$76+ Cheap flights from Sarasota (SRQ) to Illinois
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 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
SRQ — ORD
Jun 1 — Jun 81
Round-trip
1 adult, Economy
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Cheapest flights from Sarasota to IllinoisExplore the most affordable flight options available from Sarasota to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 2, 2026.
Explore the most affordable flight options available from Sarasota to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 2, 2026.
This Delta deal was found by Cheapflights users on 4/28. 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 6/173:30 pm
SRQ
- MDW
1 stop7h 47m
Delta
Tue 6/306:00 am
MDW
- SRQ
1 stop7h 14m
Delta
Deal found 4/28![Delta logo]()
$237
This Delta deal was found by Cheapflights users on 4/28. 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 5/277:51 pm
SRQ
- ORD
1 stop5h 08m
Delta
Wed 6/106:00 am
ORD
- SRQ
1 stop6h 36m
Delta
Deal found 4/28![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 4/28. 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 5/209:20 am
SRQ
- MDW
2 stops7h 25m
Southwest
Wed 6/1711:50 am
MDW
- SRQ
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 4/28. 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 5/287:51 pm
SRQ
- ORD
1 stop5h 08m
Delta
Wed 6/106:00 am
ORD
- SRQ
1 stop6h 36m
Delta
Deal found 4/28![Delta logo]()
$252
This Southwest deal was found by Cheapflights users on 4/27. 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 5/236:25 am
SRQ
- MDW
1 stop5h 20m
Southwest
Mon 5/257:45 am
MDW
- SRQ
Nonstop2h 35m
Southwest
Deal found 4/27![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 4/29. 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 5/277:00 am
SRQ
- ORD
2 stops12h 25m
Southwest
Wed 6/35:55 am
ORD
- SRQ
1 stop4h 15m
Southwest
Deal found 4/29![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 4/28. 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 6/45:15 am
SRQ
- MDW
Nonstop2h 40m
Southwest
Tue 6/97:50 am
MDW
- SRQ
2 stops8h 50m
Southwest
Deal found 4/28![Southwest logo]()
$262
This Southwest deal was found by Cheapflights users on 4/28. 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 5/276:05 pm
SRQ
- STL
1 stop5h 30m
Southwest
Wed 6/105:40 am
STL
- SRQ
1 stop5h 05m
Southwest
Deal found 4/28![Southwest logo]()
$267
This Southwest deal was found by Cheapflights users on 4/27. 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 5/235:45 pm
SRQ
- ORD
1 stop5h 10m
Southwest
Mon 5/252:40 pm
ORD
- SRQ
1 stop5h 35m
Southwest
Deal found 4/27![Southwest logo]()
$267
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 5/2012:47 pm
SRQ
- ORD
Nonstop3h 10m
American Airlines
Wed 6/175:10 am
ORD
- SRQ
1 stop4h 37m
American Airlines
Deal found 4/28![American Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 4/29. 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 5/204:10 pm
SRQ
- STL
1 stop6h 50m
Southwest
Tue 6/22:10 pm
STL
- SRQ
Nonstop2h 15m
Southwest
Deal found 4/29![Southwest logo]()
$277
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:20 am
SRQ
- STL
2 stops9h 06m
American Airlines
Tue 6/211:18 am
STL
- SRQ
2 stops8h 26m
American Airlines
Deal found 4/30![American Airlines logo]()
$278
Best flights from Sarasota to IllinoisDiscover carefully curated flight deals from Sarasota to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 2, 2026.
Discover carefully curated flight deals from Sarasota to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 2, 2026.
