$426+ Cheap flights from Florence (FLR) to Chicago (CHI)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
FLR — CHI
Nov 13 — Nov 201
Round-trip
1 adult, Economy
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Find cheap flights from Florence to Chicago 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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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Florence to Chicago
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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 October 14, 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 October 14, 2026.
This ITA Airways deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure ITA Airways 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 stop12h 35m
Deal found 10/9![ITA Airways logo]()
$586
This lol.travel deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
1 stop32h 00m
Thu 11/125:10 pm -
1 stop11h 35m
Deal found 10/13![British Airways logo]()
$687
This lol.travel deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:45 am -
1 stop14h 00m
Mon 11/236:30 pm -
1 stop33h 40m
Deal found 10/10![British Airways logo]()
$689
This Iberia deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 am -
1 stop15h 05m
Thu 11/125:10 pm -
1 stop11h 35m
Deal found 10/13![Multiple Airlines logo]()
$712
This British Airways deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:45 am -
1 stop14h 00m
Mon 11/231:10 pm -
2 stops15h 20m
Deal found 10/10![Multiple Airlines logo]()
$721
This Booking.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:10 pm -
1 stop13h 35m
Wed 12/29:50 pm -
1 stop30h 55m
Deal found 10/11![British Airways logo]()
$735
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:40 am -
2 stops18h 21m
Wed 12/91:02 pm -
2 stops15h 23m
Deal found 10/14![Delta logo]()
$825
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:40 am -
2 stops16h 59m
Wed 12/21:41 pm -
2 stops14h 44m
Deal found 10/11![Delta logo]()
$826
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:50 am -
2 stops17h 10m
Mon 11/21:27 pm -
2 stops14h 58m
Deal found 10/14![Delta logo]()
$831
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:50 am -
2 stops18h 10m
Sun 11/1512:30 pm -
2 stops16h 05m
Deal found 10/11![Delta logo]()
$832
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
2 stops17h 17m
Thu 11/51:27 pm -
2 stops17h 58m
Deal found 10/13![Delta logo]()
$861
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
2 stops17h 17m
Tue 11/311:39 am -
2 stops14h 21m
Deal found 10/13![Delta logo]()
$862
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 October 14, 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 October 14, 2026.
This Iberia deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/236:50 am -
1 stop15h 05m
Mon 11/305:40 pm -
1 stop19h 05m
Deal found 10/9![Iberia logo]()
$725
This British Airways deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
2 stops26h 59m
Thu 11/122:31 pm -
2 stops14h 14m
Deal found 10/13![Multiple Airlines logo]()
$726
This United Airlines deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/286:30 am -
1 stop13h 40m
Mon 2/16:50 pm -
1 stop12h 00m
Deal found 10/12![United Airlines logo]()
$796
This British Airways deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2812:35 pm -
2 stops16h 55m
Mon 2/110:36 am -
2 stops17h 54m
Deal found 10/9![British Airways logo]()
$811
This KLM deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:40 am -
1 stop14h 45m
Sun 11/156:25 pm -
1 stop18h 25m
Deal found 10/11![KLM logo]()
$821
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:15 pm -
2 stops17h 42m
Mon 11/212:00 pm -
2 stops16h 25m
Deal found 10/14![Delta logo]()
$831
This Air France deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 am -
2 stops16h 57m
Thu 11/1211:27 am -
2 stops14h 33m
Deal found 10/13![Air France logo]()
$1,011
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:50 am -
2 stops17h 10m
Mon 11/21:27 pm -
2 stops14h 58m
Deal found 10/14![Delta logo]()
$831
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:50 am -
2 stops18h 10m
Sun 11/1512:30 pm -
2 stops16h 05m
Deal found 10/11![Delta logo]()
$832
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:30 pm -
2 stops17h 03m
Fri 11/131:31 pm -
2 stops15h 04m
Deal found 10/14![Delta logo]()
$888
This KLM deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/166:40 am -
2 stops16h 38m
Mon 11/231:31 pm -
2 stops14h 54m
Deal found 10/10![Multiple Airlines logo]()
$1,172
This Air France deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:55 am -
2 stops18h 05m
Tue 11/311:39 am -
2 stops14h 21m
Deal found 10/13![Air France logo]()
$1,194
This Air France deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:55 am -
2 stops18h 05m
Wed 11/411:39 am -
2 stops16h 01m
Deal found 10/13![Multiple Airlines logo]()
$1,199
This KLM deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:40 am -
2 stops16h 21m
Sun 11/151:05 pm -
2 stops14h 35m
Deal found 10/11![KLM logo]()
$1,428
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2412:15 pm -
2 stops17h 07m
Wed 1/61:00 pm -
2 stops18h 25m
Deal found 10/14![Delta logo]()
$1,120
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:55 am -
2 stops22h 38m
Thu 11/56:04 am -
2 stops19h 56m
Deal found 10/13![Delta logo]()
$1,195
Last-minute flights from Florence to ChicagoDiscover last-minute flight deals from Florence to Chicago. Data last updated October 14, 2026 and is based on user searches.
