$340+ Cheap flights from Chicago (CHI) to Palermo (PMO)
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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Sep 22 — Sep 291
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Chicago to Palermo 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
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 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 Chicago to Palermo
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to PalermoExplore the most affordable flight options available from Chicago to Palermo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
Explore the most affordable flight options available from Chicago to Palermo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 23, 2026.
This lol.travel deal was found by Cheapflights users on 8/19. 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 10/58:10 pm -
1 stop15h 30m
Tue 10/207:40 pm -
1 stop29h 35m
Deal found 8/19![Turkish Airlines logo]()
$665
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/52:20 pm -
1 stop11h 40m
Mon 10/129:45 pm -
2 stops47h 15m
Deal found 8/21![Multiple Airlines logo]()
$667
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/52:20 pm -
1 stop11h 40m
Tue 10/2010:40 pm -
1 stop22h 20m
Deal found 8/21![Multiple Airlines logo]()
$669
This Turkish Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:15 pm -
1 stop28h 20m
Fri 12/49:35 am -
1 stop31h 25m
Deal found 8/22![Turkish Airlines logo]()
$697
This FlightHub deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:25 am -
1 stop24h 15m
Wed 11/186:45 pm -
1 stop22h 15m
Deal found 8/22![Turkish Airlines logo]()
$717
This Turkish Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 pm -
1 stop15h 30m
Tue 10/207:40 pm -
1 stop21h 00m
Deal found 8/21![Turkish Airlines logo]()
$722
This Trip.com deal was found by Cheapflights users on 8/22. 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.
Wed 11/46:30 pm -
2 stops20h 20m
Fri 12/46:30 am -
2 stops17h 50m
Deal found 8/22![Multiple Airlines logo]()
$723
This FlightHub deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:15 pm -
1 stop28h 20m
Mon 11/169:35 am -
1 stop31h 25m
Deal found 8/22![Turkish Airlines logo]()
$731
This KLM deal was found by Cheapflights users on 8/22. 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.
Wed 11/411:39 am -
2 stops16h 51m
Fri 12/46:10 am -
2 stops18h 54m
Deal found 8/22![KLM logo]()
$967
This Air France deal was found by Cheapflights users on 8/20. 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.
Tue 9/89:29 am -
2 stops25h 51m
Tue 9/159:10 am -
2 stops20h 34m
Deal found 8/20![Multiple Airlines logo]()
$991
This Air France deal was found by Cheapflights users on 8/22. 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.
Sun 10/111:27 pm -
2 stops17h 43m
Tue 10/206:10 am -
2 stops18h 50m
Deal found 8/22![Multiple Airlines logo]()
$1,006
This KLM deal was found by Cheapflights users on 8/22. 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 10/131:27 pm -
2 stops17h 43m
Tue 10/206:10 am -
2 stops18h 50m
Deal found 8/22![KLM logo]()
$1,076
Best flights from Chicago to PalermoDiscover carefully curated flight deals from Chicago to Palermo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
Discover carefully curated flight deals from Chicago to Palermo that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 23, 2026.
This Turkish Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:10 pm -
1 stop15h 30m
Tue 10/207:40 pm -
1 stop21h 00m
Deal found 8/21![Turkish Airlines logo]()
$722
This ITA Airways deal was found by Cheapflights users on 8/20. 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.
Sun 9/203:00 pm -
1 stop15h 00m
Thu 10/158:30 pm -
1 stop23h 40m
Deal found 8/20![ITA Airways logo]()
$887
This TAP AIR PORTUGAL deal was found by Cheapflights users on 8/20. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:00 pm -
2 stops38h 10m
Tue 10/134:10 pm -
2 stops30h 50m
Deal found 8/20![TAP AIR PORTUGAL logo]()
$964
This KLM deal was found by Cheapflights users on 8/22. 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 10/131:27 pm -
2 stops17h 43m
Tue 10/206:10 am -
2 stops18h 50m
Deal found 8/22![KLM logo]()
$1,076
This Delta deal was found by Cheapflights users on 8/18. 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 9/2611:35 am -
2 stops21h 15m
Sun 10/44:45 pm -
2 stops30h 26m
Deal found 8/18![Delta logo]()
$1,113
This Air France deal was found by Cheapflights users on 8/22. 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.
