Cheap Flights from Chicago IL to Sarasota FL from $105

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Flight deals from Chicago to Sarasota

Looking for a cheap last-minute deal or the best round-trip flight from Chicago to Sarasota Airport? If you want to travel next month, round-trip fares start from $105. Find the lowest prices on one-way and round-trip tickets right here.

Sarasota.$105 per passenger.Departing Wed, Aug 12, returning Sat, Aug 15.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Wed, Aug 12, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sat, Aug 15, arriving in Chicago Rockford.Price includes taxes and charges.From $105, select.

Sarasota.$115 per passenger.Departing Thu, Aug 27, returning Thu, Sep 17.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Thu, Aug 27, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Thu, Sep 17, arriving in Chicago Rockford.Price includes taxes and charges.From $115, select.

Sarasota.$128 per passenger.Departing Sun, Dec 6, returning Thu, Dec 10.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Dec 6, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Thu, Dec 10, arriving in Chicago Rockford.Price includes taxes and charges.From $128, select.

Sarasota.$130 per passenger.Departing Sun, Sep 13, returning Sun, Sep 20.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Sep 13, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sun, Sep 20, arriving in Chicago Rockford.Price includes taxes and charges.From $130, select.

Sarasota.$130 per passenger.Departing Sun, Sep 20, returning Sun, Oct 4.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Sep 20, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sun, Oct 4, arriving in Chicago Rockford.Price includes taxes and charges.From $130, select.

Sarasota.$137 per passenger.Departing Thu, Oct 15, returning Thu, Nov 5.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Thu, Oct 15, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Thu, Nov 5, arriving in Chicago Rockford.Price includes taxes and charges.From $137, select.

Sarasota.$154 per passenger.Departing Sun, Jan 10, returning Thu, Jan 21.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Jan 10, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Thu, Jan 21, arriving in Chicago Rockford.Price includes taxes and charges.From $154, select.

Sarasota.$155 per passenger.Departing Sun, Nov 1, returning Thu, Nov 5.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Nov 1, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Thu, Nov 5, arriving in Chicago Rockford.Price includes taxes and charges.From $155, select.

Sarasota.$162 per passenger.Departing Mon, Nov 30, returning Thu, Dec 10.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Mon, Nov 30, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Thu, Dec 10, arriving in Chicago Rockford.Price includes taxes and charges.From $162, select.

Sarasota.$162 per passenger.Departing Thu, Oct 15, returning Sun, Oct 25.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Thu, Oct 15, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sun, Oct 25, arriving in Chicago Rockford.Price includes taxes and charges.From $162, select.

Sarasota.$182 per passenger.Departing Sun, Jan 31, returning Sun, Feb 7.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Sun, Jan 31, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sun, Feb 7, arriving in Chicago Rockford.Price includes taxes and charges.From $182, select.

Sarasota.$190 per passenger.Departing Wed, Jul 15, returning Sat, Jul 25.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Wed, Jul 15, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sat, Jul 25, arriving in Chicago Rockford.Price includes taxes and charges.From $190, select.

Sarasota.$192 per passenger.Departing Wed, Jul 29, returning Sat, Aug 15.Round-trip flight with Allegiant Air.Outbound direct flight with Allegiant Air departing from Chicago Rockford on Wed, Jul 29, arriving in Sarasota.Inbound direct flight with Allegiant Air departing from Sarasota on Sat, Aug 15, arriving in Chicago Rockford.Price includes taxes and charges.From $192, select.

Sarasota.$362 per passenger.Departing Wed, Dec 30, returning Tue, Jan 5.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago O'Hare International on Wed, Dec 30, arriving in Sarasota.Inbound indirect flight with Delta, departing from Sarasota on Tue, Jan 5, arriving in Chicago Midway.Price includes taxes and charges.From $362, select.

Sarasota.$386 per passenger.Departing Thu, Apr 1, returning Sat, May 1.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago O'Hare International on Thu, Apr 1, arriving in Sarasota.Inbound indirect flight with Delta, departing from Sarasota on Sat, May 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From $386, select.

Sarasota.$386 per passenger.Departing Mon, Mar 1, returning Wed, Mar 31.Round-trip flight with Delta.Outbound indirect flight with Delta, departing from Chicago O'Hare International on Mon, Mar 1, arriving in Sarasota.Inbound indirect flight with Delta, departing from Sarasota on Wed, Mar 31, arriving in Chicago O'Hare International.Price includes taxes and charges.From $386, select.

Find the cheapest month to fly from Chicago to Sarasota

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Sarasota flights are currently cheapest in August.

