$271+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Mar 9 — Mar 161
1 adult, Economy
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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
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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 February 7, 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 February 7, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 8/162:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Thu 8/279:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 2/4![SWISS logo]()
$487
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 8/182:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Thu 8/279:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 2/4![SWISS logo]()
$491
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 8/167:05 pm
ORD
- PMO
1 stop12h 00m
SWISS
Tue 8/259:45 am
PMO
- ORD
1 stop33h 50m
SWISS
Deal found 2/6![SWISS logo]()
$498
This KAYAK deal was found by Cheapflights users on 2/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Mon 8/242:55 pm
PMO
- ORD
1 stop32h 00m
SWISS
Deal found 2/6![SWISS logo]()
$509
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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.
Wed 8/122:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Wed 8/198:00 pm
PMO
- ORD
1 stop23h 35m
SWISS
Deal found 2/7![SWISS logo]()
$528
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 8/162:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Wed 8/269:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 2/4![SWISS logo]()
$530
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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.
Mon 8/172:20 pm
ORD
- PMO
1 stop11h 40m
SWISS
Sat 8/297:35 pm
PMO
- ORD
1 stop24h 00m
SWISS
Deal found 2/4![SWISS logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 8/147:05 pm
ORD
- PMO
1 stop16h 45m
SWISS
Tue 8/259:45 am
PMO
- ORD
1 stop13h 10m
SWISS
Deal found 2/6![SWISS logo]()
$540
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 3/46:50 pm
ORD
- PMO
1 stop12h 05m
SWISS
Sun 3/82:45 pm
PMO
- ORD
1 stop32h 35m
SWISS
Deal found 2/4![SWISS logo]()
$543
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:05 pm
ORD
- PMO
1 stop30h 55m
SWISS
Wed 8/268:00 pm
PMO
- ORD
1 stop26h 55m
SWISS
Deal found 2/4![SWISS logo]()
$548
This Delta deal was found by Cheapflights users on 2/6. 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 8/171:00 pm
MDW
- PMO
2 stops19h 00m
Delta
Mon 8/243:45 pm
PMO
- MDW
2 stops37h 01m
Delta
Deal found 2/6![Delta logo]()
$719
This Air France deal was found by Cheapflights users on 2/6. 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 8/155:59 pm
MDW
- PMO
2 stops14h 01m
Multiple Airlines
Sat 8/2210:05 am
PMO
- MDW
2 stops18h 41m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$1,061
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 February 7, 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 February 7, 2026.
This oojo deal was found by Cheapflights users on 2/6. 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 8/47:05 pm
ORD
- PMO
1 stop17h 05m
SWISS
Tue 8/189:45 am
PMO
- ORD
1 stop33h 50m
SWISS
Deal found 2/6![SWISS logo]()
$550
This KLM deal was found by Cheapflights users on 2/5. 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 8/44:20 pm
ORD
- PMO
1 stop32h 15m
KLM
Tue 8/184:10 pm
PMO
- ORD
1 stop29h 20m
KLM
Deal found 2/5![KLM logo]()
$587
This KAYAK deal was found by Cheapflights users on 2/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:50 am
ORD
- PMO
2 stops28h 10m
Scandinavian Airlines
Wed 5/206:50 pm
PMO
- ORD
1 stop28h 20m
Scandinavian Airlines
Deal found 2/6![Scandinavian Airlines logo]()
$600
This oojo deal was found by Cheapflights users on 2/7. 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.
Mon 4/278:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Sat 5/97:35 pm
PMO
- ORD
1 stop29h 40m
Turkish Airlines
Deal found 2/7![Turkish Airlines logo]()
$630
This Mytrip deal was found by Cheapflights users on 2/6. 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 3/2310:50 pm
ORD
- PMO
2 stops18h 00m
Multiple Airlines
Mon 3/3011:05 pm
PMO
- ORD
3 stops26h 42m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$634
This Delta deal was found by Cheapflights users on 2/7. 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 4/189:27 am
MDW
- PMO
2 stops23h 23m
Delta
Sun 4/264:45 pm
PMO
- MDW
2 stops30h 40m
Delta
Deal found 2/7![Delta logo]()
$1,091
This Mytrip deal was found by Cheapflights users on 2/4. 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.
Sun 3/85:20 pm
ORD
- PMO
2 stops24h 00m
Multiple Airlines
Wed 3/189:35 am
PMO
- ORD
2 stops16h 35m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$641
This Ovago deal was found by Cheapflights users on 2/4. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/101:05 pm
MDW
- PMO
2 stops23h 40m
Air Europa
Wed 6/246:10 am
PMO
- MDW
2 stops22h 35m
Air Europa
Deal found 2/4![Air Europa logo]()
$1,299
This FlightHub deal was found by Cheapflights users on 2/7. 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.