Wed 10/710:59 am -
2 stops17h 31m
Thu 10/1512:20 pm -
2 stops17h 13m
Deal found 8/22![Multiple Airlines logo]()
$1,381
This Turkish Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/711:25 am -
1 stop14h 00m
Thu 10/159:25 am -
1 stop31h 15m
Deal found 8/22![Turkish Airlines logo]()
$748
This Turkish Airlines deal was found by Cheapflights users on 8/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1011:25 am -
1 stop14h 00m
Thu 10/229:25 am -
1 stop31h 15m
Deal found 8/22![Turkish Airlines logo]()
$787
This ITA Airways deal was found by Cheapflights users on 8/19. 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 10/23:00 pm -
1 stop16h 10m
Fri 10/96:10 am -
1 stop14h 00m
Deal found 8/19![ITA Airways logo]()
$974
This TAP AIR PORTUGAL deal was found by Cheapflights users on 8/22. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:05 pm -
2 stops41h 15m
Wed 10/214:10 pm -
2 stops27h 30m
Deal found 8/22![TAP AIR PORTUGAL logo]()
$985
This ITA Airways deal was found by Cheapflights users on 8/20. 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.
Wed 9/233:00 pm -
1 stop16h 30m
Wed 10/76:10 am -
1 stop14h 00m
Deal found 8/20![ITA Airways logo]()
$974
This ITA Airways deal was found by Cheapflights users on 8/19. 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.
Thu 9/103:00 pm -
1 stop15h 40m
Mon 9/288:30 pm -
1 stop23h 40m
Deal found 8/19![ITA Airways logo]()
$1,017
This Delta deal was found by Cheapflights users on 8/19. 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 10/17:01 pm -
2 stops37h 49m
Sat 10/316:40 pm -
2 stops34h 53m
Deal found 8/19![Delta logo]()
$1,280
This KLM deal was found by Cheapflights users on 8/20. 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.
Wed 10/710:59 am -
2 stops17h 31m
Fri 10/166:10 am -
2 stops18h 50m
Deal found 8/20![KLM logo]()
$1,423
This KLM deal was found by Cheapflights users on 8/18. 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 9/281:19 pm -
2 stops17h 21m
Mon 10/56:10 am -
2 stops19h 23m
Deal found 8/18![KLM logo]()
$1,435
This KLM deal was found by Cheapflights users on 8/18. 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 9/241:19 pm -
2 stops17h 21m
Fri 10/26:10 am -
2 stops19h 23m
Deal found 8/18![KLM logo]()
$1,494
Last-minute flights from Chicago to PalermoDiscover last-minute flight deals from Chicago to Palermo. Data last updated August 23, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Palermo. Data last updated August 23, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 8/22. 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 8/231:25 pm -
2 stops18h 35m
Sun 8/303:45 pm -
2 stops30h 59m
Deal found 8/22![Delta logo]()
$1,183
This oojo deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/293:00 pm -
1 stop20h 20m
Mon 9/142:25 pm -
1 stop29h 45m
Deal found 8/18![ITA Airways logo]()
$1,005
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 8/303:00 pm -
1 stop13h 20m
Tue 9/1511:20 pm -
2 stops44h 20m
Deal found 8/18![Multiple Airlines logo]()
$996
This oojo deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/303:00 pm -
1 stop23h 05m
Tue 9/156:10 am -
1 stop14h 00m
Deal found 8/18![ITA Airways logo]()
$1,001
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 8/313:45 pm -
1 stop23h 30m
Tue 9/156:00 am -
2 stops20h 15m
Deal found 8/21![Multiple Airlines logo]()
$843
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/13:00 pm -
1 stop20h 30m
Tue 9/156:00 am -
2 stops20h 15m
Deal found 8/21![Multiple Airlines logo]()
$895
This CheapOair deal was found by Cheapflights users on 8/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:11 am -
2 stops18h 49m
Wed 9/169:45 am -
1 stop33h 50m
Deal found 8/19![Multiple Airlines logo]()
$967
This Gotogate deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/23:00 pm -
1 stop13h 20m
Wed 9/167:05 pm -
1 stop25h 05m
Deal found 8/19![ITA Airways logo]()
$1,004
This Air France deal was found by Cheapflights users on 8/20. 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.
