Which airport is the most popular layover for flights between Chicago and Sarasota?

Atlanta (ATL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

How many flights depart from Chicago to Sarasota on average per day?

The number of flights available between Chicago and Sarasota is 3 per day as of July 2025. The most frequent departure time is 11:00AM, with 76% of daily flights leaving at noon.

Which layover airport has the shortest connection time from Chicago to Sarasota?

Charlotte (CLT) has the shortest average layover time for this route: 0h 49m.

What is the cheapest airline that flies from Chicago to Sarasota Bradenton Intl?

Delta, Frontier, and Sun Country Air are the most popular carriers operating from Chicago to Sarasota Bradenton Intl

How many flights depart from Chicago to Sarasota on average per week?

23 flights are operational weekly from Chicago to Sarasota as of July 2025. The most popular departure day for this route is Thu, with 26% of flights per week taking off on this day.

Which layover airport has the shortest travel time from Chicago to Sarasota?

Flights connecting via Pittsburgh (PIT) have the shortest average one-way travel time: 4h 40m.

What airlines fly to Sarasota?

Spirit Airlines, American Airlines and United Airlines are the top three most popular airlines that fly to Sarasota from Chicago according to our data. Spirit Airlines is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Sarasota. Keep in mind that there are 8 different airlines that fly to Sarasota on a routine basis, so you have a few additional options to choose from.

Which layover airport offers the lowest fares from Chicago to Sarasota?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $418.

When did momondo last update prices for flights from Chicago to Sarasota Bradenton Intl Airport?

Prices for flights from Chicago to Sarasota Bradenton Intl Airport were last updated today.

How many operators does momondo search for flights from Chicago to Sarasota Bradenton Intl Airport?

As of July 2025, there are 5 operators available to choose from for flights from Chicago to Sarasota Bradenton Intl Airport.

How old do you have to be to fly from Chicago to Sarasota Bradenton Intl Airport?

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sarasota Bradenton Intl Airport.

What documentation or ID do you need to fly to Sarasota Bradenton Intl Airport?

The travel and health documents required for your trip to Sarasota Bradenton Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sarasota Bradenton Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$37 Cheap Flights from Chicago to Sarasota in 2025

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Find the cheapest flights from Chicago to Sarasota

