CHI - SRQ

$48 Find Cheap Flights from Chicago to Sarasota - Compare and Save

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Everything you should know

Cheapest round-trip
$285
Typical prices: $235-$479
Allegiant Air
Wed 2/21Wed 2/28
RFD - SRQ • Non-stop
Cheapest one-way
$48
Typical prices: $167-$286
Allegiant Air
Mon 12/10
RFD - SRQ • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and others. Average duration is 2h 55m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 41% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 18 weeks in advance save around 39% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $252 (round-trip)
Shortest trip • 4h 14m (one-way)
Insights
Insights
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We hope you love your trip to Sarasota!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Sarasota (CHI-SRQ)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Sarasota

Sun, Feb 21 - Sun, Feb 28
Allegiant Air Logo
5:25 pm - 9:05 pmRFD  Chicago Greater Rockford-SRQ Sarasota Bradenton Intl
2h 40mnonstop
Allegiant Air Logo
2:30 pm - 4:35 pmSRQ  Sarasota Bradenton Intl-RFD Chicago Greater Rockford
3h 05mnonstop
$285Allegiant Air
Sun, Mar 14 - Thu, Mar 18
Allegiant Air Logo
5:27 pm - 9:09 pmRFD  Chicago Greater Rockford-SRQ Sarasota Bradenton Intl
2h 42mnonstop
Allegiant Air Logo
1:28 pm - 3:31 pmSRQ  Sarasota Bradenton Intl-RFD Chicago Greater Rockford
3h 03mnonstop
$285Allegiant Air
Thu, Dec 10 - Mon, Dec 14
United Airlines Logo
1:30 pm - 5:24 pmORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
2h 54mnonstop
United Airlines Logo
6:28 pm - 8:40 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 12mnonstop
$291United Airlines
Thu, Nov 26 - Wed, Dec 2
United Airlines Logo
11:15 am - 3:10 pmORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
2h 55mnonstop
United Airlines Logo
4:20 pm - 6:32 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 12mnonstop
$291United Airlines
Wed, Dec 9 - Mon, Dec 14
American Airlines Logo
8:16 am - 12:34 pmORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
3h 18mnonstop
American Airlines Logo
5:39 pm - 8:07 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 28mnonstop
$291American Airlines
Wed, Dec 9 - Mon, Dec 14
American Airlines Logo
8:16 am - 12:34 pmORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
3h 18mnonstop
American Airlines Logo
5:39 pm - 8:07 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 28mnonstop
$291American Airlines
Mon, Nov 23 - Wed, Nov 25
Southwest Logo
6:50 pm - 10:30 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
Southwest Logo
6:25 pm - 8:10 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
$291Southwest
Sat, Dec 12 - Thu, Dec 17
Southwest Logo
3:45 pm - 7:20 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
7:20 am - 9:05 amSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
$291Southwest
Mon, Jan 11 - Thu, Jan 14
Multiple Airlines Logo
9:42 am - 11:34 pmRFD  Chicago Greater Rockford-SRQ Sarasota Bradenton Intl
12h 52m2 stops Tampa St. Petersburg Richmond Byrd Intl
Multiple Airlines Logo
8:30 am - 10:33 amSRQ  Sarasota Bradenton Intl-RFD Chicago Greater Rockford
3h 03mnonstop
$297Multiple Airlines
Sun, Nov 15 - Thu, Nov 19
Multiple Airlines Logo
10:30 am - 5:21 pmRFD  Chicago Greater Rockford-SRQ Sarasota Bradenton Intl
29h 51m2 stops Fort Lauderdale Raleigh-Durham
Multiple Airlines Logo
3:27 pm - 5:21 pmSRQ  Sarasota Bradenton Intl-RFD Chicago Greater Rockford
2h 54mnonstop
$306Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago to Sarasota flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Sarasota?

Round-trip flights from Chicago to Sarasota typically range from $235 to $479. The lowest price found in the past 5 days was $285, on Allegiant Air.

What is the cheapest Chicago to Sarasota flight route?

