$353+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Jun 15 — Jun 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Florence with Cheapflights
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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 May 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 May 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 8/237:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Thu 8/277:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 5/15![Scandinavian Airlines logo]()
$616
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 10/57:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Thu 10/157:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 5/14![Scandinavian Airlines logo]()
$617
This oojo deal was found by Cheapflights users on 5/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:15 pm
ORD
- FLR
1 stop32h 50m
Scandinavian Airlines
Fri 10/97:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 5/15![Scandinavian Airlines logo]()
$639
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Sat 8/227:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Wed 8/267:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 5/15![Scandinavian Airlines logo]()
$645
This Gotogate deal was found by Cheapflights users on 5/14. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:00 pm
ORD
- FLR
1 stop17h 00m
TAP AIR PORTUGAL
Thu 10/156:50 pm
FLR
- ORD
1 stop28h 10m
TAP AIR PORTUGAL
Deal found 5/14![TAP AIR PORTUGAL logo]()
$682
This oojo deal was found by Cheapflights users on 5/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 pm
ORD
- FLR
1 stop33h 50m
TAP AIR PORTUGAL
Wed 10/1412:05 pm
FLR
- ORD
1 stop31h 35m
TAP AIR PORTUGAL
Deal found 5/15![TAP AIR PORTUGAL logo]()
$687
This Justfly.com deal was found by Cheapflights users on 5/16. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/117:00 pm
ORD
- FLR
1 stop16h 30m
TAP AIR PORTUGAL
Thu 12/107:15 pm
FLR
- ORD
1 stop27h 15m
TAP AIR PORTUGAL
Deal found 5/16![TAP AIR PORTUGAL logo]()
$691
This FlightHub deal was found by Cheapflights users on 5/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:00 pm
ORD
- FLR
1 stop34h 00m
TAP AIR PORTUGAL
Thu 11/57:15 pm
FLR
- ORD
1 stop27h 15m
TAP AIR PORTUGAL
Deal found 5/14![TAP AIR PORTUGAL logo]()
$696
This Delta deal was found by Cheapflights users on 5/14. 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.
Mon 8/1010:54 am
MDW
- FLR
2 stops15h 01m
Delta
Fri 8/216:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 5/14![Delta logo]()
$816
This Delta deal was found by Cheapflights users on 5/15. 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.
Sat 8/81:27 pm
MDW
- FLR
2 stops15h 43m
Delta
Fri 8/216:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 5/15![Delta logo]()
$866
This Delta deal was found by Cheapflights users on 5/14. 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.
Sun 8/231:27 pm
MDW
- FLR
2 stops15h 03m
Delta
Sat 12/56:40 am
FLR
- MDW
2 stops18h 57m
Delta
Deal found 5/14![Delta logo]()
$944
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/241:18 pm
MDW
- FLR
2 stops15h 52m
Delta
Thu 7/306:30 am
FLR
- MDW
2 stops18h 55m
Delta
Deal found 5/13![Delta logo]()
$953
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 May 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 May 16, 2026.
This British Airways deal was found by Cheapflights users on 5/15. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:05 pm
ORD
- FLR
1 stop20h 15m
British Airways
Wed 11/412:10 pm
FLR
- ORD
1 stop32h 40m
British Airways
Deal found 5/15![British Airways logo]()
$792
This Air Serbia deal was found by Cheapflights users on 5/15. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:40 pm
ORD
- FLR
1 stop33h 00m
Air Serbia
Sun 9/208:40 pm
FLR
- ORD
1 stop24h 50m
Air Serbia
Deal found 5/15![Air Serbia logo]()
$831
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/82:27 pm
ORD
- FLR
2 stops16h 58m
Delta
Fri 8/216:30 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 5/16![Delta logo]()
$857
This Mytrip deal was found by Cheapflights users on 5/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:25 pm
ORD
- FLR
3 stops16h 40m
Multiple Airlines
Sat 12/121:10 pm
FLR
- ORD
2 stops33h 20m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$967
This Cheapflightsfares deal was found by Cheapflights users on 5/15. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/14:20 pm
ORD
- FLR
1 stop22h 55m
Austrian Airlines
Sat 8/157:00 am
FLR
- ORD
2 stops18h 37m
Austrian Airlines
Deal found 5/15![Austrian Airlines logo]()
$1,013
This United Airlines deal was found by Cheapflights users on 5/11. 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.
