MDW - SRQ

$126 Find Cheap Flights from Chicago Midway Airport to Sarasota - Compare and Save

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Everything you should know

Cheapest round-trip
$317
Typical prices: $360-$499
Southwest
Sun 11/11Wed 11/14
MDW - SRQ • Non-stop
Cheapest one-way
$126
Typical prices: $189-$311
Allegiant Air
Fri 11/23
MDW - SRQ • 1 stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 39m
Direct flights
+1
Direct flights
+1
When to book
23 weeks
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 45% compared to booking last minute.
Insights
Insights
When to travel
August
Cheapest • 18% price drop
April
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Baltimore/Washington (BWI)
Cheapest • Avg $252 (round-trip)
Nashville Intl (BNA)
Shortest trip • 4h 24m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Midway to Sarasota (MDW-SRQ)

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

Recent round-trip flight deals from Midway to Sarasota

Wed, Nov 11 - Sat, Nov 14
Southwest Logo
8:05 am - 11:50 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 45mnonstop
Southwest Logo
3:05 pm - 4:50 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
$317Southwest
Sat, Oct 24 - Mon, Oct 26
Southwest Logo
8:15 am - 11:55 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
Southwest Logo
6:10 am - 7:55 amSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
$317Southwest
Sat, Oct 24 - Sat, Oct 31
Southwest Logo
8:15 am - 11:55 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
Southwest Logo
1:00 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
$317Southwest
Thu, Dec 17 - Wed, Dec 23
Southwest Logo
12:50 pm - 4:25 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
6:25 pm - 8:10 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 45mnonstop
$317Southwest
Tue, Oct 27 - Tue, Nov 3
Southwest Logo
1:20 pm - 4:55 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
$317Southwest
Thu, Dec 17 - Thu, Dec 24
Southwest Logo
12:50 pm - 4:25 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
$317Southwest
Thu, Nov 5 - Wed, Nov 11
Southwest Logo
12:50 pm - 4:25 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
12:45 pm - 2:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
3h 00mnonstop
$317Southwest
Tue, Feb 2 - Mon, Feb 8
Southwest Logo
9:20 am - 1:00 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 40mnonstop
Southwest Logo
7:40 am - 9:30 amSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
2h 50mnonstop
$317Southwest
Mon, Nov 9 - Sun, Nov 15
Multiple Airlines Logo
6:16 am - 5:21 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
10h 05m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
Multiple Airlines Logo
12:35 pm - 3:41 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
28h 06m1 stop Knoxville McGhee Tyson
$327Multiple Airlines
Fri, Nov 13 - Sun, Nov 15
Multiple Airlines Logo
6:16 am - 5:21 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
10h 05m2 stops Atlanta Hartsfield-Jackson Raleigh-Durham
Multiple Airlines Logo
12:35 pm - 3:41 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
28h 06m1 stop Knoxville McGhee Tyson
$330Multiple Airlines
Booking Insights

Price, demand and travel trends for Chicago Midway Airport 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 Midway Airport to Sarasota?

Round-trip flights from Chicago Midway Airport to Sarasota typically range from $360 to $499. The lowest price found in the past 5 days was $317, on Southwest.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago Midway Airport to Sarasota. It’s 17% cheaper than the average day, while Sunday is the most expensive, with prices 10% higher.

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

•August is the cheapest month to fly from Chicago Midway Airport to Sarasota at $342 round-trip.
•November ($523) and March ($499) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 52% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago Midway Airport to Sarasota the cheapest?

Flights from Chicago Midway Airport to Sarasota are cheapest 23 weeks before departure. Booking in this window typically costs about 45% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

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Expert advice

Expert advice for your flight from Midway 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 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.

Read more
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.

Read more

Key details for Chicago Midway Airport to Sarasota flights

Low season

December

Cheapest flight

$126
Beat the crowds with an average 28% drop in travelers.
One-way flight from Chicago Midway Airport to Sarasota

When to book flights from Midway to Sarasota

Are your dates flexible? Find out the best times to travel from Midway 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 Midway Airport 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 Midway Airport to Sarasota?

