$66 Cheap Flights from Sarasota (SRQ) to Chicago (ORD)

View $66 flight on Thu, Nov 13, 2025Opens in a new window

Popular airlines from Sarasota-Bradenton Intl. Airport (SRQ) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Sarasota to Chicago (SRQ-ORD)

Prices were available within the past 7 days and start at $66 for one-way flights and $145 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Dec 6 - Wed, Dec 10
SRQ
Sarasota
ORD
Chicago
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Dec 6 from Sarasota to Chicago, returning Wed, Dec 10, priced at $145 found 6 days ago
United
Sat, Dec 6 - Wed, Dec 10
SRQ
Sarasota
ORD
Chicago
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago
Select United flight, departing Sat, Dec 6 from Sarasota to Chicago, returning Wed, Dec 10, priced at $145 found 6 days ago
United
Sat, Dec 6 - Wed, Dec 10
SRQ
Sarasota
ORD
Chicago
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select United flight, departing Sat, Dec 6 from Sarasota to Chicago, returning Wed, Dec 10, priced at $148 found 6 days ago
United
Sat, Dec 6 - Wed, Dec 10
SRQ
Sarasota
ORD
Chicago
$158 Roundtrip, found 6 days ago
$158
Roundtrip
found 6 days ago
Select United flight, departing Sat, Dec 6 from Sarasota to Chicago, returning Wed, Dec 10, priced at $158 found 6 days ago
United
Sat, Dec 6 - Wed, Dec 10
SRQ
Sarasota
ORD
Chicago
$162 Roundtrip, found 6 days ago
$162
Roundtrip
found 6 days ago
Select United flight, departing Sat, Dec 6 from Sarasota to Chicago, returning Wed, Dec 10, priced at $162 found 6 days ago
United
Tue, Dec 9 - Fri, Dec 12
SRQ
Sarasota
ORD
Chicago
$165 Roundtrip, found 6 days ago
$165
Roundtrip
found 6 days ago
Select United flight, departing Tue, Dec 9 from Sarasota to Chicago, returning Fri, Dec 12, priced at $165 found 6 days ago
Frontier Airlines
Sun, Nov 2 - Thu, Nov 13
SRQ
Sarasota
ORD
Chicago
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sun, Nov 2 from Sarasota to Chicago, returning Thu, Nov 13, priced at $169 found 2 days ago
Frontier Airlines
Thu, Nov 6 - Thu, Nov 13
SRQ
Sarasota
ORD
Chicago
$170 Roundtrip, found 6 hours ago
$170
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Nov 6 from Sarasota to Chicago, returning Thu, Nov 13, priced at $170 found 6 hours ago
JetBlue Airways
Tue, Dec 9 - Thu, Dec 11
SRQ
Sarasota
ORD
Chicago
$196 Roundtrip, found 6 days ago
$196
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Dec 9 from Sarasota to Chicago, returning Thu, Dec 11, priced at $196 found 6 days ago
Delta
Sat, Dec 6 - Wed, Dec 10
SRQ
Sarasota
ORD
Chicago
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Dec 6 from Sarasota to Chicago, returning Wed, Dec 10, priced at $197 found 6 days ago

Find the cheapest month to fly from Sarasota (SRQ) to Chicago (ORD)

February is typically the cheapest month to fly

From $68 - $373 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $503
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $503

Frequently asked questions

How much does a flight from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) cost?
Lock in a cheap one-way flight from $66 or cheap return flight from $145 from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from SRQ to ORD is December, when there's less demand. Off-peak months are usually when airlines offer better prices between these airports.
Which airlines fly direct from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Fly directly from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) on a United Airlines flight.
What is the cheapest airline that flies from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Frontier Airlines and United Airlines are popular airlines offering competitive fares. Remember that flight prices from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) can change depending on the time of year, demand and how early you book. With Expedia's filter tool, you can easily find a SRQ to ORD flight that works with your plans and budget.
How many flights per day from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
When taking off from Sarasota-Bradenton Intl. Airport (SRQ), you'll have your pick from an average of 2 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Flights between SRQ and ORD are their busiest at 4 PM. For a more relaxed atmosphere and possibly cheaper fares, choose a departure outside the usual busy windows.
What day of the week has the most flights from SRQ to ORD?
Friday has the most flights from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD). Consider leaving on this day and you'll have a greater chance of finding a schedule that works for you.
What is the earliest flight from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Sarasota-Bradenton Intl. Airport (SRQ)'s first flight to O'Hare Intl. Airport (ORD) is at approximately 11:58AM UTC-5. With a travel time of 3h 13m, you'll land at around 2:11PM UTC-6.
How long does it take to fly from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Flights from SRQ to ORD have an average travel time of 3 hours and 9 minutes. The distance between the two is 1,050 mi.
What airline has the least delays from SRQ to ORD?
United Airlines has the strongest track record for on-time direct flights from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD), with an on-time score of 80%. Use the Expedia App to look up your journey status before you take off and receive notifications about any trip changes.
What is the best time to fly from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Choose a flight from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) that takes off before 3 PM to reduce the risk of cancellations. Departures later than this are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Sarasota-Bradenton Intl. Airport (SRQ)?
If you're traveling on a direct flight from Sarasota-Bradenton Intl. Airport (SRQ) to Chicago, you'll touch down at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from SRQ to ORD are typically more expensive. To secure the lowest rates, start looking for flights ahead of time. That being said, if you're flexible with your travel plans, you may land a cheap fare right before you leave.
Is it cheaper to book a SRQ to ORD flight and hotel package?
You'll generally save money by booking a SRQ to ORD flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage it all in one convenient place. After selecting your ideal accommodations and flights, consider adding extras like tours, car rentals and activities.
Can I cancel or change the date of my flight from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD)?
Typically, you can reschedule or cancel your SRQ to ORD flight. However, additional fees may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline's rules and fees on flight changes, or if you'd like further details, go to our Customer Service portal.

Travel information

Origin airport
Sarasota-Bradenton Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Sun Country Airlines, United
Roundtrip price
$145
Distance
1052 mi
Average flight time
2 hours 8 mins

Book with confidence

Sarasota to Chicago Flights

The cheapest times to fly from Sarasota to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Sarasota to Chicago are during the month of December. You can find some of the cheapest flights from Sarasota to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Sarasota to Chicago

Sunday is one of the best days to book for cheap flights from Sarasota to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Sarasota to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Sarasota to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $66 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Sarasota to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Sarasota to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Sarasota to Chicago Flights

Explore a world of travel with Expedia

*Available to One Key members.