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O'Hare Intl

$106+ Cheap flights from Sarasota (SRQ) to O'Hare Intl (ORD)

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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — ORD
Oct 19 — Oct 261
Sun 10/19
Sun 10/26
1 adult, Economy
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Cheapflights Tip: The best prices from Sarasota Bradenton Intl to Chicago O'Hare Intl are usually found in January or April, booked 67 days in advance, depart on a Friday or Wednesday and return on a Monday

Cheap flight deals from Sarasota to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Sarasota (SRQ) to O'Hare Intl (ORD). 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 19, 2025.

Round-trip from

$211
(CheapOair)

One-way from

$106
(JetBlue)

Popular in

October

Cheapest in

January

Average price

$418

Good round-trip deal

$353 or less

Good one-way deal

$178 or less
From Sarasota Bradenton Intl to Chicago O'Hare Intl
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One-way flight from Sarasota Bradenton Intl to Chicago O'Hare Intl
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Highest demand for flights based on searches. 16% potential increase in price ($71 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 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 Sarasota Bradenton Intl to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Sarasota Bradenton Intl to Chicago O'Hare Intl.
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Find flight deals from Sarasota to O'Hare Intl

Cheapest flights from Sarasota to O'Hare Intl
Explore the most affordable flight options available from Sarasota to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 19, 2025.

This CheapOair deal was found by Cheapflights users on 9/18. 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.
Thu 12/43:10 pmSRQ - ORD
1 stop7h 42mJetBlue
Mon 12/87:00 amORD - SRQ
1 stop6h 14mJetBlue
Deal found 9/18$211
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/319:05 pmSRQ - ORD
2 stops27h 24mMultiple Airlines
Fri 11/71:50 pmORD - SRQ
1 stop8h 12mMultiple Airlines
Deal found 9/18$222
This CheapOair deal was found by Cheapflights users on 9/18. 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.
Wed 12/36:34 pmSRQ - ORD
1 stop26h 09mJetBlue
Mon 12/87:00 amORD - SRQ
1 stop6h 14mJetBlue
Deal found 9/18$237
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/316:29 pmSRQ - ORD
1 stop5h 59mMultiple Airlines
Wed 11/56:05 pmORD - SRQ
2 stops42h 58mMultiple Airlines
Deal found 9/18$242
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/316:29 pmSRQ - ORD
1 stop5h 59mMultiple Airlines
Sun 11/25:00 amORD - SRQ
2 stops31h 03mMultiple Airlines
Deal found 9/18$253
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 10/308:01 amSRQ - ORD
2 stops16h 38mMultiple Airlines
Fri 11/71:50 pmORD - SRQ
1 stop8h 12mMultiple Airlines
Deal found 9/18$254
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Mon 11/36:29 pmSRQ - ORD
1 stop5h 59mMultiple Airlines
Fri 11/71:50 pmORD - SRQ
1 stop8h 12mMultiple Airlines
Deal found 9/18$259
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/316:29 pmSRQ - ORD
1 stop5h 59mMultiple Airlines
Thu 11/66:00 amORD - SRQ
2 stops31h 03mMultiple Airlines
Deal found 9/18$260
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Fri 10/316:29 pmSRQ - ORD
1 stop5h 59mMultiple Airlines
Sat 11/87:15 amORD - SRQ
2 stops37h 03mMultiple Airlines
Deal found 9/18$262
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sun 11/211:42 amSRQ - ORD
1 stop24h 03mMultiple Airlines
Fri 11/71:50 pmORD - SRQ
1 stop8h 12mMultiple Airlines
Deal found 9/18$266
This Delta deal was found by Cheapflights users on 9/18. 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.
Tue 10/287:01 amSRQ - ORD
2 stops14h 36mDelta
Tue 11/47:00 amORD - SRQ
2 stops14h 53mDelta
Deal found 9/18$274

Cheapflights Fare Finder

 
Customize your flight search to find flights from Sarasota to O'Hare Intl 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 19, 2025.
Use the filters below to find and compare flights from Sarasota to Chicago O'Hare Intl Airport that are best for you.

