CHI - SRQ

$112 Find Cheap Flights from Chicago to Sarasota - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$247
Typical prices: $227-$474
American Airlines
Sun 11/4Sat 11/10
ORD - SRQ • Non-stop
Cheapest one-way
$112
Typical prices: $160-$289
United Airlines
Wed 11/14
ORD - SRQ • Non-stop
Nonstop flights
You can fly direct with United Airlines, Southwest and others. Average duration is 2h 51m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 42% 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 46% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 31% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $252 (round-trip)
Shortest trip • 4h 53m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Wed, Dec 9 - Wed, Dec 16
Southwest Logo
8:05 am - 11:50 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 45mnonstop
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
$247Southwest
Wed, Nov 4 - Tue, Nov 10
American Airlines Logo
1:10 pm - 5:05 pmORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
2h 55mnonstop
American Airlines Logo
5:37 pm - 8:07 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 30mnonstop
$247American Airlines
Wed, Nov 4 - Thu, Nov 12
United Airlines Logo
7:15 am - 11:12 amORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
2h 57mnonstop
United Airlines Logo
4:34 pm - 6:46 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 12mnonstop
$254United Airlines
Tue, Nov 3 - Thu, Nov 12
United Airlines Logo
7:15 am - 11:12 amORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
2h 57mnonstop
United Airlines Logo
12:18 pm - 2:29 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 11mnonstop
$254United Airlines
Sat, Dec 5 - Sat, Dec 12
Southwest Logo
3:45 pm - 7:20 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
9:05 am - 2:30 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 25m1 stop Indianapolis
$255Southwest
Tue, Oct 13 - Sat, Oct 17
Delta Logo
5:09 pm - 11:18 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
5h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:45 pm - 10:33 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
5h 48m1 stop Atlanta Hartsfield-Jackson
$265Delta
Tue, Oct 13 - Tue, Oct 20
Delta Logo
5:09 pm - 11:18 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
5h 09m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:35 pm - 10:33 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
5h 58m1 stop Atlanta Hartsfield-Jackson
$265Delta
Sat, Oct 24 - Sat, Nov 7
American Airlines Logo
4:31 pm - 11:59 pmORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
6h 28m1 stop Miami
American Airlines Logo
12:50 pm - 3:11 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
3h 21mnonstop
$274American Airlines
Sun, Dec 20 - Sat, Dec 26
Sun Country Air Logo
7:50 pm - 10:36 amORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
13h 46m1 stop Minneapolis St Paul
Sun Country Air Logo
10:41 am - 7:30 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
9h 49m1 stop Minneapolis St Paul
$375Sun Country Air
Sun, Dec 20 - Mon, Dec 28
Sun Country Air Logo
7:50 pm - 10:36 amORD  Chicago O'Hare Intl-SRQ Sarasota Bradenton Intl
13h 46m1 stop Minneapolis St Paul
Sun Country Air Logo
12:47 pm - 6:40 pmSRQ  Sarasota Bradenton Intl-ORD Chicago O'Hare Intl
6h 53m1 stop Minneapolis St Paul
$375Sun Country Air
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 from Chicago to Sarasota with more confidence.

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

Round-trip flights from Chicago to Sarasota start at $247. Prices are typical for this route right now, with typical round-trip fares ranging from $227 to $474. The lowest price found in the past 5 days was $247 on American Airlines.

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 $198 round-trip. Other Chicago to Sarasota routes average $412, based on KAYAK data over the past 12 months.

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

Wednesday is the cheapest day of the week to fly from Chicago to Sarasota, it is 14% cheaper than the average day. Friday is the most expensive day with flight prices 14% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Sarasota?

  • August is the cheapest month to fly from Chicago to Sarasota at $256 round-trip.
  • March ($445) and December ($439) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 73% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Sarasota the cheapest?

