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Cheap flights from Chicago to Sarasota from $113

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 2/23. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Sarasota

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
9:40 am - 3:42 pm
ORD
-
SRQ
29h 02m1 stop
JetBlue Logo
5:38 pm - 7:36 pm
SRQ
-
ORD
26h 58m1 stop
$214JetBlue
Tue, Jan 20 - Tue, Jan 27
JetBlue Logo
9:40 am - 3:42 pm
ORD
-
SRQ
29h 02m1 stop
JetBlue Logo
5:38 pm - 7:36 pm
SRQ
-
ORD
26h 58m1 stop
$229JetBlue
Sat, Jan 17 - Sat, Jan 24
JetBlue Logo
7:45 am - 5:58 pm
ORD
-
SRQ
9h 13m1 stop
JetBlue Logo
11:30 am - 5:43 pm
SRQ
-
ORD
7h 13m1 stop
$233JetBlue
Sun, Jan 25 - Thu, Jan 29
JetBlue Logo
7:45 am - 5:58 pm
ORD
-
SRQ
9h 13m1 stop
JetBlue Logo
5:38 pm - 7:36 pm
SRQ
-
ORD
26h 58m1 stop
$234JetBlue
Mon, Jan 19 - Fri, Jan 23
JetBlue Logo
9:40 am - 3:42 pm
ORD
-
SRQ
29h 02m1 stop
JetBlue Logo
11:30 am - 5:43 pm
SRQ
-
ORD
7h 13m1 stop
$237JetBlue
Sat, Jan 17 - Wed, Jan 28
Multiple Airlines Logo
7:35 am - 9:22 pm
ORD
-
SRQ
12h 47m1 stop
Multiple Airlines Logo
6:55 pm - 6:29 pm
SRQ
-
ORD
24h 34m2 stops
$253Multiple Airlines
Sun, Jan 18 - Sat, Jan 31
Southwest Logo
5:40 pm - 9:20 pm
MDW
-
SRQ
2h 40mnonstop
Southwest Logo
2:05 pm - 3:55 pm
SRQ
-
MDW
2h 50mnonstop
$289Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
9:45 am - 3:15 pm
MDW
-
SRQ
4h 30m1 stop
Southwest Logo
2:05 pm - 3:55 pm
SRQ
-
MDW
2h 50mnonstop
$294Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
9:45 am - 3:15 pm
MDW
-
SRQ
4h 30m1 stop
Southwest Logo
3:25 pm - 7:25 pm
SRQ
-
MDW
5h 00m1 stop
$304Southwest
Sat, Feb 7 - Sat, Feb 14
Southwest Logo
9:45 am - 3:15 pm
MDW
-
SRQ
4h 30m1 stop
Southwest Logo
7:05 am - 3:45 pm
SRQ
-
MDW
9h 40m2 stops
$309Southwest
Sat, Feb 7 - Sat, Feb 14

JetBlue flights from Chicago to Sarasota

Our best JetBlue deals on Chicago to Sarasota flight tickets
JetBlue
Jan 20
ORD9:40 amChicago O'Hare Intl
29h 02m
1 stop
SRQ3:42 pmSarasota Bradenton Intl
Jan 27
SRQ5:38 pmSarasota Bradenton Intl
26h 58m
1 stop
ORD7:36 pmChicago O'Hare Intl
$214
Find similar
JetBlue
Jan 17
ORD9:40 amChicago O'Hare Intl
29h 02m
1 stop
SRQ3:42 pmSarasota Bradenton Intl
Jan 24
SRQ5:38 pmSarasota Bradenton Intl
26h 58m
1 stop
ORD7:36 pmChicago O'Hare Intl
$229
Find similar
JetBlue
Jan 25
ORD7:45 amChicago O'Hare Intl
9h 13m
1 stop
SRQ5:58 pmSarasota Bradenton Intl
Jan 29
SRQ11:30 amSarasota Bradenton Intl
7h 13m
1 stop
ORD5:43 pmChicago O'Hare Intl
$233
Find similar

Delta flights from Chicago to Sarasota

Our best Delta deals on Chicago to Sarasota flight tickets
Delta
Jan 20
ORD6:00 amChicago O'Hare Intl
11h 17m
1 stop
SRQ6:17 pmSarasota Bradenton Intl
Jan 29
SRQ11:28 amSarasota Bradenton Intl
12h 06m
1 stop
ORD10:34 pmChicago O'Hare Intl
$293
Find similar
Delta
Jan 17
ORD5:20 pmChicago O'Hare Intl
16h 11m
1 stop
SRQ10:31 amSarasota Bradenton Intl
Jan 23
SRQ11:28 amSarasota Bradenton Intl
10h 19m
1 stop
ORD8:47 pmChicago O'Hare Intl
$298
Find similar
Delta
Feb 11
ORD6:00 amChicago O'Hare Intl
14h 23m
2 stops
SRQ9:23 pmSarasota Bradenton Intl
Feb 18
SRQ11:29 amSarasota Bradenton Intl
6h 37m
1 stop
ORD5:06 pmChicago O'Hare Intl
$308
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 31, 2025.
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

