$262+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FLR
Oct 1 — Oct 81
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Florence with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to FlorenceExplore the most affordable flight options available from Chicago to Florence. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 1, 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 September 1, 2026.
This Bravofly deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:15 pm -
1 stop16h 50m
Thu 10/227:55 pm -
1 stop27h 15m
Deal found 8/28![Scandinavian Airlines logo]()
$644
This AirNGo deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure AirNGo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 pm -
1 stop16h 50m
Tue 10/207:55 pm -
1 stop27h 15m
Deal found 8/28![Scandinavian Airlines logo]()
$668
This Booking.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 pm -
1 stop16h 50m
Wed 10/217:55 pm -
1 stop27h 15m
Deal found 8/31![Scandinavian Airlines logo]()
$680
This Booking.com deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:00 pm -
1 stop17h 00m
Thu 10/297:15 pm -
1 stop27h 15m
Deal found 8/30![TAP AIR PORTUGAL logo]()
$686
This Justfly.com deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:15 pm -
2 stops30h 55m
Fri 10/237:55 pm -
1 stop27h 15m
Deal found 8/28![Scandinavian Airlines logo]()
$690
This FlightHub deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 -
1 stop34h 00m
Thu 11/57:15 pm -
1 stop27h 15m
Deal found 8/31![TAP AIR PORTUGAL logo]()
$694
This oojo deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/77:15 pm -
1 stop16h 50m
Wed 10/147:55 pm -
1 stop27h 15m
Deal found 8/27![Scandinavian Airlines logo]()
$724
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/31:41 pm -
2 stops17h 44m
Wed 12/96:40 am -
2 stops17h 10m
Deal found 8/27![Delta logo]()
$832
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/11:41 pm -
2 stops17h 44m
Tue 4/66:30 am -
2 stops19h 07m
Deal found 8/29![Delta logo]()
$849
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2911:47 am -
2 stops15h 53m
Wed 1/66:50 am -
2 stops18h 47m
Deal found 8/30![Delta logo]()
$861
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:27 pm -
2 stops15h 43m
Tue 10/206:30 am -
2 stops17h 17m
Deal found 8/29![Delta logo]()
$894
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:27 pm -
2 stops15h 43m
Thu 10/226:30 am -
2 stops18h 30m
Deal found 8/28![Delta logo]()
$944
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 September 1, 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 September 1, 2026.
This Scandinavian Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:15 pm -
2 stops38h 15m
Thu 10/227:55 pm -
1 stop27h 15m
Deal found 8/28![Scandinavian Airlines logo]()
$748
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1010:35 am -
2 stops17h 50m
Wed 2/246:40 am -
2 stops17h 10m
Deal found 9/1![Delta logo]()
$787
This British Airways deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/311:45 am -
2 stops16h 25m
Sat 11/1412:25 pm -
2 stops27h 14m
Deal found 8/29![Multiple Airlines logo]()
$804
This Austrian Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/512:55 pm -
2 stops18h 25m
Fri 3/263:05 pm -
1 stop29h 55m
Deal found 8/30![Austrian Airlines logo]()
$931
This Turkish Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2311:25 am -
2 stops45h 20m
Sun 11/13:30 pm -
2 stops50h 30m
Deal found 8/29![Turkish Airlines logo]()
$962
This Scandinavian Airlines deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Wed 10/77:15 pm -
2 stops30h 55m
Wed 10/147:55 pm -
1 stop27h 15m
Deal found 8/31![Scandinavian Airlines logo]()
$748
This British Airways deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Fri 1/811:45 am -
2 stops16h 50m
Mon 1/1811:45 am -
1 stop14h 00m
Deal found 8/31![Multiple Airlines logo]()
$807
This Scandinavian Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:15 pm -
2 stops30h 55m
Fri 10/2310:00 am -
2 stops37h 10m
Deal found 8/28![Scandinavian Airlines logo]()
$755
This Delta deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/39:30 am -
2 stops18h 55m
Wed 3/246:40 am -
2 stops17h 57m
Deal found 9/1![Delta logo]()
$854
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/59:30 am -
2 stops19h 05m
Thu 3/256:40 am -
2 stops17h 57m
Deal found 8/30![Delta logo]()
$854
This Scandinavian Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:30 am -
2 stops16h 35m
Fri 10/97:55 pm -
1 stop27h 15m
Deal found 8/27![Scandinavian Airlines logo]()
$839
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/39:30 am -
2 stops18h 55m
Fri 3/266:50 am -
2 stops17h 47m
Deal found 8/29![Delta logo]()
$861
This Scandinavian Airlines deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/17:15 pm -
2 stops38h 15m
Tue 10/137:55 pm -
2 stops32h 36m
Deal found 8/29![Scandinavian Airlines logo]()
$850
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/64:25 pm -
1 stop12h 15m
Fri 3/266:50 am -
2 stops19h 47m
Deal found 8/30![Delta logo]()
$861
This Scandinavian Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:15 pm -
1 stop16h 50m
Fri 10/97:55 pm -
2 stops32h 36m
Deal found 8/28![Scandinavian Airlines logo]()
$867
This Delta deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/129:30 am -
2 stops19h 10m
Sat 2/206:40 am -
2 stops17h 10m
Deal found 8/30![Delta logo]()
$891
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/81:00 pm -
2 stops15h 35m
Thu 5/206:30 am -
2 stops19h 07m
Deal found 8/27![Delta logo]()
$904
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/189:30 am -
2 stops18h 55m
Sat 5/86:30 am -
2 stops17h 20m
Deal found 8/28![Delta logo]()
$914
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:27 pm -
2 stops15h 43m
Thu 10/226:30 am -
2 stops18h 30m
Deal found 8/28![Delta logo]()
$944
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 11/89:29 am -
2 stops18h 11m
Sun 11/156:50 am -
2 stops18h 14m
Deal found 8/31![Delta logo]()
$1,001
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/235:31 pm -
2 stops14h 14m
Sun 11/16:50 am -
2 stops18h 10m
Deal found 8/28![Delta logo]()
$1,016
This Delta deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/237:01 pm -
2 stops14h 49m
Mon 9/286:30 am -
2 stops19h 03m
Deal found 8/31![Delta logo]()
$1,140
Last-minute flights from Chicago to FlorenceDiscover last-minute flight deals from Chicago to Florence. Data last updated September 1, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Florence. Data last updated September 1, 2026 and is based on user searches.
