$320+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Mar 10 — Mar 171
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 February 8, 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 February 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/177:15 pm
ORD
- FLR
1 stop32h 50m
Scandinavian Airlines
Tue 4/217:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/5![Scandinavian Airlines logo]()
$431
This oojo deal was found by Cheapflights users on 2/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Fri 5/17:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/8![Scandinavian Airlines logo]()
$471
This oojo deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 4/227:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Thu 4/3012:20 pm
FLR
- ORD
1 stop34h 50m
Scandinavian Airlines
Deal found 2/4![Scandinavian Airlines logo]()
$477
This oojo deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/107:15 pm
ORD
- FLR
2 stops31h 35m
Scandinavian Airlines
Fri 4/247:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/5![Scandinavian Airlines logo]()
$481
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/87:15 pm
ORD
- FLR
1 stop33h 15m
Scandinavian Airlines
Tue 4/147:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$483
This FlightHub deal was found by Cheapflights users on 2/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:15 pm
ORD
- FLR
1 stop32h 50m
Scandinavian Airlines
Tue 4/147:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$486
This lastminute.com deal was found by Cheapflights users on 2/7. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:15 pm
ORD
- FLR
1 stop32h 50m
Scandinavian Airlines
Thu 4/167:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$495
This oojo deal was found by Cheapflights users on 2/7. 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.
Sun 4/266:00 pm
ORD
- FLR
1 stop17h 00m
TAP AIR PORTUGAL
Tue 5/511:50 am
FLR
- ORD
1 stop35h 10m
TAP AIR PORTUGAL
Deal found 2/7![TAP AIR PORTUGAL logo]()
$502
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 10/281:00 pm
MDW
- FLR
2 stops16h 40m
Delta
Sun 11/86:40 am
FLR
- MDW
2 stops18h 57m
Delta
Deal found 2/5![Delta logo]()
$894
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 3/910:45 am
MDW
- FLR
2 stops16h 10m
Delta
Thu 3/196:50 am
FLR
- MDW
2 stops17h 04m
Delta
Deal found 2/5![Delta logo]()
$915
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 11/119:30 am
MDW
- FLR
2 stops18h 50m
Delta
Tue 11/176:40 am
FLR
- MDW
2 stops18h 30m
Delta
Deal found 2/4![Delta logo]()
$989
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/1310:43 am
MDW
- FLR
2 stops15h 12m
Delta
Mon 4/206:30 am
FLR
- MDW
2 stops18h 28m
Delta
Deal found 2/5![Delta logo]()
$1,033
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 February 8, 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 February 8, 2026.
This oojo deal was found by Cheapflights users on 2/7. 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 4/227:15 pm
ORD
- FLR
1 stop33h 15m
Scandinavian Airlines
Thu 4/307:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$481
This Vueling Global deal was found by Cheapflights users on 2/7. 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 Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/94:30 pm
ORD
- FLR
1 stop17h 55m
Multiple Airlines
Tue 4/146:45 am
FLR
- ORD
1 stop14h 30m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$717
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 3/91:10 pm
MDW
- FLR
2 stops16h 15m
Delta
Thu 3/196:50 am
FLR
- MDW
2 stops17h 04m
Delta
Deal found 2/7![Delta logo]()
$915
This FlightHub deal was found by Cheapflights users on 2/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/107:15 pm
ORD
- FLR
2 stops31h 35m
Scandinavian Airlines
Tue 4/147:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$488
This FlightHub deal was found by Cheapflights users on 2/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/37:15 pm
ORD
- FLR
1 stop32h 50m
Scandinavian Airlines
Tue 4/712:20 pm
FLR
- ORD
1 stop34h 50m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$556
This Scandinavian Airlines deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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.