Tue 9/89:29 am -
2 stops25h 51m
Tue 9/159:10 am -
2 stops20h 34m
Deal found 8/20![Multiple Airlines logo]()
$991
This Mytrip deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1511:45 am -
3 stops18h 55m
Sun 9/206:30 am -
3 stops35h 30m
Deal found 8/18![Multiple Airlines logo]()
$1,106
This Delta deal was found by Cheapflights users on 8/18. 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 9/2611:35 am -
2 stops21h 15m
Sun 10/44:45 pm -
2 stops30h 26m
Deal found 8/18![Delta logo]()
$1,113
This KLM deal was found by Cheapflights users on 8/18. 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 9/281:19 pm -
2 stops17h 21m
Mon 10/56:10 am -
2 stops19h 23m
Deal found 8/18![KLM logo]()
$1,435
One-way flights from Chicago to PalermoSearch for one-way flight options from Chicago to Palermo. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
Search for one-way flight options from Chicago to Palermo. Find affordable one-way fares based on user searches. Data last updated August 23, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 11/246:30 pm -
3 stops22h 25m
Deal found 8/18![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 11/266:30 pm -
3 stops17h 35m
Deal found 8/18![Multiple Airlines logo]()
$343
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 11/226:30 pm -
3 stops20h 45m
Deal found 8/18![Multiple Airlines logo]()
$348
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/276:46 pm -
3 stops42h 29m
Deal found 8/22![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/273:50 pm -
2 stops45h 25m
Deal found 8/22![Multiple Airlines logo]()
$359
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 11/256:30 pm -
3 stops17h 35m
Deal found 8/18![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 11/236:30 pm -
2 stops20h 20m
Deal found 8/18![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 8/19. 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 11/306:30 pm -
2 stops17h 00m
Deal found 8/19![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:25 pm -
3 stops33h 55m
Deal found 8/21![Multiple Airlines logo]()
$367
This oojo deal was found by Cheapflights users on 8/18. 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 11/249:50 pm -
1 stop31h 00m
Deal found 8/18![British Airways logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 12/316:30 pm -
2 stops13h 50m
Deal found 8/22![Multiple Airlines logo]()
$378
This Air France deal was found by Cheapflights users on 8/18. 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.
Mon 11/2311:28 am -
2 stops17h 02m
Deal found 8/18![Air France logo]()
$409
Find flight deals from Chicago to Palermo
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Palermo (PMO). 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 23, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $665 (lol.travel) |
One-way from | $340 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $883 |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Palermo 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 August 23, 2026.
Use the filters below to find and compare flights from Chicago to Palermo that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Mon 9/21
8:10 pm-6:40 pm
1 stop15h 30m
Palermo Punta Raisi
Tue 10/20
7:40 pm-9:40 am
1 stop21h 00m
$722
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Wed 10/7
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Thu 10/15
9:25 am-9:40 am
1 stop31h 15m
$748
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Sat 10/10
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Thu 10/22
9:25 am-9:40 am
1 stop31h 15m
$787
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Sun 9/20
3:00 pm-1:00 pm
1 stop15h 00m
Palermo Punta Raisi
Thu 10/15
8:30 pm-1:10 pm
1 stop23h 40m
$887
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Sun 9/20
6:00 pm-3:10 pm
2 stops38h 10m
Palermo Punta Raisi
Tue 10/13
4:10 pm-4:00 pm
2 stops30h 50m
$964
Quickest round-trip
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Fri 10/2
3:00 pm-2:10 pm
1 stop16h 10m
Palermo Punta Raisi
Fri 10/9
6:10 am-1:10 pm
1 stop14h 00m
$974
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Wed 9/23
3:00 pm-2:30 pm
1 stop16h 30m
Palermo Punta Raisi
Wed 10/7
6:10 am-1:10 pm
1 stop14h 00m
$974
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Sat 10/10
6:05 pm-6:20 pm
2 stops41h 15m
Palermo Punta Raisi
Wed 10/21
4:10 pm-12:40 pm
2 stops27h 30m
$985
ChicagoPalermo
ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi
ORDPMO
Chicago O'Hare Intl
Thu 9/10
3:00 pm-1:40 pm
1 stop15h 40m
Palermo Punta Raisi
Mon 9/28
8:30 pm-1:10 pm
1 stop23h 40m
$1,017
ChicagoPalermo
MDW Chicago Midway - PMO Palermo Punta Raisi
MDWPMO
Chicago Midway
Tue 10/13
1:27 pm-2:10 pm
2 stops17h 43m
Palermo Punta Raisi
Tue 10/20
6:10 am-6:00 pm
2 stops18h 50m
$1,076
Showing 1-10 of 32 resultsSorted by cheapest first
Compare providers for flights from Chicago to Palermo
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Palermo in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Palermo flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Palermo flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Palermo flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago-Palermo flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Palermo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Chicago to Palermo
Have a flexible travel schedule? Discover the best time to fly to Palermo from Chicago with our price prediction graph.
