$48+ Cheap flights from Chicago (CHI) 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 12/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — SRQ
Nov 15 — Nov 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago 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.Cheapflights Tip: The best prices from Chicago to Sarasota Bradenton Intl are usually found in November or September, booked 42 days in advance, depart on a Sunday or Thursday and return on a Saturday
Cheap flight deals from Chicago to Sarasota
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Cheapest flights from Chicago to SarasotaExplore the most affordable flight options available from Chicago to Sarasota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2026.
Explore the most affordable flight options available from Chicago to Sarasota. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 16, 2026.
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/811:30 am -
Nonstop2h 40m
Sun 11/158:50 am -
Nonstop2h 50m
Deal found 10/13![Allegiant Air logo]()
$282
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.
Thu 12/101:49 pm -
Nonstop2h 45m
Sun 12/137:30 am -
2 stops27h 57m
Deal found 10/12![Multiple Airlines logo]()
$292
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.
Thu 12/101:49 pm -
Nonstop2h 45m
Thu 12/173:27 pm -
2 stops26h 24m
Deal found 10/14![Allegiant Air logo]()
$293
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1811:30 am -
Nonstop2h 37m
Thu 10/228:01 am -
Nonstop2h 50m
Deal found 10/14![Allegiant Air logo]()
$295
This Sun Country Air 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/187:40 pm -
1 stop13h 08m
Thu 12/2412:17 pm -
1 stop23h 06m
Deal found 10/14![Sun Country Air logo]()
$295
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:41 am -
Nonstop2h 37m
Sun 10/188:50 am -
Nonstop2h 50m
Deal found 10/13![Allegiant Air logo]()
$296
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 11/129:30 am -
2 stops30h 51m
Sun 11/158:50 am -
Nonstop2h 50m
Deal found 10/11![Multiple Airlines logo]()
$297
This Orbitz deal was found by Cheapflights users on 10/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:11 pm -
Nonstop2h 38m
Tue 11/247:30 am -
Nonstop2h 54m
Deal found 10/11![Allegiant Air logo]()
$298
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.
Sun 11/110:20 am -
2 stops28h 16m
Thu 11/58:11 am -
Nonstop2h 50m
Deal found 10/14![Multiple Airlines logo]()
$301
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 11/129:30 am -
2 stops30h 51m
Thu 11/193:27 pm -
Nonstop2h 54m
Deal found 10/13![Multiple Airlines logo]()
$302
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.
Sun 11/811:30 am -
Nonstop2h 40m
Thu 11/128:11 am -
Nonstop2h 50m
Deal found 10/14![Allegiant Air logo]()
$304
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.
Thu 11/59:30 am -
2 stops51h 50m
Thu 11/128:11 am -
Nonstop2h 50m
Deal found 10/14![Multiple Airlines logo]()
$305
Best flights from Chicago to SarasotaDiscover carefully curated flight deals from Chicago to Sarasota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2026.
Discover carefully curated flight deals from Chicago to Sarasota that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 11/129:30 am -
2 stops30h 51m
Sun 11/158:50 am -
Nonstop2h 50m
Deal found 10/11![Multiple Airlines logo]()
$297
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/14:29 pm -
Nonstop2h 42m
Sun 4/111:31 pm -
Nonstop3h 02m
Deal found 10/15![Allegiant Air logo]()
$301
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:00 pm -
Nonstop2h 59m
Wed 1/66:00 am -
1 stop8h 09m
Deal found 10/14![United Airlines 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.
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 10/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/79:30 am -
1 stop5h 15m
Mon 1/1112:26 pm -
1 stop5h 11m
Deal found 10/12![Delta logo]()
$337
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/312:32 pm -
Nonstop2h 59m
Mon 12/71:06 pm -
Nonstop3h 24m
Deal found 10/15![American Airlines logo]()
$365
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.
Thu 12/176:07 pm -
Nonstop2h 43m
Sun 12/203:27 pm -
2 stops41h 58m
Deal found 10/14![Allegiant Air 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.
