$443+ Cheap flights from Florence (FLR) to Chicago (CHI)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — CHI
Oct 2 — Oct 91
Round-trip
1 adult, Economy
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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 Florence to ChicagoExplore the most affordable flight options available from Florence to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 2, 2026.
Explore the most affordable flight options available from Florence to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 2, 2026.
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:25 am -
1 stop13h 45m
Tue 9/223:00 pm -
1 stop12h 35m
Deal found 8/30![ITA Airways logo]()
$559
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
1 stop13h 45m
Tue 9/293:00 pm -
1 stop16h 30m
Deal found 9/1![ITA Airways logo]()
$562
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:20 am -
1 stop32h 50m
Sun 10/183:00 pm -
1 stop16h 45m
Deal found 8/30![ITA Airways logo]()
$596
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:25 am -
1 stop13h 45m
Fri 10/233:00 pm -
1 stop20h 15m
Deal found 8/31![ITA Airways logo]()
$602
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:25 am -
1 stop13h 45m
Wed 10/143:00 pm -
1 stop16h 45m
Deal found 8/30![ITA Airways logo]()
$640
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 10/137:55 pm -
1 stop27h 15m
Tue 10/207:15 pm -
1 stop16h 50m
Deal found 8/29![Scandinavian Airlines logo]()
$645
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:55 pm -
1 stop27h 15m
Thu 10/227:15 pm -
1 stop16h 50m
Deal found 8/31![Scandinavian Airlines logo]()
$650
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:05 am -
1 stop15h 50m
Mon 9/143:50 pm -
2 stops23h 30m
Deal found 8/31![British Airways logo]()
$682
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:05 am -
1 stop13h 45m
Mon 9/215:19 pm -
2 stops22h 01m
Deal found 9/1![British Airways logo]()
$684
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:05 am -
1 stop13h 45m
Tue 9/226:30 pm -
2 stops20h 50m
Deal found 8/29![British Airways logo]()
$685
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 9/166:30 am -
2 stops19h 03m
Tue 9/2210:48 am -
2 stops15h 07m
Deal found 8/31![Delta logo]()
$766
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.
Thu 9/176:30 am -
2 stops18h 49m
Mon 9/211:00 pm -
2 stops16h 10m
Deal found 9/1![Delta logo]()
$768
Best flights from Florence to ChicagoDiscover carefully curated flight deals from Florence to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
Discover carefully curated flight deals from Florence to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 2, 2026.
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.
Thu 1/1412:35 pm -
2 stops16h 56m
Sun 1/171:03 pm -
2 stops14h 47m
Deal found 8/31![British Airways logo]()
$718
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.
Fri 10/1610:00 am -
2 stops37h 10m
Fri 10/237:15 pm -
1 stop16h 25m
Deal found 8/31![Scandinavian Airlines logo]()
$747
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.
Thu 9/176:30 am -
1 stop14h 45m
Tue 9/225:10 pm -
1 stop17h 05m
Deal found 8/30![Delta logo]()
$761
This KLM 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:40 am -
2 stops17h 20m
Wed 11/41:27 pm -
2 stops14h 58m
Deal found 9/1![Multiple Airlines logo]()
$816
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 10/76:30 am -
2 stops17h 50m
Wed 10/145:10 pm -
1 stop11h 10m
Deal found 8/30![Delta logo]()
$766
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.
Thu 9/247:55 pm -
2 stops33h 37m
Tue 9/297:15 pm -
1 stop16h 50m
Deal found 8/31![Scandinavian Airlines logo]()
$780
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.
Thu 10/1511:20 am -
2 stops17h 11m
Thu 10/2210:24 am -
2 stops15h 31m
Deal found 8/31![Delta logo]()
$766
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.
Thu 9/246:30 am -
2 stops18h 49m
Tue 9/291:19 pm -
2 stops15h 11m
Deal found 8/31![Delta logo]()
$766
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.
Thu 9/176:30 am -
2 stops19h 03m
Tue 9/2210:48 am -
2 stops15h 07m
Deal found 8/30![Delta logo]()
$766
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 10/76:30 am -
2 stops18h 30m
Wed 10/141:27 pm -
2 stops15h 43m
Deal found 8/30![Delta logo]()
$766
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 11/256:40 am -
2 stops16h 59m
Mon 11/301:31 pm -
2 stops17h 54m
Deal found 8/31![Delta logo]()
$766
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.
