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$67+ Cheap flights from O'Hare Intl (ORD) 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 11/4. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — SRQ
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Sarasota Bradenton Intl are usually found in February or January, booked 47 days in advance, depart on a Wednesday or Monday and return on a Friday

Cheap flight deals from O'Hare Intl to Sarasota

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) 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 September 11, 2025.

Round-trip from

$272
(United Airlines)

One-way from

$67
(United Airlines)

Popular in

November

Cheapest in

February

Average price

$405

Good round-trip deal

$344 or less

Good one-way deal

$138 or less
From Chicago O'Hare Intl to Sarasota Bradenton Intl
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One-way flight from Chicago O'Hare Intl to Sarasota Bradenton Intl
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Highest demand for flights based on searches. 13% potential increase in price ($61 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Sarasota Bradenton Intl.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Sarasota Bradenton Intl.
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Find flight deals from O'Hare Intl to Sarasota

Cheapest flights from O'Hare Intl to Sarasota
Explore the most affordable flight options available from O'Hare Intl to Sarasota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

This United Airlines deal was found by Cheapflights users on 9/10. 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.
Tue 10/72:20 pmORD - SRQ
1 stop7h 48mUnited Airlines
Thu 10/94:22 pmSRQ - ORD
Nonstop3h 03mUnited Airlines
Deal found 9/10$272
This Southwest deal was found by Cheapflights users on 9/10. 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.
Wed 10/2211:25 amORD - SRQ
2 stops9h 00mSouthwest
Thu 11/65:40 pmSRQ - ORD
1 stop5h 10mSouthwest
Deal found 9/10$273
This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/306:45 amORD - SRQ
1 stop29h 05mJetBlue
Tue 1/612:45 pmSRQ - ORD
1 stop9h 14mJetBlue
Deal found 9/11$275
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/247:13 pmORD - SRQ
1 stop14h 32mJetBlue
Mon 10/277:55 pmSRQ - ORD
1 stop23h 00mJetBlue
Deal found 9/10$277
This Delta deal was found by Cheapflights users on 9/10. 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.
Wed 12/2410:06 amORD - SRQ
2 stops13h 05mDelta
Sat 1/106:00 amSRQ - ORD
1 stop5h 06mDelta
Deal found 9/10$278
This CheapOair deal was found by Cheapflights users on 9/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/252:45 pmORD - SRQ
1 stop27h 46mFrontier
Sun 11/28:30 pmSRQ - ORD
2 stops28h 41mFrontier
Deal found 9/11$279
This Delta deal was found by Cheapflights users on 9/11. 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.
Sat 9/279:50 amORD - SRQ
1 stop5h 10mDelta
Fri 10/36:27 pmSRQ - ORD
1 stop6h 27mDelta
Deal found 9/11$283
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 11/138:01 amORD - SRQ
Nonstop2h 49mAmerican Airlines
Thu 11/2011:40 amSRQ - ORD
Nonstop3h 06mAmerican Airlines
Deal found 9/9$285
This Kiwi.com deal was found by Cheapflights users on 9/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/211:36 amORD - SRQ
1 stop29h 13mMultiple Airlines
Sun 10/59:00 amSRQ - ORD
2 stops30h 41mMultiple Airlines
Deal found 9/11$286
This Southwest deal was found by Cheapflights users on 9/9. 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.
Thu 10/21:50 pmORD - SRQ
2 stops7h 00mSouthwest
Tue 10/77:10 amSRQ - ORD
1 stop6h 55mSouthwest
Deal found 9/9$287
This Southwest deal was found by Cheapflights users on 9/9. 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.
Tue 11/116:05 amORD - SRQ
1 stop4h 55mSouthwest
Wed 11/1911:40 amSRQ - ORD
2 stops11h 10mSouthwest
Deal found 9/9$288
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sun 12/74:15 pmORD - SRQ
Nonstop2h 52mUnited Airlines
Sun 12/146:00 amSRQ - ORD
1 stop6h 45mUnited Airlines
Deal found 9/9$289

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl 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 September 11, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Sarasota that are best for you.

