$283+ Cheap flights from Chicago (CHI) to Florence (FLR)
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 8/30. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Aug 15 — Aug 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Florence 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
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Cheapest flights from Chicago to FlorenceExplore the most affordable flight options available from Chicago to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 16, 2026.
Explore the most affordable flight options available from Chicago to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 16, 2026.
This United Airlines deal was found by Cheapflights users on 7/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/91:30 pm
ORD
- FLR
2 stops14h 30m
United Airlines
Tue 8/256:30 am
FLR
- ORD
1 stop13h 25m
United Airlines
Deal found 7/12![United Airlines logo]()
$801
This Scandinavian Airlines deal was found by Cheapflights users on 7/14. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:15 pm
ORD
- FLR
2 stops30h 55m
Scandinavian Airlines
Wed 10/217:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/14![Scandinavian Airlines logo]()
$802
This Mytrip deal was found by Cheapflights users on 7/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:25 pm
ORD
- FLR
2 stops20h 30m
Multiple Airlines
Fri 9/186:55 am
FLR
- ORD
2 stops21h 30m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$803
This Justfly.com deal was found by Cheapflights users on 7/13. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:15 pm
ORD
- FLR
2 stops54h 55m
Scandinavian Airlines
Fri 10/97:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/13![Scandinavian Airlines logo]()
$804
This Delta deal was found by Cheapflights users on 7/14. 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.
Tue 8/116:00 pm
ORD
- FLR
2 stops16h 15m
Delta
Thu 8/2012:40 pm
FLR
- ORD
1 stop32h 35m
Delta
Deal found 7/14![Delta logo]()
$805
This Gotogate deal was found by Cheapflights users on 7/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/223:40 pm
ORD
- FLR
2 stops14h 00m
Multiple Airlines
Thu 11/510:20 am
FLR
- ORD
2 stops16h 38m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$806
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:10 pm
ORD
- FLR
1 stop14h 15m
Delta
Wed 8/199:50 am
FLR
- ORD
1 stop12h 20m
Delta
Deal found 7/13![Delta logo]()
$807
This United Airlines deal was found by Cheapflights users on 7/14. 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 8/111:55 pm
ORD
- FLR
2 stops15h 45m
United Airlines
Tue 8/1810:45 am
FLR
- ORD
1 stop33h 10m
United Airlines
Deal found 7/14![United Airlines logo]()
$808
This United Airlines deal was found by Cheapflights users on 7/13. 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.
Wed 8/129:40 pm
ORD
- FLR
1 stop15h 35m
United Airlines
Fri 8/216:30 am
FLR
- ORD
2 stops22h 35m
United Airlines
Deal found 7/13![United Airlines logo]()
$810
This Expedia deal was found by Cheapflights users on 7/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/134:26 pm
ORD
- FLR
2 stops18h 29m
Multiple Airlines
Sat 11/216:50 am
FLR
- ORD
1 stop15h 05m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$813
This Delta deal was found by Cheapflights users on 7/12. 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.
Wed 8/191:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Wed 8/266:30 am
FLR
- MDW
2 stops18h 31m
Delta
Deal found 7/12![Delta logo]()
$814
This Delta deal was found by Cheapflights users on 7/14. 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.
Tue 8/111:59 pm
ORD
- FLR
2 stops15h 11m
Delta
Wed 8/196:30 am
FLR
- ORD
2 stops16h 47m
Delta
Deal found 7/14![Delta logo]()
$814
Best flights from Chicago to FlorenceDiscover carefully curated flight deals from Chicago to Florence that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 16, 2026.
Discover carefully curated flight deals from Chicago to Florence that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 16, 2026.
This Delta deal was found by Cheapflights users on 7/13. 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 8/122:25 pm
ORD
- FLR
2 stops17h 00m
Delta
Wed 8/199:50 am
FLR
- ORD
1 stop12h 20m
Delta
Deal found 7/13![Delta logo]()
$812
This ITA Airways deal was found by Cheapflights users on 7/13. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/123:00 pm
ORD
- FLR
1 stop12h 35m
ITA Airways
Mon 8/177:00 pm
FLR
- ORD
1 stop25h 10m
ITA Airways
Deal found 7/13![ITA Airways logo]()
$842
This United Airlines deal was found by Cheapflights users on 7/14. 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.