Sun 7/128:40 am
ORD
- FLR
2 stops19h 20m
United Airlines
Sun 7/196:30 am
FLR
- ORD
1 stop15h 25m
United Airlines
Deal found 5/11![United Airlines logo]()
$1,046
This Turkish Airlines deal was found by Cheapflights users on 5/14. 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.
Fri 9/2511:25 am
ORD
- FLR
2 stops28h 15m
Turkish Airlines
Sun 10/46:25 am
FLR
- ORD
2 stops34h 15m
Turkish Airlines
Deal found 5/14![Turkish Airlines logo]()
$1,062
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2212:29 pm
ORD
- FLR
2 stops16h 41m
Delta
Sun 8/306:30 am
FLR
- ORD
2 stops17h 24m
Delta
Deal found 5/13![Delta logo]()
$1,005
This Finnair deal was found by Cheapflights users on 5/12. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/124:30 pm
ORD
- FLR
2 stops36h 00m
Multiple Airlines
Sun 7/196:55 pm
FLR
- ORD
2 stops27h 05m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$1,082
This Delta deal was found by Cheapflights users on 5/15. 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.
Sun 9/131:35 pm
ORD
- FLR
2 stops15h 35m
Delta
Sat 9/2611:20 am
FLR
- ORD
2 stops17h 46m
Delta
Deal found 5/15![Delta logo]()
$1,032
This Delta deal was found by Cheapflights users on 5/14. 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.
Sun 7/511:30 am
ORD
- FLR
2 stops17h 00m
Delta
Mon 7/206:30 am
FLR
- ORD
2 stops18h 49m
Delta
Deal found 5/14![Delta logo]()
$1,050
This Delta deal was found by Cheapflights users on 5/12. 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 7/235:10 pm
ORD
- FLR
1 stop12h 00m
Delta
Fri 8/76:30 am
FLR
- ORD
2 stops18h 49m
Delta
Deal found 5/12![Delta logo]()
$1,067
This Delta deal was found by Cheapflights users on 5/12. 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.
Mon 7/271:18 pm
MDW
- FLR
2 stops15h 52m
Delta
Sat 8/86:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 5/12![Delta logo]()
$1,092
This Delta deal was found by Cheapflights users on 5/15. 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 8/286:42 pm
MDW
- FLR
2 stops17h 18m
Delta
Sun 9/66:30 am
FLR
- MDW
2 stops18h 35m
Delta
Deal found 5/15![Delta logo]()
$1,097
This Delta deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/125:59 pm
MDW
- FLR
2 stops15h 51m
Delta
Sat 9/196:30 am
FLR
- MDW
2 stops18h 35m
Delta
Deal found 5/13![Delta logo]()
$1,097
This Delta deal was found by Cheapflights users on 5/11. 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 9/12:00 pm
MDW
- FLR
2 stops15h 10m
Delta
Thu 9/106:30 am
FLR
- MDW
2 stops18h 35m
Delta
Deal found 5/11![Delta logo]()
$1,101
This Delta deal was found by Cheapflights users on 5/11. 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.
Fri 7/31:26 pm
MDW
- FLR
2 stops15h 44m
Delta
Sat 7/116:55 am
FLR
- MDW
2 stops18h 12m
Delta
Deal found 5/11![Delta logo]()
$1,136
This Delta deal was found by Cheapflights users on 5/13. 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 9/31:00 pm
MDW
- FLR
2 stops15h 30m
Delta
Tue 9/86:30 am
FLR
- MDW
2 stops18h 35m
Delta
Deal found 5/13![Delta logo]()
$1,162
This Delta deal was found by Cheapflights users on 5/15. 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.