Sat 4/1111:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Sat 4/187:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 2/7![Turkish Airlines logo]()
$668
This Gotogate deal was found by Cheapflights users on 2/7. 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.
Tue 3/247:50 pm
ORD
- PMO
2 stops33h 50m
SWISS
Tue 3/312:55 pm
PMO
- ORD
1 stop32h 00m
SWISS
Deal found 2/7![SWISS logo]()
$675
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Sun 4/129:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 2/4![Turkish Airlines logo]()
$701
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/211:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Sat 4/187:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 2/4![Turkish Airlines logo]()
$701
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/3011:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Sun 4/129:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 2/4![Turkish Airlines logo]()
$701
This Turkish Airlines deal was found by Cheapflights users on 2/4. 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 3/48:20 pm
ORD
- PMO
1 stop29h 10m
Turkish Airlines
Sun 3/86:45 pm
PMO
- ORD
1 stop22h 20m
Turkish Airlines
Deal found 2/4![Turkish Airlines logo]()
$706
This KLM deal was found by Cheapflights users on 2/6. 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 4/131:23 pm
MDW
- PMO
2 stops18h 02m
KLM
Sat 4/186:10 am
PMO
- MDW
2 stops18h 48m
KLM
Deal found 2/6![KLM logo]()
$1,261
This Air France deal was found by Cheapflights users on 2/6. 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 3/2312:47 pm
MDW
- PMO
2 stops16h 53m
Multiple Airlines
Mon 3/306:10 am
PMO
- MDW
2 stops18h 44m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$1,168
This KLM deal was found by Cheapflights users on 2/6. 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 6/101:00 pm
MDW
- PMO
2 stops17h 40m
KLM
Wed 6/246:10 am
PMO
- MDW
2 stops19h 21m
KLM
Deal found 2/6![KLM logo]()
$1,368
This KLM deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/129:30 am
MDW
- PMO
2 stops21h 55m
KLM
Sat 4/183:10 pm
PMO
- MDW
2 stops34h 26m
KLM
Deal found 2/7![KLM logo]()
$1,485
This KLM deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/122:05 pm
MDW
- PMO
2 stops17h 20m
KLM
Fri 4/176:10 am
PMO
- MDW
2 stops19h 26m
KLM
Deal found 2/7![KLM logo]()
$1,601
This Delta deal was found by Cheapflights users on 2/5. 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 6/256:45 pm
MDW
- PMO
2 stops38h 05m
Delta
Sun 6/284:45 pm
PMO
- MDW
2 stops36h 00m
Delta
Deal found 2/5![Delta logo]()
$2,196
This KLM deal was found by Cheapflights users on 2/7. 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.
Sat 4/1110:45 am
MDW
- PMO
2 stops16h 45m
KLM
Sun 4/196:10 am
PMO
- MDW
2 stops19h 26m
KLM
Deal found 2/7![KLM logo]()
$1,720
This Air France deal was found by Cheapflights users on 2/6. 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 3/2212:47 pm
MDW
- PMO
2 stops16h 53m
Multiple Airlines
Sun 3/296:10 am
PMO
- MDW
2 stops19h 30m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$2,252
This Mytrip deal was found by Cheapflights users on 2/5. 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.
Wed 6/2410:25 am
MDW
- PMO
3 stops29h 45m
Multiple Airlines
Wed 7/82:35 pm
PMO
- MDW
2 stops26h 05m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$2,350
Last-minute flights from Chicago to PalermoDiscover last-minute flight deals from Chicago to Palermo. Data last updated February 7, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Palermo. Data last updated February 7, 2026 and is based on user searches.
This KLM deal was found by Cheapflights users on 2/5. 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.
Fri 2/612:46 pm
MDW
- PMO
2 stops18h 44m
KLM
Thu 2/1210:05 am
PMO
- MDW
2 stops19h 26m
KLM
Deal found 2/5![KLM logo]()
$1,236
This KLM deal was found by Cheapflights users on 2/4. 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 2/1112:46 pm
MDW
- PMO
2 stops18h 44m
KLM
Tue 2/1710:05 am
PMO
- MDW
2 stops19h 28m
KLM
Deal found 2/4![KLM logo]()
$1,156
This FlightHub deal was found by Cheapflights users on 2/4. 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 2/1211:50 am
ORD
- PMO
2 stops19h 40m
Multiple Airlines
Sun 2/156:45 pm
PMO
- ORD
1 stop22h 20m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$864
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/124:05 pm
ORD
- PMO
2 stops36h 15m
Lufthansa
Sun 2/156:25 pm
PMO
- ORD
2 stops48h 34m
Lufthansa
Deal found 2/4![Lufthansa logo]()
$921
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:50 pm
ORD
- PMO
2 stops40h 35m
SWISS
Mon 2/167:15 pm
PMO
- ORD
1 stop28h 05m
SWISS
Deal found 2/4![SWISS logo]()
$926
This Mytrip deal was found by Cheapflights users on 2/4. 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 2/128:20 pm
ORD
- PMO
3 stops30h 00m
Multiple Airlines
Mon 2/167:00 am
PMO
- ORD
2 stops18h 25m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$950
This Air France deal was found by Cheapflights users on 2/4. 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.