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Direct flights from Chicago to Sarasota

Chicago to Sarasota: Alternative routes

Compare routes from Chicago to Sarasota below. You may find an airport to fly into that's cheaper, faster, or easier than Sarasota.

Chicago to Sarasota: Flight information

The things to know before you go.

Cheapest flight found	$105
Cheapest month to fly	August
Average flight time	2 hrs, 46 mins
Most popular airline	American Airlines
Average flights per week	219

Finding cheap flights from Chicago to Sarasota: Frequently asked questions

How much are round-trip flights from Chicago to Sarasota?

The best price we found for a round-trip flight from Chicago to Sarasota is $105. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

How long does it take to fly from Chicago to Sarasota?

2 hours and 46 minutes is the average flight time from Chicago to Sarasota.

Which airlines fly direct from Chicago to Sarasota?

American Airlines, Southwest Airlines and United fly direct from Chicago to Sarasota.

How many flights are there a week from Chicago to Sarasota?

There are 146 flights per week flying from Chicago to Sarasota, as of July 2026.

When is the cheapest time to fly from Chicago to Sarasota?

The cheapest month to fly from Chicago to Sarasota is usually August.

Which upcoming date is cheapest to fly from Chicago to Sarasota Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Sarasota Airport on Wednesday, August 12, 2026.

Can I get a direct flight from Chicago to Sarasota Airport?

Yes – the average flight time is 2 hours and 46 minutes.

How can I find the best flight deal to Sarasota?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Sarasota but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Sarasota?

We crunched all the numbers in our flight calendar, and it looks like the cheapest time to book a flight to Sarasota is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly with from Chicago to Sarasota?

The cheapest airline that flies to Sarasota is Allegiant Air.

Traveling from Chicago to Sarasota Bradenton International Airport (SRQ): What you need to know

Start your journey at one of Chicago's main airports, Chicago O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW). Explore your options for booking a flight from Chicago to Sarasota Bradenton International Airport (SRQ) taking off from either of these.
2 hours 55 minutes is the average travel time for a direct Chicago to Sarasota Bradenton International Airport flight.
Sarasota is one hour ahead of Chicago. Sarasota Bradenton International Airport is located in Sarasota, which operates on the UTC-5 timezone.
With 17 direct weekly flights between the two airports, Chicago O'Hare International Airport (ORD) to Sarasota Bradenton International Airport (SRQ) is the busiest route. United Airlines operates the earliest flight at 7:10am. If you'd like to make the most of your day before jetting off, the latest flight from ORD to SRQ is with United Airlines at 6pm.
For stress-free travel, turn up at the airport two hours ahead of international flights and one hour before domestic departures. This will give you plenty of time to board your flight from Chicago to SRQ.
If you're traveling during a peak month like July, make your way to the airport even earlier. It's wise to arrive up to four hours before an international flight and two hours ahead of domestic departures. Expect lines to be longer during peak periods like Thanksgiving, Christmas and New Year.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

Chicago O'Hare International Airport (ORD) offers an easy route to your destination. Nonstop flights from Chicago to Sarasota Bradenton International Airport (SRQ) leave from this terminal.
United Airlines is a well-known airline that offers direct flights from Chicago to Sarasota Bradenton International Airport departing from ORD.
Most travelers choose to fly with United between ORD and SRQ.
United is the most punctual carrier on this route, with 76.81% of its services arriving as planned.
The journey from central Chicago to ORD takes around 45 minutes on public transport. If you ride-share, drive or grab a cab, you'll cover the 27 kilometers in 30 minutes or so, depending on traffic.
Catching an early flight from Chicago to Sarasota Bradenton International Airport? Avoid rushing to the terminal (and get some extra shut-eye) by picking one of these stays near Chicago O'Hare International Airport:
When it comes to the on-time performance of Chicago O'Hare International Airport, data shows 70% of flights arrive within the scheduled time frame.
ORD's address is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

Looking to fly out of Chicago Midway International Airport (MDW)? Direct Chicago to Sarasota Bradenton International Airport (SRQ) plane tickets can be booked from this popular hub.
Southwest Airlines offers direct flights from Chicago to SRQ departing from MDW. Book your favorite seat and arrive at your destination in a single journey.
Southwest Airlines is the top choice for bookings on the MDW to SRQ route.
Southwest Airlines is the most reliable carrier flying between Chicago Midway International Airport and Sarasota Bradenton International Airport, with 72.87% of its services reaching their destination on time.
With public transport, you can travel from central Chicago to MDW in around 30 minutes. The airport is roughly 16 kilometers away, and making the journey by car will take approximately 25 minutes.
Want to treat yourself to an extra night away before boarding your Chicago to SRQ flight? Relax in a hotel near Chicago Midway International Airport before your vacation officially starts. These stays are expecting you:
76% of all departures from Chicago Midway International Airport arrive according to schedule.
The address for MDW is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