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

11:15 am - 6:50 pmORD-SRQ

6h 35m1 stop

7:00 am - 12:16 pmSRQ-ORD

6h 16m1 stop

$197Delta

Find Deal

Sat, Sep 6 - Tue, Sep 9

10:31 am - 3:58 pmMDW-SRQ

4h 27m1 stop

5:03 pm - 9:26 pmSRQ-MDW

5h 23m1 stop

$197Delta

Find Deal

Sat, Sep 6 - Tue, Sep 9

8:15 am - 7:31 pmMDW-SRQ

10h 16m1 stop

8:30 pm - 7:20 amSRQ-MDW

11h 50m1 stop

$218Frontier

Find Deal

Thu, Oct 16 - Sun, Oct 19

10:07 am - 1:56 pmORD-SRQ

2h 49mnonstop

2:20 pm - 4:27 pmSRQ-ORD

3h 07mnonstop

$239American Airlines

Find Deal

Wed, Nov 12 - Sat, Nov 15

11:19 am - 7:16 pmORD-SRQ

6h 57m1 stop

6:00 am - 10:03 amSRQ-ORD

5h 03m1 stop

$247Delta

Find Deal

Tue, Dec 2 - Sat, Dec 6

11:22 am - 3:15 pmORD-SRQ

2h 53mnonstop

10:32 am - 6:02 pmSRQ-ORD

8h 30m1 stop

$276United Airlines

Find Deal

Thu, Sep 11 - Tue, Sep 16

1:45 pm - 5:20 pmMDW-SRQ

2h 35mnonstop

7:30 am - 9:10 amSRQ-MDW

2h 40mnonstop

$277Southwest

Find Deal

Thu, Sep 11 - Tue, Sep 16

7:55 am - 11:40 amORD-SRQ

2h 45mnonstop

12:57 pm - 3:11 pmSRQ-ORD

3h 14mnonstop

$277American Airlines

Find Deal

Tue, Dec 2 - Sat, Dec 6

11:22 am - 3:15 pmORD-SRQ

2h 53mnonstop

4:37 pm - 6:41 pmSRQ-ORD

3h 04mnonstop

$286United Airlines

Find Deal

Thu, Sep 11 - Sat, Sep 13

1:45 pm - 5:20 pmMDW-SRQ

2h 35mnonstop

11:40 am - 1:25 pmSRQ-MDW

2h 45mnonstop

$286Southwest

Find Deal

Fri, Aug 22 - Mon, Aug 25

United Airlines flights from Chicago to Sarasota

Our best United Airlines deals on Chicago to Sarasota flight tickets

United Airlines

Sep 11

ORD11:22 amChicago O'Hare Intl

2h 53m

SRQ3:15 pmSarasota Bradenton Intl

Sep 16

SRQ10:32 amSarasota Bradenton Intl

8h 30m

1 stop

ORD6:02 pmChicago O'Hare Intl

$276

Find similar

United Airlines

Sep 11

ORD11:22 amChicago O'Hare Intl

2h 53m

SRQ3:15 pmSarasota Bradenton Intl

Sep 13

SRQ4:37 pmSarasota Bradenton Intl

3h 04m

ORD6:41 pmChicago O'Hare Intl

$286

Find similar

United Airlines

Dec 3

ORD11:05 amChicago O'Hare Intl

2h 53m

SRQ2:58 pmSarasota Bradenton Intl

Dec 9

SRQ6:02 pmSarasota Bradenton Intl

6h 30m

1 stop

ORD11:32 pmChicago O'Hare Intl

$287

Find similar

Southwest flights from Chicago to Sarasota

Our best Southwest deals on Chicago to Sarasota flight tickets

Southwest

Sep 11

MDW1:45 pmChicago Midway

2h 35m

SRQ5:20 pmSarasota Bradenton Intl

Sep 16

SRQ7:30 amSarasota Bradenton Intl

2h 40m

MDW9:10 amChicago Midway

$277

Find similar

Southwest

Aug 22

MDW1:45 pmChicago Midway

2h 35m

SRQ5:20 pmSarasota Bradenton Intl

Aug 25

SRQ11:40 amSarasota Bradenton Intl

2h 45m

MDW1:25 pmChicago Midway

$286

Find similar

Southwest

Sep 11

MDW1:45 pmChicago Midway

2h 35m

SRQ5:20 pmSarasota Bradenton Intl

Sep 16

SRQ12:20 pmSarasota Bradenton Intl

7h 50m

1 stop

MDW7:10 pmChicago Midway

$287

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 9/6

11:15 am-6:50 pm

1 stop6h 35m

Sarasota Bradenton Intl

Tue 9/9

7:00 am-12:16 pm

1 stop6h 16m

$197

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sat 9/6

10:31 am-3:58 pm

1 stop4h 27m

Sarasota Bradenton Intl

Tue 9/9

5:03 pm-9:26 pm

1 stop5h 23m

$197

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 10/16

8:15 am-7:31 pm

1 stop10h 16m

Sarasota Bradenton Intl

Sun 10/19

8:30 pm-7:20 am

1 stop11h 50m

$218

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 11/12

10:07 am-1:56 pm

Nonstop2h 49m

Sarasota Bradenton Intl

Sat 11/15

2:20 pm-4:27 pm

Nonstop3h 07m

$239

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 12/2

11:19 am-7:16 pm

1 stop6h 57m

Sarasota Bradenton Intl

Sat 12/6

6:00 am-10:03 am

1 stop5h 03m

$247

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 9/11

11:22 am-3:15 pm

Nonstop2h 53m

Sarasota Bradenton Intl

Tue 9/16

10:32 am-6:02 pm

1 stop8h 30m

$276

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 9/11

1:45 pm-5:20 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Tue 9/16

7:30 am-9:10 am

Nonstop2h 40m

$277

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 12/2

7:55 am-11:40 am

Nonstop2h 45m

Sarasota Bradenton Intl

Sat 12/6

12:57 pm-3:11 pm

Nonstop3h 14m

$277

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 9/11

11:22 am-3:15 pm

Nonstop2h 53m

Sarasota Bradenton Intl

Sat 9/13

4:37 pm-6:41 pm

Nonstop3h 04m

$286

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Fri 8/22

1:45 pm-5:20 pm

Nonstop2h 35m

Sarasota Bradenton Intl

Mon 8/25

11:40 am-1:25 pm

Nonstop2h 45m

$286

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Sarasota

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Layovers

Other information

What is the cheapest month to fly to Sarasota?