Chicago Greater Rockford Airport (RFD) to Sarasota (SRQ) is the cheapest Chicago to Sarasota route, averaging $200 round-trip. Other Chicago to Sarasota routes average $411, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Sarasota?

Based on deals KAYAK users found in the last 12 months, Wednesday is the cheapest day of the week to fly from Chicago to Sarasota. It’s 15% cheaper than the average day, while Monday is the most expensive, with prices 19% higher.

What’s the cheapest month to fly from Chicago to Sarasota?

•August is the cheapest month to fly from Chicago to Sarasota at $271 round-trip.
•December ($448) and March ($439) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 65% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Sarasota the cheapest?

Flights from Chicago to Sarasota are cheapest 18 weeks before departure. Booking in this window typically costs about 39% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Sarasota

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Ramsey Qubein

Ramsey Qubein

Expert on SRQ

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.

Key details for Chicago to Sarasota flights

Low season

August

Cheapest flight

$48
Beat the crowds with an average 42% drop in travelers.
The most popular month to fly with an average 58% increase in travelers.
One-way flight from Chicago Greater Rockford Airport to Sarasota

When to book flights from Chicago to Sarasota

Are your dates flexible? Find out the best times to travel from Chicago to Sarasota based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Sarasota flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Sarasota?

    These are the earliest and latest flight times available from Chicago to Sarasota:

    • Earliest: departs at 7:00 am and lands at 9:55 am
    • Latest: departs at 7:00 pm and lands at 9:55 pm.

    The flight takes about 2h 55m.

  • What cabin classes can I book on flights from Chicago to Sarasota?

    Two cabin classes are available on flights from Chicago to Sarasota:

    • Economy Class
    • First Class

  • How long is a flight from Chicago to Sarasota?

    A nonstop flight from Chicago to Sarasota takes 2h 55m, covering 1,040 miles.

  • Do I need a passport to fly from Chicago to Sarasota?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Sarasota flight?

    Round-trip flights from Chicago to Sarasota range from $235 to $479, with an average of $370 over the past 12 months. Anything below $235 counts as a good deal.

  • How expensive are last-minute Chicago to Sarasota flights?

    Last-minute fares on this route (booked within two weeks of departure) run 28% above the $370 route average. Book 18 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Sarasota?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $252 round-trip via Baltimore/Washington (BWI), compared to $368 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Sarasota?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $30–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Sarasota spread across the day?

    Morning is the busiest departure period on Chicago to Sarasota flights, with 58% of flights leaving in that window. Afternoon departures account for 28%, evening flights for 14%, and night flights for 0%.

  • Have flight prices from Chicago to Sarasota changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $285 to $1,734. That means the highest observed fare was about 6x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to Sarasota flights?

    Two airlines offer in-flight Wi-Fi on Chicago to Sarasota flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Chicago to Sarasota looking right now?

    One-way fares from Chicago to Sarasota are currently lower than usual. Average one-way flight prices are about $127, which is 44% below the typical average for this route.

  • What car rental options are available at Sarasota Bradenton Intl Airport (SRQ)?

    Sarasota Bradenton Intl Airport (SRQ) hosts 5 major car rental companies, with daily rates averaging $55 for economy cars. Top options include:

    • Hertz
    • Thrifty
    • Dollar
    • Budget
    • Alamo

  • Which airports can I use when flying from Chicago to Sarasota?

    Flights from Chicago to Sarasota may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Sarasota Bradenton Intl (SRQ).

  • Which airports do connecting flights from Chicago to Sarasota pass through?

    One-stop flights from Chicago to Sarasota most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 40% of one-stop connections
    • Charlotte Douglas (CLT) - 26% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 21% of one-stop connections
    • Orlando (MCO) - 7% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Sarasota?

    Yes. Flexible dates can save you up to 29% on flights from Chicago to Sarasota. Wednesday is the cheapest departure day at $316 round-trip on average, while Monday is the most expensive at $441, a difference of $125.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Sarasota?

    4 airlines operate flights between Chicago and Sarasota. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest
    • Allegiant Air

  • How much time can I save by choosing a different layover airport from Chicago to Sarasota?

    Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 14m, compared with 4h 24m via Nashville Intl (BNA) and 5h 19m via Orlando (MCO).