This Scandinavian Airlines deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/137:15 pm -
1 stop16h 50m
Wed 9/237:55 pm -
1 stop27h 15m
Deal found 9/1![Scandinavian Airlines logo]()
$826
This oojo deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/227:15 pm -
1 stop16h 50m
Sun 11/223:25 pm -
1 stop32h 20m
Deal found 8/29![Scandinavian Airlines logo]()
$837
This oojo deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:15 pm -
1 stop16h 50m
Fri 10/97:55 pm -
1 stop27h 15m
Deal found 8/27![Scandinavian Airlines logo]()
$767
This Mytrip deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2811:15 am -
2 stops22h 50m
Mon 10/510:00 pm -
2 stops21h 55m
Deal found 8/30![Multiple Airlines logo]()
$833
This Mytrip deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:45 pm -
2 stops24h 10m
Tue 10/610:00 pm -
2 stops21h 35m
Deal found 8/30![Multiple Airlines logo]()
$810
This Gotogate deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:00 pm -
1 stop16h 30m
Thu 10/87:00 pm -
1 stop25h 10m
Deal found 8/29![ITA Airways logo]()
$835
This Gotogate deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/293:00 pm -
1 stop24h 40m
Tue 10/611:20 am -
1 stop32h 50m
Deal found 8/30![ITA Airways logo]()
$841
This Scandinavian Airlines deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/297:15 pm -
1 stop16h 50m
Tue 10/67:55 pm -
2 stops32h 36m
Deal found 8/30![Scandinavian Airlines logo]()
$843
This oojo deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 -
1 stop16h 50m
Tue 10/612:20 pm -
2 stops40h 11m
Deal found 8/31![Scandinavian Airlines logo]()
$832
This Gotogate deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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.
Wed 9/303:00 pm -
1 stop16h 45m
Tue 10/67:00 pm -
1 stop25h 10m
Deal found 8/31![ITA Airways logo]()
$836
This Delta deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/141:27 pm -
2 stops15h 43m
Tue 10/206:30 am -
2 stops17h 17m
Deal found 8/29![Delta logo]()
$894
This Delta deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/151:27 pm -
2 stops15h 43m
Thu 10/226:30 am -
2 stops18h 30m
Deal found 8/28![Delta logo]()
$944
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 September 1, 2026.
Search for one-way flight options from Chicago to Florence. Find affordable one-way fares based on user searches. Data last updated September 1, 2026.
