

$297

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 10/1

5:30 am-11:51 am

1 stop5h 21m

Sarasota Bradenton Intl

Fri 10/17

4:36 pm-9:24 pm

1 stop5h 48m

$298

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Mon 11/3

6:15 pm-10:00 pm

Nonstop2h 45m

Sarasota Bradenton Intl

Wed 11/5

11:35 am-1:25 pm

Nonstop2h 50m

$305

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Mon 11/3

11:10 am-3:03 pm

Nonstop2h 53m

Sarasota Bradenton Intl

Wed 11/5

12:20 pm-2:24 pm

Nonstop3h 04m

$305

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 11/5

1:25 pm-9:40 pm

2 stops7h 15m

Sarasota Bradenton Intl

Wed 11/19

11:35 am-1:25 pm

Nonstop2h 50m

$312

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 10/9

11:20 am-3:12 pm

Nonstop2h 52m

Sarasota Bradenton Intl

Mon 10/13

4:22 pm-6:25 pm

Nonstop3h 03m

$313

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 11/19

12:55 pm-8:40 pm

1 stop6h 45m

Sarasota Bradenton Intl

Mon 11/24

6:55 pm-8:40 pm

Nonstop2h 45m

$315

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 10/15

3:10 pm-9:55 pm

1 stop5h 45m

Sarasota Bradenton Intl

Wed 10/22

3:55 pm-5:40 pm

Nonstop2h 45m

$315

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 11/11

6:45 am-12:27 pm

1 stop4h 42m

Sarasota Bradenton Intl

Tue 11/18

7:00 am-12:04 pm

1 stop6h 04m

$317

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 10/7

6:00 am-12:29 pm

1 stop5h 29m

Sarasota Bradenton Intl

Wed 10/15

6:00 am-9:40 am

1 stop4h 40m

$317

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 41 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 $309). 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 60% 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 Monday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).

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

Reviews of airlines servicing Sarasota

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

4,242 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

4,242 reviews

Southwest

8.0

Very good

4,242 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

7,954 reviews

Southwest

8.0

Very good

4,242 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

8,929 reviews

Southwest

8.0

Very good

4,242 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.

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,242 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.

Frontier

5.8

Fair

3,172 reviews

Southwest

8.0

Very good

4,242 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 4 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, Delta, and Southwest can get you from Chicago to Sarasota in just under 2h 45m. Your travel time can differ by up to 2h 36m. 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 ($37), Allegiant Air ($89), and Delta ($196) offers the cheapest pricing from Chicago to Sarasota. Frontier is 90% 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 $83 on United Airlines. Other airlines that offer cheap prices include Southwest from $93 and Delta from $99 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 $469, our data shows the cheapest flight currently is $126. When looking at the most popular route, (Chicago O'Hare Intl - Sarasota Bradenton Intl), you can expect to pay $197 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 $309). 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$89	Average$164	FlexibilityNo cancel fee	On-time88%
Delta	Cheapest$196	Average$331	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$199	Average$374	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$232	Average$426	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$287	Average$412	FlexibilityNo cancel fee	On-time63%

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$83+ 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.

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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 Wednesday or Monday and return on a Friday

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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 September 16, 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 September 16, 2025.

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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.

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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 September 12, 2025.

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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 September 16, 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 September 14, 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 September 16, 2025.

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

Reviews of airlines servicing Sarasota

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.

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.

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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 September 16, 2025.