CHI-PMO
ORD-PMO
MDW-PMO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Chicago to Palermo
CHI-PMO
ORD-PMO
MDW-PMO
What is the cheapest month to book a flight from Chicago to Palermo?
Currently, January is the cheapest month in which you can book a flight from Chicago to Palermo (average of $554). Flying from Chicago to Palermo in May is currently the most expensive (average of $1,446). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Chicago to Palermo?
Airfare is below average for this route at the moment.
Chicago to Palermo flights typically cost between $706 and $1,074 in October.The cheapest round-trip price found within the last 5 days was $665 on Turkish Airlines (Oct 5-Oct 20).
What’s the top layover airport for flights from Chicago to Palermo?
Share of 1-stop round-trip flights from Chicago to Palermo chosen by Cheapflights users in the past 12 months, using the same layover each way.
Zurich (ZRH) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Palermo on Cheapflights.
What’s the cheapest layover airport for flights from Chicago to Palermo?
Average round-trip fare for 1-stop flights from Chicago to Palermo, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Istanbul (IST) is the most affordable 1-stop option, with an average round-trip price of $606.
What’s the fastest layover option from Chicago to Palermo?
Shortest average travel time for 1-stop one-way flights from Chicago to Palermo, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Zurich (ZRH) have the shortest average one-way travel time for 1-stop routes: 12h 00m.
Which airport typically offers the quickest layover for flights from Chicago to Palermo?
Average layover duration for 1-stop one-way flights from Chicago to Palermo, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Zurich (ZRH) offer the fastest connection on this route, with an average layover time of 1h 18m.
How far ahead should I book a flight from Chicago to Palermo?
The price you pay for your flight from Chicago to Palermo may vary depending on when you book. For the best chance of a lower fare, look to book 63 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Palermo
Get insights into the airlines that provide service to Palermo. 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 Palermo. Reviews last updated August 23, 2026.
Read through reviews of airlines operating flights from Chicago to Palermo, such as SWISS,Turkish Airlines, andLufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.5
Crew
8.3
Food
7.1
Comfort
7.4
Boarding
7.7
Entertainment
6.8
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - ZRH
Overall
7.5
Crew
8.3
Food
7.1
Comfort
7.4
Boarding
7.7
Entertainment
6.8
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - ZRH
Overall
7.5
Crew
8.3
Food
7.1
Comfort
7.4
Boarding
7.7
Entertainment
6.8
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - ZRH
Overall
7.5
Crew
8.3
Food
7.1
Comfort
7.4
Boarding
7.7
Entertainment
6.8
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - ZRH
Overall
7.5
Crew
8.3
Food
7.1
Comfort
7.4
Boarding
7.7
Entertainment
6.8
Reviews
1 / 20
6.0
GoodAnonymous,Jul 2026
LAX - ZRH
Related info for your journey
Find useful and relevant information for your journey from Chicago to Palermo. 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 Palermo?
Book flights to Palermo if you plan to visit one of these locationsAgrigento
Cefalù
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Chicago
Palermo flight routes
Popular flights
Alternative routes for Chicago to Palermo
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Palermo by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Palermo by cabin class
Find flights from Chicago to Palermo, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Palermo flights
Browse other Chicago and Palermo flight options. Last updated on August 23, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
Other flights to Palermo
Explore flights to Palermo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Chicago to Palermo
Discover the top 4 airlines that operate flights from Chicago to Palermo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated August 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$554 | Average$706 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$596 | Average$996 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$705 | Average$1,033 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$865 | Average$1,364 | FlexibilityNo cancel fee | On-time76% |