$360+ 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 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Jun 15 — Jun 221
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Palermo with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to 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 May 16, 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 May 16, 2026.
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/288:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Thu 10/89:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 5/11![Turkish Airlines logo]()
$726
This FlightHub deal was found by Cheapflights users on 5/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 pm
ORD
- PMO
1 stop29h 15m
Turkish Airlines
Tue 9/157:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 5/13![Turkish Airlines logo]()
$745
This FlightHub deal was found by Cheapflights users on 5/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Tue 10/207:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 5/12![Turkish Airlines logo]()
$752
This SmartFares deal was found by Cheapflights users on 5/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/208:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Fri 11/209:30 am
PMO
- ORD
1 stop15h 55m
Turkish Airlines
Deal found 5/15![Turkish Airlines logo]()
$758
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:05 pm
ORD
- PMO
1 stop12h 00m
SWISS
Thu 8/279:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 5/13![SWISS logo]()
$762
This FlightHub deal was found by Cheapflights users on 5/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/811:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Fri 10/169:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 5/12![Turkish Airlines logo]()
$765
This Justfly.com deal was found by Cheapflights users on 5/12. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Thu 10/229:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 5/12![Turkish Airlines logo]()
$768
This FlightHub deal was found by Cheapflights users on 5/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/138:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Thu 10/229:25 am
PMO
- ORD
1 stop15h 50m
Turkish Airlines
Deal found 5/12![Turkish Airlines logo]()
$770
This Trip.com deal was found by Cheapflights users on 5/14. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/298:10 pm
ORD
- PMO
1 stop29h 15m
Turkish Airlines
Fri 9/119:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 5/14![Turkish Airlines logo]()
$771
This Air France deal was found by Cheapflights users on 5/15. 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 8/151:52 pm
MDW
- PMO
2 stops15h 23m
Multiple Airlines
Tue 8/256:10 am
PMO
- MDW
2 stops19h 23m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$870
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:27 pm
MDW
- PMO
2 stops18h 33m
Delta
Mon 8/243:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 5/12![Delta logo]()
$886
This Air France deal was found by Cheapflights users on 5/14. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/151:52 pm
MDW
- PMO
2 stops15h 23m
Multiple Airlines
Sun 8/2310:05 am
PMO
- MDW
2 stops19h 31m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$920
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 May 16, 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 May 16, 2026.
This Turkish Airlines deal was found by Cheapflights users on 5/15. 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 10/2111:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Wed 11/186:45 pm
PMO
- ORD
1 stop22h 20m
Turkish Airlines
Deal found 5/15![Turkish Airlines logo]()
$829
This KLM deal was found by Cheapflights users on 5/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1410:40 am
ORD
- PMO
2 stops17h 50m
KLM
Thu 11/510:05 am
PMO
- ORD
2 stops18h 28m
KLM
Deal found 5/12![KLM logo]()
$837
This Delta deal was found by Cheapflights users on 5/14. 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.
Sat 8/1511:26 am
ORD
- PMO
2 stops17h 49m
Delta
Mon 8/243:45 pm
PMO
- ORD
2 stops32h 09m
Delta
Deal found 5/14![Delta logo]()
$886
This KLM deal was found by Cheapflights users on 5/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:10 am
ORD
- PMO
2 stops17h 20m
Multiple Airlines
Tue 10/2710:05 am
PMO
- ORD
2 stops19h 45m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$922
This KLM deal was found by Cheapflights users on 5/13. 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.
Tue 8/42:12 pm
ORD
- PMO
2 stops16h 28m
KLM
Tue 8/184:10 pm
PMO
- ORD
1 stop29h 20m
KLM
Deal found 5/13![KLM logo]()
$873
This Delta deal was found by Cheapflights users on 5/13. 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.
Tue 8/42:12 pm
ORD
- PMO
2 stops17h 48m
Delta
Tue 8/183:45 pm
PMO
- ORD
2 stops32h 09m
Delta
Deal found 5/13![Delta logo]()
$886
This Delta deal was found by Cheapflights users on 5/14. 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.
Sat 8/151:52 pm
MDW
- PMO
2 stops18h 08m
Delta
Mon 8/243:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 5/14![Delta logo]()
$886
This KLM deal was found by Cheapflights users on 5/11. 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.
Mon 9/281:30 pm
ORD
- PMO
2 stops17h 10m
KLM
Thu 10/810:15 am
PMO
- ORD
2 stops17h 09m
KLM
Deal found 5/11![KLM logo]()
$992
This KLM deal was found by Cheapflights users on 5/13. 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.