Thu 9/1711:20 am -
2 stops17h 17m
Mon 9/215:10 pm -
2 stops17h 05m
Deal found 9/1![Delta logo]()
$768
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.
Thu 9/2411:20 am -
2 stops16h 10m
Tue 9/2911:17 am -
2 stops17h 13m
Deal found 9/1![Delta logo]()
$768
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.
Thu 9/176:30 am -
2 stops18h 49m
Mon 9/211:00 pm -
2 stops16h 10m
Deal found 9/1![Delta logo]()
$768
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 10/1311:20 am -
2 stops17h 11m
Tue 10/203:05 pm -
2 stops16h 20m
Deal found 8/29![Delta logo]()
$769
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.
Thu 10/156:40 am -
2 stops18h 20m
Thu 10/226:44 pm -
2 stops15h 06m
Deal found 8/31![Delta logo]()
$778
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.
Thu 10/296:50 am -
2 stops17h 10m
Fri 3/59:30 am -
2 stops18h 10m
Deal found 8/30![Delta logo]()
$924
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.
Thu 12/246:40 am -
2 stops18h 00m
Wed 1/61:00 pm -
2 stops18h 25m
Deal found 8/31![Delta logo]()
$1,094
Last-minute flights from Florence to ChicagoDiscover last-minute flight deals from Florence to Chicago. Data last updated September 2, 2026 and is based on user searches.
Discover last-minute flight deals from Florence to Chicago. Data last updated September 2, 2026 and is based on user searches.
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:05 am -
1 stop15h 50m
Mon 9/143:50 pm -
2 stops23h 30m
Deal found 8/31![British Airways logo]()
$682
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 9/166:30 am -
2 stops19h 03m
Tue 9/2210:48 am -
2 stops15h 07m
Deal found 8/31![Delta logo]()
$766
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/176:25 am -
1 stop13h 45m
Tue 9/223:00 pm -
1 stop12h 35m
Deal found 8/30![ITA Airways logo]()
$559
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:05 am -
1 stop13h 45m
Mon 9/215:19 pm -
2 stops22h 01m
Deal found 9/1![British Airways logo]()
$684
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:05 am -
1 stop13h 45m
Tue 9/226:30 pm -
2 stops20h 50m
Deal found 8/29![British Airways logo]()
$685
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.
Thu 9/176:30 am -
2 stops18h 49m
Mon 9/211:00 pm -
2 stops16h 10m
Deal found 9/1![Delta logo]()
$768
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/246:25 am -
1 stop13h 45m
Tue 9/293:00 pm -
1 stop16h 30m
Deal found 9/1![ITA Airways logo]()
$562
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:25 am -
1 stop13h 45m
Wed 10/143:00 pm -
1 stop16h 45m
Deal found 8/30![ITA Airways logo]()
$640
This oojo 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:20 am -
1 stop32h 50m
Sun 10/183:00 pm -
1 stop16h 45m
Deal found 8/30![ITA Airways logo]()
$596
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 10/137:55 pm -
1 stop27h 15m
Tue 10/207:15 pm -
1 stop16h 50m
Deal found 8/29![Scandinavian Airlines logo]()
$645
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:55 pm -
1 stop27h 15m
Thu 10/227:15 pm -
1 stop16h 50m
Deal found 8/31![Scandinavian Airlines logo]()
$650
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:25 am -
1 stop13h 45m
Fri 10/233:00 pm -
1 stop20h 15m
Deal found 8/31![ITA Airways logo]()
$602
One-way flights from Florence to ChicagoSearch for one-way flight options from Florence to Chicago. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
Search for one-way flight options from Florence to Chicago. Find affordable one-way fares based on user searches. Data last updated September 2, 2026.
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:35 am -
3 stops41h 40m
Deal found 8/28![Multiple Airlines logo]()
$443
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.
Fri 10/169:55 pm -
3 stops50h 55m
Deal found 8/29![Multiple Airlines logo]()
$450
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/142:50 pm -
3 stops58h 25m
Deal found 8/28![Multiple Airlines logo]()
$458
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.
Wed 11/259:00 pm -
2 stops49h 30m
Deal found 9/1![Multiple Airlines logo]()
$460
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.