The cheapest month to fly to Sarasota from Chicago is in January. Flight prices, which tend to average around $266, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Sarasota from Chicago during February instead. Flights to Sarasota in February, while not as cheap as those in January, still average around $306.

What is the cheapest day to depart on your flight to Sarasota?

The cheapest day to depart from Chicago to Sarasota is on a Monday when prices can be found for as low as $298. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Sarasota for around $445.

What is the cheapest time of day to depart on your flight to Sarasota?

The cheapest time of day to fly to Sarasota is in the afternoon when flights can be purchased for as low as $173. In the evening is when there is more demand to fly to Sarasota, so prices are often more expensive at around $423 per ticket.

What is the cheapest Chicago to Sarasota Bradenton Intl flight route?

Fly from Chicago Greater Rockford to Sarasota Bradenton Intl for the best Chicago - Sarasota Bradenton Intl flight prices

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

You are more likely to see cheaper flights to Sarasota from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Sarasota for around $385 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Sarasota from Chicago for as low as $294 on momondo.

What cabin class options are available on Chicago to Sarasota Bradenton Intl flights?

There are 4 cabin classes available to choose from on Chicago to Sarasota Bradenton Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Sarasota flights?

No. A direct flight is the cheapest option for a flight between Chicago to Sarasota.

How have Chicago to Sarasota flight prices changed over time?

As of July 2025, prices for Chicago to Sarasota flights are approximately 34% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Sarasota

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Sarasota according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Sarasota (CHI to SRQ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sarasota

Best Price Found	$99
Fastest flight time	2h 30m
Direct flights	Every day
Airports in Sarasota	1 airport

The best one-way flight to Sarasota from Chicago in the past 72 hours is $99. The best round-trip flight deal from Chicago to Sarasota found on momondo in the last 72 hours is $197.

The fastest flight from Chicago to Sarasota takes 2h 30m

Direct flights go from Chicago to Sarasota every day.

There is 1 airport near Sarasota: Sarasota Bradenton Intl (SRQ)

Search flight deals

How far is Chicago to Sarasota Bradenton Intl by plane?
The straight-line distance from Chicago to Sarasota Bradenton Intl is 1044.3 mi. A reasonable flight in good conditions will take 2h 35m.
When did momondo last update prices for flights from Chicago to Sarasota Bradenton Intl Airport?
Prices for flights from Chicago to Sarasota Bradenton Intl Airport were last updated today.
How many operators does momondo search for flights from Chicago to Sarasota Bradenton Intl Airport?
As of July 2025, there are 5 operators available to choose from for flights from Chicago to Sarasota Bradenton Intl Airport.
How old do you have to be to fly from Chicago to Sarasota Bradenton Intl Airport?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago to Sarasota Bradenton Intl Airport.
What documentation or ID do you need to fly to Sarasota Bradenton Intl Airport?
The travel and health documents required for your trip to Sarasota Bradenton Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sarasota Bradenton Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Chicago to Sarasota?
momondo data reveals that the most frequently booked plane model on the route from Chicago to Sarasota is Boeing 737-800, representing 14.13% of all bookings. The subsequent popular models are Boeing 737-700 at 14.03%, Boeing 737 MAX 8 at 11.79%, and Boeing 737-800 Passenger/BBJ2 (winglets) at 11.04%.
What is the most popular airline from Chicago to Sarasota?
momondo data reveals that the most frequently booked airline on the route from Chicago to Sarasota is United Airlines, representing 36% of all bookings. The subsequent popular airlines are Southwest at 25%, Frontier at 21%, and American Airlines at 15%.

Best airlines flying from Chicago to Sarasota

Compare and see reviews for airlines that fly from Chicago to Sarasota with momondo

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $37	Free Cancellation	Rating 5.9 3,239 reviews	Search Frontier flights
Allegiant Air	PriceFrom $89	Free Cancellation	Rating 7.2 702 reviews	Search Allegiant Air flights
Delta	PriceFrom $196	Free Cancellation	Rating 8.0 7,981 reviews	Search Delta flights
American Airlines	PriceFrom $199	Free Cancellation	Rating 7.2 10,000 reviews	Search American Airlines flights
United Airlines	PriceFrom $230	Free Cancellation	Rating 7.4 8,900 reviews	Search United Airlines flights
Southwest	PriceFrom $289	Free Cancellation	Rating 8.0 4,246 reviews	Search Southwest flights

Southwest Flights From Chicago to Sarasota
Southwest flies from Chicago to Sarasota around 5 times per week, with 4,246 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Sarasota in the last 72 hours was $289 (round-trip), much lower than the average airfare cost of $413 for Southwest flights on this route.
United Airlines Flights From Chicago to Sarasota
Another popular option for Chicago to Sarasota flights is United Airlines (7.4/10, 8,900 ratings). United Airlines flies from Chicago to Sarasota around 3 times per week, with deals starting from $230 round-trip and rising to an average price of around $438.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sarasota?

