$420+ 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 11/1. Fares are subject to change and may not be available on all flights or dates of travel.
FLR ā CHI
Sep 10 ā Sep 171
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 āFind dealsā2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each providerās pricing and select the best option for you! Book through your favorite providerās 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 August 11, 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 August 11, 2026.
This lol.travel deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā 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 8/7![ITA Airways logo]()
$569
This lol.travel deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 10/2712:20 pm -
1 stop34h 10m
Wed 11/47:00 pm -
1 stop16h 30m
Deal found 8/9![TAP AIR PORTUGAL logo]()
$580
This oojo deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure oojo is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/106:25 am -
1 stop13h 45m
Sat 9/193:00 pm -
1 stop12h 35m
Deal found 8/10![ITA Airways logo]()
$593
This lol.travel deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/36:25 am -
1 stop13h 45m
Tue 9/83:00 pm -
1 stop20h 15m
Deal found 8/7![ITA Airways logo]()
$599
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/27:00 pm -
1 stop25h 10m
Sat 9/193:00 pm -
1 stop12h 35m
Deal found 8/7![ITA Airways logo]()
$601
This lol.travel deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 8/266:25 am -
1 stop13h 45m
Thu 9/103:00 pm -
1 stop16h 45m
Deal found 8/6![ITA Airways logo]()
$627
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 8/297:35 pm -
1 stop24h 35m
Tue 9/223:00 pm -
1 stop20h 15m
Deal found 8/7![ITA Airways logo]()
$665
This Gotogate deal was found by Cheapflights users on 8/8. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Gotogate is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:55 pm -
1 stop27h 15m
Sat 9/197:15 pm -
2 stops30h 55m
Deal found 8/8![Scandinavian Airlines logo]()
$674
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 8/297:35 pm -
1 stop24h 35m
Sun 9/203:00 pm -
1 stop24h 40m
Deal found 8/7![ITA Airways logo]()
$682
This Scandinavian Airlines deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Scandinavian Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:55 pm -
1 stop27h 15m
Sun 9/137:15 pm -
1 stop16h 50m
Deal found 8/6![Scandinavian Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/36:30 am -
2 stops19h 03m
Tue 9/85:37 pm -
2 stops16h 38m
Deal found 8/6![Delta logo]()
$860
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 8/286:30 am -
2 stops18h 31m
Mon 8/315:45 pm -
2 stops13h 40m
Deal found 8/10![Delta logo]()
$861
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 August 11, 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 August 11, 2026.
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 8/306:25 am -
1 stop13h 45m
Tue 9/223:00 pm -
1 stop16h 45m
Deal found 8/7![ITA Airways logo]()
$665
This Scandinavian Airlines deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Scandinavian Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:55 pm -
1 stop27h 15m
Sun 9/137:15 pm -
1 stop16h 50m
Deal found 8/7![Scandinavian Airlines logo]()
$694
This United Airlines deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure United Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 10/272:20 pm -
2 stops25h 03m
Wed 11/45:47 pm -
2 stops15h 33m
Deal found 8/9![United Airlines logo]()
$838
This Expedia deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Expedia is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 9/147:00 am -
2 stops18h 37m
Sun 9/207:05 pm -
1 stop16h 50m
Deal found 8/9![Multiple Airlines logo]()
$843
This Delta deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 8/266:30 am -
1 stop15h 00m
Thu 9/105:10 pm -
2 stops17h 05m
Deal found 8/6![Delta logo]()
$855
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/17:00 pm -
1 stop25h 10m
Sun 9/208:42 am -
2 stops26h 33m
Deal found 8/7![ITA Airways logo]()
$803
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 8/286:30 am -
1 stop14h 45m
Mon 8/313:51 pm -
2 stops15h 34m
Deal found 8/10![Delta logo]()
$856
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Tue 9/17:00 pm -
1 stop25h 10m
Sat 9/198:45 am -
2 stops18h 50m
Deal found 8/7![ITA Airways logo]()
$803
