Southwest® flights from Chicago (Midway) to Sarasota/Bradenton from $109

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Low fares from Chicago (Midway) to Sarasota/Bradenton

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Chicago (Midway) (MDW)to

Sarasota/Bradenton (SRQ)
Depart: 10/30/2026

One-way

Basic

From
$109
Seen: 8 hrs ago

Chicago (Midway) (MDW)to

Sarasota/Bradenton (SRQ)
Depart: 09/11/2026

One-way

Basic

From
$109
Seen: 56 minutes ago

Chicago (Midway) (MDW)to

Sarasota/Bradenton (SRQ)
Depart: 10/28/2026

One-way

Basic

From
$119
Seen: 10 hrs ago

Chicago (Midway) (MDW)to

Sarasota/Bradenton (SRQ)
Depart: 09/09/2026

One-way

Basic

From
$119
Seen: 3 hrs ago

Chicago (Midway) (MDW)to

Sarasota/Bradenton (SRQ)
Depart: 08/26/2026

One-way

Basic

From
$119
Seen: 2 hrs ago

Chicago (Midway) (MDW)to

Sarasota/Bradenton (SRQ)
Depart: 09/01/2026

One-way

Basic

From
$119
Seen: 13 minutes ago
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Explore flights from Chicago (Midway) to Sarasota/Bradenton

cmp-daily-histogram-bars-legend-min-price-aria-label $119
cmp-daily-histogram-bars-legend-max-price-aria-label $472
Displaying fares for August-2026
  • MDW–SRQ, 08/03/2026: From $472
    03

    Mon

    AUG

  • MDW–SRQ, 08/04/2026: From $472
    04

    Tue

  • MDW–SRQ, 08/05/2026: From $472
    05

    Wed

  • MDW–SRQ, 08/06/2026: From $472
    06

    Thu

  • MDW–SRQ, 08/07/2026: From $472
    07

    Fri

  • MDW–SRQ, 08/08/2026: From $347
    08

    Sat

  • MDW–SRQ, 08/09/2026: From $347
    09

    Sun

  • MDW–SRQ, 08/10/2026: From $347
    10

    Mon

  • MDW–SRQ, 08/11/2026: From $347
    11

    Tue

  • MDW–SRQ, 08/12/2026: From $347
    12

    Wed

  • MDW–SRQ, 08/13/2026: From $347
    13

    Thu

  • MDW–SRQ, 08/14/2026: From $347
    14

    Fri

  • MDW–SRQ, 08/15/2026: From $347
    15

    Sat

  • MDW–SRQ, 08/16/2026: From $267
    16

    Sun

  • MDW–SRQ, 08/17/2026: From $267
    17

    Mon

  • MDW–SRQ, 08/18/2026: From $267
    18

    Tue

  • MDW–SRQ, 08/19/2026: From $267
    19

    Wed

  • MDW–SRQ, 08/20/2026: From $267
    20

    Thu

  • MDW–SRQ, 08/21/2026: From $267
    21

    Fri

  • MDW–SRQ, 08/22/2026: From $267
    22

    Sat

  • MDW–SRQ: cmp-view-offers-disclaimer. Find Offers
    23

    Sun

  • MDW–SRQ, 08/24/2026: From $119
    24

    Mon

  • MDW–SRQ, 08/25/2026: From $119
    25

    Tue

  • MDW–SRQ, 08/26/2026: From $119
    26

    Wed

  • MDW–SRQ, 08/27/2026: From $119
    27

    Thu

  • MDW–SRQ, 08/28/2026: From $166
    28

    Fri

  • MDW–SRQ, 08/29/2026: From $119
    29

    Sat

  • MDW–SRQ, 08/30/2026: From $237
    30

    Sun

  • MDW–SRQ, 08/31/2026: From $119
    31

    Mon

  • MDW–SRQ, 09/01/2026: From $119
    01

    Tue

    SEP

  • MDW–SRQ, 09/02/2026: From $119
    02

    Wed

  • Range$119-$472

    Flight Details

    Departing from:
    Chicago Midway International Airport
    Arriving at:
    Sarasota-Bradenton International Airport
    Average flight time:
    2 hours 33 minutes
    Distance:
    1035 miles

    Route Information

    134 Weekly flights
    • 1 Nonstop flight per day Monday through Friday
    • 1 Nonstop flight on Saturday
    • 1 Nonstop flight on Sunday

    † Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.

    ‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.

    Explore Sarasota/Bradenton

    Sandy beaches? Check. World-class museums? Check. Fresh seafood and waterfront dining? You got it! Sarasota and nearby Bradenton are great destinations for every kind of traveler, whether you’re looking for a fast-paced cultural tour or a few peaceful moments laying out in the sun. Start your visit to Florida’s Gulf Coast at Siesta Key Beach, a picture-perfect family beach with some of the softest sand around. And that’s not an empty claim, either—Siesta Key Beach’s sand is mostly made up of quartz, in contrast to most other beaches that have sand derived from pulverized coral. Have fun in the sun and take advantage of the tennis courts and volleyball nets or lay out a towel and catch up on some reading.

    When you’re ready for a break from the sun, head over to one of the many museums and cultural institutions that Sarasota and Bradenton have to offer. Learn something new about automotive history at the Sarasota Classic Car Museum full of nostalgic, famous rides. If you’re curious about Sarasota’s wildlife, make your way to the Mote Marine Laboratory & Aquarium. At this public aquarium that doubles as a research center, visitors can get up close to seahorses, sharks, colorful fish, stingrays, sea turtles, and more reef animals.

    Questions we hear the most

    The average flight time from Chicago (Midway) to Sarasota/Bradenton is 2 hours 33 minutes.
    There are 134 weekly flights from Chicago (Midway) to Sarasota/Bradenton on Southwest Airlines.
    Yes, Southwest flies nonstop from Chicago (Midway) to Sarasota/Bradenton once per day from Monday through Friday.
    Yes, Southwest flies nonstop from Chicago (Midway) to Sarasota/Bradenton once per day on Saturdays and Sundays.
    To find the lowest fares by day and time to fly Chicago (Midway) to Sarasota/Bradenton with Southwest, check out our Low Fare Calendar.
    You can rent a car at Sarasota-Bradenton International Airport book yours with your flight.
    Yes! Flights from Chicago (Midway) to Sarasota/Bradenton—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
    Check the status of your upcoming Southwest flight.
    Check out the Southwest Airlines® Help Center for answers about everything Southwest.

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