This Southwest deal was found by Cheapflights users on 4/28. 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 6/46:15 am
SRQ
- STL
1 stop5h 05m
Southwest
Mon 6/85:35 pm
STL
- SRQ
1 stop4h 05m
Southwest
Deal found 4/28![Southwest logo]()
$267
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/149:00 am
SRQ
- RFD
Nonstop3h 00m
Allegiant Air
Sun 5/1710:37 am
RFD
- SRQ
2 stops27h 21m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$286
This Delta deal was found by Cheapflights users on 4/26. 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 6/37:00 am
SRQ
- MDW
1 stop5h 56m
Delta
Sat 7/254:22 pm
MDW
- SRQ
1 stop5h 05m
Delta
Deal found 4/26![Delta logo]()
$289
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 7/186:31 am
SRQ
- RFD
Nonstop2h 44m
Multiple Airlines
Mon 7/207:50 pm
RFD
- SRQ
2 stops37h 38m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$291
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:05 am
SRQ
- PIA
1 stop5h 59m
United Airlines
Tue 5/198:30 am
PIA
- SRQ
1 stop5h 48m
United Airlines
Deal found 4/30![United Airlines logo]()
$369
This KAYAK deal was found by Cheapflights users on 4/29. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/45:24 pm
SRQ
- ORD
1 stop5h 09m
American Airlines
Sat 6/62:57 pm
ORD
- SRQ
2 stops8h 25m
American Airlines
Deal found 4/29![American Airlines logo]()
$413
This Southwest deal was found by Cheapflights users on 4/26. 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 6/36:05 pm
SRQ
- MDW
1 stop4h 20m
Southwest
Wed 7/2210:10 am
MDW
- SRQ
2 stops6h 30m
Southwest
Deal found 4/26![Southwest logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 9/109:31 am
SRQ
- RFD
2 stops24h 21m
Allegiant Air
Sun 9/1311:55 am
RFD
- SRQ
Nonstop2h 40m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$297
This Delta deal was found by Cheapflights users on 4/26. 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 6/63:09 pm
SRQ
- MDW
1 stop7h 00m
Delta
Tue 6/96:00 am
MDW
- SRQ
1 stop7h 24m
Delta
Deal found 4/26![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 4/27. 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 6/96:15 am
SRQ
- STL
1 stop5h 05m
Southwest
Thu 6/115:35 pm
STL
- SRQ
1 stop4h 05m
Southwest
Deal found 4/27![Southwest logo]()
$291
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:05 am
SRQ
- STL
1 stop6h 48m
Delta
Tue 9/156:00 am
STL
- SRQ
1 stop5h 35m
Delta
Deal found 4/30![Delta logo]()
$306
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:45 am
SRQ
- RFD
Nonstop2h 46m
Allegiant Air
Wed 6/174:42 pm
RFD
- SRQ
2 stops29h 27m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$318
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/97:25 am
SRQ
- STL
2 stops8h 50m
Southwest
Wed 6/241:45 pm
STL
- SRQ
2 stops7h 15m
Southwest
Deal found 4/30![Southwest logo]()
$293
This Delta deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:45 pm
SRQ
- STL
1 stop5h 52m
Delta
Tue 8/187:20 am
STL
- SRQ
1 stop4h 15m
Delta
Deal found 4/27![Delta logo]()
$306
This Southwest deal was found by Cheapflights users on 4/28. 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.
Sun 6/77:10 am
SRQ
- MDW
Nonstop2h 40m
Southwest
Wed 6/1011:50 am
MDW
- SRQ
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$300
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:55 pm
SRQ
- STL
1 stop4h 55m
Delta
Fri 9/117:05 pm
STL
- SRQ
1 stop3h 54m
Delta
Deal found 4/30![Delta logo]()
$306
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/164:25 pm
SRQ
- PIA
1 stop7h 24m
United Airlines
Mon 5/181:35 pm
PIA
- SRQ
1 stop6h 07m
United Airlines
Deal found 4/30![United Airlines logo]()
$410
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 7/298:45 am
SRQ
- RFD
Nonstop2h 44m
Allegiant Air
Sat 8/15:09 pm
RFD
- SRQ
2 stops29h 22m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$349
This Southwest deal was found by Cheapflights users on 4/27. 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 5/186:10 pm
SRQ
- ORD
1 stop4h 45m
Southwest
Wed 5/2011:55 am
ORD
- SRQ
2 stops8h 45m
Southwest
Deal found 4/27![Southwest logo]()
