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$129+ Cheap flights from Midway (MDW) to Sarasota (SRQ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/9. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SRQ
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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Cheap flight deals from Midway to Sarasota

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Sarasota (SRQ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 2, 2025.

Round-trip from

$257
(Southwest)

One-way from

$129
(Southwest)

Popular in

December

Cheapest in

May

Average price

$355

Good round-trip deal

$355 or less

Good one-way deal

$211 or less
From Chicago Midway to Sarasota Bradenton Intl
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One-way flight from Chicago Midway to Sarasota Bradenton Intl
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Highest demand for flights based on searches. 12% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Chicago Midway to Sarasota Bradenton Intl.
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Price to beat on a one-way flight from Chicago Midway to Sarasota Bradenton Intl.
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Find flight deals from Midway to Sarasota

Cheapest flights from Midway to Sarasota
Explore the most affordable flight options available from Midway to Sarasota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 2, 2025.

This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/131:25 pmMDW - SRQ
Nonstop2h 40mSouthwest
Mon 8/1811:40 amSRQ - MDW
Nonstop2h 45mSouthwest
Deal found 6/30$257
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/76:00 amMDW - SRQ
1 stop4h 39mDelta
Mon 8/115:03 pmSRQ - MDW
1 stop5h 41mDelta
Deal found 7/2$277
This Mytrip deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/78:14 pmMDW - SRQ
2 stops20h 01mAllegiant Air
Mon 8/118:36 amSRQ - MDW
1 stop6h 20mAllegiant Air
Deal found 7/2$344

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Sarasota that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 2, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Sarasota that are best for you.

Fly from

Midway

Fly to

Sarasota

Route

Depart

Return

Price

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Wed 8/13

1:25 pm-5:05 pm

Nonstop2h 40m

Sarasota Bradenton Intl

Mon 8/18

11:40 am-1:25 pm

Nonstop2h 45m

$257

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 8/7

6:00 am-1:51 pm

1 stop6h 51m

Sarasota Bradenton Intl

Mon 8/11

5:03 pm-9:44 pm

1 stop5h 41m

$277

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Thu 8/7

8:14 pm-5:15 pm

2 stops20h 01m

Sarasota Bradenton Intl

Mon 8/11

8:36 am-1:56 pm

1 stop6h 20m

$344

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Tue 9/9

1:25 pm-5:05 pm

Nonstop2h 40m

$129

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Mon 9/8

6:00 am-11:55 am

1 stop4h 55m

$139

ChicagoSarasota

MDW - SRQ

MDWSRQ

Chicago Midway

Sun 7/20

8:14 pm-5:15 pm

2 stops20h 01m

$449

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Midway to Sarasota

Have a flexible travel schedule? Discover the best time to fly to Sarasota from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to Sarasota

What is the cheapest month to book a flight from Chicago Midway Airport to Sarasota?

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Sarasota (average of $241). Flying from Chicago Midway Airport to Sarasota in March is currently the most expensive (average of $312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to SRQ?

Find hourly flight availability from Midway to Sarasota. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 2, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Sarasota at noon. If you’re flexible enough to do this you can expect to save up to 12% on your trip compared to booking a flight in the evening.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Sarasota. Price data was last updated on June 29, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to Sarasota flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Sarasota

Get insights into the airlines that provide service to Sarasota. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sarasota. Reviews last updated July 2, 2025.
Read through reviews of airlines operating flights from Chicago Midway Airport to Sarasota, such as Southwest, Delta, and Allegiant Air. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Delta
8.0
Very good
7,975 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Allegiant Air
7.2
Good
709 reviews
Southwest
8.0
Very good
4,272 reviews

Food

7.0

Boarding

8.2

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Midway to Sarasota. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Sarasota from Chicago Midway?

    Sarasota Bradenton Intl (SRQ) is the airport you will fly into if you book a flight from Chicago Midway to Sarasota. You should not have trouble finding flights to Sarasota Bradenton Intl from Chicago Midway; the airport handles an average of 1 inbound flight from Chicago Midway per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Sarasota airport from Chicago Midway. It is only a 4.3 mi journey from Sarasota Bradenton Intl (SRQ) to Sarasota’s city center.

  • What are the cheapest airlines flying from Chicago Midway Airport to Sarasota round-trip?

    Southwest, at $257, was found to be the cheapest airline from Chicago Midway Airport to Sarasota.Alternate airlines to your destination round-trip include Delta and Allegiant Air. These flights start at 35% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Sarasota one-way?

    The cheapest airlines for a one-way flight from Chicago Midway Airport to Sarasota are Southwest ($129), Delta ($139), and Allegiant Air ($449).

  • What are the cheapest flights from Chicago Midway Airport to Sarasota?

    The cheapest flight price from Chicago Midway Airport to Sarasota is $196. On average you can expect to pay $300. The most popular route, (Chicago Midway - Sarasota Bradenton Intl), can usually be booked for $265.

  • Can I find deals for flights from Midway to Sarasota that include hotel bookings?

    Yes. In addition to deals on Midway to Sarasota flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Sarasota?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Sarasota.

  • Can I find deals for business class flights from Midway to Sarasota?

    Yes. Cheapflights offers flight deals from Midway to Sarasota by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Sarasota (average of $241). Flying from Chicago Midway Airport to Sarasota in March is currently the most expensive (average of $312). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
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Top airline flying from Midway to Sarasota

Discover the top airline that operate flights from Midway to Sarasota. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$299Average$389FlexibilityNo cancel feeOn-time63%

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