$90+ 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 9/11. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SRQ
Sep 16 — Sep 231
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Sarasota with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Sarasota
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Cheapest flights from Midway to SarasotaExplore 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 August 17, 2026.
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 August 17, 2026.
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/2812:20 pm -
Nonstop2h 35m
Mon 10/56:20 pm -
1 stop4h 20m
Deal found 8/14![Southwest logo]()
$227
This Southwest deal was found by Cheapflights users on 8/13. 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.
Tue 9/11:40 pm -
Nonstop2h 35m
Tue 9/228:50 am -
1 stop5h 40m
Deal found 8/13![Southwest logo]()
$229
This Southwest deal was found by Cheapflights users on 8/13. 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 9/169:25 am -
1 stop5h 35m
Wed 9/305:55 pm -
Nonstop2h 40m
Deal found 8/13![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 8/13. 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.
Tue 9/221:40 pm -
Nonstop2h 35m
Tue 9/297:15 am -
2 stops5h 50m
Deal found 8/13![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 8/17. 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.
Fri 9/1812:20 pm -
Nonstop2h 35m
Mon 9/215:10 pm -
1 stop5h 25m
Deal found 8/17![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 9/127:50 am -
Nonstop2h 40m
Sat 9/1911:25 am -
2 stops6h 45m
Deal found 8/13![Southwest logo]()
$238
This Delta deal was found by Cheapflights users on 8/13. 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.
Fri 9/114:30 pm -
1 stop5h 30m
Sat 9/195:40 pm -
1 stop6h 04m
Deal found 8/13![Delta logo]()
$239
This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 9/124:30 pm -
1 stop5h 30m
Sat 9/195:40 pm -
1 stop6h 04m
Deal found 8/13![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 8/13. 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.
Fri 10/97:55 am -
1 stop8h 45m
Mon 10/126:10 am -
Nonstop2h 45m
Deal found 8/13![Southwest logo]()
$243
Best flights from Midway to SarasotaDiscover carefully curated flight deals from Midway to Sarasota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
Discover carefully curated flight deals from Midway to Sarasota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 17, 2026.
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/2812:20 pm -
Nonstop2h 35m
Mon 10/56:20 pm -
1 stop4h 20m
Deal found 8/14![Southwest logo]()
$227
This Delta deal was found by Cheapflights users on 8/17. 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.
Mon 9/286:05 am -
1 stop5h 14m
Sat 10/35:40 pm -
1 stop6h 04m
Deal found 8/17![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 8/17. 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 10/211:05 pm -
2 stops7h 45m
Wed 10/283:05 pm -
Nonstop2h 50m
Deal found 8/17![Southwest logo]()
$232
This Delta deal was found by Cheapflights users on 8/14. 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.
Sat 9/54:39 pm -
1 stop5h 13m
Mon 9/76:00 am -
1 stop4h 59m
Deal found 8/14![Delta logo]()
$268
This Southwest deal was found by Cheapflights users on 8/17. 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.
Mon 9/149:00 am -
1 stop7h 00m
Mon 9/217:10 am -
2 stops6h 15m
Deal found 8/17![Southwest logo]()
$252
This Delta deal was found by Cheapflights users on 8/13. 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.
Fri 9/45:10 pm -
1 stop6h 21m
Sun 9/611:00 am -
1 stop5h 44m
Deal found 8/13![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 8/17. 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.
Tue 9/812:20 pm -
1 stop6h 30m
Thu 9/1012:05 pm -
Nonstop2h 40m
Deal found 8/17![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 8/15. 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.
Thu 9/245:00 am -
1 stop5h 15m
Mon 9/285:40 pm -
1 stop5h 45m
Deal found 8/15![Southwest logo]()
$294
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 9/249:00 am -
1 stop7h 00m
Thu 10/16:20 pm -
2 stops5h 50m
Deal found 8/17![Southwest logo]()
$299
This Southwest deal was found by Cheapflights users on 8/15. 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 11/118:00 am -
1 stop4h 15m
Sun 11/157:20 am -
Nonstop2h 45m
Deal found 8/15![Southwest logo]()
$319
Last-minute flights from Midway to SarasotaDiscover last-minute flight deals from Midway to Sarasota. Data last updated August 17, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Sarasota. Data last updated August 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/13. 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.
Tue 9/11:40 pm -
Nonstop2h 35m
Tue 9/228:50 am -
1 stop5h 40m
Deal found 8/13![Southwest logo]()
$229
This Delta deal was found by Cheapflights users on 8/13. 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.
Fri 9/114:30 pm -
1 stop5h 30m
Sat 9/195:40 pm -
1 stop6h 04m
Deal found 8/13![Delta logo]()
$239
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 9/127:50 am -
Nonstop2h 40m
Sat 9/1911:25 am -
2 stops6h 45m
Deal found 8/13![Southwest logo]()
$238
This Delta deal was found by Cheapflights users on 8/13. 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.
Sat 9/124:30 pm -
1 stop5h 30m
Sat 9/195:40 pm -
1 stop6h 04m
Deal found 8/13![Delta logo]()
$241
This Southwest deal was found by Cheapflights users on 8/13. 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 9/169:25 am -
1 stop5h 35m
Wed 9/305:55 pm -
Nonstop2h 40m
Deal found 8/13![Southwest logo]()
$231
This Southwest deal was found by Cheapflights users on 8/17. 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.
Fri 9/1812:20 pm -
Nonstop2h 35m
Mon 9/215:10 pm -
1 stop5h 25m
Deal found 8/17![Southwest logo]()
$237
This Southwest deal was found by Cheapflights users on 8/13. 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.
Tue 9/221:40 pm -
Nonstop2h 35m
Tue 9/297:15 am -
2 stops5h 50m
Deal found 8/13![Southwest logo]()
$236
This Southwest deal was found by Cheapflights users on 8/14. 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.