Mon 9/211:15 pm
ORD
- PMO
2 stops17h 25m
KLM
Tue 10/209:10 am
PMO
- ORD
2 stops18h 14m
KLM
Deal found 5/13![KLM logo]()
$992
This Delta deal was found by Cheapflights users on 5/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/61:26 pm
MDW
- PMO
2 stops18h 34m
Delta
Thu 7/163:45 pm
PMO
- MDW
2 stops33h 40m
Delta
Deal found 5/12![Delta logo]()
$1,000
This KLM deal was found by Cheapflights users on 5/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/281:35 pm
ORD
- PMO
2 stops17h 05m
KLM
Fri 10/910:05 am
PMO
- ORD
2 stops18h 59m
KLM
Deal found 5/12![KLM logo]()
$996
This Delta deal was found by Cheapflights users on 5/16. 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 7/229:19 am
MDW
- PMO
2 stops22h 41m
Delta
Tue 8/43:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 5/16![Delta logo]()
$1,234
This KLM deal was found by Cheapflights users on 5/16. 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 9/241:05 pm
MDW
- PMO
2 stops17h 35m
KLM
Mon 10/126:10 am
PMO
- MDW
2 stops19h 27m
KLM
Deal found 5/16![KLM logo]()
$1,381
This Delta deal was found by Cheapflights users on 5/15. 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 7/301:18 pm
MDW
- PMO
2 stops18h 42m
Delta
Mon 8/33:45 pm
PMO
- MDW
2 stops31h 30m
Delta
Deal found 5/15![Delta logo]()
$1,461
This KLM deal was found by Cheapflights users on 5/11. 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.
Mon 6/81:26 pm
MDW
- PMO
2 stops17h 14m
KLM
Thu 6/258:20 am
PMO
- MDW
2 stops16h 58m
KLM
Deal found 5/11![KLM logo]()
$1,442
This KLM deal was found by Cheapflights users on 5/15. 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 9/31:05 pm
MDW
- PMO
2 stops17h 35m
KLM
Sat 9/1210:05 am
PMO
- MDW
2 stops18h 41m
KLM
Deal found 5/15![KLM logo]()
$1,504
This KLM deal was found by Cheapflights users on 5/16. 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 10/11:05 pm
MDW
- PMO
2 stops17h 35m
KLM
Mon 10/126:10 am
PMO
- MDW
2 stops19h 27m
KLM
Deal found 5/16![KLM logo]()
$1,504
Last-minute flights from Chicago to PalermoDiscover last-minute flight deals from Chicago to Palermo. Data last updated May 16, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Palermo. Data last updated May 16, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 5/15. 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 6/24:37 pm
ORD
- PMO
3 stops38h 08m
Multiple Airlines
Fri 6/196:30 am
PMO
- ORD
3 stops37h 52m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$923
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:25 am
ORD
- PMO
3 stops31h 15m
Multiple Airlines
Sat 6/136:30 am
PMO
- ORD
3 stops37h 40m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,073
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/89:55 am
ORD
- PMO
3 stops25h 20m
Multiple Airlines
Mon 6/1511:05 pm
PMO
- ORD
2 stops20h 50m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,056
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:15 am
MDW
- PMO
3 stops22h 45m
Multiple Airlines
Mon 6/156:30 am
PMO
- MDW
3 stops34h 05m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,164
This KLM deal was found by Cheapflights users on 5/11. 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.
Mon 6/81:26 pm
MDW
- PMO
2 stops17h 14m
KLM
Thu 6/258:20 am
PMO
- MDW
2 stops16h 58m
KLM
Deal found 5/11![KLM logo]()
$1,442
This KLM deal was found by Cheapflights users on 5/13. 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.
Mon 6/81:26 pm
MDW
- PMO
2 stops17h 14m
KLM
Tue 6/1610:05 am
PMO
- MDW
2 stops19h 12m
KLM
Deal found 5/13![KLM logo]()
$1,506
This KLM deal was found by Cheapflights users on 5/11. 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.
Mon 6/81:26 pm
MDW
- PMO
2 stops17h 14m
KLM
Mon 6/1510:05 am
PMO
- MDW
2 stops19h 12m
KLM
Deal found 5/11![KLM logo]()
$1,516
This KLM deal was found by Cheapflights users on 5/11. 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.
Tue 6/91:26 pm
MDW
- PMO
2 stops17h 14m
KLM
Thu 6/258:20 am
PMO
- MDW
2 stops16h 58m
KLM
Deal found 5/11![KLM logo]()
$1,535
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/117:25 am
ORD
- PMO
3 stops32h 30m
Multiple Airlines
Thu 6/181:05 pm
PMO
- ORD
2 stops33h 55m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$1,050
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/139:55 am
ORD
- PMO
3 stops28h 45m
Multiple Airlines
Wed 6/246:30 am
PMO
- ORD
3 stops37h 40m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$982
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/152:00 pm
ORD
- PMO
3 stops24h 35m
Multiple Airlines
Mon 6/228:10 am
PMO
- ORD
3 stops39h 47m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,104
This Mytrip deal was found by Cheapflights users on 5/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:25 am
ORD
- PMO
3 stops32h 20m
Multiple Airlines
Tue 6/2311:20 pm
PMO
- ORD
2 stops23h 40m
Multiple Airlines
Deal found 5/12![Multiple Airlines logo]()
$1,044
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 May 16, 2026.
