$302+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Aug 10 — Aug 171
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 July 11, 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 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/147:15 pm
ORD
- FLR
1 stop12h 20m
Scandinavian Airlines
Sun 11/223:25 pm
FLR
- ORD
1 stop32h 20m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$559
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Mon 10/57:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 10/137:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$567
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/307:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 10/137:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$583
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Thu 10/17:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 10/137:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$584
This oojo deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Sat 10/106:05 pm
ORD
- FLR
1 stop16h 55m
TAP AIR PORTUGAL
Fri 10/166:50 pm
FLR
- ORD
1 stop28h 15m
TAP AIR PORTUGAL
Deal found 7/7![TAP AIR PORTUGAL logo]()
$586
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/17:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Tue 9/297:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$590
This oojo deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 stop17h 05m
TAP AIR PORTUGAL
Wed 10/1412:05 pm
FLR
- ORD
1 stop31h 35m
TAP AIR PORTUGAL
Deal found 7/7![TAP AIR PORTUGAL logo]()
$592
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Tue 9/17:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Thu 9/107:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$600
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/257:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Sat 8/297:30 pm
FLR
- ORD
1 stop27h 40m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$618
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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
Mon 9/77:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$619
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Sun 8/237:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Sat 8/297:30 pm
FLR
- ORD
1 stop27h 40m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$628
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 stop16h 25m
Scandinavian Airlines
Fri 10/97:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$629
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 11, 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 11, 2026.
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/8![Delta logo]()
$814
This United Airlines deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/2112:56 pm
ORD
- FLR
2 stops15h 34m
United Airlines
Fri 8/286:30 am
FLR
- ORD
1 stop13h 25m
United Airlines
Deal found 7/7![United Airlines logo]()
$857
This Air Canada deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:01 pm
ORD
- FLR
2 stops15h 39m
Multiple Airlines
Tue 9/156:30 am
FLR
- ORD
2 stops15h 22m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$887
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/83:25 pm
ORD
- FLR
2 stops16h 00m
Delta
Fri 8/216:30 am
FLR
- ORD
1 stop14h 45m
Delta
Deal found 7/9![Delta logo]()
$855
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/10![Delta logo]()
$864
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 7/10![Delta logo]()
$864
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/236:42 pm
MDW
- FLR
2 stops15h 08m
Delta
Sun 8/306:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 7/9![Delta logo]()
$869
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 8/251:25 pm
MDW
- FLR
2 stops15h 05m
Delta
Tue 9/16:30 am
FLR
- MDW
2 stops17h 29m
Delta
Deal found 7/11![Delta logo]()
$892
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/51:25 pm
MDW
- FLR
2 stops18h 00m
Delta
Fri 8/146:30 am
FLR
- MDW
2 stops18h 31m
Delta
Deal found 7/6![Delta logo]()
$900
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/510:30 am
ORD
- FLR
2 stops15h 30m
Delta
Thu 8/136:30 am
FLR
- ORD
2 stops17h 31m
Delta
Deal found 7/6![Delta logo]()
$900
This Delta deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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 8/510:54 am
MDW
- FLR
2 stops15h 06m
Delta
Thu 8/136:40 am
FLR
- MDW
2 stops18h 53m
Delta
Deal found 7/7![Delta logo]()
$908
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 10/71:50 pm
ORD
- FLR
2 stops15h 20m
Delta
Wed 10/146:30 am
FLR
- ORD
2 stops18h 56m
Delta
Deal found 7/9![Delta logo]()
$914
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:30 am
ORD
- FLR
2 stops18h 30m
Delta
Sun 8/306:30 am
FLR
- ORD
2 stops20h 00m
Delta
Deal found 7/10![Delta logo]()
$919
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/236:42 pm
MDW
- FLR
2 stops15h 08m
Delta
Mon 9/76:30 am
FLR
- MDW
2 stops19h 03m
Delta
Deal found 7/6![Delta logo]()
$957
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 9/2911:20 am
FLR
- ORD
2 stops18h 12m
Delta
Deal found 7/9![Delta logo]()
$970
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.
Sat 8/83:00 pm
ORD
- FLR
2 stops16h 25m
Delta
Sat 8/156:30 am
FLR
- ORD
2 stops18h 11m
Delta
Deal found 7/11![Delta logo]()
$1,020
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 9/306:00 pm
ORD
- FLR
2 stops16h 15m
Delta
Sun 10/116:30 am
FLR
- ORD
2 stops20h 08m
Delta
Deal found 7/6![Delta logo]()
$1,030
This Delta deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:30 am
ORD
- FLR
2 stops15h 30m
Delta
Sun 9/206:30 am
FLR
- ORD
2 stops20h 03m
Delta
Deal found 7/10![Delta logo]()
$1,031
Last-minute flights from Chicago to FlorenceDiscover last-minute flight deals from Chicago to Florence. Data last updated July 11, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Florence. Data last updated July 11, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/53:00 pm
ORD
- FLR
1 stop24h 40m
ITA Airways
Sat 8/296:25 am
FLR
- ORD
1 stop13h 45m
ITA Airways
Deal found 7/6![ITA Airways logo]()
$683
This Gotogate deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Sun 8/93:00 pm
ORD
- FLR
1 stop24h 40m
ITA Airways
Mon 8/2411:20 am
FLR
- ORD
1 stop32h 50m
ITA Airways
Deal found 7/7![ITA Airways logo]()
$636
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Tue 8/113:00 pm
ORD
- FLR
1 stop20h 15m
ITA Airways
Tue 8/183:35 pm
FLR
- ORD
1 stop28h 35m
ITA Airways
Deal found 7/6![ITA Airways logo]()
$674
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/123:00 pm
ORD
- FLR
1 stop24h 40m
ITA Airways
Tue 8/257:00 pm
FLR
- ORD
1 stop25h 10m
ITA Airways
Deal found 7/6![ITA Airways logo]()
$637
This KLM deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:25 pm
MDW
- FLR
2 stops14h 15m
KLM
Tue 8/256:40 am
FLR
- MDW
2 stops16h 35m
KLM
Deal found 7/6![KLM logo]()
$826
This oojo deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” 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.