  • What is the time difference between Chicago and Sarasota?

    Sarasota is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Sarasota?

    Some of the most popular sights in Sarasota are Sarasota Opera and Sarasota Woman's Club. These are among the most viewed places in Sarasota on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to Sarasota flights?

    Among airlines operating Chicago to Sarasota flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Sarasota flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

  • What different kinds of flights are there to choose from between Chicago and Sarasota?

    It is not usually possible to find direct flights from Chicago to Sarasota. Instead, you can plan on having at least one layover. Flights that require a layover are often serviced by American Airlines or Delta. Your layover may take place in cities such as Charlotte or New York.

  • What transportation options do I have for going from the city center to Chicago O'Hare International Airport?

    An easy way of going from the city center to Chicago O'Hare International Airport is by driving, which will generally take you around 25 to 30 minutes in total. If you would rather take public transportation, you can always grab the Blue Line metro, which will bring you to the airport in around 50 minutes.

  • How can I go from Sarasota Bradenton International Airport to downtown Sarasota?

    If you choose to drive from Sarasota Bradenton International Airport to downtown Sarasota, it will take you around 10 minutes in total. There is public transportation as well, including bus lines 02 and 99, which will bring you to the city center in approximately 15 minutes.

  • Do I have the option of renting a car once I land at Sarasota Bradenton International Airport?

    Sarasota Bradenton International Airport has its own car rental center which is conveniently placed right near baggage claim. In this center, you will find a few different rental companies to choose from, including Avis, Budget, and National. All of their fleets are stored just a short walk from where the center is located.

Your guide to booking Chicago to Sarasota flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Wednesday departure and avoid flying on Monday. On this route, Wednesday flights average $316, about $125 less than Monday fares (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 18 weeks before you fly. On this route, that window historically saves about 39% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Sarasota trip for August. Fares historically average $271 round-trip in that month - typically $177 less than the most expensive month, which is December (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Baltimore/Washington Airport (BWI) can be cheaper than flying direct. The cheapest layover option averages $252 round-trip on this route - about $117 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Sarasota Bradenton Intl Airport.

    • Kompose Boutique Hotel
    • DoubleTree by Hilton Sarasota Bradenton Airport
    • Hampton Inn & Suites Sarasota/Bradenton-Airport
  • When you fly from the Chicago region, there are two main airports that you can choose from for your departure. Chicago Midway International Airport (MDW) can be found around 11 miles from the city center, while Chicago O'Hare International Airport (ORD) is approximately 25 miles from downtown Chicago.
  • If you will be traveling with an infant, take note of the baby care rooms that are in each terminal of Sarasota Bradenton International Airport (SRQ). These rooms provide plenty of space for a stroller and have seating, changing tables, running water, and outlets, making them a convenient place to take care of your little one.
  • Those that have an early departure out of Chicago Midway International Airport can consider booking a nearby hotel for the night before. There are a few close options that offer a free airport shuttle service, including the Holiday Inn Express & Suites Chicago Midway Airport, the Hilton Garden Inn Chicago Midway Airport, and the Hampton Inn Chicago Midway Airport.
  • Travelers that will be joined by a furry friend are welcome to take advantage of the indoor pet relief near Gate B2 of Sarasota Bradenton International Airport. This area has a small patch of grass and trash cans, as well as a place for pet owners to sit.
  • To pass the time before you take off from Chicago O'Hare International Airport, head to one of the airport lounges. There is the American Airlines Admirals Club in Concourses G, H, L, and K, as well as the Delta Sky Club in Concourse E.

Prefer to fly direct from Chicago to Sarasota?

 
Find which airlines fly direct from Chicago to Sarasota Bradenton Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Sarasota Bradenton Intl

Monday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Tuesday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Sunday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

See more direct flights

Direct returns

Sarasota Bradenton Intl to Chicago

Monday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Tuesday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

Sunday

Allegiant Air,American Airlines,Southwest, +1 more

Allegiant Air,American Airlines, +2 more

See more direct flights

More options for your flight from Chicago to Sarasota

Complete your trip to Sarasota with a hotel stay or car rental