Sat 9/265:59 pm
MDW
- FLR
2 stops15h 51m
Delta
Fri 10/96:40 am
FLR
- MDW
2 stops18h 57m
Delta
Deal found 5/15![Delta logo]()
$1,173
This Delta deal was found by Cheapflights users on 5/11. 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 6/291:26 pm
MDW
- FLR
2 stops15h 04m
Delta
Thu 7/96:30 am
FLR
- MDW
2 stops18h 55m
Delta
Deal found 5/11![Delta logo]()
$1,226
This Delta deal was found by Cheapflights users on 5/11. 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 6/161:26 pm
MDW
- FLR
2 stops15h 04m
Delta
Tue 6/236:30 am
FLR
- MDW
2 stops19h 01m
Delta
Deal found 5/11![Delta logo]()
$1,226
This Delta deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:50 pm
MDW
- FLR
2 stops13h 35m
Delta
Sun 7/126:30 am
FLR
- MDW
2 stops18h 48m
Delta
Deal found 5/16![Delta logo]()
$1,229
Last-minute flights from Chicago to FlorenceDiscover last-minute flight deals from Chicago to Florence. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Florence. Data last updated May 16, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/182:20 pm
ORD
- FLR
1 stop21h 35m
SWISS
Mon 5/256:30 am
FLR
- ORD
1 stop16h 25m
SWISS
Deal found 5/16![SWISS logo]()
$1,060
This Cheapflightsfares deal was found by Cheapflights users on 5/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/189:40 pm
ORD
- FLR
1 stop11h 55m
Lufthansa
Mon 5/255:15 pm
FLR
- ORD
2 stops26h 40m
Lufthansa
Deal found 5/16![Lufthansa logo]()
$1,083
This Delta deal was found by Cheapflights users on 5/14. 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.
Mon 5/181:22 pm
MDW
- FLR
2 stops15h 48m
Delta
Mon 5/256:40 am
FLR
- MDW
2 stops18h 16m
Delta
Deal found 5/14![Delta logo]()
$1,144
This Delta deal was found by Cheapflights users on 5/14. 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 5/1910:59 am
MDW
- FLR
2 stops18h 11m
Delta
Tue 5/266:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 5/14![Delta logo]()
$1,076
This Delta deal was found by Cheapflights users on 5/14. 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 5/201:22 pm
MDW
- FLR
2 stops14h 18m
Delta
Tue 5/266:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 5/14![Delta logo]()
$1,081
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/39:55 am
ORD
- FLR
3 stops29h 20m
Multiple Airlines
Tue 6/912:50 pm
FLR
- ORD
2 stops34h 10m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$1,041
This Mytrip deal was found by Cheapflights users on 5/11. 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.
Wed 6/39:55 am
ORD
- FLR
2 stops27h 20m
Multiple Airlines
Wed 6/107:00 am
FLR
- ORD
2 stops16h 59m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,069
This Mytrip deal was found by Cheapflights users on 5/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:25 am
ORD
- FLR
3 stops26h 35m
Multiple Airlines
Sat 6/139:10 am
FLR
- ORD
3 stops35h 15m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$1,062
This Mytrip deal was found by Cheapflights users on 5/11. 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 6/810:15 am
MDW
- FLR
3 stops29h 50m
Multiple Airlines
Mon 6/157:00 am
FLR
- MDW
3 stops33h 35m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,215
This Mytrip deal was found by Cheapflights users on 5/13. 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.
Wed 6/107:25 am
ORD
- FLR
3 stops29h 50m
Multiple Airlines
Wed 6/176:30 am
FLR
- ORD
3 stops20h 46m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,091
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:25 am
ORD
- FLR
3 stops32h 45m
Multiple Airlines
Thu 6/182:30 pm
FLR
- ORD
2 stops32h 30m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$1,120
This Mytrip deal was found by Cheapflights users on 5/13. 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.
Tue 6/168:50 am
ORD
- FLR
3 stops40h 35m
Multiple Airlines
Tue 6/3012:50 pm
FLR
- ORD
2 stops32h 55m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,100
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 May 16, 2026.
Search for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This American Airlines deal was found by Cheapflights users on 5/15. 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.