Tue 4/710:40 am
ORD
- FLR
2 stops17h 50m
Scandinavian Airlines
Tue 4/147:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/5![Scandinavian Airlines logo]()
$563
This Vueling Global deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Vueling Global is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/134:30 pm
ORD
- FLR
1 stop18h 40m
Multiple Airlines
Mon 4/206:45 am
FLR
- ORD
1 stop14h 30m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$734
This FlightHub deal was found by Cheapflights users on 2/6. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1410:20 am
ORD
- FLR
2 stops25h 45m
Scandinavian Airlines
Sun 4/197:55 pm
FLR
- ORD
1 stop27h 15m
Scandinavian Airlines
Deal found 2/6![Scandinavian Airlines logo]()
$605
This Mytrip deal was found by Cheapflights users on 2/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:25 pm
ORD
- FLR
3 stops33h 05m
Multiple Airlines
Tue 4/2110:00 pm
FLR
- ORD
3 stops27h 15m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$773
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/1310:43 am
MDW
- FLR
2 stops15h 12m
Delta
Mon 4/206:30 am
FLR
- MDW
2 stops18h 28m
Delta
Deal found 2/5![Delta logo]()
$1,033
This KAYAK deal was found by Cheapflights users on 2/7. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:15 pm
ORD
- FLR
2 stops30h 55m
Scandinavian Airlines
Wed 4/297:55 pm
FLR
- ORD
2 stops32h 34m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$731
This Scandinavian Airlines deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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.
Thu 5/77:00 am
ORD
- FLR
2 stops29h 05m
Scandinavian Airlines
Thu 5/1412:10 pm
FLR
- ORD
2 stops35h 00m
Scandinavian Airlines
Deal found 2/4![Scandinavian Airlines logo]()
$769
This Delta deal was found by Cheapflights users on 2/6. 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.
Mon 3/301:10 pm
MDW
- FLR
2 stops15h 20m
Delta
Tue 4/146:30 am
FLR
- MDW
2 stops18h 28m
Delta
Deal found 2/6![Delta logo]()
$1,129
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/187:16 pm
MDW
- FLR
2 stops14h 34m
Delta
Sat 4/256:55 am
FLR
- MDW
2 stops18h 03m
Delta
Deal found 2/5![Delta logo]()
$1,175
This Delta deal was found by Cheapflights users on 2/7. 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.
Tue 3/246:34 pm
MDW
- FLR
2 stops13h 51m
Delta
Tue 3/316:30 am
FLR
- MDW
2 stops19h 10m
Delta
Deal found 2/7![Delta logo]()
$1,220
This Delta deal was found by Cheapflights users on 2/7. 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.
Thu 4/91:10 pm
MDW
- FLR
2 stops15h 20m
Delta
Tue 4/146:30 am
FLR
- MDW
2 stops19h 06m
Delta
Deal found 2/7![Delta logo]()
$1,338
This Delta deal was found by Cheapflights users on 2/7. 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.
Thu 3/2612:47 pm
MDW
- FLR
2 stops16h 53m
Delta
Tue 3/316:30 am
FLR
- MDW
2 stops19h 10m
Delta
Deal found 2/7![Delta logo]()
$1,446
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/1710:43 am
MDW
- FLR
2 stops15h 12m
Delta
Tue 4/216:30 am
FLR
- MDW
2 stops19h 06m
Delta
Deal found 2/5![Delta logo]()
$1,548
This Delta deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/1112:47 pm
MDW
- FLR
2 stops14h 08m
Delta
Tue 3/176:40 am
FLR
- MDW
2 stops16h 42m
Delta
Deal found 2/4![Delta logo]()
$1,570
This Delta deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/17:20 pm
MDW
- FLR
2 stops14h 30m
Delta
Wed 4/156:30 am
FLR
- MDW
2 stops19h 06m
Delta
Deal found 2/5![Delta logo]()
$1,624
This Delta deal was found by Cheapflights users on 2/8. 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.
Fri 7/175:59 pm
MDW
- FLR
2 stops16h 16m
Delta
Sat 8/16:55 am
FLR
- MDW
2 stops18h 36m
Delta
Deal found 2/8![Delta logo]()
$1,640
Last-minute flights from Chicago to FlorenceDiscover last-minute flight deals from Chicago to Florence. Data last updated February 8, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Florence. Data last updated February 8, 2026 and is based on user searches.