Sat 11/73:45 pm -
Nonstop2h 40m
Sat 11/147:05 am -
2 stops8h 45m
Deal found 10/13![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 10/11. 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 11/115:13 pm -
1 stop5h 03m
Tue 11/176:00 am -
1 stop5h 24m
Deal found 10/11![Delta logo]()
$337
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1711:23 am -
Nonstop2h 47m
Thu 1/213:26 pm -
2 stops26h 40m
Deal found 10/15![Allegiant Air logo]()
$322
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/710:35 am -
1 stop4h 10m
Mon 1/1112:26 pm -
1 stop7h 11m
Deal found 10/12![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.
Mon 11/21:20 pm -
2 stops7h 30m
Sat 11/79:40 am -
2 stops8h 45m
Deal found 10/12![Southwest logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 12/101:49 pm -
Nonstop2h 45m
Sun 12/133:30 pm -
2 stops45h 45m
Deal found 10/11![Allegiant Air logo]()
$328
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:29 pm -
1 stop6h 30m
Sun 12/611:45 am -
Nonstop3h 12m
Deal found 10/15![United Airlines logo]()
$405
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 11/59:30 am -
3 stops30h 41m
Sun 11/88:50 am -
Nonstop2h 50m
Deal found 10/13![Multiple Airlines logo]()
$410
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.
Thu 1/78:35 am -
1 stop7h 30m
Fri 1/812:50 pm -
Nonstop2h 50m
Deal found 10/15![Southwest logo]()
$375
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.
Thu 11/126:00 am -
1 stop6h 13m
Mon 11/166:25 pm -
1 stop5h 29m
Deal found 10/13![Delta logo]()
$378
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.
Thu 12/31:49 pm -
Nonstop2h 45m
Sun 12/63:30 pm -
2 stops45h 45m
Deal found 10/14![Allegiant Air logo]()
$361
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 12/284:20 pm -
2 stops6h 55m
Thu 12/311:55 pm -
1 stop6h 45m
Deal found 10/12![Southwest logo]()
$404
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:14 am -
Nonstop3h 07m
Sat 11/74:35 pm -
Nonstop3h 13m
Deal found 10/11![United Airlines logo]()
$494
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/44:44 pm -
2 stops24h 56m
Sun 2/78:30 am -
Nonstop3h 03m
Deal found 10/15![Allegiant Air logo]()
$375
This Delta 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 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 10/14![Delta logo]()
$438
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:00 am -
Nonstop3h 07m
Tue 10/204:20 pm -
Nonstop3h 11m
Deal found 10/13![United Airlines logo]()
$499
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.
Thu 2/185:25 pm -
Nonstop2h 40m
Thu 2/258:39 am -
2 stops25h 23m
Deal found 10/14![Allegiant Air logo]()
$375
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 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.
Sun 2/145:25 pm -
Nonstop2h 40m
Thu 3/48:39 am -
2 stops25h 18m
Deal found 10/13![Allegiant Air logo]()
$376
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 11/41:20 pm -
2 stops7h 35m
Mon 11/97:20 am -
Nonstop2h 45m
Deal found 10/15![Southwest logo]()
$433
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/149:00 am -
2 stops13h 17m
Wed 11/186:00 am -
1 stop6h 47m
Deal found 10/13![United Airlines logo]()
$524
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.
Sun 2/215:25 pm -
Nonstop2h 40m
Fri 2/2612:11 pm -
2 stops21h 14m
Deal found 10/12![Allegiant Air logo]()
$386
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/17:24 am -
2 stops15h 18m
Wed 3/314:49 pm -
1 stop8h 26m
Deal found 10/13![United Airlines logo]()
$571
Last-minute flights from Chicago to SarasotaDiscover last-minute flight deals from Chicago to Sarasota. Data last updated October 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Sarasota. Data last updated October 16, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 10/11. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1510:41 am -
Nonstop2h 37m
Sun 10/188:50 am -
Nonstop2h 50m
Deal found 10/11![Allegiant Air logo]()
$292
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1811:30 am -
Nonstop2h 37m
Thu 10/228:01 am -
Nonstop2h 50m
Deal found 10/14![Allegiant Air logo]()
$295
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1811:30 am -
Nonstop2h 37m
Sun 10/258:40 am -
Nonstop2h 50m
Deal found 10/12![Allegiant Air logo]()
$308
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.