Wed 10/1410:35 pm
ORD
- FLR
1 stop16h 45m
American Airlines
Deal found 5/15![American Airlines logo]()
$353
This Finnair deal was found by Cheapflights users on 5/15. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:00 am
ORD
- FLR
2 stops31h 20m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 9/2710:25 pm
ORD
- FLR
3 stops30h 25m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$376
This Air Serbia deal was found by Cheapflights users on 5/12. 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 Air Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:40 pm
ORD
- FLR
1 stop33h 00m
Air Serbia
Deal found 5/12![Air Serbia logo]()
$400
This American Airlines deal was found by Cheapflights users on 5/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:05 pm
ORD
- FLR
1 stop20h 15m
American Airlines
Deal found 5/13![American Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 10/49:30 pm
ORD
- FLR
3 stops40h 55m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Tue 9/17:25 pm
ORD
- FLR
3 stops38h 40m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$409
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 8/259:15 pm
ORD
- FLR
1 stop18h 05m
British Airways
Deal found 5/13![British Airways logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 5/15. 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.
Sat 6/1310:15 am
MDW
- FLR
3 stops53h 50m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$426
This Kiwi.com deal was found by Cheapflights users on 5/12. 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 6/123:20 pm
MDW
- FLR
3 stops24h 45m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 5/15. 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.
Tue 8/251:27 pm
MDW
- FLR
2 stops15h 03m
Delta
Deal found 5/15![Delta logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Tue 9/16:00 am
MDW
- FLR
3 stops29h 55m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$493
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 May 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $616 (Kiwi.com) |
One-way from | $353 (American Airlines) |
Popular in | June |
Cheapest in | November |
Average price | $1,102 |
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 May 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 10/21
7:05 pm-10:20 pm
1 stop20h 15m
Florence Peretola
Wed 11/4
12:10 pm-1:50 pm
1 stop32h 40m
$792
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 9/9
4:40 pm-8:40 am
1 stop33h 00m
Florence Peretola
Sun 9/20
8:40 pm-2:30 pm
1 stop24h 50m
$831
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sat 8/8
2:27 pm-2:25 pm
2 stops16h 58m
Florence Peretola
Fri 8/21
6:30 am-2:15 pm
1 stop14h 45m
$857
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sun 8/23
7:25 pm-7:05 pm
3 stops16h 40m
Florence Peretola
Sat 12/12
1:10 pm-3:30 pm
2 stops33h 20m
$967
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sat 8/22
12:29 pm-12:10 pm
2 stops16h 41m
Florence Peretola
Sun 8/30
6:30 am-4:54 pm
2 stops17h 24m
$1,005
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sat 8/1
4:20 pm-10:15 pm
1 stop22h 55m
Florence Peretola
Sat 8/15
7:00 am-6:37 pm
2 stops18h 37m
$1,013
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sun 9/13
1:35 pm-12:10 pm
2 stops15h 35m
Florence Peretola
Sat 9/26
11:20 am-10:06 pm
2 stops17h 46m
$1,032
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sun 7/12
8:40 am-11:00 am
2 stops19h 20m
Florence Peretola
Sun 7/19
6:30 am-2:55 pm
1 stop15h 25m
$1,046
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sun 7/5
11:30 am-11:30 am
2 stops17h 00m
Florence Peretola
Mon 7/20
6:30 am-6:19 pm
2 stops18h 49m
$1,050
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Fri 9/25
11:25 am-10:40 pm
2 stops28h 15m
Florence Peretola
Sun 10/4
6:25 am-9:40 am
2 stops34h 15m
$1,062
Showing 1-10 of 40 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 May.
| 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
ORD-FLR
MDW-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
ORD-FLR
MDW-FLR
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 46 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 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 August is currently the most expensive (average of $583). 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?
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 May 16, 2026.
See what other customers who have flown with Delta,SWISS, andScandinavian 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.
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Boarding
8.1
Food
7.2
Entertainment
7.8
Overall
7.9
Comfort
7.8
Crew
8.5
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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
Explore flights to Florence departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 16, 2026.
Chicago and Florence flights
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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 May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$443 | Average$665 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$491 | Average$779 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$586 | Average$1,259 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$588 | Average$965 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$630 | Average$888 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$644 | Average$845 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$687 | Average$1,036 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$690 | Average$1,136 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$758 | Average$940 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$860 | Average$1,253 | FlexibilityNo cancel fee | On-timeN/A |