Tue 11/243:15 pm -
2 stops31h 15m
Deal found 9/1![Multiple Airlines logo]()
$464
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 11/269:50 am -
2 stops36h 40m
Deal found 9/1![Multiple Airlines logo]()
$469
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.
Sat 10/2410:00 pm -
3 stops51h 50m
Deal found 8/31![Multiple Airlines logo]()
$479
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.
Sun 11/227:00 pm -
3 stops29h 20m
Deal found 9/1![Multiple Airlines logo]()
$480
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.
Mon 11/237:00 pm -
2 stops51h 30m
Deal found 9/1![Multiple Airlines logo]()
$486
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:45 pm -
3 stops53h 15m
Deal found 8/28![Multiple Airlines logo]()
$491
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.
Tue 9/151:50 pm -
2 stops53h 50m
Deal found 8/31![Multiple Airlines logo]()
$493
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 11/218:05 am -
3 stops37h 50m
Deal found 9/1![Multiple Airlines logo]()
$506
Find flight deals from Florence to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Florence (FLR) to Chicago (CHI). 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 2, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $559 (lol.travel) |
One-way from | $443 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $971 |
Cheapflights Fare Finder
Customize your flight search to find flights from Florence to Chicago 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 2, 2026.
Use the filters below to find and compare flights from Florence to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Thu 1/14
12:35 pm-10:31 pm
2 stops16h 56m
Chicago O'Hare Intl
Sun 1/17
1:03 pm-10:50 am
2 stops14h 47m
$718
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Fri 10/16
10:00 am-4:10 pm
2 stops37h 10m
Chicago O'Hare Intl
Fri 10/23
7:15 pm-6:40 pm
1 stop16h 25m
$747
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Thu 9/17
6:30 am-2:15 pm
1 stop14h 45m
Chicago O'Hare Intl
Tue 9/22
5:10 pm-5:15 pm
1 stop17h 05m
$761
Quickest round-trip
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Wed 10/7
6:30 am-5:20 pm
2 stops17h 50m
Chicago O'Hare Intl
Wed 10/14
5:10 pm-11:20 am
1 stop11h 10m
$766
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Thu 10/15
11:20 am-9:31 pm
2 stops17h 11m
Chicago O'Hare Intl
Thu 10/22
10:24 am-8:55 am
2 stops15h 31m
$766
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Thu 9/24
6:30 am-6:19 pm
2 stops18h 49m
Chicago Midway
Tue 9/29
1:19 pm-11:30 am
2 stops15h 11m
$766
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Thu 9/17
6:30 am-6:33 pm
2 stops19h 03m
Chicago Midway
Tue 9/22
10:48 am-8:55 am
2 stops15h 07m
$766
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Wed 10/7
6:30 am-6:00 pm
2 stops18h 30m
Chicago Midway
Wed 10/14
1:27 pm-12:10 pm
2 stops15h 43m
$766
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Wed 11/25
6:40 am-4:39 pm
2 stops16h 59m
Chicago Midway
Mon 11/30
1:31 pm-2:25 pm
2 stops17h 54m
$766
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Thu 9/17
11:20 am-9:37 pm
2 stops17h 17m
Chicago O'Hare Intl
Mon 9/21
5:10 pm-5:15 pm
2 stops17h 05m
$768
Showing 1-10 of 33 resultsSorted by cheapest first
- Most accurate provider: When it comes to deals on Florence-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Florence-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Florence-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Florence-Chicago 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 Florence-Chicago 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 Florence to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Florence with our price prediction graph.
FLR-CHI
FLR-ORD
FLR-MDW
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 Florence to Chicago
FLR-CHI
FLR-ORD
FLR-MDW
What is the cheapest month to book a flight from Florence to Chicago?
Currently, January is the cheapest month in which you can book a flight from Florence to Chicago (average of $648). Flying from Florence to Chicago in April is currently the most expensive (average of $2,106). 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 Chicago
Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated September 2, 2026.
Get a feel of what it's like to fly with United Airlines and ITA Airways from Florence to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.6
Overall
7.4
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Related info for your journey
Find useful and relevant information for your journey from Florence to Chicago. 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 Chicago?
Book flights to Chicago if you plan to visit one of these locationsBenton Harbor
Lansing
Merrillville
Valparaiso
Hammond
Saint Joseph
Porter
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