$135+ Cheap flights from Midway (MDW) to Sarasota (SRQ)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/23. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SRQ
Nov 16 — Nov 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 October 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 October 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:08 am -
2 stops10h 13m
Sun 11/1512:35 pm -
1 stop28h 06m
Deal found 10/12![Multiple Airlines logo]()
$306
This Southwest deal was found by Cheapflights users on 10/14. 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.
Fri 12/187:15 am -
Nonstop2h 35m
Thu 12/2412:45 pm -
Nonstop3h 00m
Deal found 10/14![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 10/12. 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 12/187:15 am -
Nonstop2h 35m
Tue 12/222:40 pm -
1 stop4h 20m
Deal found 10/12![Southwest logo]()
$323
This Southwest deal was found by Cheapflights users on 10/13. 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 11/38:05 am -
Nonstop2h 45m
Tue 12/156:10 am -
1 stop6h 55m
Deal found 10/13![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 10/13. 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 11/66:50 pm -
Nonstop2h 40m
Mon 11/97:20 am -
Nonstop2h 45m
Deal found 10/13![Southwest logo]()
$331
This Delta deal was found by Cheapflights users on 10/13. 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 11/146:00 am -
1 stop6h 13m
Sat 11/215:12 pm -
1 stop6h 42m
Deal found 10/13![Delta logo]()
$337
This Southwest deal was found by Cheapflights users on 10/12. 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 11/510:00 am -
1 stop6h 50m
Tue 11/1012:45 pm -
Nonstop3h 00m
Deal found 10/12![Southwest logo]()
$341
This Southwest deal was found by Cheapflights users on 10/13. 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 11/312:45 pm -
2 stops8h 05m
Sat 12/512:35 pm -
1 stop5h 50m
Deal found 10/13![Southwest logo]()
$342
This Delta deal was found by Cheapflights users on 10/13. 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 11/1810:34 am -
2 stops11h 42m
Sat 11/215:12 pm -
1 stop6h 42m
Deal found 10/13![Delta logo]()
$346
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 October 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 October 17, 2026.
This Southwest deal was found by Cheapflights users on 10/13. 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.
Thu 11/126:50 pm -
Nonstop2h 40m
Thu 11/197:00 am -
1 stop5h 20m
Deal found 10/13![Southwest logo]()
$327
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:00 am -
1 stop6h 09m
Mon 12/74:38 pm -
1 stop7h 16m
Deal found 10/16![Delta logo]()
$412
This Southwest deal was found by Cheapflights users on 10/16. 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.
Fri 1/157:30 am -
1 stop6h 55m
Mon 1/186:15 am -
1 stop6h 40m
Deal found 10/16![Southwest logo]()
$385
This Southwest deal was found by Cheapflights users on 10/15. 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.
Tue 1/512:45 pm -
2 stops8h 05m
Mon 1/116:10 am -
1 stop7h 30m
Deal found 10/15![Southwest logo]()
$390
This Delta deal was found by Cheapflights users on 10/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/106:00 am -
1 stop6h 46m
Sat 4/1712:30 pm -
1 stop4h 55m
Deal found 10/16![Delta logo]()
$431
This Southwest deal was found by Cheapflights users on 10/13. 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 11/73:45 pm -
Nonstop2h 40m
Sat 11/143:05 pm -
Nonstop2h 45m
Deal found 10/13![Southwest logo]()
$403
This Southwest deal was found by Cheapflights users on 10/15. 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.
Sat 11/143:45 pm -
Nonstop2h 40m
Sun 11/158:40 pm -
1 stop4h 30m
Deal found 10/15![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 10/12. 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 12/284:00 pm -
2 stops5h 50m
Thu 12/317:30 am -
2 stops13h 15m
Deal found 10/12![Southwest logo]()
$415
This Southwest deal was found by Cheapflights users on 10/13. 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 10/3011:05 am -
1 stop6h 05m
Tue 11/312:45 pm -
Nonstop3h 00m
Deal found 10/13![Southwest logo]()
$422
This Southwest deal was found by Cheapflights users on 10/15. 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.
Tue 4/61:45 pm -
Nonstop2h 40m
Sat 4/106:25 am -
2 stops9h 35m
Deal found 10/15![Southwest logo]()
$426
This Southwest deal was found by Cheapflights users on 10/16. 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.