This British Airways deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1911:45 am -
2 stops16h 25m
Deal found 8/30![Multiple Airlines logo]()
$262
This British Airways deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1011:45 am -
2 stops17h 00m
Deal found 8/27![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/287:30 pm -
2 stops21h 30m
Deal found 8/29![Multiple Airlines logo]()
$347
This Mytrip deal was found by Cheapflights users on 8/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/251:55 pm -
2 stops15h 35m
Deal found 8/29![Multiple Airlines logo]()
$348
This Cheapflightsfares deal was found by Cheapflights users on 8/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:50 pm -
1 stop12h 00m
Deal found 8/30![SWISS logo]()
$352
This American Airlines deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/139:50 pm -
1 stop30h 40m
Deal found 8/28![American Airlines logo]()
$353
This BusinessClass deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/39:45 am -
2 stops42h 45m
Deal found 8/27![British Airways logo]()
$355
This Kiwi.com deal was found by Cheapflights users on 8/31. Clicking the “Pick Dates” 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 9/3011:45 am -
3 stops45h 50m
Deal found 8/31![Multiple Airlines logo]()
$356
This Mytrip deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/137:05 am -
2 stops23h 35m
Deal found 8/28![Air Canada logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:30 pm -
3 stops40h 35m
Deal found 9/1![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 9/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/56:30 pm -
3 stops40h 35m
Deal found 9/1![Multiple Airlines logo]()
$359
This KLM deal was found by Cheapflights users on 8/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/286:25 pm -
1 stop18h 25m
Deal found 8/28![KLM 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 September 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $644 (Bravofly) |
One-way from | $262 (British Airways) |
Popular in | December |
Cheapest in | January |
Average price | $959 |
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 7,457,451 searches. Data last updated September 1, 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 Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Thu 10/15
7:15 pm-4:30 pm
2 stops38h 15m
Florence Peretola
Thu 10/22
7:55 pm-4:10 pm
1 stop27h 15m
$748
ChicagoFlorence
ORD Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Wed 10/7
7:15 pm-9:10 am
2 stops30h 55m
Florence Peretola
Wed 10/14
7:55 pm-4:10 pm
1 stop27h 15m
$748
ChicagoFlorence
ORD Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Sat 10/10
7:15 pm-9:10 am
2 stops30h 55m
Florence Peretola
Fri 10/23
10:00 am-4:10 pm
2 stops37h 10m
$755
ChicagoFlorence
MDW Chicago Midway - FLR Florence Peretola
MDWFLR
Chicago Midway
Wed 2/10
10:35 am-11:25 am
2 stops17h 50m
Florence Peretola
Wed 2/24
6:40 am-4:50 pm
2 stops17h 10m
$787
ChicagoFlorence
ORD Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Tue 11/3
11:45 am-11:10 am
2 stops16h 25m
Florence Peretola
Sat 11/14
12:25 pm-8:39 am
2 stops27h 14m
$804
Quickest round-trip
ChicagoFlorence
ORD Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Fri 1/8
11:45 am-11:35 am
2 stops16h 50m
Florence Peretola
Mon 1/18
11:45 am-6:45 pm
1 stop14h 00m
$807
ChicagoFlorence
ORD Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Sat 9/26
11:30 am-11:05 am
2 stops16h 35m
Florence Peretola
Fri 10/9
7:55 pm-4:10 pm
1 stop27h 15m
$839
ChicagoFlorence
ORD Chicago O'Hare Intl - FLR Florence Peretola
ORDFLR
Chicago O'Hare Intl
Thu 10/1
7:15 pm-4:30 pm
2 stops38h 15m
Florence Peretola
Tue 10/13
7:55 pm-9:31 pm
2 stops32h 36m
$850
ChicagoFlorence
MDW Chicago Midway - FLR Florence Peretola
MDWFLR
Chicago Midway
Sun 1/3
9:30 am-11:25 am
2 stops18h 55m
Florence Peretola
Wed 3/24
6:40 am-6:37 pm
2 stops17h 57m
$854
ChicagoFlorence
MDW Chicago Midway - FLR Florence Peretola
MDWFLR
Chicago Midway
Tue 1/5
9:30 am-11:35 am
2 stops19h 05m
Florence Peretola
Thu 3/25
6:40 am-6:37 pm
2 stops17h 57m
$854
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 September.
| 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, November is the cheapest month in which you can book a flight from Chicago to Florence (average of $832). Flying from Chicago to Florence in June is currently the most expensive (average of $1,451). 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?
Airfare is below average for this route at the moment.
Chicago to Florence flights typically cost between $733 and $1,164 in October.The cheapest round-trip price found within the last 5 days was $644 on Scandinavian Airlines (Oct 15-Oct 22).
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 33 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 September 1, 2026.
See what other customers who have flown with KLM,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
7.8
Overall
7.8
Entertainment
7.2
Food
7.3
Crew
8.4
Comfort
7.7
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Overall
7.8
Entertainment
7.2
Food
7.3
Crew
8.4
Comfort
7.7
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Overall
7.8
Entertainment
7.2
Food
7.3
Crew
8.4
Comfort
7.7
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Overall
7.8
Entertainment
7.2
Food
7.3
Crew
8.4
Comfort
7.7
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Overall
7.8
Entertainment
7.2
Food
7.3
Crew
8.4
Comfort
7.7
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
Boarding
7.8
Overall
7.8
Entertainment
7.2
Food
7.3
Crew
8.4
Comfort
7.7
Reviews
1 / 20
4.0
OkayAbhisek,Aug 2026
JFK - AMS
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 September 1, 2026.
Chicago and Florence flights
Browse other Chicago and Florence flight options. Last updated on September 1, 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 September 1, 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 7,457,451 searches. Data last updated September 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$443 | Average$692 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$539 | Average$1,081 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$663 | Average$963 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$697 | Average$1,185 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$758 | Average$967 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$768 | Average$963 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$799 | Average$1,183 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$809 | Average$1,300 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$813 | Average$1,234 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$850 | Average$1,208 | FlexibilityNo cancel fee | On-time77% |