$302
This United Airlines deal was found by Cheapflights users on 4/27. 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 5/124:20 pm
SRQ
- PIA
1 stop7h 29m
United Airlines
Sat 5/161:35 pm
PIA
- SRQ
2 stops9h 24m
United Airlines
Deal found 4/27![United Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 4/29. 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 7/86:22 pm
SRQ
- STL
1 stop6h 31m
Delta
Fri 7/106:00 am
STL
- SRQ
1 stop4h 44m
Delta
Deal found 4/29![Delta logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:59 am
SRQ
- RFD
3 stops24h 38m
Multiple Airlines
Wed 6/1711:21 am
RFD
- SRQ
Nonstop2h 45m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$462
This Southwest deal was found by Cheapflights users on 4/26. 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 6/29:20 am
SRQ
- MDW
2 stops7h 25m
Southwest
Sat 7/253:50 pm
MDW
- SRQ
1 stop5h 05m
Southwest
Deal found 4/26![Southwest logo]()
$309
This Delta deal was found by Cheapflights users on 5/1. 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 9/307:05 am
SRQ
- STL
1 stop6h 48m
Delta
Sun 10/43:42 pm
STL
- SRQ
1 stop4h 46m
Delta
Deal found 5/1![Delta logo]()
$315
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 5/284:20 pm
SRQ
- ORD
Nonstop3h 16m
United Airlines
Sun 5/3111:05 am
ORD
- SRQ
Nonstop3h 02m
United Airlines
Deal found 4/28![United Airlines logo]()
$423
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/48:50 am
SRQ
- STL
1 stop6h 05m
Southwest
Sun 8/95:00 am
STL
- SRQ
1 stop5h 20m
Southwest
Deal found 4/30![Southwest logo]()
$315
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 7/2911:04 am
SRQ
- RFD
3 stops24h 33m
Multiple Airlines
Sat 8/19:05 am
RFD
- SRQ
Nonstop2h 42m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$513
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Sun 9/207:57 pm
SRQ
- PIA
1 stop5h 19m
American Airlines
Sun 9/274:32 pm
PIA
- SRQ
1 stop4h 41m
American Airlines
Deal found 4/28![American Airlines logo]()
$573
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/149:00 am
SRQ
- RFD
Nonstop3h 00m
Allegiant Air
Mon 5/1810:49 am
RFD
- SRQ
2 stops27h 42m
Allegiant Air
Deal found 4/28![Allegiant Air logo]()
$431
This Delta deal was found by Cheapflights users on 5/1. 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.
Sun 5/317:00 am
SRQ
- ORD
1 stop7h 47m
Delta
Wed 6/35:30 am
ORD
- SRQ
1 stop7h 34m
Delta
Deal found 5/1![Delta logo]()
$324
Last-minute flights from Sarasota to IllinoisDiscover last-minute flight deals from Sarasota to Illinois. Data last updated May 2, 2026 and is based on user searches.
Discover last-minute flight deals from Sarasota to Illinois. Data last updated May 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/28. 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 5/209:20 am
SRQ
- MDW
2 stops7h 25m
Southwest
Wed 6/1711:50 am
MDW
- SRQ
1 stop8h 25m
Southwest
Deal found 4/28![Southwest logo]()
$248
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Wed 5/2012:47 pm
SRQ
- ORD
Nonstop3h 10m
American Airlines
Wed 6/175:10 am
ORD
- SRQ
1 stop4h 37m
American Airlines
Deal found 4/28![American Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 4/29. 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 5/204:10 pm
SRQ
- STL
1 stop6h 50m
Southwest
Tue 6/22:10 pm
STL
- SRQ
Nonstop2h 15m
Southwest
Deal found 4/29![Southwest logo]()
$277
This Southwest deal was found by Cheapflights users on 4/27. 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 5/236:25 am
SRQ
- MDW
1 stop5h 20m
Southwest
Mon 5/257:45 am
MDW
- SRQ
Nonstop2h 35m
Southwest
Deal found 4/27![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 4/27. 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 5/235:45 pm
SRQ
- ORD
1 stop5h 10m
Southwest
Mon 5/252:40 pm
ORD
- SRQ
1 stop5h 35m
Southwest
Deal found 4/27![Southwest logo]()
$267
This Delta deal was found by Cheapflights users on 4/28. 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 5/277:51 pm
SRQ
- ORD
1 stop5h 08m
Delta
Wed 6/106:00 am
ORD
- SRQ
1 stop6h 36m
Delta
Deal found 4/28![Delta logo]()