Mon 9/2812:20 pm -
Nonstop2h 35m
Mon 10/56:20 pm -
1 stop4h 20m
Deal found 8/14![Southwest logo]()
$227
One-way flights from Midway to SarasotaSearch for one-way flight options from Midway to Sarasota. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
Search for one-way flight options from Midway to Sarasota. Find affordable one-way fares based on user searches. Data last updated August 17, 2026.
This Southwest deal was found by Cheapflights users on 8/13. 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.
Fri 9/1112:20 pm -
Nonstop2h 35m
Deal found 8/13![Southwest logo]()
$90
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 9/511:45 am -
2 stops7h 30m
Deal found 8/13![Southwest logo]()
$105
This Southwest deal was found by Cheapflights users on 8/17. 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.
Thu 9/1012:20 pm -
Nonstop2h 35m
Deal found 8/17![Southwest logo]()
$109
This Southwest deal was found by Cheapflights users on 8/13. 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.
Sat 9/127:50 am -
Nonstop2h 40m
Deal found 8/13![Southwest logo]()
$112
This Delta deal was found by Cheapflights users on 8/17. 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.
Tue 9/155:11 pm -
1 stop6h 23m
Deal found 8/17![Delta logo]()
$119
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 9/94:30 pm -
1 stop5h 30m
Deal found 8/13![Delta logo]()
$121
This Southwest deal was found by Cheapflights users on 8/16. 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.
Tue 9/158:40 am -
2 stops6h 05m
Deal found 8/16![Southwest logo]()
$124
This Delta deal was found by Cheapflights users on 8/17. 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.
Fri 11/131:00 pm -
1 stop7h 28m
Deal found 8/17![Delta logo]()
$129
This Southwest deal was found by Cheapflights users on 8/13. 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.
Fri 10/22:50 pm -
2 stops7h 05m
Deal found 8/13![Southwest logo]()
$134
This Delta deal was found by Cheapflights users on 8/13. 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.
Mon 9/145:10 pm -
1 stop6h 24m
Deal found 8/13![Delta logo]()
$136
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 10/76:04 am -
1 stop5h 48m
Deal found 8/13![Delta logo]()
$137
Find 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 August 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $227 (Southwest) |
One-way from | $90 (Southwest) |
Popular in | March |
Cheapest in | September |
Average price | $342 |
Good round-trip deal | $274 or less |
Good one-way deal | $206 or less |
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 August 17, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Sarasota that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Mon 9/28
12:20 pm-3:55 pm
Nonstop2h 35m
Sarasota Bradenton Intl
Mon 10/5
6:20 pm-9:40 pm
1 stop4h 20m
$227
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Wed 10/21
1:05 pm-9:50 pm
2 stops7h 45m
Sarasota Bradenton Intl
Wed 10/28
3:05 pm-4:55 pm
Nonstop2h 50m
$232
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Mon 9/28
6:05 am-12:19 pm
1 stop5h 14m
Sarasota Bradenton Intl
Sat 10/3
5:40 pm-10:44 pm
1 stop6h 04m
$237
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Mon 9/14
9:00 am-5:00 pm
1 stop7h 00m
Sarasota Bradenton Intl
Mon 9/21
7:10 am-12:25 pm
2 stops6h 15m
$252
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Sat 9/5
4:39 pm-10:52 pm
1 stop5h 13m
Sarasota Bradenton Intl
Mon 9/7
6:00 am-9:59 am
1 stop4h 59m
$268
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Fri 9/4
5:10 pm-12:31 am
1 stop6h 21m
Sarasota Bradenton Intl
Sun 9/6
11:00 am-3:44 pm
1 stop5h 44m
$272
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Tue 9/8
12:20 pm-7:50 pm
1 stop6h 30m
Sarasota Bradenton Intl
Thu 9/10
12:05 pm-1:45 pm
Nonstop2h 40m
$294
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Thu 9/24
5:00 am-11:15 am
1 stop5h 15m
Sarasota Bradenton Intl
Mon 9/28
5:40 pm-10:25 pm
1 stop5h 45m
$294
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Thu 9/24
9:00 am-5:00 pm
1 stop7h 00m
Sarasota Bradenton Intl
Thu 10/1
6:20 pm-11:10 pm
2 stops5h 50m
$299
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Wed 11/11
8:00 am-1:15 pm
1 stop4h 15m
Sarasota Bradenton Intl
Sun 11/15
7:20 am-9:05 am
Nonstop2h 45m
$319
Showing 1-10 of 18 resultsSorted by cheapest first
Compare providers for flights from Midway to Sarasota
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Sarasota in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Sarasota flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Sarasota flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Sarasota flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Sarasota flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Sarasota flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
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.
MDW-SRQ
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, September is the cheapest month in which you can book a flight from Chicago Midway Airport to Sarasota (average of $315). Flying from Chicago Midway Airport to Sarasota in March is currently the most expensive (average of $548). 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 August 17, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Sarasota in the afternoon. If you’re flexible enough to do this you can expect to save up to 30% 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 August 15, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Sarasota flight should consider departing on Tuesday mornings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago Midway Airport to Sarasota flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Sarasota trip
Our travel experts
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 August 17, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Sarasota, such as Southwest. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Comfort
8.0
Crew
8.6
Food
7.0
Entertainment
7.5
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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.
Traveling to a place near Sarasota?
Book flights to Sarasota if you plan to visit one of these locationsVenice
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Midway and Sarasota flights
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Browse through other flights departing from Midway. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Other flights to Sarasota
Explore flights to Sarasota departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 17, 2026.
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 August 17, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$304 | Average$418 | FlexibilityNo cancel fee | On-time63% |