Thu 8/133:00 pm
ORD
- FLR
1 stop12h 35m
ITA Airways
Tue 8/257:00 pm
FLR
- ORD
1 stop25h 10m
ITA Airways
Deal found 7/7![ITA Airways logo]()
$684
This SmartFares deal was found by Cheapflights users on 7/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/193:00 pm
ORD
- FLR
1 stop16h 45m
ITA Airways
Wed 8/267:00 pm
FLR
- ORD
1 stop25h 10m
ITA Airways
Deal found 7/7![ITA Airways logo]()
$638
This Expedia deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Wed 8/1910:30 am
ORD
- FLR
2 stops18h 00m
Scandinavian Airlines
Wed 8/267:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$676
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/8![Delta logo]()
$814
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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
Mon 9/77:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$619
This oojo deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Sun 8/237:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Sat 8/297:30 pm
FLR
- ORD
1 stop27h 40m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$628
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 8/257:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Sat 8/297:30 pm
FLR
- ORD
1 stop27h 40m
Scandinavian Airlines
Deal found 7/6![Scandinavian Airlines logo]()
$618
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 11, 2026.
Search for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated July 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” 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 8/277:25 pm
ORD
- FLR
3 stops44h 40m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:30 pm
ORD
- FLR
3 stops40h 35m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 7/227:25 pm
ORD
- FLR
3 stops38h 35m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$336
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 11/116:30 pm
ORD
- FLR
3 stops40h 35m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:30 pm
ORD
- FLR
3 stops36h 15m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$344
This Cheapflightsfares 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 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 7/11![British Airways logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:30 pm
ORD
- FLR
3 stops40h 35m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$350
This British Airways deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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.
Sun 11/89:50 pm
ORD
- FLR
1 stop33h 45m
British Airways
Deal found 7/6![British Airways logo]()
$353
This oojo deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/279:50 pm
ORD
- FLR
1 stop11h 40m
Lufthansa
Deal found 7/10![Lufthansa logo]()
$356
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:31 pm
ORD
- FLR
2 stops15h 04m
American Airlines
Deal found 7/11![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:30 pm
ORD
- FLR
3 stops21h 35m
Multiple Airlines
Deal found 7/6![Multiple Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 7/8. Clicking the “Pick Dates” 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 12/296:25 pm
ORD
- FLR
1 stop13h 00m
Delta
Deal found 7/8![Delta logo]()
$360
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 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $567 (oojo) |
One-way from | $302 (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 11, 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
MDW - FLR
MDWFLR
Chicago Midway
Wed 8/19
1:25 pm-12:10 pm
2 stops15h 45m
Florence Peretola
Wed 8/26
6:30 am-6:01 pm
2 stops18h 31m
$814
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sat 8/8
3:25 pm-2:25 pm
2 stops16h 00m
Florence Peretola
Fri 8/21
6:30 am-2:15 pm
1 stop14h 45m
$855
Quickest round-trip
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Fri 8/21
12:56 pm-11:30 am
2 stops15h 34m
Florence Peretola
Fri 8/28
6:30 am-12:55 pm
1 stop13h 25m
$857
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
Sat 8/8
1:25 pm-12:10 pm
2 stops15h 45m
Florence Peretola
Fri 8/21
6:30 am-6:33 pm
2 stops19h 03m
$864
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Sun 8/23
6:42 pm-4:50 pm
2 stops15h 08m
Florence Peretola
Sun 8/30
6:30 am-6:33 pm
2 stops19h 03m
$869
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Mon 8/17
2:01 pm-12:40 pm
2 stops15h 39m
Florence Peretola
Tue 9/15
6:30 am-2:52 pm
2 stops15h 22m
$887
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Tue 8/25
1:25 pm-11:30 am
2 stops15h 05m
Florence Peretola
Tue 9/1
6:30 am-4:59 pm
2 stops17h 29m
$892
ChicagoFlorence
MDW - FLR
MDWFLR
Chicago Midway
Wed 8/5
1:25 pm-2:25 pm
2 stops18h 00m
Florence Peretola
Fri 8/14
6:30 am-6:01 pm
2 stops18h 31m
$900
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 8/5
10:30 am-9:00 am
2 stops15h 30m
Florence Peretola
Thu 8/13
6:30 am-5:01 pm
2 stops17h 31m
$900
Showing 1-10 of 32 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
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
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 11, 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.
Boarding
7.7
Crew
8.3
Comfort
7.4
Overall
7.5
Entertainment
6.8
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Boarding
7.7
Crew
8.3
Comfort
7.4
Overall
7.5
Entertainment
6.8
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Boarding
7.7
Crew
8.3
Comfort
7.4
Overall
7.5
Entertainment
6.8
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Boarding
7.7
Crew
8.3
Comfort
7.4
Overall
7.5
Entertainment
6.8
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Boarding
7.7
Crew
8.3
Comfort
7.4
Overall
7.5
Entertainment
6.8
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Boarding
7.7
Crew
8.3
Comfort
7.4
Overall
7.5
Entertainment
6.8
Food
7.1
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 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$443 | Average$646 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$588 | Average$947 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$602 | Average$969 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$619 | Average$1,183 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$630 | Average$930 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$644 | Average$993 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$690 | Average$1,144 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$758 | Average$963 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$813 | Average$1,234 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$860 | Average$1,306 | FlexibilityNo cancel fee | On-timeN/A |