$80 Cheap Flights from Sarasota (SRQ) to Chicago (ORD)

View $80 flight on Fri, Nov 7, 2025Opens in a new window

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

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Sarasota to Chicago (SRQ-ORD)

Prices were available within the past 7 days and start at $80 for one-way flights and $159 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, Nov 7 - Sat, Nov 15
SRQ
Sarasota
ORD
Chicago
$159 Roundtrip, found 23 hours ago
$159
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Nov 7 from Sarasota to Chicago, returning Sat, Nov 15, priced at $159 found 23 hours ago
American Airlines
Fri, Nov 7 - Sat, Nov 15
SRQ
Sarasota
ORD
Chicago
$179 Roundtrip, found 23 hours ago
$179
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Fri, Nov 7 from Sarasota to Chicago, returning Sat, Nov 15, priced at $179 found 23 hours ago
Delta
Wed, Sep 17 - Sat, Sep 20
SRQ
Sarasota
ORD
Chicago
$197 Roundtrip, found 15 hours ago
$197
Roundtrip
found 15 hours ago
Select Delta flight, departing Wed, Sep 17 from Sarasota to Chicago, returning Sat, Sep 20, priced at $197 found 15 hours ago
Delta
Wed, Aug 20 - Wed, Aug 27
SRQ
Sarasota
ORD
Chicago
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug 20 from Sarasota to Chicago, returning Wed, Aug 27, priced at $203 found 1 day ago
Sun Country Airlines
Thu, Nov 6 - Sun, Nov 9
SRQ
Sarasota
ORD
Chicago
$208 Roundtrip, found 6 days ago
$208
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Thu, Nov 6 from Sarasota to Chicago, returning Sun, Nov 9, priced at $208 found 6 days ago
Delta
Tue, Oct 28 - Wed, Nov 5
SRQ
Sarasota
ORD
Chicago
$220 Roundtrip, found 15 hours ago
$220
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Oct 28 from Sarasota to Chicago, returning Wed, Nov 5, priced at $220 found 15 hours ago
American Airlines
Wed, Sep 10 - Sat, Sep 13
SRQ
Sarasota
ORD
Chicago
$224 Roundtrip, found 4 days ago
$224
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 10 from Sarasota to Chicago, returning Sat, Sep 13, priced at $224 found 4 days ago
Sun Country Airlines
Thu, Oct 9 - Tue, Oct 14
SRQ
Sarasota
ORD
Chicago
$227 Roundtrip, found 5 days ago
$227
Roundtrip
found 5 days ago
Select Sun Country Airlines flight, departing Thu, Oct 9 from Sarasota to Chicago, returning Tue, Oct 14, priced at $227 found 5 days ago
Southwest Airlines
Mon, Oct 27 - Mon, Nov 10
SRQ
Sarasota
ORD
Chicago
$240 Roundtrip, found 5 days ago
$240
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Oct 27 from Sarasota to Chicago, returning Mon, Nov 10, priced at $240 found 5 days ago
JetBlue Airways
Wed, Oct 22 - Wed, Nov 5
SRQ
Sarasota
ORD
Chicago
$246 Roundtrip, found 17 hours ago
$246
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Oct 22 from Sarasota to Chicago, returning Wed, Nov 5, priced at $246 found 17 hours 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.

Graph displaying average flight prices per month

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. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $234
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $234
Flights from Sarasota (SRQ) to Chicago (ORD)
Origin airport
Sarasota-Bradenton Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$159
Distance
1052 mi
Average flight time
2 hours 10 mins

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 November. 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 $80 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.

 

Frequently asked questions

How much does a flight from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD) cost?
You can book cheap return tickets starting at $269 from Sarasota-Bradenton Intl. Airport (SRQ) to O'Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving SRQ on August 15 2025 and touching down at ORD. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from SRQ to ORD?
The cheapest flights from SRQ to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
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 SRQ to ORD?
With fares starting at $135 for a one-way journey from SRQ to ORD, United is currently the cheapest carrier flying this route. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from SRQ on October 11 2025. Prices were last updated on July 23 2025 and have not changed since.
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.

Explore a world of travel with Expedia

Chicago nearby Airports

Chicago

Sarasota to Midway Intl.
$196.37
Sarasota nearby Airports

Tampa

Tampa Intl. to Chicago
$87.98
*Available to One Key members.