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

    • Earliest: departs at 7:15 am and lands at 9:54 am
    • Latest: departs at 8:15 pm and lands at 10:54 pm.

    The flight takes about 2h 39m.

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

    Only Economy Class is available on flights from Chicago Midway Airport to Sarasota.

  • How long is a flight from Chicago Midway Airport to Sarasota?

    A nonstop flight from Chicago Midway Airport to Sarasota takes 2h 39m, covering 1,036 miles.

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

    Round-trip flights from Chicago Midway Airport to Sarasota range from $360 to $499, with an average of $417 over the past 12 months. Anything below $360 counts as a good deal.

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

    Last-minute fares on this route (booked within two weeks of departure) run 49% above the $417 route average. Book 23 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago Midway Airport 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 $427 for nonstop.

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

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which aircraft model is used most often on flights from Chicago Midway Airport to Sarasota?

    The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest. Other aircraft seen on the route include Airbus A320-100/200 variants.

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

    Morning is the busiest departure period on Chicago Midway Airport to Sarasota flights, with 100% of flights leaving in that window. Afternoon departures account for 0%, evening flights for 0%, and night flights for 0%.

  • Have flight prices from Chicago Midway Airport 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 $317 to $2,092. That means the highest observed fare was about 7x higher than the lowest one.

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

    JetBlue is the only airline on the Chicago Midway Airport to Sarasota route offering in-flight Wi-Fi. Pricing depends on fare class.

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

    One-way fares from Chicago Midway Airport to Sarasota are currently lower than usual. Average one-way flight prices are about $157, which is 31% 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 starting from around $26 for economy cars. Top options include:

    • Hertz
    • Thrifty
    • Dollar
    • Budget
    • Alamo

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

    Flights from Chicago Midway Airport to Sarasota usually depart from Chicago Midway (MDW) and arrive at Sarasota Bradenton Intl (SRQ).

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

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

    • Atlanta Hartsfield-Jackson (ATL) - 60% of one-stop connections
    • Baltimore/Washington (BWI) - 13% of one-stop connections
    • Lambert-St Louis (STL) - 13% of one-stop connections
    • Nashville Intl (BNA) - 7% of one-stop connections

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

    Yes. Flexible dates can save you up to 25% on flights from Chicago Midway Airport to Sarasota. Tuesday is the cheapest departure day at $348 round-trip on average, while Sunday is the most expensive at $462, a difference of $114.

    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 Midway Airport to Sarasota?

    Only Southwest operates flights between Chicago Midway Airport and Sarasota.

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

    Flying via Nashville Intl (BNA) gives the shortest average 1-stop total travel time at 4h 24m, compared with 4h 58m via Atlanta Hartsfield-Jackson (ATL) and 6h 13m via Lambert-St Louis (STL).

  • What is the time difference between Chicago Midway Airport and Sarasota?

    Sarasota is 1 hour ahead of Chicago Midway Airport (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 Midway Airport to Sarasota flights?

    Among airlines operating Chicago Midway Airport to Sarasota flights:

    • 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 Midway Airport to Sarasota flights?

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

    • Southwest: a cabin bag and a checked bag in Economy Class
    • JetBlue: a cabin bag in Economy Class class

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

Your guide to booking Chicago Midway Airport 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 Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $348, about $114 less than Sunday fares (25% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 45% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago Midway Airport to Sarasota trip for August. Fares historically average $342 round-trip in that month - typically $181 less than the most expensive month, which is November (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 $176 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

Prefer to fly direct from Chicago Midway Airport to Sarasota?

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

Direct departures

Chicago Midway to Sarasota Bradenton Intl

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Sunday

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Direct returns

Sarasota Bradenton Intl to Chicago Midway

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Thursday

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Saturday

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Sunday

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See more direct flights

More options for your flight from Midway to Sarasota

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

Car rentals in Sarasota
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