This Air France deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:49 am
MDW
- FLR
2 stops17h 36m
Multiple Airlines
Thu 2/266:40 am
FLR
- MDW
2 stops18h 05m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$1,110
This Mytrip deal was found by Cheapflights users on 2/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:30 pm
ORD
- FLR
2 stops21h 25m
Multiple Airlines
Mon 3/98:15 pm
FLR
- ORD
3 stops28h 05m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$743
This Iberia deal was found by Cheapflights users on 2/6. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:40 pm
ORD
- FLR
1 stop22h 20m
Iberia
Tue 3/36:55 am
FLR
- ORD
1 stop15h 00m
Iberia
Deal found 2/6![Iberia logo]()
$753
This Mytrip deal was found by Cheapflights users on 2/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/910:50 pm
ORD
- FLR
2 stops17h 50m
Multiple Airlines
Mon 3/163:05 pm
FLR
- ORD
2 stops34h 20m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$744
This Delta deal was found by Cheapflights users on 2/7. 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.
Mon 3/91:10 pm
MDW
- FLR
2 stops16h 15m
Delta
Thu 3/196:50 am
FLR
- MDW
2 stops17h 04m
Delta
Deal found 2/7![Delta logo]()
$915
This Mytrip deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 3/117:30 pm
ORD
- FLR
2 stops21h 35m
Multiple Airlines
Tue 3/176:55 am
FLR
- ORD
2 stops17h 25m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$703
This Mytrip deal was found by Cheapflights users on 2/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/187:17 am
ORD
- FLR
3 stops20h 48m
Multiple Airlines
Wed 3/253:10 pm
FLR
- ORD
3 stops34h 41m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$714
This Mytrip deal was found by Cheapflights users on 2/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/2310:50 pm
ORD
- FLR
2 stops17h 50m
Multiple Airlines
Mon 3/307:00 pm
FLR
- ORD
2 stops24h 55m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$732
This Mytrip deal was found by Cheapflights users on 2/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:01 pm
ORD
- FLR
2 stops32h 49m
Multiple Airlines
Tue 3/313:00 pm
FLR
- ORD
2 stops16h 22m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 2/7. 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.
Tue 3/246:34 pm
MDW
- FLR
2 stops13h 51m
Delta
Tue 3/316:30 am
FLR
- MDW
2 stops19h 10m
Delta
Deal found 2/7![Delta logo]()
$1,220
This FlightHub deal was found by Cheapflights users on 2/7. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/278:20 pm
ORD
- FLR
2 stops53h 50m
Scandinavian Airlines
Tue 3/317:55 pm
FLR
- ORD
1 stop27h 25m
Scandinavian Airlines
Deal found 2/7![Scandinavian Airlines logo]()
$698
This Delta deal was found by Cheapflights users on 2/6. 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.
Mon 3/301:10 pm
MDW
- FLR
2 stops15h 20m
Delta
Tue 4/146:30 am
FLR
- MDW
2 stops18h 28m
Delta
Deal found 2/6![Delta logo]()
$1,129
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 February 8, 2026.
Search for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated February 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/4. Clicking the “Pick Dates” 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 4/137:25 pm
ORD
- FLR
3 stops44h 30m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:30 am
MDW
- FLR
2 stops32h 30m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/47:25 pm
ORD
- FLR
3 stops44h 30m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$331
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/86:51 pm
ORD
- FLR
2 stops46h 24m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 2/145:30 pm
ORD
- FLR
3 stops46h 00m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 2/206:40 am
ORD
- FLR
2 stops30h 40m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 2/176:51 pm
ORD
- FLR
3 stops45h 14m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$366
This oojo deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/17:15 pm
ORD
- FLR
1 stop16h 50m
Scandinavian Airlines
Deal found 2/5![Scandinavian Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” 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 4/14:36 pm
ORD
- FLR
3 stops47h 34m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/187:30 am
MDW
- FLR
3 stops41h 55m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 2/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:25 pm
ORD
- FLR
3 stops44h 35m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$409
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:25 am
MDW
- FLR
3 stops29h 35m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$534
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 February 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $431 (Kiwi.com) |
One-way from | $320 (Kiwi.com) |
Popular in | June |
Cheapest in | November |
Average price | $897 |
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 February 8, 2026.
Use the filters below to find and compare flights from Chicago to Florence that are best for you.