This Delta deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/36:30 am -
2 stops19h 03m
Tue 9/85:37 pm -
2 stops16h 38m
Deal found 8/7![Delta logo]()
$860
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 9/47:00 pm -
1 stop25h 10m
Tue 9/228:45 am -
2 stops26h 30m
Deal found 8/7![ITA Airways logo]()
$803
This Mytrip deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Mytrip is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 9/1412:45 pm -
3 stops29h 15m
Sun 9/2011:45 am -
3 stops28h 15m
Deal found 8/6![Multiple Airlines logo]()
$1,007
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 8/286:30 am -
2 stops18h 31m
Mon 8/315:45 pm -
2 stops13h 40m
Deal found 8/10![Delta logo]()
$861
This ITA Airways deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/176:25 am -
1 stop13h 45m
Tue 9/2210:50 am -
2 stops16h 45m
Deal found 8/10![ITA Airways logo]()
$804
This Delta deal was found by Cheapflights users on 8/8. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/106:30 am -
2 stops18h 49m
Sat 9/191:19 pm -
2 stops15h 51m
Deal found 8/8![Delta logo]()
$861
This Delta deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 9/146:30 am -
2 stops19h 03m
Sun 9/207:01 pm -
2 stops16h 59m
Deal found 8/6![Delta logo]()
$865
This Delta deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/176:30 am -
2 stops19h 03m
Tue 9/227:01 pm -
2 stops16h 59m
Deal found 8/7![Delta logo]()
$865
This Delta deal was found by Cheapflights users on 8/8. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 10/306:50 am -
2 stops17h 10m
Fri 5/2112:30 pm -
2 stops15h 10m
Deal found 8/8![Delta logo]()
$1,210
Last-minute flights from Florence to ChicagoDiscover last-minute flight deals from Florence to Chicago. Data last updated August 11, 2026 and is based on user searches.
Discover last-minute flight deals from Florence to Chicago. Data last updated August 11, 2026 and is based on user searches.
This lol.travel deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 8/266:25 am -
1 stop13h 45m
Thu 9/103:00 pm -
1 stop16h 45m
Deal found 8/6![ITA Airways logo]()
$627
This Delta deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Fri 8/286:30 am -
2 stops18h 31m
Mon 8/315:45 pm -
2 stops13h 40m
Deal found 8/10![Delta logo]()
$861
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 8/297:35 pm -
1 stop24h 35m
Tue 9/223:00 pm -
1 stop20h 15m
Deal found 8/7![ITA Airways logo]()
$665
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 8/297:35 pm -
1 stop24h 35m
Sun 9/203:00 pm -
1 stop24h 40m
Deal found 8/7![ITA Airways logo]()
$682
This ITA Airways deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure ITA Airways is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 9/27:00 pm -
1 stop25h 10m
Sat 9/193:00 pm -
1 stop12h 35m
Deal found 8/7![ITA Airways logo]()
$601
This lol.travel deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/36:25 am -
1 stop13h 45m
Tue 9/83:00 pm -
1 stop20h 15m
Deal found 8/7![ITA Airways logo]()
$599
This Delta deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/36:30 am -
2 stops19h 03m
Tue 9/85:37 pm -
2 stops16h 38m
Deal found 8/6![Delta logo]()
$860
This oojo deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure oojo is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/106:25 am -
1 stop13h 45m
Sat 9/193:00 pm -
1 stop12h 35m
Deal found 8/10![ITA Airways logo]()
$593
This Gotogate deal was found by Cheapflights users on 8/8. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Gotogate is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:55 pm -
1 stop27h 15m
Sat 9/197:15 pm -
2 stops30h 55m
Deal found 8/8![Scandinavian Airlines logo]()
$674
This Scandinavian Airlines deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Scandinavian Airlines is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/107:55 pm -
1 stop27h 15m
Sun 9/137:15 pm -
1 stop16h 50m
Deal found 8/6![Scandinavian Airlines logo]()
$694
This lol.travel deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure lol.travel is selected, and click āCompare selectedā 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 8/7![ITA Airways logo]()
$569
This Delta deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Delta is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/176:30 am -
2 stops19h 03m
Tue 9/227:01 pm -
2 stops16h 59m
Deal found 8/7![Delta logo]()
$865
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 August 11, 2026.