Tue 1/20

9:40 am-3:42 pm

1 stop29h 02m

Sarasota Bradenton Intl

Tue 1/27

5:38 pm-7:36 pm

1 stop26h 58m

$214

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 1/17

9:40 am-3:42 pm

1 stop29h 02m

Sarasota Bradenton Intl

Sat 1/24

5:38 pm-7:36 pm

1 stop26h 58m

$229

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sun 1/25

7:45 am-5:58 pm

1 stop9h 13m

Sarasota Bradenton Intl

Thu 1/29

11:30 am-5:43 pm

1 stop7h 13m

$233

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Mon 1/19

7:45 am-5:58 pm

1 stop9h 13m

Sarasota Bradenton Intl

Fri 1/23

5:38 pm-7:36 pm

1 stop26h 58m

$234

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 1/17

9:40 am-3:42 pm

1 stop29h 02m

Sarasota Bradenton Intl

Wed 1/28

11:30 am-5:43 pm

1 stop7h 13m

$237

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sun 1/18

7:35 am-9:22 pm

1 stop12h 47m

Sarasota Bradenton Intl

Sat 1/31

6:55 pm-6:29 pm

2 stops24h 34m

$253

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sat 2/7

5:40 pm-9:20 pm

Nonstop2h 40m

Sarasota Bradenton Intl

Sat 2/14

2:05 pm-3:55 pm

Nonstop2h 50m

$289

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sat 2/7

9:45 am-3:15 pm

1 stop4h 30m

Sarasota Bradenton Intl

Sat 2/14

2:05 pm-3:55 pm

Nonstop2h 50m

$294

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sat 2/7

9:45 am-3:15 pm

1 stop4h 30m

Sarasota Bradenton Intl

Sat 2/14

3:25 pm-7:25 pm

1 stop5h 00m

$304

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sat 2/7

9:45 am-3:15 pm

1 stop4h 30m

Sarasota Bradenton Intl

Sat 2/14

7:05 am-3:45 pm

2 stops9h 40m

$309

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 typical price of a round-trip flight between Chicago and Sarasota?

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 $287.

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

The cheapest day to depart from Chicago to Sarasota is on a Wednesday when prices can be found for as low as $312. When flying out on a Saturday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Sarasota for around $409.

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 $210. In the evening is when there is more demand to fly to Sarasota, so prices are often more expensive at around $440 per ticket.

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

Fly from Chicago O'Hare Intl 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 $361 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 December 2025, prices for Chicago to Sarasota flights are approximately 18% 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

$110

Fastest flight time

2h 35m

Direct flights

Every day

Airports in Sarasota

1 airport
The best one-way flight to Sarasota from Chicago in the past 72 hours is $110. The best round-trip flight deal from Chicago to Sarasota found on momondo in the last 72 hours is $141.
The fastest flight from Chicago to Sarasota takes 2h 35m
Direct flights go from Chicago to Sarasota every day.
There is 1 airport in Sarasota. From Chicago there are direct flights to 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?

  • 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?

  • 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
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $37Free CancellationRating
5.7
3,067 reviews
Search Frontier flights
Allegiant AirPriceFrom $98Free CancellationRating
7.2
701 reviews
Search Allegiant Air flights
DeltaPriceFrom $149Free CancellationRating
7.9
8,015 reviews
Search Delta flights
United AirlinesPriceFrom $197Free CancellationRating
7.4
9,123 reviews
Search United Airlines flights
American AirlinesPriceFrom $199Free CancellationRating
7.2
11,074 reviews
Search American Airlines flights
SouthwestPriceFrom $285Free CancellationRating
8.0
4,252 reviews
Search Southwest flights

  • Southwest Flights From Chicago to Sarasota

    Southwest flies from Chicago to Sarasota around 6 times per week, with 4,252 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Sarasota in the last 72 hours was $285 (round-trip), much lower than the average airfare cost of $401 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, 9,123 ratings). United Airlines flies from Chicago to Sarasota around 13 times per week, with deals starting from $197 round-trip and rising to an average price of around $400.

Traveling to a place near Sarasota?

Book flights to Sarasota if you plan to visit one of these locations
Siesta Key
Venice
Nokomis

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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