Fly from

O'Hare Intl

Fly to

Sarasota

Route

Depart

Return

Price

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 10/2

1:50 pm-9:50 pm

2 stops7h 00m

Sarasota Bradenton Intl

Tue 10/7

7:10 am-1:05 pm

1 stop6h 55m

$287

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 11/19

3:45 pm-9:40 pm

1 stop4h 55m

Sarasota Bradenton Intl

Thu 11/27

7:00 am-1:00 pm

2 stops7h 00m

$288

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 10/8

1:50 pm-9:55 pm

2 stops7h 05m

Sarasota Bradenton Intl

Wed 10/15

7:10 am-1:05 pm

1 stop6h 55m

$288

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 10/7

6:00 am-11:45 am

1 stop4h 45m

Sarasota Bradenton Intl

Thu 10/9

7:20 am-11:50 am

1 stop5h 30m

$296

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 10/2

6:00 am-2:13 pm

1 stop7h 13m

Sarasota Bradenton Intl

Sun 10/5

6:00 am-10:10 am

1 stop5h 10m

$298

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Wed 10/15

7:00 am-2:10 pm

1 stop6h 10m

Sarasota Bradenton Intl

Wed 10/22

3:05 pm-10:26 pm

1 stop8h 21m

$298

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Thu 10/2

2:20 pm-11:14 pm

1 stop7h 54m

Sarasota Bradenton Intl

Sun 10/5

4:22 pm-6:25 pm

Nonstop3h 03m

$299

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Sat 11/8

7:00 am-10:53 pm

2 stops14h 53m

Sarasota Bradenton Intl

Mon 11/24

6:00 am-5:04 pm

2 stops12h 04m

$301

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Tue 10/14

11:20 am-3:12 pm

Nonstop2h 52m

Sarasota Bradenton Intl

Sat 10/18

4:22 pm-6:25 pm

Nonstop3h 03m

$304

ChicagoSarasota

ORD - SRQ

ORDSRQ

Chicago O'Hare Intl

Fri 11/14

6:00 am-2:09 pm

1 stop7h 09m

Sarasota Bradenton Intl

Wed 11/26

5:01 pm-9:53 pm

1 stop5h 52m

$305

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 22 results
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The best insider tips for Chicago O'Hare Intl Airport to Sarasota flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Sarasota trip
Airports
ORD

For quick navigation at ORD, use the free shuttle train between terminals. Plan for long walks due to the sprawling layout.

Read more about ORDby Ramsey Qubein
SRQ

Use the Breeze shuttle for convenient transport from SRQ to downtown Sarasota hotels. It's comfortable and has ample luggage storage.

Read more about SRQby Brandon Schultz
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on SRQ

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Best time to book a flight from O'Hare Intl to Sarasota

Have a flexible travel schedule? Discover the best time to fly to Sarasota from O'Hare Intl 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 O'Hare Intl Airport to Sarasota

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Sarasota?

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Sarasota. Price data was last updated on August 29, 2025.

Booking 47 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Sarasota. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Sarasota?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Sarasota (average of $241). Flying from Chicago O'Hare Intl Airport 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 ORD to SRQ?

Find hourly flight availability from O'Hare Intl 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 11, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 67% on flights from Chicago O'Hare Intl Airport to Sarasota by exploring options for tickets in the afternoon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Sarasota?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Sarasota. Price data was last updated on September 7, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Sarasota flight should consider departing on Monday at noon when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 11, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Chicago O'Hare Intl Airport to Sarasota have to say. 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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

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 O'Hare Intl 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 O'Hare Intl?

    Sarasota Bradenton Intl (SRQ) is the airport you will fly into if you book a flight from Chicago O'Hare Intl to Sarasota. You should not have trouble finding flights to Sarasota Bradenton Intl from Chicago O'Hare Intl; the airport handles an average of 4 inbound flights from Chicago O'Hare Intl per day. You should also have plenty of airline options to choose from since 5 airlines have flights to the Sarasota airport from Chicago O'Hare Intl. 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 O'Hare Intl Airport to Sarasota?

    Departing from Chicago O'Hare Intl Airport to Sarasota will take you 7h. There are 1051 mi between Chicago O'Hare Intl Airport and Sarasota. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Sarasota round-trip?

    According to our current data, Frontier ($37), Delta ($196), and American Airlines ($199) offers the cheapest pricing from Chicago O'Hare Intl Airport to Sarasota. You may be able to fly from Chicago O'Hare Intl Airport to Sarasota for 90% less than the average price by searching for these airlines.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Sarasota?

    Consider SkyWest Airlines (100%), United Airlines (89%) or Air Canada (85%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to Sarasota.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Sarasota?

    While on average a flight from Chicago O'Hare Intl Airport 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 $133 for that flight.

  • Can I find deals for flights from O'Hare Intl to Sarasota that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Sarasota flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Sarasota?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Sarasota.

  • Can I find deals for business class flights from O'Hare Intl to Sarasota?

    Yes. Cheapflights offers flight deals from O'Hare Intl 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 O'Hare Intl Airport to Sarasota?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Sarasota (average of $241). Flying from Chicago O'Hare Intl Airport 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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Alternative routes for O'Hare Intl to Sarasota

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from O'Hare Intl to Sarasota

Discover the top 5 airlines that operate flights from O'Hare Intl 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$118FlexibilityNo cancel feeOn-time62%
DeltaCheapest$196Average$331FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$199Average$374FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$232Average$434FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$288Average$432FlexibilityNo cancel feeOn-time63%

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