Finding the right flight to Sarasota from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Sarasota quick and easy, saving you time and money.

Can I find flights from Chicago to Sarasota with flexible booking policies on momondo?

Yes. All flights to Sarasota from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Sarasota?

momondo helps you find the best flight between Chicago and Sarasota by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Sarasota right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Sarasota, momondo offers a useful price alert feature which will track prices for flights to Sarasota from Chicago and alert you when they change.

An easier way to manage your Sarasota trip

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Cheap flights from Chicago to Sarasota from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Sarasota departing on 9/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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See travel insights to Sarasota from

How to get the cheapest flight ticket from Chicago to Sarasota

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Sarasota?

What is the cheapest day to depart on your flight to Sarasota?

The cheapest day to depart from Chicago to Sarasota is on a Monday when prices can be found for as low as $298. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Sarasota for around $445.

What is the cheapest time of day to depart on your flight to Sarasota?

The cheapest time of day to fly to Sarasota is in the afternoon when flights can be purchased for as low as $173. In the evening is when there is more demand to fly to Sarasota, so prices are often more expensive at around $423 per ticket.

What is the cheapest Chicago to Sarasota Bradenton Intl flight route?

Fly from Chicago Greater Rockford to Sarasota Bradenton Intl for the best Chicago - Sarasota Bradenton Intl flight prices

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

What cabin class options are available on Chicago to Sarasota Bradenton Intl flights?

There are 4 cabin classes available to choose from on Chicago to Sarasota Bradenton Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Sarasota flights?

No. A direct flight is the cheapest option for a flight between Chicago to Sarasota.

How have Chicago to Sarasota flight prices changed over time?

As of July 2025, prices for Chicago to Sarasota flights are approximately 34% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Sarasota Bradenton Intl?

Delta, Frontier, and Sun Country Air are the most popular carriers operating from Chicago to Sarasota Bradenton Intl

What airlines fly to Sarasota?

Which airport is the most popular layover for flights between Chicago and Sarasota?

Atlanta (ATL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Sarasota?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $418.

Which layover airport has the shortest travel time from Chicago to Sarasota?

Flights connecting via Pittsburgh (PIT) have the shortest average one-way travel time: 4h 40m.

Which layover airport has the shortest connection time from Chicago to Sarasota?

Charlotte (CLT) has the shortest average layover time for this route: 0h 49m.

How many flights depart from Chicago to Sarasota on average per day?

The number of flights available between Chicago and Sarasota is 3 per day as of July 2025. The most frequent departure time is 11:00AM, with 76% of daily flights leaving at noon.

How many flights depart from Chicago to Sarasota on average per week?

23 flights are operational weekly from Chicago to Sarasota as of July 2025. The most popular departure day for this route is Thu, with 26% of flights per week taking off on this day.

When to book flights from Chicago to Sarasota

Cheap Chicago to Sarasota (CHI to SRQ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sarasota

Best Price Found

Fastest flight time

Direct flights

Airports in Sarasota

How far is Chicago to Sarasota Bradenton Intl by plane?

When did momondo last update prices for flights from Chicago to Sarasota Bradenton Intl Airport?

How many operators does momondo search for flights from Chicago to Sarasota Bradenton Intl Airport?

How old do you have to be to fly from Chicago to Sarasota Bradenton Intl Airport?

What documentation or ID do you need to fly to Sarasota Bradenton Intl Airport?

What is the most popular plane model from Chicago to Sarasota?

What is the most popular airline from Chicago to Sarasota?

Best airlines flying from Chicago to Sarasota

Compare and see reviews for airlines that fly from Chicago to Sarasota with momondo

Southwest Flights From Chicago to Sarasota

United Airlines Flights From Chicago to Sarasota

Traveling to a place near Sarasota?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sarasota?

Can I find flights from Chicago to Sarasota with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Sarasota?

I’m not ready to book a flight from Chicago to Sarasota right now. Can momondo alert me if prices change?

An easier way to manage your Sarasota trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down