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O'Hare Intl

$89+ 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 8/1. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — ORD
jun. 17 — jun. 241
mar. 6/17
mar. 6/24
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 45 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 junio 12, 2025.

Round-trip from

$259
(Mytrip)

One-way from

$89
(Mytrip)

Popular in

October

Cheapest in

January

Average price

$442

Good round-trip deal

$373 or less

Good one-way deal

$221 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. 21% potential increase in price ($103 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in June 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 junio 12, 2025.

This Mytrip deal was found by Cheapflights users on 6/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 7/1112:30 pmSRQ - ORD
1 stop10h 00mMultiple Airlines
dom. 7/135:05 amORD - SRQ
2 stops35h 10mMultiple Airlines
Deal found 6/9$259
This Sun Country Air deal was found by Cheapflights users on 6/10. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/2010:43 amSRQ - ORD
1 stop7h 07mSun Country Air
mié. 12/3111:45 amORD - SRQ
1 stop22h 05mSun Country Air
Deal found 6/10$295
This United Airlines deal was found by Cheapflights users on 6/12. 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.
jue. 8/74:13 pmSRQ - ORD
Nonstop3h 08mUnited Airlines
lun. 8/1111:14 amORD - SRQ
Nonstop2h 56mUnited Airlines
Deal found 6/12$303
This Delta deal was found by Cheapflights users on 6/11. 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.
mié. 9/37:00 amSRQ - ORD
1 stop13h 09mDelta
mié. 9/109:45 amORD - SRQ
1 stop8h 05mDelta
Deal found 6/11$305
This Southwest deal was found by Cheapflights users on 6/11. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/47:00 amSRQ - ORD
1 stop5h 50mSouthwest
lun. 9/82:55 pmORD - SRQ
2 stops5h 55mSouthwest
Deal found 6/11$328
This American Airlines deal was found by Cheapflights users on 6/11. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 7/2612:33 pmSRQ - ORD
Nonstop3h 12mAmerican Airlines
sáb. 8/28:10 amORD - SRQ
Nonstop2h 53mAmerican Airlines
Deal found 6/11$336

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 junio 12, 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

vie. 7/11

12:30 pm-9:30 pm

1 stop10h 00m

Chicago O'Hare Intl

dom. 7/13

5:05 am-5:15 pm

2 stops35h 10m

$259

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

jue. 8/7

4:13 pm-6:21 pm

Nonstop3h 08m

Chicago O'Hare Intl

lun. 8/11

11:14 am-3:10 pm

Nonstop2h 56m

$303

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mié. 9/3

7:00 am-7:09 pm

1 stop13h 09m

Chicago O'Hare Intl

mié. 9/10

9:45 am-6:50 pm

1 stop8h 05m

$305

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

jue. 9/4

7:00 am-11:50 am

1 stop5h 50m

Chicago O'Hare Intl

lun. 9/8

2:55 pm-9:50 pm

2 stops5h 55m

$328

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

sáb. 7/26

12:33 pm-2:45 pm

Nonstop3h 12m

Chicago O'Hare Intl

sáb. 8/2

8:10 am-12:03 pm

Nonstop2h 53m

$336

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

vie. 8/1

12:30 pm-9:30 pm

1 stop10h 00m

$89

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mar. 8/12

10:12 am-6:05 pm

1 stop8h 53m

$122

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

sáb. 7/12

12:57 pm-9:04 pm

1 stop9h 07m

$143

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mié. 8/6

9:34 am-2:10 pm

1 stop5h 36m

$162

SarasotaChicago

SRQ - ORD

SRQORD

Sarasota Bradenton Intl

mar. 8/5

6:30 am-5:55 pm

2 stops12h 25m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 11 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 June 9, 2025.

The best time to book flights from Sarasota to Chicago O'Hare Intl Airport is 45 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 junio 12, 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 June 8, 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 mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Sarasota to Chicago O'Hare Intl Airport

Explore weekly flight availability from Sarasota to O'Hare Intl. 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 junio 12, 2025.

The most flights from SRQ to ORD are scheduled on a Monday (3 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago O'Hare Intl Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago O'Hare Intl Airport when rainfall is around 1.7 in.

Temperature in O'Hare Intl by month

Plan your trip to O'Hare Intl by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago O'Hare Intl Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 junio 12, 2025.
To help decide which airline to fly from Sarasota to Chicago, see what other customers have to say about Southwest, Delta and United Airlines. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Delta
8.0
Very good
7,946 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,790 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Sun Country Air
6.9
Okay
345 reviews
Southwest
8.0
Very good
4,287 reviews

Entertainment

7.6

Overall

8.0

Boarding

8.2

Food

7.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 2 outbound flights to Chicago O'Hare Intl per day.

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

    Flying on United Airlines is currently your cheapest option to Chicago O'Hare Intl Airport, with prices starting at $303. Additional round-trip tickets that might be worth considering are offered by Delta and Southwest, with the lowest prices starting at $305 and $328, respectively. Users have found that United Airlines is 20% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Sarasota to Chicago O'Hare Intl Airport one-way?

    The cheapest airline one-way is United Airlines, with whom users have recently found tickets for as low as $122. However, be on the lookout for offers from Sun Country Air and Delta, as they are both options that can get you from Sarasota to Chicago O'Hare Intl Airport for a low price.

  • 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: SkyWest Airlines (100%), Frontier (78%), Qatar Airways( 77%).

  • 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 $853, our data indicates the cheapest price to be $158. The most popular route (Sarasota Bradenton Intl - Chicago O'Hare Intl), is priced around $233.

  • 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 Sarasota?

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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 junio 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$48Average$127FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$217Average$371FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$218Average$430FlexibilityNo cancel feeOn-time69%
DeltaCheapest$282Average$508FlexibilityNo cancel feeOn-timeN/A

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