Wed 11/259:50 pm
ORD
- FLR
1 stop11h 40m
United Airlines
Sun 11/296:30 am
FLR
- ORD
2 stops33h 53m
United Airlines
Deal found 7/14![United Airlines logo]()
$903
This TAP AIR PORTUGAL deal was found by Cheapflights users on 7/12. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/71:00 pm
ORD
- FLR
2 stops22h 05m
TAP AIR PORTUGAL
Wed 10/1412:05 pm
FLR
- ORD
1 stop31h 35m
TAP AIR PORTUGAL
Deal found 7/12![TAP AIR PORTUGAL logo]()
$954
This Turkish Airlines deal was found by Cheapflights users on 7/14. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/268:10 pm
ORD
- FLR
2 stops39h 05m
Turkish Airlines
Fri 10/93:30 pm
FLR
- ORD
2 stops49h 10m
Turkish Airlines
Deal found 7/14![Turkish Airlines logo]()
$962
This Delta deal was found by Cheapflights users on 7/12. 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.
Sun 8/91:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Mon 8/246:30 am
FLR
- MDW
2 stops18h 31m
Delta
Deal found 7/12![Delta logo]()
$864
This ITA Airways deal was found by Cheapflights users on 7/13. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:00 pm
ORD
- FLR
1 stop12h 35m
ITA Airways
Sat 8/157:00 pm
FLR
- ORD
1 stop25h 10m
ITA Airways
Deal found 7/13![ITA Airways logo]()
$892
This Delta deal was found by Cheapflights users on 7/13. 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 8/201:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Thu 8/276:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 7/13![Delta logo]()
$872
This Delta deal was found by Cheapflights users on 7/12. 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.
Wed 8/266:42 pm
MDW
- FLR
2 stops17h 18m
Delta
Wed 9/26:30 am
FLR
- MDW
2 stops17h 29m
Delta
Deal found 7/12![Delta logo]()
$897
This ITA Airways deal was found by Cheapflights users on 7/13. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/83:00 pm
ORD
- FLR
1 stop12h 35m
ITA Airways
Sun 8/166:25 am
FLR
- ORD
1 stop13h 45m
ITA Airways
Deal found 7/13![ITA Airways logo]()
$1,010
This Delta deal was found by Cheapflights users on 7/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2511:10 am
ORD
- FLR
2 stops14h 50m
Delta
Sun 11/296:40 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 7/15![Delta logo]()
$898
This Delta deal was found by Cheapflights users on 7/12. 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.
Wed 10/73:05 pm
ORD
- FLR
2 stops16h 20m
Delta
Sun 11/86:40 am
FLR
- ORD
2 stops19h 58m
Delta
Deal found 7/12![Delta logo]()
$942
This Delta deal was found by Cheapflights users on 7/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/231:50 pm
ORD
- FLR
2 stops15h 10m
Delta
Sun 11/16:40 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 7/15![Delta logo]()
$952
This Delta deal was found by Cheapflights users on 7/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/1310:54 am
MDW
- FLR
2 stops15h 01m
Delta
Tue 8/186:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 7/15![Delta logo]()
$957
This Delta deal was found by Cheapflights users on 7/12. 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.
Tue 9/110:30 am
ORD
- FLR
2 stops15h 25m
Delta
Tue 9/296:30 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 7/12![Delta logo]()
$961
This Delta deal was found by Cheapflights users on 7/11. 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.
Mon 9/281:19 pm
MDW
- FLR
2 stops15h 51m
Delta
Fri 10/96:30 am
FLR
- MDW
2 stops17h 09m
Delta
Deal found 7/11![Delta logo]()
$971
This Delta deal was found by Cheapflights users on 7/16. 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.
Tue 10/131:28 pm
MDW
- FLR
2 stops15h 02m
Delta
Tue 10/276:40 am
FLR
- MDW
2 stops17h 25m
Delta
Deal found 7/16![Delta logo]()
$1,019
This Delta deal was found by Cheapflights users on 7/14. 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.
Wed 10/71:28 pm
MDW
- FLR
2 stops15h 42m
Delta
Wed 10/146:30 am
FLR
- MDW
2 stops17h 09m
Delta
Deal found 7/14![Delta logo]()
$1,022
This Delta deal was found by Cheapflights users on 7/12. 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.
Sat 9/261:19 pm
MDW
- FLR
2 stops15h 11m
Delta
Fri 10/96:30 am
FLR
- MDW
2 stops17h 09m
Delta
Deal found 7/12![Delta logo]()
$1,031
This Delta deal was found by Cheapflights users on 7/11. 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.