Fly from
Chicago
Fly to
Florence
Route
Depart
Return
Price
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 4/22
7:15 pm-11:30 am
1 stop33h 15m
Florence Peretola
Thu 4/30
7:55 pm-4:10 pm
1 stop27h 15m
$481
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Fri 4/10
7:15 pm-9:50 am
2 stops31h 35m
Florence Peretola
Tue 4/14
7:55 pm-4:10 pm
1 stop27h 15m
$488
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Fri 4/3
7:15 pm-11:05 am
1 stop32h 50m
Florence Peretola
Tue 4/7
12:20 pm-4:10 pm
1 stop34h 50m
$556
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Tue 4/7
10:40 am-11:30 am
2 stops17h 50m
Florence Peretola
Tue 4/14
7:55 pm-4:10 pm
1 stop27h 15m
$563
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Tue 4/14
10:20 am-7:05 pm
2 stops25h 45m
Florence Peretola
Sun 4/19
7:55 pm-4:10 pm
1 stop27h 15m
$605
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Thu 4/9
4:30 pm-5:25 pm
1 stop17h 55m
Florence Peretola
Tue 4/14
6:45 am-2:15 pm
1 stop14h 30m
$717
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 4/22
7:15 pm-9:10 am
2 stops30h 55m
Florence Peretola
Wed 4/29
7:55 pm-9:29 pm
2 stops32h 34m
$731
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Mon 4/13
4:30 pm-6:10 pm
1 stop18h 40m
Florence Peretola
Mon 4/20
6:45 am-2:15 pm
1 stop14h 30m
$734
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Thu 5/7
7:00 am-7:05 pm
2 stops29h 05m
Florence Peretola
Thu 5/14
12:10 pm-4:10 pm
2 stops35h 00m
$769
ChicagoFlorence
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Thu 4/16
7:25 pm-11:30 am
3 stops33h 05m
Florence Peretola
Tue 4/21
10:00 pm-6:15 pm
3 stops27h 15m
$773
Showing 1-10 of 37 results
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 February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Florence. Price data was last updated on January 30, 2026.
To ensure you get the cheapest price possible for a flight from Chicago to Florence, you should look to book at least 35 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, December is the cheapest month in which you can book a flight from Chicago to Florence (average of $448). Flying from Chicago to Florence in July is currently the most expensive (average of $725). 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.
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 February 8, 2026.
See what other customers who have flown with SWISS, United Airlines, and Lufthansa 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.
Overall
7.6
Boarding
7.7
Comfort
7.4
Entertainment
6.8
Crew
8.3
Food
7.1
Reviews
1 / 20
10.0
ExcellentLeonardo,Aug 2025
AMS - ZRH
Overall
7.6
Boarding
7.7
Comfort
7.4
Entertainment
6.8
Crew
8.3
Food
7.1
Reviews
1 / 20
10.0
ExcellentLeonardo,Aug 2025
AMS - ZRH
Overall
7.6
Boarding
7.7
Comfort
7.4
Entertainment
6.8
Crew
8.3
Food
7.1
Reviews
1 / 20
10.0
ExcellentLeonardo,Aug 2025
AMS - ZRH
Overall
7.6
Boarding
7.7
Comfort
7.4
Entertainment
6.8
Crew
8.3
Food
7.1
Reviews
1 / 20
10.0
ExcellentLeonardo,Aug 2025
AMS - ZRH
Overall
7.6
Boarding
7.7
Comfort
7.4
Entertainment
6.8
Crew
8.3
Food
7.1
Reviews
1 / 20
10.0
ExcellentLeonardo,Aug 2025
AMS - ZRH
Overall
7.6
Boarding
7.7
Comfort
7.4
Entertainment
6.8
Crew
8.3
Food
7.1
Reviews
1 / 20
10.0
ExcellentLeonardo,Aug 2025
AMS - ZRH
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
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Complete your trip
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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 February 8, 2026.
Chicago and Florence flights
Browse other Chicago and Florence flight options. Last updated on February 8, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on February 8, 2026.
Popular flight searches
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 February 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$454 | Average$662 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$491 | Average$853 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$586 | Average$997 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$588 | Average$971 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$630 | Average$922 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$663 | Average$993 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$669 | Average$1,109 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$699 | Average$1,167 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$722 | Average$913 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$741 | Average$1,102 | FlexibilityNo cancel fee | On-time77% |