Search for one-way flight options from Chicago to Palermo. Find affordable one-way fares based on user searches. Data last updated May 16, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/167:25 pm
ORD
- PMO
3 stops21h 25m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 10/199:20 am
ORD
- PMO
3 stops25h 55m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 10/1912:03 pm
MDW
- PMO
3 stops23h 12m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 10/187:25 pm
ORD
- PMO
3 stops21h 25m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$368
This Kiwi.com deal was found by Cheapflights users on 5/16. 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 9/137:25 pm
ORD
- PMO
3 stops21h 25m
Multiple Airlines
Deal found 5/16![Multiple Airlines logo]()
$375
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Wed 10/147:25 pm
ORD
- PMO
3 stops21h 25m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:25 pm
ORD
- PMO
3 stops21h 25m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 10/114:55 pm
ORD
- PMO
1 stop24h 45m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 10/123:45 pm
ORD
- PMO
2 stops20h 35m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1312:03 pm
MDW
- PMO
3 stops23h 27m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$396
This Kiwi.com deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:03 pm
MDW
- PMO
3 stops22h 12m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 5/15. 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 10/1812:03 pm
MDW
- PMO
3 stops41h 17m
Multiple Airlines
Deal found 5/15![Multiple Airlines logo]()
$417
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 May 16, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $726 (FlightHub) |
One-way from | $360 (Kiwi.com) |
Popular in | December |
Cheapest in | February |
Average price | $998 |
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 2,558,603 searches. Data last updated May 16, 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 - PMO
ORDPMO
Chicago O'Hare Intl
Wed 10/21
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Wed 11/18
6:45 pm-10:05 am
1 stop22h 20m
$829
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Wed 10/14
10:40 am-11:30 am
2 stops17h 50m
Palermo Punta Raisi
Thu 11/5
10:05 am-9:33 pm
2 stops18h 28m
$837
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
2:12 pm-1:40 pm
2 stops16h 28m
Palermo Punta Raisi
Tue 8/18
4:10 pm-2:30 pm
1 stop29h 20m
$873
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 8/15
11:26 am-12:15 pm
2 stops17h 49m
Palermo Punta Raisi
Mon 8/24
3:45 pm-4:54 pm
2 stops32h 09m
$886
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
2:12 pm-3:00 pm
2 stops17h 48m
Palermo Punta Raisi
Tue 8/18
3:45 pm-4:54 pm
2 stops32h 09m
$886
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Sat 8/15
1:52 pm-3:00 pm
2 stops18h 08m
Palermo Punta Raisi
Mon 8/24
3:45 pm-4:15 pm
2 stops31h 30m
$886
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 10/13
11:10 am-11:30 am
2 stops17h 20m
Palermo Punta Raisi
Tue 10/27
10:05 am-11:50 pm
2 stops19h 45m
$922
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 9/28
1:30 pm-1:40 pm
2 stops17h 10m
Palermo Punta Raisi
Thu 10/8
10:15 am-8:24 pm
2 stops17h 09m
$992
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 9/21
1:15 pm-1:40 pm
2 stops17h 25m
Palermo Punta Raisi
Tue 10/20
9:10 am-8:24 pm
2 stops18h 14m
$992
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 9/28
1:35 pm-1:40 pm
2 stops17h 05m
Palermo Punta Raisi
Fri 10/9
10:05 am-10:04 pm
2 stops18h 59m
$996
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 May.
| 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
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 53 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago to Palermo?
Currently, February is the cheapest month in which you can book a flight from Chicago to Palermo (average of $84). Flying from Chicago to Palermo in May is currently the most expensive (average of $674). 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?
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 May 16, 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
Comfort
7.4
Crew
8.3
Entertainment
6.8
Boarding
7.7
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Comfort
7.4
Crew
8.3
Entertainment
6.8
Boarding
7.7
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Comfort
7.4
Crew
8.3
Entertainment
6.8
Boarding
7.7
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Comfort
7.4
Crew
8.3
Entertainment
6.8
Boarding
7.7
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
Overall
7.5
Comfort
7.4
Crew
8.3
Entertainment
6.8
Boarding
7.7
Food
7.1
Reviews
1 / 20
6.0
GoodCFJ,Mar 2026
ZRH - VCE
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
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Chicago and Palermo flights
Browse other Chicago and Palermo flight options. Last updated on May 16, 2026.
Other flights from Chicago
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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 2,558,603 searches. Data last updated May 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$533 | Average$758 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$596 | Average$969 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$704 | Average$1,052 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$812 | Average$1,276 | FlexibilityNo cancel fee | On-time76% |