Tue 9/157:01 pm
MDW
- FLR
2 stops14h 49m
Delta
Sun 9/206:30 am
FLR
- MDW
2 stops18h 49m
Delta
Deal found 7/11![Delta logo]()
$1,035
Last-minute flights from Chicago to FlorenceDiscover last-minute flight deals from Chicago to Florence. Data last updated July 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Florence. Data last updated July 16, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 7/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/223:00 pm
ORD
- FLR
1 stop12h 35m
ITA Airways
Wed 7/293:30 pm
FLR
- ORD
1 stop28h 40m
ITA Airways
Deal found 7/14![ITA Airways logo]()
$814
This Justfly.com deal was found by Cheapflights users on 7/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/223:00 pm
ORD
- FLR
1 stop24h 40m
ITA Airways
Thu 7/306:25 am
FLR
- ORD
1 stop13h 45m
ITA Airways
Deal found 7/14![ITA Airways logo]()
$974
This Justfly.com deal was found by Cheapflights users on 7/14. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/233:00 pm
ORD
- FLR
1 stop24h 40m
ITA Airways
Wed 7/293:30 pm
FLR
- ORD
1 stop28h 40m
ITA Airways
Deal found 7/14![ITA Airways logo]()
$888
This Delta deal was found by Cheapflights users on 7/12. 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.
Sat 8/81:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Fri 8/216:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 7/12![Delta logo]()
$864
This Delta deal was found by Cheapflights users on 7/12. 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.
Sun 8/91:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Tue 8/256:40 am
FLR
- MDW
2 stops18h 21m
Delta
Deal found 7/12![Delta logo]()
$822
This Condor deal was found by Cheapflights users on 7/14. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 am
MDW
- FLR
2 stops20h 40m
Multiple Airlines
Tue 8/256:30 am
FLR
- MDW
2 stops21h 20m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$929
This Condor deal was found by Cheapflights users on 7/13. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 am
MDW
- FLR
2 stops20h 40m
Multiple Airlines
Mon 8/246:30 am
FLR
- MDW
2 stops22h 30m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$978
This Delta deal was found by Cheapflights users on 7/14. 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.
Tue 8/111:25 pm
MDW
- FLR
2 stops15h 05m
Delta
Tue 8/186:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 7/14![Delta logo]()
$908
This Delta deal was found by Cheapflights users on 7/14. 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 8/131:51 pm
MDW
- FLR
2 stops14h 39m
Delta
Tue 8/186:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 7/14![Delta logo]()
$957
This Delta deal was found by Cheapflights users on 7/12. 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.
Wed 8/191:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Wed 8/266:30 am
FLR
- MDW
2 stops18h 31m
Delta
Deal found 7/12![Delta logo]()
$814
This Delta deal was found by Cheapflights users on 7/13. 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 8/201:25 pm
MDW
- FLR
2 stops15h 45m
Delta
Thu 8/276:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 7/13![Delta logo]()
$872
This Delta deal was found by Cheapflights users on 7/12. 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.
Wed 8/266:42 pm
MDW
- FLR
2 stops17h 18m
Delta
Wed 9/26:30 am
FLR
- MDW
2 stops17h 29m
Delta
Deal found 7/12![Delta logo]()
$897
One-way flights from Chicago to FlorenceSearch for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated July 16, 2026.
Search for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated July 16, 2026.
This Trip.com deal was found by Cheapflights users on 7/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:25 pm
ORD
- FLR
2 stops19h 40m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 7/16. 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 10/17:25 pm
ORD
- FLR
3 stops44h 30m
Multiple Airlines
Deal found 7/16![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 10/117:25 pm
ORD
- FLR
2 stops32h 35m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Tue 10/2012:03 pm
MDW
- FLR
3 stops52h 07m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 10/147:00 am
ORD
- FLR
3 stops27h 05m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Tue 10/207:25 pm
ORD
- FLR
2 stops16h 40m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Mon 10/199:33 pm
ORD
- FLR
3 stops37h 52m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$345
This Kiwi.com deal was found by Cheapflights users on 7/12. 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 10/156:05 am
ORD
- FLR
2 stops34h 05m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 7/13. 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.
Mon 10/196:40 am
MDW
- FLR
3 stops28h 15m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$349
This Cheapflightsfares deal was found by Cheapflights users on 7/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/207:05 pm
ORD
- FLR
1 stop20h 15m
British Airways
Deal found 7/13![British Airways logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 10/116:40 am
MDW
- FLR
3 stops57h 15m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$350
This Delta deal was found by Cheapflights users on 7/13. 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.
Tue 10/201:28 pm
MDW
- FLR
2 stops15h 42m
Delta
Deal found 7/13![Delta logo]()
$364
Find flight deals from Chicago to Florence
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Florence (FLR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $801 (United Airlines) |
One-way from | $321 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $1,292 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Florence that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 16, 2026.