Flights from Chicago to Sarasota are cheapest 18 weeks before departure. Booking in this window typically costs about 46% 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

$112
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago O'Hare Intl 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 route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • 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.

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

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

  • What airlines are available from Chicago to Sarasota?

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

    • United Airlines
    • Southwest
    • American Airlines
    • Allegiant Air

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

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

  • 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 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 $367 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.

  • 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) - 41% of one-stop connections
    • Charlotte Douglas (CLT) - 20% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 20% of one-stop connections
    • Orlando (MCO) - 9% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

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

    Yes. Being flexible with your travel dates can save you up to 25% on the Chicago to Sarasota route. Wednesday is the cheapest departure day at $318 round-trip on average, while Friday is the most expensive at $424, a difference of $106. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

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

    Morning is the busiest departure period on Chicago to Sarasota flights, with 60% of flights leaving in that window. Afternoon departures account for 20%, evening flights for 20%, and night flights for 0%.

  • What popular places can I visit in Sarasota?

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

  • 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 9:51 am
    • Latest: departs at 8:15 pm and lands at 11:06 pm.

    The flight takes about 2h 51m.

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

    Last-minute fares on this route - booked within 2 weeks of departure - run 27% above the route average of $369. Book 18 weeks before departure for the lowest fares.

  • How long is a flight from Chicago to Sarasota?

    A nonstop flight from Chicago to Sarasota takes 2h 51m, 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.

  • 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 $247 to $1,939. That means the highest observed fare was about 8x higher than the lowest one.

  • 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.

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

    Flying via Nashville Intl (BNA) gives the shortest average 1-stop total travel time at 4h 53m, compared with 5h 13m via Orlando (MCO) and 5h 14m via Atlanta Hartsfield-Jackson (ATL).

  • 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 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 starting from around $26 for economy cars. Top options include:
    • Hertz
    • Thrifty
    • Dollar
    • Budget
    • Alamo

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

    Round-trip flights from Chicago to Sarasota range from $227 to $474, with an average of $369 over the past 12 months. Anything below $227 counts as a good deal.

  • 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.

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 can be flexible, aim for a Wednesday departure instead of Friday. On this route, Wednesday flights average $318 - about $106 less than Friday (25% 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 46% 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 $256 round-trip in that month - typically $189 less than the most expensive month, which is March (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 $115 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
    - Hyatt Place 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

Southwest,United Airlines,Allegiant Air, +1 more

Southwest,United Airlines, +2 more

Tuesday

Southwest,United Airlines,Allegiant Air, +1 more

Southwest,United Airlines, +2 more

Wednesday

Southwest,United Airlines,American Airlines

Southwest,United Airlines, +1 more

Thursday

Allegiant Air,Southwest,United Airlines, +1 more

Allegiant Air,Southwest, +2 more

Friday

Southwest,United Airlines,American Airlines

Southwest,United Airlines, +1 more

Saturday

Southwest,United Airlines,Allegiant Air, +1 more

Southwest,United Airlines, +2 more

Sunday

Allegiant Air,Southwest,United Airlines, +1 more

Allegiant Air,Southwest, +2 more

See more direct flights

Direct returns

Sarasota Bradenton Intl to Chicago

Monday

Southwest,United Airlines,Allegiant Air, +1 more

Southwest,United Airlines, +2 more

Tuesday

Southwest,United Airlines,Allegiant Air, +1 more

Southwest,United Airlines, +2 more

Wednesday

Southwest,United Airlines,American Airlines

Southwest,United Airlines, +1 more

Thursday

Allegiant Air,Southwest,United Airlines, +1 more

Allegiant Air,Southwest, +2 more

Friday

Southwest,United Airlines,American Airlines

Southwest,United Airlines, +1 more

Saturday

Southwest,United Airlines,Allegiant Air, +1 more

Southwest,United Airlines, +2 more

Sunday

Allegiant Air,Southwest,United Airlines, +1 more

Allegiant Air,Southwest, +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