$237
This Southwest deal was found by Cheapflights users on 4/29. 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 5/277:00 am
SRQ
- ORD
2 stops12h 25m
Southwest
Wed 6/35:55 am
ORD
- SRQ
1 stop4h 15m
Southwest
Deal found 4/29![Southwest logo]()
$257
This Southwest deal was found by Cheapflights users on 4/28. 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 5/276:05 pm
SRQ
- STL
1 stop5h 30m
Southwest
Wed 6/105:40 am
STL
- SRQ
1 stop5h 05m
Southwest
Deal found 4/28![Southwest logo]()
$267
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:20 am
SRQ
- STL
2 stops9h 06m
American Airlines
Tue 6/211:18 am
STL
- SRQ
2 stops8h 26m
American Airlines
Deal found 4/30![American Airlines logo]()
$278
This Delta deal was found by Cheapflights users on 4/28. 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 5/287:51 pm
SRQ
- ORD
1 stop5h 08m
Delta
Wed 6/106:00 am
ORD
- SRQ
1 stop6h 36m
Delta
Deal found 4/28![Delta logo]()
$252
This Delta deal was found by Cheapflights users on 4/29. 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 5/287:51 pm
SRQ
- ORD
1 stop5h 08m
Delta
Tue 6/27:07 am
ORD
- SRQ
1 stop5h 57m
Delta
Deal found 4/29![Delta logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/286:21 am
SRQ
- MDW
2 stops16h 41m
Multiple Airlines
Sun 5/312:47 pm
MDW
- SRQ
1 stop25h 14m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$282
One-way flights from Sarasota to IllinoisSearch for one-way flight options from Sarasota to Illinois. Find affordable one-way fares based on user searches. Data last updated May 2, 2026.
Search for one-way flight options from Sarasota to Illinois. Find affordable one-way fares based on user searches. Data last updated May 2, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:36 pm
SRQ
- PIA
Nonstop2h 39m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$76
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/238:31 pm
SRQ
- STL
2 stops37h 24m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$111
This Delta deal was found by Cheapflights users on 4/27. 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 5/276:00 am
SRQ
- MDW
1 stop5h 00m
Delta
Deal found 4/27![Delta logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 5/149:00 am
SRQ
- RFD
Nonstop3h 00m
Allegiant Air
Deal found 4/29![Allegiant Air logo]()
$119
This Delta deal was found by Cheapflights users on 4/28. 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 5/276:00 am
SRQ
- ORD
1 stop5h 16m
Delta
Deal found 4/28![Delta logo]()
$119
This Kiwi.com deal was found by Cheapflights users on 4/27. 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 5/278:45 am
SRQ
- RFD
Nonstop2h 54m
Allegiant Air
Deal found 4/27![Allegiant Air logo]()
$121
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/251:06 pm
SRQ
- MDW
1 stop24h 30m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$122
This Southwest deal was found by Cheapflights users on 4/27. 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 5/279:20 am
SRQ
- MDW
2 stops7h 25m
Southwest
Deal found 4/27![Southwest logo]()
$124
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Mon 5/1812:47 pm
SRQ
- ORD
Nonstop3h 10m
American Airlines
Deal found 4/28![American Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 5/238:31 pm
SRQ
- ORD
2 stops34h 53m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:01 am
SRQ
- ORD
2 stops55h 36m
Multiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:32 pm
SRQ
- MDW
1 stop19h 20m
Allegiant Air
Deal found 4/30![Allegiant Air logo]()
$129
Find flight deals from Sarasota to Illinois
Keep the following information in mind while searching for Sarasota to Illinois flight deals. Data was last updated May 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $237 (Delta) |
One-way from | $76 (Kiwi.com) |
Popular in | November |
Cheapest in | August |
Average price | $375 |
Good round-trip deal | $322 or less |
Good one-way deal | $203 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Sarasota to Illinois 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 May 2, 2026.