Sun 11/110:20 am -
2 stops28h 16m
Thu 11/58:11 am -
Nonstop2h 50m
Deal found 10/14![Multiple Airlines logo]()
$301
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.
Sun 11/111:20 am -
Nonstop2h 37m
Thu 11/193:27 pm -
Nonstop2h 54m
Deal found 10/13![Allegiant Air logo]()
$313
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.
Thu 11/59:30 am -
2 stops51h 50m
Thu 11/128:11 am -
Nonstop2h 50m
Deal found 10/14![Multiple Airlines logo]()
$305
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/811:30 am -
Nonstop2h 40m
Sun 11/158:50 am -
Nonstop2h 50m
Deal found 10/13![Allegiant Air logo]()
$282
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.
Sun 11/811:30 am -
Nonstop2h 40m
Thu 11/128:11 am -
Nonstop2h 50m
Deal found 10/14![Allegiant Air logo]()
$304
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 11/129:30 am -
2 stops30h 51m
Sun 11/158:50 am -
Nonstop2h 50m
Deal found 10/11![Multiple Airlines logo]()
$297
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 11/129:30 am -
2 stops30h 51m
Thu 11/193:27 pm -
Nonstop2h 54m
Deal found 10/13![Multiple Airlines logo]()
$302
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 Orbitz deal was found by Cheapflights users on 10/11. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:11 pm -
Nonstop2h 38m
Tue 11/247:30 am -
Nonstop2h 54m
Deal found 10/11![Allegiant Air logo]()
$298
One-way flights from Chicago to SarasotaSearch for one-way flight options from Chicago to Sarasota. Find affordable one-way fares based on user searches. Data last updated October 16, 2026.
Search for one-way flight options from Chicago to Sarasota. Find affordable one-way fares based on user searches. Data last updated October 16, 2026.
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/131:49 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Allegiant Air logo]()
$48
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/101:49 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Allegiant Air logo]()
$57
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.
Sun 1/1711:23 am -
Nonstop2h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Allegiant Air logo]()
$90
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 12/176:07 pm -
Nonstop2h 43m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Allegiant Air logo]()
$101
This Kiwi.com deal was found by Cheapflights users on 10/11. 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.
Sun 2/285:25 pm -
Nonstop2h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Allegiant Air logo]()
$107
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/75:27 pm -
Nonstop2h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/15![Allegiant Air logo]()
$108
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:11 pm -
Nonstop2h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Allegiant Air logo]()
$118
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:51 am -
Nonstop2h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Allegiant Air logo]()
$119
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 10/11. 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 12/97:32 pm -
2 stops23h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/11. 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 11/147:05 am -
2 stops35h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 10/10. 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 10/10![Multiple Airlines logo]()
$149
Find flight deals from Chicago to Sarasota
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) 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 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $282 (Booking.com) |
One-way from | $48 (CheapOair) |
Popular in | December |
Cheapest in | November |
Average price | $399 |
Good round-trip deal | $227 or less |
Good one-way deal | $171 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago 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 16, 2026.