Fly from

Sarasota

Fly to

O'Hare Intl

Route

Depart

Return

Price

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 10/29

7:01 am-7:25 pm

2 stops13h 24m

Chicago O'Hare Intl

Tue 11/4

9:30 am-10:53 pm

2 stops12h 23m

$274

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Sat 11/1

10:54 am-9:19 pm

2 stops11h 25m

Chicago O'Hare Intl

Sat 11/8

5:50 pm-10:14 am

1 stop15h 24m

$300

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 10/28

6:00 am-5:24 pm

2 stops12h 24m

Chicago O'Hare Intl

Mon 11/3

6:45 am-12:29 pm

1 stop4h 44m

$303

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Mon 10/27

12:20 pm-2:23 pm

Nonstop3h 03m

Chicago O'Hare Intl

Wed 11/5

7:20 am-11:10 am

Nonstop2h 50m

$305

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 10/15

6:00 am-12:05 pm

1 stop7h 05m

Chicago O'Hare Intl

Wed 10/22

11:20 am-3:12 pm

Nonstop2h 52m

$307

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Thu 11/13

11:09 am-6:20 pm

1 stop8h 11m

Chicago O'Hare Intl

Mon 11/17

7:00 am-6:14 pm

1 stop10h 14m

$309

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Mon 10/27

5:19 pm-11:53 pm

1 stop7h 34m

Chicago O'Hare Intl

Wed 11/5

10:07 am-1:56 pm

Nonstop2h 49m

$315

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 11/4

6:00 am-11:46 am

1 stop6h 46m

Chicago O'Hare Intl

Mon 11/10

7:20 am-11:09 am

Nonstop2h 49m

$315

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Tue 10/28

10:54 am-4:41 pm

1 stop6h 47m

Chicago O'Hare Intl

Wed 11/5

9:52 am-3:31 pm

1 stop4h 39m

$317

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

Wed 10/15

7:10 am-1:05 pm

1 stop6h 55m

Chicago O'Hare Intl

Sat 10/18

1:30 pm-8:50 pm

1 stop6h 20m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/17

Showing 1-10 of 23 results
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The best insider tips for Sarasota to Chicago O'Hare Intl Airport 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 Sarasota to Chicago O'Hare Intl Airport trip
Airports
SRQ

Expect short security lines at SRQ, typically under 10 minutes, even during peak times. Plan for 20 minutes just in case.

Read more about SRQby Brandon Schultz
ORD

For a quick city transfer from ORD, consider taking the 'L' train. It's often faster than taxis due to Chicago traffic.

Read more about ORDby Ramsey Qubein
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 Sarasota to O'Hare Intl

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

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

Use this chart to determine the optimal time to book a round-trip flight from Sarasota to O'Hare Intl. Price data was last updated on September 12, 2025.

The best time to book flights from Sarasota to Chicago O'Hare Intl Airport is 67 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Sarasota to Chicago O'Hare Intl Airport (average of $245). Flying from Sarasota to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 SRQ to ORD?

Find hourly flight availability from Sarasota to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 19, 2025.

It’s typically best to fly out from Sarasota to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 75% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Sarasota to O'Hare Intl. Price data was last updated on September 14, 2025.

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

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated September 19, 2025.
Read through reviews of airlines operating flights from Sarasota to Chicago O'Hare Intl Airport, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Frontier
5.8
Fair
3,171 reviews
Delta
8.0
Very good
7,964 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Sarasota to O'Hare Intl. 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 from for flights from Sarasota to Chicago O'Hare Intl?

    Sarasota Bradenton Intl (SRQ), located 4.3 mi from the city center, is the airport you fly out of when you book flights from Sarasota to Chicago O'Hare Intl. 4 airlines have flights from Sarasota Bradenton Intl to Chicago O'Hare Intl on a regular basis. Booking flights from Sarasota Bradenton Intl to Chicago O'Hare Intl should not be difficult; the airport handles an average of 4 outbound flights to Chicago O'Hare Intl per day.

  • How long is the flight from Sarasota to Chicago O'Hare Intl Airport?

    A quick flight from Sarasota to Chicago O'Hare Intl Airport can take about 3h 03m. Delta provides one of the quickest options available for as low as $305. The distance between Sarasota and Chicago O'Hare Intl Airport is about 1051 mi. This flight may include one or multiple stops.

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

    Flying on Frontier is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $48. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $196 and $217, respectively. Users have found that Frontier is 87% cheaper than the other options available to this destination.

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

    Before booking your flight to Chicago O'Hare Intl Airport from Sarasota, check out the most reliable airlines to get you to your destination on time: Qatar Airways (75%), American Airlines (67%), Envoy Air( 67%).

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

    Looking for the cheapest flight from Sarasota to Chicago O'Hare Intl Airport? While on average our users pay $933, our data indicates the cheapest price to be $126. The most popular route (Sarasota Bradenton Intl - Chicago O'Hare Intl), is priced around $211.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Sarasota to Chicago O'Hare Intl Airport (average of $245). Flying from Sarasota to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Orland Park
Beloit
Racine
Rockford
Oak Brook
Elk Grove Village
Downers Grove
Naperville
Evanston
Merrillville
Bridgeview
Warrenville

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Alternative routes for Sarasota to O'Hare Intl

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Top 4 airlines flying from Sarasota to O'Hare Intl

Discover the top 4 airlines that operate flights from Sarasota to O'Hare Intl. 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 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$141FlexibilityNo cancel feeOn-time62%
DeltaCheapest$196Average$396FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$217Average$386FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$220Average$442FlexibilityNo cancel feeOn-time69%

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