Use the filters below to find and compare flights from Chicago to Florence that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 8/12
2:25 pm-2:25 pm
2 stops17h 00m
Florence Peretola
Wed 8/19
9:50 am-3:10 pm
1 stop12h 20m
$812
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 8/12
3:00 pm-10:35 am
1 stop12h 35m
Florence Peretola
Mon 8/17
7:00 pm-1:10 pm
1 stop25h 10m
$842
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Sun 8/9
1:25 pm-12:10 pm
2 stops15h 45m
Florence Peretola
Mon 8/24
6:30 am-6:01 pm
2 stops18h 31m
$864
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Thu 8/20
1:25 pm-12:10 pm
2 stops15h 45m
Florence Peretola
Thu 8/27
6:40 am-6:33 pm
2 stops18h 53m
$872
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Tue 8/11
3:00 pm-10:35 am
1 stop12h 35m
Florence Peretola
Sat 8/15
7:00 pm-1:10 pm
1 stop25h 10m
$892
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Wed 8/26
6:42 pm-7:00 pm
2 stops17h 18m
Florence Peretola
Wed 9/2
6:30 am-4:59 pm
2 stops17h 29m
$897
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 11/25
11:10 am-9:00 am
2 stops14h 50m
Florence Peretola
Sun 11/29
6:40 am-2:25 pm
1 stop14h 45m
$898
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 11/25
9:50 pm-4:30 pm
1 stop11h 40m
Florence Peretola
Sun 11/29
6:30 am-9:23 am
2 stops33h 53m
$903
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 10/7
3:05 pm-2:25 pm
2 stops16h 20m
Florence Peretola
Sun 11/8
6:40 am-7:38 pm
2 stops19h 58m
$942
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Fri 10/23
1:50 pm-12:00 pm
2 stops15h 10m
Florence Peretola
Sun 11/1
6:40 am-3:25 pm
1 stop14h 45m
$952
Showing 1-10 of 35 resultsSorted by cheapest first
Compare providers for flights from Chicago to Florence
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 Florence in July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Florence flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Florence flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Florence flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Florence 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-Florence 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 Florence
Have a flexible travel schedule? Discover the best time to fly to Florence from Chicago with our price prediction graph.
CHI-FLR
MDW-FLR
ORD-FLR
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 Florence
CHI-FLR
MDW-FLR
ORD-FLR
What is the cheapest month to book a flight from Chicago to Florence?
Currently, October is the cheapest month in which you can book a flight from Chicago to Florence (average of $435). Flying from Chicago to Florence in June is currently the most expensive (average of $1,041). 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.
How much does it cost to fly round-trip from Chicago to Florence?
How far ahead should I book a flight from Chicago to Florence?
To ensure you get the cheapest price possible for a flight from Chicago to Florence, you should look to book at least 47 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.
Reviews of airlines servicing Florence
Get insights into the airlines that provide service to Florence. 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 Florence. Reviews last updated July 16, 2026.
See what other customers who have flown with SWISS,Scandinavian Airlines, andUnited Airlines from Chicago to Florence have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
6.8
Comfort
7.4
Food
7.1
Boarding
7.7
Overall
7.5
Crew
8.3
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Entertainment
6.8
Comfort
7.4
Food
7.1
Boarding
7.7
Overall
7.5
Crew
8.3
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Entertainment
6.8
Comfort
7.4
Food
7.1
Boarding
7.7
Overall
7.5
Crew
8.3
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Entertainment
6.8
Comfort
7.4
Food
7.1
Boarding
7.7
Overall
7.5
Crew
8.3
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Entertainment
6.8
Comfort
7.4
Food
7.1
Boarding
7.7
Overall
7.5
Crew
8.3
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Entertainment
6.8
Comfort
7.4
Food
7.1
Boarding
7.7
Overall
7.5
Crew
8.3
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Related info for your journey
Find useful and relevant information for your journey from Chicago to Florence. 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 Florence?
Book flights to Florence if you plan to visit one of these locationsPistoia
Arezzo
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Other flights to Florence
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Check out other popular destinations found by fellow travelers in 2026
Top 10 airlines flying from Chicago to Florence
Discover the top 10 airlines that operate flights from Chicago to Florence. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$443 | Average$646 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$588 | Average$923 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$630 | Average$930 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$644 | Average$993 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$690 | Average$1,138 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$758 | Average$965 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$763 | Average$963 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$779 | Average$1,183 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$813 | Average$1,234 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$860 | Average$1,306 | FlexibilityNo cancel fee | On-timeN/A |