Use the filters below to find and compare flights from Chicago to Sarasota that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSarasota
RFD Chicago Greater Rockford - SRQ Sarasota Bradenton Intl
RFDSRQ
Chicago Greater Rockford
Sun 12/13
1:49 pm-5:34 pm
Nonstop2h 45m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$48
ChicagoSarasota
RFD Chicago Greater Rockford - SRQ Sarasota Bradenton Intl
RFDSRQ
Chicago Greater Rockford
Sun 2/28
5:25 pm-9:05 pm
Nonstop2h 40m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$107
ChicagoSarasota
RFD Chicago Greater Rockford - SRQ Sarasota Bradenton Intl
RFDSRQ
Chicago Greater Rockford
Thu 11/12
10:51 am-2:31 pm
Nonstop2h 40m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$119
ChicagoSarasota
RFD Chicago Greater Rockford - SRQ Sarasota Bradenton Intl
RFDSRQ
Chicago Greater Rockford
Thu 1/14
11:23 am-3:10 pm
Nonstop2h 47m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$147
ChicagoSarasota
ORD Chicago O'Hare Intl - SRQ Sarasota Bradenton Intl
ORDSRQ
Chicago O'Hare Intl
Thu 12/31
11:53 am-10:46 am
1 stop21h 53m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$158
ChicagoSarasota
ORD Chicago O'Hare Intl - SRQ Sarasota Bradenton Intl
ORDSRQ
Chicago O'Hare Intl
Thu 12/10
5:59 pm-9:57 pm
Nonstop2h 58m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
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
Fri 11/27
12:50 pm-4:25 pm
Nonstop2h 35m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$159
ChicagoSarasota
ORD Chicago O'Hare Intl - SRQ Sarasota Bradenton Intl
ORDSRQ
Chicago O'Hare Intl
Tue 12/22
7:11 am-11:09 am
Nonstop2h 58m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$167
ChicagoSarasota
ORD Chicago O'Hare Intl - SRQ Sarasota Bradenton Intl
ORDSRQ
Chicago O'Hare Intl
Thu 12/10
9:59 am-3:26 pm
1 stop4h 27m
Sarasota Bradenton Intl
Wed 12/31
12:00 am-11:00 pm
Nonstop0h 00m
$169
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from Chicago 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 Chicago 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-Sarasota flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sarasota flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Sarasota flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-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-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 Chicago to Sarasota
Have a flexible travel schedule? Discover the best time to fly to Sarasota from Chicago with our price prediction graph.
CHI-SRQ
RFD-SRQ
MDW-SRQ
ORD-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 to Sarasota
CHI-SRQ
RFD-SRQ
MDW-SRQ
ORD-SRQ
What is the cheapest month to book a flight from Chicago to Sarasota?
Currently, August is the cheapest month in which you can book a flight from Chicago to Sarasota (average of $302). Flying from Chicago to Sarasota in December is currently the most expensive (average of $454). 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 CHI to SRQ?
Find hourly flight availability from Chicago 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 16, 2026.
It’s optimal to fly from Chicago to Sarasota at noon. By choosing this option you can save up to 33% on the cost of your flight, compared to a flight in the evening.
Weekly flight availability from Chicago to Sarasota
Explore weekly flight availability from Chicago to Sarasota. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated October 16, 2026.
The most flights from CHI to SRQ are scheduled on a Tuesday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago to Sarasota?
Airfare is below average for this route at the moment.
Chicago to Sarasota flights typically cost between $331 and $494 in November.The cheapest round-trip price found within the last 5 days was $282 on Allegiant Air (Nov 8-Nov 15).
How far ahead should I book a flight from Chicago to Sarasota?
To ensure you get the cheapest price possible for a flight from Chicago to Sarasota, you should look to book at least 24 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
What is the cheapest day to fly from Chicago to Sarasota?
Use this chart to determine the cheapest time to fly round-trip from Chicago to Sarasota. Price data was last updated on October 10, 2026.
Travelers seeking maximum savings on their Chicago to Sarasota flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The best insider tips for Chicago 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 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 16, 2026.
Read through reviews of airlines operating flights from Chicago to Sarasota, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.4
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Entertainment
7.4
Crew
8.6
Boarding
8.1
Comfort
8.0
Food
7.0
Overall
7.9
Reviews
1 / 20
10.0
ExcellentSarah,Aug 2024
MDW - AUS
Related info for your journey
Find useful and relevant information for your journey from Chicago 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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Chicago and Sarasota flights
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Top 6 airlines flying from Chicago to Sarasota
Discover the top 6 airlines that operate flights from Chicago 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 7,457,451 searches. Data last updated October 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$58 | Average$292 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$113 | Average$222 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$152 | Average$301 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$232 | Average$412 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$279 | Average$455 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$296 | Average$419 | FlexibilityNo cancel fee | On-time63% |