Use the filters below to find and compare flights from Sarasota to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
SarasotaSt. Louis
SRQ - STL
SRQSTL
Sarasota Bradenton Intl
Thu 6/4
6:15 am-10:20 am
1 stop5h 05m
Lambert-St Louis
Mon 6/8
5:35 pm-10:40 pm
1 stop4h 05m
$267
SarasotaChicago
SRQ - RFD
SRQRFD
Sarasota Bradenton Intl
Thu 5/14
9:00 am-11:00 am
Nonstop3h 00m
Chicago Greater Rockford
Sun 5/17
10:37 am-2:58 pm
2 stops27h 21m
$286
SarasotaChicago
SRQ - MDW
SRQMDW
Sarasota Bradenton Intl
Wed 6/3
7:00 am-11:56 am
1 stop5h 56m
Chicago Midway
Sat 7/25
4:22 pm-10:27 pm
1 stop5h 05m
$289
SarasotaChicago
SRQ - MDW
SRQMDW
Sarasota Bradenton Intl
Wed 6/3
6:05 pm-9:25 pm
1 stop4h 20m
Chicago Midway
Wed 7/22
10:10 am-5:40 pm
2 stops6h 30m
$290
SarasotaChicago
SRQ - RFD
SRQRFD
Sarasota Bradenton Intl
Sat 7/18
6:31 am-8:15 am
Nonstop2h 44m
Chicago Greater Rockford
Mon 7/20
7:50 pm-10:28 am
2 stops37h 38m
$291
SarasotaSt. Louis
SRQ - STL
SRQSTL
Sarasota Bradenton Intl
Tue 6/9
6:15 am-10:20 am
1 stop5h 05m
Lambert-St Louis
Thu 6/11
5:35 pm-10:40 pm
1 stop4h 05m
$291
SarasotaSt. Louis
SRQ - STL
SRQSTL
Sarasota Bradenton Intl
Tue 6/9
7:25 am-3:15 pm
2 stops8h 50m
Lambert-St Louis
Wed 6/24
1:45 pm-10:00 pm
2 stops7h 15m
$293
SarasotaChicago
SRQ - RFD
SRQRFD
Sarasota Bradenton Intl
Thu 9/10
9:31 am-8:52 am
2 stops24h 21m
Chicago Greater Rockford
Sun 9/13
11:55 am-3:35 pm
Nonstop2h 40m
$297
SarasotaChicago
SRQ - MDW
SRQMDW
Sarasota Bradenton Intl
Sun 6/7
7:10 am-8:50 am
Nonstop2h 40m
Chicago Midway
Wed 6/10
11:50 am-9:15 pm
1 stop8h 25m
$300
SarasotaChicago
SRQ - ORD
SRQORD
Sarasota Bradenton Intl
Mon 5/18
6:10 pm-9:55 pm
1 stop4h 45m
Chicago O'Hare Intl
Wed 5/20
11:55 am-9:40 pm
2 stops8h 45m
$302
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Sarasota to Illinois
Have a flexible travel schedule? Discover the best time to fly to Illinois from Sarasota with our price prediction graph.
SRQ-PIA
SRQ-STL
SRQ-MDW
SRQ-RFD
SRQ-ORD
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 Sarasota to Illinois
SRQ-USIL
SRQ-PIA
SRQ-STL
SRQ-MDW
SRQ-RFD
How far ahead should I book a flight from Sarasota to Illinois?
The best time to book flights from Sarasota to Illinois is 81 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Sarasota to Illinois?
Currently, August is the cheapest month in which you can book a flight from Sarasota to Illinois (average of $58). Flying from Sarasota to Illinois in September is currently the most expensive (average of $180). 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 SRQ to IL?
Find hourly flight availability from Sarasota to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 2, 2026.
One of the essential ways to save on airfare from Sarasota to Illinois is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 29% on airfare.
What is the cheapest day to fly from Sarasota to Illinois?
Use this chart to determine the cheapest time to fly round-trip from Sarasota to Illinois. Price data was last updated on December 13, 2025.
Travelers seeking maximum savings on their Sarasota to Illinois flight should consider departing on Saturday evenings when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from Sarasota to Illinois
Explore weekly flight availability from Sarasota to Illinois. 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 May 2, 2026.
The most flights from SRQ to USIL are scheduled on a Thursday (12 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 on average).
How much does it cost to fly round-trip from Sarasota to Illinois?
Reviews of airlines servicing Illinois
Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated May 2, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Sarasota to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Comfort
8.0
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Sarasota to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Sarasota to Illinois
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Complete your trip
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Find flights from Sarasota to Illinois, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Sarasota and Illinois flights
Browse other Sarasota and Illinois flight options. Last updated on May 2, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Sarasota to Illinois flights
Consider these flights traveling from Sarasota to Illinois.
Top 5 airlines flying from Sarasota to Illinois
Discover the top 5 airlines that operate flights from Sarasota to Illinois. 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 May 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$115 | Average$174 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$142 | Average$350 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$237 | Average$374 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$415 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$282 | Average$399 | FlexibilityNo cancel fee | On-time63% |