Search for one-way flight options from Florence to Chicago. Find affordable one-way fares based on user searches. Data last updated August 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 10/157:45 pm -
3 stops29h 05m
Deal found 8/6![Multiple Airlines logo]()
$420
This Expedia deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Expedia is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 10/215:40 pm -
1 stop27h 45m
Deal found 8/6![Iberia logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 10/217:00 am -
3 stops41h 50m
Deal found 8/6![Multiple Airlines logo]()
$432
This Priceline deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Priceline is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 11/128:15 am -
2 stops17h 30m
Deal found 8/9![Iberia logo]()
$439
This Kiwi.com deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 11/1210:05 pm -
3 stops50h 15m
Deal found 8/9![Multiple Airlines logo]()
$460
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 11/289:00 pm -
3 stops51h 20m
Deal found 8/6![Multiple Airlines logo]()
$461
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sun 11/18:00 am -
3 stops40h 20m
Deal found 8/6![Multiple Airlines logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 8/7. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Sat 1/99:00 pm -
2 stops25h 30m
Deal found 8/7![Multiple Airlines logo]()
$477
This Trip.com deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Trip.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Wed 8/269:55 pm -
2 stops21h 45m
Deal found 8/6![Multiple Airlines logo]()
$491
This Mytrip deal was found by Cheapflights users on 8/9. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Mytrip is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Mon 9/145:40 pm -
2 stops34h 40m
Deal found 8/9![Multiple Airlines logo]()
$505
This Kiwi.com deal was found by Cheapflights users on 8/10. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 9/247:35 am -
3 stops58h 25m
Deal found 8/10![Multiple Airlines logo]()
$511
This Kiwi.com deal was found by Cheapflights users on 8/6. Clicking the āPick Datesā button in this card will allow you to select your dates and further customize your flight criteria. From there, click āFind dealsā, make sure Kiwi.com is selected, and click āCompare selectedā under the list of providers to see comparable flight deals.
Thu 10/296:25 am -
3 stops43h 00m
Deal found 8/6![Multiple Airlines logo]()
$523
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 August 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $569 (lol.travel) |
One-way from | $420 (Kiwi.com) |
Popular in | April |
Cheapest in | October |
Average price | $963 |
Cheapflights Fare Finder
Ā
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 2,558,603 searches. Data last updated August 11, 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
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Sun 8/30
6:25 am-1:10 pm
1 stop13h 45m
Chicago O'Hare Intl
Tue 9/22
3:00 pm-2:45 pm
1 stop16h 45m
$665
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Thu 9/10
7:55 pm-4:10 pm
1 stop27h 15m
Chicago O'Hare Intl
Sun 9/13
7:15 pm-7:05 pm
1 stop16h 50m
$694
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Tue 9/1
7:00 pm-1:10 pm
1 stop25h 10m
Chicago O'Hare Intl
Sun 9/20
8:42 am-6:15 pm
2 stops26h 33m
$803
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Tue 9/1
7:00 pm-1:10 pm
1 stop25h 10m
Chicago O'Hare Intl
Sat 9/19
8:45 am-10:35 am
2 stops18h 50m
$803
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Fri 9/4
7:00 pm-1:10 pm
1 stop25h 10m
Chicago O'Hare Intl
Tue 9/22
8:45 am-6:15 pm
2 stops26h 30m
$803
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Thu 9/17
6:25 am-1:10 pm
1 stop13h 45m
Chicago O'Hare Intl
Tue 9/22
10:50 am-10:35 am
2 stops16h 45m
$804
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Tue 10/27
2:20 pm-9:23 am
2 stops25h 03m
Chicago O'Hare Intl
Wed 11/4
5:47 pm-4:20 pm
2 stops15h 33m
$838
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Mon 9/14
7:00 am-6:37 pm
2 stops18h 37m
Chicago O'Hare Intl
Sun 9/20
7:05 pm-6:55 pm
1 stop16h 50m
$843
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Wed 8/26
6:30 am-2:30 pm
1 stop15h 00m
Chicago O'Hare Intl
Thu 9/10
5:10 pm-5:15 pm
2 stops17h 05m
$855
Quickest round-trip
FlorenceChicago
FLRĀ Florence Peretola - ORDĀ Chicago O'Hare Intl
FLRORD
Florence Peretola
Fri 8/28
6:30 am-2:15 pm
1 stop14h 45m
Chicago O'Hare Intl
Mon 8/31
3:51 pm-2:25 pm
2 stops15h 34m
$856
Showing 1-10 of 30 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, October is the cheapest month in which you can book a flight from Florence to Chicago (average of $613). 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.
How much does it cost to fly round-trip from Florence to Chicago?
Airfare is below average for this route at the moment.
Florence to Chicago flights typically cost between $731 and $1,064 in September.The cheapest round-trip price found within the last 5 days was $569 on ITA Airways (Sep 17-Sep 22).
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 August 11, 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
6.7
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.7
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - ORD
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Food
6.7
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Oct 2025
YUL - 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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