Fri 11/1312:55 pm -
2 stops9h 35m
Fri 11/207:00 am -
2 stops7h 40m
Deal found 10/16![Southwest logo]()
$443
This Southwest deal was found by Cheapflights users on 10/15. 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 11/41:15 pm -
2 stops6h 45m
Mon 11/95:50 pm -
2 stops7h 20m
Deal found 10/15![Southwest logo]()
$448
Last-minute flights from Midway to SarasotaDiscover last-minute flight deals from Midway to Sarasota. Data last updated October 17, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Sarasota. Data last updated October 17, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 10/13. 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 11/38:05 am -
Nonstop2h 45m
Sat 12/53:15 pm -
Nonstop2h 45m
Deal found 10/13![Southwest logo]()
$317
This Southwest deal was found by Cheapflights users on 10/13. 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 11/38:05 am -
Nonstop2h 45m
Tue 11/105:10 pm -
1 stop5h 20m
Deal found 10/13![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 10/13. 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 11/312:50 pm -
2 stops8h 00m
Tue 12/156:10 am -
1 stop6h 55m
Deal found 10/13![Southwest logo]()
$342
This Southwest deal was found by Cheapflights users on 10/13. 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 11/66:50 pm -
Nonstop2h 40m
Mon 11/97:20 am -
Nonstop2h 45m
Deal found 10/13![Southwest logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:08 am -
2 stops10h 03m
Thu 11/1211:16 am -
1 stop28h 10m
Deal found 10/16![Multiple Airlines logo]()
$350
This Southwest deal was found by Cheapflights users on 10/14. 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.
Sat 11/76:35 am -
1 stop6h 30m
Sat 11/73:05 pm -
Nonstop2h 45m
Deal found 10/14![Southwest logo]()
$351
This Kiwi.com deal was found by Cheapflights users on 10/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/136:08 am -
2 stops10h 13m
Sun 11/1512:35 pm -
1 stop28h 06m
Deal found 10/12![Multiple Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 10/13. 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 11/144:13 pm -
1 stop6h 03m
Thu 11/2611:16 am -
1 stop4h 59m
Deal found 10/13![Delta logo]()
$337
This Delta deal was found by Cheapflights users on 10/13. 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 11/1810:34 am -
2 stops11h 42m
Sat 11/215:12 pm -
1 stop6h 42m
Deal found 10/13![Delta logo]()
$346
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 October 17, 2026.
Search for one-way flight options from Midway to Sarasota. Find affordable one-way fares based on user searches. Data last updated October 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/239:29 am -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Allegiant Air logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/912:28 pm -
2 stops30h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$149
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/113:50 pm -
2 stops40h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Multiple Airlines logo]()
$152
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:42 pm -
2 stops23h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$156
This Southwest deal was found by Cheapflights users on 10/13. 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 11/257:00 pm -
Nonstop2h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Southwest logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 10/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/103:50 pm -
2 stops24h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 10/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/35:02 pm -
2 stops43h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/16![Multiple Airlines logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 10/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1212:28 pm -
2 stops20h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/14![Multiple Airlines logo]()
$168
This Southwest deal was found by Cheapflights users on 10/13. 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 11/249:50 am -
1 stop4h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Southwest logo]()
$169
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 October 17, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $306 (Kiwi.com) |
One-way from | $135 (Kiwi.com) |
Popular in | March |
Cheapest in | January |
Average price | $418 |
Good round-trip deal | $379 or less |
Good one-way deal | $191 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 7,457,451 searches. Data last updated October 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
Fri 12/18
7:15 am-10:50 am
Nonstop2h 35m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Tue 1/12
9:20 am-1:00 pm
Nonstop2h 40m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Sat 11/14
4:13 pm-9:31 pm
1 stop4h 18m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Mon 1/11
6:00 am-12:48 pm
1 stop5h 48m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Sat 1/16
5:25 pm-12:27 am
1 stop6h 02m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Tue 12/1
6:00 am-1:23 pm
1 stop6h 23m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$193
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Wed 11/4
6:04 am-12:52 pm
1 stop5h 48m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$210
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Tue 12/29
3:05 pm-12:20 am
1 stop8h 15m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$237
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Fri 11/20
12:45 pm-11:30 pm
2 stops9h 45m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$246
ChicagoSarasota
MDW Chicago Midway - SRQ Sarasota Bradenton Intl
MDWSRQ
Chicago Midway
Fri 10/23
8:10 am-11:50 am
Nonstop2h 40m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$264
Showing 1-10 of 23 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 October.
| 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Sarasota (average of $336). Flying from Chicago Midway Airport to Sarasota in March is currently the most expensive (average of $600). 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 October 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 October 10, 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 October 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.
Overall
7.9
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Overall
7.9
Crew
8.6
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$296 | Average$419 | FlexibilityNo cancel fee | On-time63% |