Discover last-minute flight deals from Florence to Chicago. Data last updated October 14, 2026 and is based on user searches.
This ITA Airways deal was found by Cheapflights users on 10/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure ITA Airways 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 stop12h 35m
Deal found 10/9![ITA Airways logo]()
$586
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
2 stops17h 17m
Thu 11/51:27 pm -
2 stops17h 58m
Deal found 10/13![Delta logo]()
$861
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
2 stops17h 17m
Tue 11/311:39 am -
2 stops14h 21m
Deal found 10/13![Delta logo]()
$862
This KLM deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:30 am -
2 stops18h 30m
Wed 11/45:31 pm -
2 stops15h 54m
Deal found 10/13![KLM logo]()
$866
This Delta deal was found by Cheapflights users on 10/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/296:50 am -
2 stops17h 10m
Mon 11/21:27 pm -
2 stops14h 58m
Deal found 10/14![Delta logo]()
$831
This lol.travel deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/612:45 pm -
1 stop32h 00m
Thu 11/125:10 pm -
1 stop11h 35m
Deal found 10/13![British Airways logo]()
$687
This Iberia deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:50 am -
1 stop15h 05m
Thu 11/125:10 pm -
1 stop11h 35m
Deal found 10/13![Multiple Airlines logo]()
$712
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:50 am -
2 stops18h 10m
Sun 11/1512:30 pm -
2 stops16h 05m
Deal found 10/11![Delta logo]()
$832
This lol.travel deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:45 am -
1 stop14h 00m
Mon 11/236:30 pm -
1 stop33h 40m
Deal found 10/10![British Airways logo]()
$689
This British Airways deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1611:45 am -
1 stop14h 00m
Mon 11/231:10 pm -
2 stops15h 20m
Deal found 10/10![Multiple Airlines logo]()
$721
This Booking.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2512:10 pm -
1 stop13h 35m
Wed 12/29:50 pm -
1 stop30h 55m
Deal found 10/11![British Airways logo]()
$735
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/256:40 am -
2 stops16h 59m
Wed 12/21:41 pm -
2 stops14h 44m
Deal found 10/11![Delta logo]()
$826
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 October 14, 2026.
Search for one-way flight options from Florence to Chicago. Find affordable one-way fares based on user searches. Data last updated October 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/191:25 pm -
3 stops33h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$426
This Trip.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:50 am -
2 stops39h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$430
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:10 pm -
3 stops31h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$444
This Kiwi.com deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/56:00 pm -
3 stops54h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 10/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/277:15 am -
3 stops41h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1411:30 am -
3 stops59h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/13![Multiple Airlines logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/1610:45 am -
3 stops59h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$477
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/2310:45 am -
3 stops59h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:40 am -
2 stops18h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Delta logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/167:15 pm -
3 stops53h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$583
This Kiwi.com deal was found by Cheapflights users on 10/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:45 am -
3 stops39h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/11![Multiple Airlines logo]()
$586
This Kiwi.com deal was found by Cheapflights users on 10/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/197:15 pm -
3 stops43h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![Multiple Airlines logo]()
$601
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 October 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $676 (lol.travel) |
One-way from | $426 (Kiwi.com) |
Popular in | April |
Cheapest in | January |
Average price | $872 |
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 October 14, 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 11/19
5:35 pm-3:30 pm
2 stops28h 55m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$468
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Mon 12/14
2:20 pm-3:30 pm
2 stops56h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$490
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Wed 12/2
6:40 am-2:25 pm
1 stop14h 45m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$533
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Mon 11/23
7:00 pm-3:30 pm
2 stops51h 30m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$535
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Sun 3/28
6:30 am-6:40 pm
2 stops19h 10m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$537
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Wed 12/2
6:40 am-6:01 pm
2 stops18h 21m
Chicago Midway
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$538
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Sun 11/22
12:20 pm-7:47 pm
3 stops38h 27m
Chicago Midway
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$608
FlorenceChicago
FLR Florence Peretola - MDW Chicago Midway
FLRMDW
Florence Peretola
Sun 3/28
1:00 pm-10:20 am
3 stops28h 20m
Chicago Midway
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$690
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Mon 11/23
6:50 am-2:55 pm
1 stop15h 05m
Chicago O'Hare Intl
Mon 11/30
5:40 pm-7:45 pm
1 stop19h 05m
$725
FlorenceChicago
FLR Florence Peretola - ORD Chicago O'Hare Intl
FLRORD
Florence Peretola
Fri 11/6
12:45 pm-8:44 am
2 stops26h 59m
Chicago O'Hare Intl
Thu 11/12
2:31 pm-11:45 am
2 stops14h 14m
$726
Showing 1-10 of 38 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 October 14, 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.
Entertainment
7.1
Food
6.7
Crew
8.1
Comfort
7.3
Overall
7.4
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Crew
8.1
Comfort
7.3
Overall
7.4
Boarding
7.7
Reviews
1 / 20
4.0
OkayChris,Aug 2026
MIA - ORD
Entertainment
7.1
Food
6.7
Crew
8.1
Comfort
7.3
Overall
7.4
Boarding
7.7
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
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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