MDW - SRQ

$90 Find Cheap Flights from Chicago Midway Airport to Sarasota - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Sarasota departing on 9/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$226
Typical prices: $431-$534
Southwest
Fri 10/30Tue 11/3
MDW - SRQ • 1 stop
Cheapest non-stop
$236
Typical prices: $416-$545
Southwest
Tue 11/3Thu 11/12
MDW - SRQ • Non-stop
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 36m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top layover airports
Atlanta (ATL)
Cheapest • Avg $326 (round-trip)
St. Louis (STL)
Shortest trip • 4h 10m (one-way)
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 26% price drop
March
Most popular
Good to know
Good to know
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Good to know
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We hope you love your trip to Sarasota!
Flight Deals
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Flight Deals

Cheap Flights from Midway to Sarasota (MDW-SRQ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Sarasota that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Sarasota

Fri, Oct 30 - Tue, Nov 3
Southwest Logo
7:05 am - 1:10 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
5h 05m1 stop Nashville Intl
Southwest Logo
12:20 pm - 9:25 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
10h 05m2 stops Nashville Intl Baltimore/Washington
$226Southwest
Fri, Oct 30 - Tue, Nov 3
Southwest Logo
12:45 pm - 10:55 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
9h 10m2 stops Hartford Bradley Intl Baltimore/Washington
Southwest Logo
12:20 pm - 5:45 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 25m2 stops Nashville Intl Lambert-St Louis
$231Southwest
Fri, Oct 30 - Tue, Nov 3
Southwest Logo
2:50 pm - 10:55 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
7h 05m2 stops Detroit Metropolitan Wayne County Baltimore/Washington
Southwest Logo
12:20 pm - 6:55 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
7h 35m2 stops Nashville Intl Baltimore/Washington
$231Southwest
Sat, Sep 5 - Wed, Sep 9
Southwest Logo
11:45 am - 8:15 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
7h 30m2 stops Grand Rapids Gerald R. Ford Intl Baltimore/Washington
Southwest Logo
7:15 am - 1:55 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
7h 40m2 stops Orlando Lambert-St Louis
$231Southwest
Wed, Sep 30 - Wed, Oct 7
Southwest Logo
1:40 pm - 5:15 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
7:15 am - 12:55 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 40m1 stop Orlando
$231Southwest
Tue, Nov 3 - Wed, Nov 11
Southwest Logo
8:05 am - 11:50 amMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 45mnonstop
Southwest Logo
5:10 pm - 9:25 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
5h 15m1 stop Baltimore/Washington
$231Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
1:40 pm - 5:15 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
8:50 am - 1:30 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
5h 40m1 stop Nashville Intl
$231Southwest
Sat, Dec 5 - Sat, Dec 12
Southwest Logo
3:45 pm - 7:20 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
2h 35mnonstop
Southwest Logo
9:40 am - 3:30 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 50m1 stop Nashville Intl
$231Southwest
Sat, Sep 5 - Fri, Sep 11
Delta Logo
4:39 pm - 10:52 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
5h 13m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:40 pm - 10:44 pmSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
6h 04m1 stop Atlanta Hartsfield-Jackson
$237Delta
Sat, Sep 5 - Sun, Sep 6
Delta Logo
4:39 pm - 10:52 pmMDW  Chicago Midway-SRQ Sarasota Bradenton Intl
5h 13m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:20 am - 10:10 amSRQ  Sarasota Bradenton Intl-MDW Chicago Midway
4h 50m1 stop Atlanta Hartsfield-Jackson
$237Delta
Booking Insights

KAYAK's insights & trends for Midway to Sarasota flights

Get data-powered insights and trends into flights from Midway to Sarasota to help you find the cheapest flights, the best time to fly and much more.

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

The average price of all round-trip flights from Chicago Midway Airport to Sarasota clicked on KAYAK for each day over the last 12 months.

When flying from Chicago Midway Airport to Sarasota, you should consider leaving on a Tuesday and avoid Sundays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Saturdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to Sarasota, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to Sarasota is September, where tickets cost $315 (return) on average. On the other hand, the most expensive months are March and November, where the average cost of round-trip tickets is $548 and $545 respectively.

Can I save money by flying with a layover from Chicago Midway Airport to Sarasota?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $377, prices are generally cheapest when you fly direct.

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Expert advice

Expert advice for your flight from Midway to Sarasota

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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

Good to know

Low season

July

Cheapest flight

$90
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly with an average 29% increase in price.
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
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Sarasota flights

  • What is the cheapest flight from Chicago Midway Airport to Sarasota?

    In the last 5 days, the lowest price for a flight from Chicago Midway Airport to Sarasota was $90 for a one-way ticket and $226 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Sarasota?

    No

  • Which airlines offer Wi-Fi service onboard planes from Chicago Midway Airport to Sarasota?

    JetBlue, and American Airlines offer inflight Wi-Fi service on the Chicago Midway Airport to Sarasota flight route.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Sarasota?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Chicago Midway Airport to Sarasota flight route.

  • On which days can I fly direct from Chicago Midway Airport to Sarasota?

    There are nonstop flights from Chicago Midway Airport to Sarasota on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Sarasota?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Sarasota.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Sarasota?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Sarasota from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Sarasota?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Sarasota with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SRQ can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Sarasota?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Sarasota from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago Midway Airport to Sarasota

  • Looking for a cheap flight? 25% of our users found flights on this route for $168 or less one-way and $320 or less round-trip.

Prefer to fly direct from Chicago Midway Airport to Sarasota?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to Sarasota Bradenton Intl.
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

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

Direct returns

Sarasota Bradenton Intl to Chicago Midway

Monday

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Tuesday

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Wednesday

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Thursday

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Friday

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Saturday

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Sunday

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See more direct flights

Everything you need to know for your flight from Midway to Sarasota

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Sarasota (SRQ)