Get ready to board and go from Chicago Rockford International Airport (RFD). Direct flights from Chicago to Sarasota Bradenton International Airport are available from here.
Allegiant Air is one reputable carrier that offers direct Chicago to SRQ plane tickets from RFD.
The most frequently booked airline between RFD and SRQ is Allegiant Air.
Allegiant Air is the most punctual carrier on this route, with 77.42% of its services landing on time.
From the center of Chicago, RFD is around 145 kilometers away. It takes roughly 1 hour 40 minutes to get to the airport by car and 2 hours or so if you're on public transport.
Make catching an early Chicago to Sarasota Bradenton International Airport flight the easiest part of your journey. Stay at one of these hotels close to Chicago Rockford International Airport and get to your gate feeling relaxed and unhurried:
Airports have an on-time performance rating that monitors how often flights reach their destinations as expected. At RFD, that rate is 71%.
The street address of Chicago Rockford International Airport is 2 Airport Cir.

About Sarasota Bradenton International Airport (SRQ)

If you're arriving on a late flight from Chicago to Sarasota Bradenton International Airport, nothing tops the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and sleeping soon after at one of these options near SRQ:
Lock in the best deal by booking your ride around two weeks before your Chicago to Sarasota Bradenton International Airport flight.
You'll find SRQ at 6000 Airport Circle.

Getting from Sarasota Bradenton International Airport (SRQ) to central Sarasota

Sarasota Bradenton International Airport is around 11 kilometers from the center of Sarasota. It takes around 15 minutes or so to drive to the city.
When traveling by public transport, expect a journey time of around 35 minutes.

How to find the cheapest flights from Chicago to Sarasota Bradenton International Airport (SRQ)

Right now, $56 is the lowest price we've found for a one-way ticket from Chicago to Sarasota Bradenton International Airport. The cheapest price for a return flight is $105. Keep in mind fares can change due to demand at the time of booking.
Book one month before you want to fly. Pricing trends show that this is the ideal window for finding cheap flights from Chicago to SRQ.
Organize your trip for June. That's the best month for scoring the biggest deals on Chicago to Sarasota Bradenton International Airport tickets. If you're flexible with your dates, use the 'Whole month' tool to find the cheapest price across every month.
Never miss a deal on plane tickets from Chicago to SRQ by creating a Price Alert. We'll send you an email or notification on the app when a lower fare pops up.
Hunt for savings on a flight from Chicago to Sarasota Bradenton International Airport with the help of the filters. Pick your preferred arrival and departure times, airlines and number of stops. You can also sort your results by 'Fastest,' 'Cheapest' or 'Best.'

The best time to fly from Chicago to Sarasota Bradenton International Airport (SRQ)

October is the quietest month for flights from Chicago to Sarasota Bradenton International Airport (SRQ), while March is the most popular. Pick the ideal time to visit Sarasota based on whether you prefer a laid-back vibe or a lively atmosphere.
When booking your Chicago to SRQ plane ticket, consider the weather you're most comfortable in. August is the warmest month in Sarasota, with temperatures ranging from 25ºC (77ºF) to 33ºC (91ºF).
If you'd rather travel in cooler conditions, search for a cheap ticket from Chicago to Sarasota Bradenton International Airport in January when temperatures are between 10ºC (50ºF) and 23ºC (73ºF).

More about Sarasota

When it comes to looking for somewhere to lay your head, you'll find the most popular stays in Sarasota right here. Check out these options once you've locked in your flight from Chicago to Sarasota Bradenton International Airport:
There are so many things to explore in this city, it can be tricky to know where to begin. Lido Key Beach, Sarasota FL, The John and Mable Ringling Museum of Art and Lido public beach are top sights which should be on any well-planned Sarasota itinerary.

Explore more of the United States

Miami is just one of the many places in the United States waiting to be discovered once you've seen the sights of Sarasota. Around 290 kilometers away to the southeast, well-known attractions include Beach, Ocean Drive and Port of Miami.
Around 177 kilometers northeast of Sarasota, Orlando is another favorite stop in the United States. Experience the best of this destination with a visit to Hogwarts, Universal's Islands of Adventure and Jurassic world.