Thu 2/1210:49 am
MDW
- PMO
2 stops20h 41m
Multiple Airlines
Tue 2/1710:05 am
PMO
- MDW
2 stops19h 28m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$1,298
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/134:05 pm
ORD
- PMO
1 stop12h 20m
Multiple Airlines
Mon 2/167:15 pm
PMO
- ORD
1 stop28h 05m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$804
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/134:05 pm
ORD
- PMO
1 stop12h 20m
Lufthansa
Sun 2/156:25 pm
PMO
- ORD
2 stops48h 34m
Lufthansa
Deal found 2/4![Lufthansa logo]()
$900
This oojo deal was found by Cheapflights users on 2/4. 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 2/148:20 pm
ORD
- PMO
1 stop14h 25m
Turkish Airlines
Fri 2/209:30 am
PMO
- ORD
1 stop31h 35m
Turkish Airlines
Deal found 2/4![Turkish Airlines logo]()
$611
This Mytrip deal was found by Cheapflights users on 2/5. 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 2/148:20 pm
ORD
- PMO
2 stops19h 35m
Multiple Airlines
Fri 2/206:00 am
PMO
- ORD
2 stops35h 05m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$802
This Air France deal was found by Cheapflights users on 2/6. 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 3/2312:47 pm
MDW
- PMO
2 stops16h 53m
Multiple Airlines
Mon 3/306:10 am
PMO
- MDW
2 stops18h 44m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$1,168
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 February 7, 2026.
Search for one-way flight options from Chicago to Palermo. Find affordable one-way fares based on user searches. Data last updated February 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 4/276:31 am
ORD
- PMO
2 stops33h 24m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/57:25 pm
ORD
- PMO
3 stops29h 35m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$297
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/37:25 pm
ORD
- PMO
3 stops32h 05m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 4/157:25 pm
ORD
- PMO
3 stops29h 05m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/47:25 pm
ORD
- PMO
3 stops44h 40m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$312
This Kiwi.com deal was found by Cheapflights users on 2/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:25 pm
ORD
- PMO
3 stops20h 45m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 4/267:25 pm
ORD
- PMO
3 stops19h 15m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 4/287:25 pm
ORD
- PMO
3 stops18h 55m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/67:25 pm
ORD
- PMO
3 stops22h 25m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$332
This Kiwi.com deal was found by Cheapflights users on 2/4. 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 3/811:35 pm
ORD
- PMO
3 stops39h 05m
Multiple Airlines
Deal found 2/4![Multiple Airlines logo]()
$338
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 4/157:30 am
MDW
- PMO
3 stops30h 40m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$391
This Mytrip deal was found by Cheapflights users on 2/5. 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.
Wed 6/310:25 am
MDW
- PMO
3 stops29h 45m
Multiple Airlines
Deal found 2/5![Multiple Airlines logo]()
$548
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 February 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $543 (Kiwi.com) |
One-way from | $271 (Kiwi.com) |
Popular in | December |
Cheapest in | November |
Average price | $606 |
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 February 7, 2026.
Use the filters below to find and compare flights from Chicago to Palermo that are best for you.
Fly from
Chicago
Fly to
Palermo
Route
Depart
Return
Price
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
7:05 pm-7:10 pm
1 stop17h 05m
Palermo Punta Raisi
Tue 8/18
9:45 am-12:35 pm
1 stop33h 50m
$550
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 8/4
4:20 pm-7:35 am
1 stop32h 15m
Palermo Punta Raisi
Tue 8/18
4:10 pm-2:30 pm
1 stop29h 20m
$587
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Thu 4/30
6:50 am-6:00 pm
2 stops28h 10m
Palermo Punta Raisi
Wed 5/20
6:50 pm-4:10 pm
1 stop28h 20m
$600
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 4/27
8:10 pm-6:35 pm
1 stop15h 25m
Palermo Punta Raisi
Sat 5/9
7:35 pm-6:15 pm
1 stop29h 40m
$630
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 3/23
10:50 pm-10:50 pm
2 stops18h 00m
Palermo Punta Raisi
Mon 3/30
11:05 pm-6:47 pm
3 stops26h 42m
$634
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sun 3/8
5:20 pm-11:20 pm
2 stops24h 00m
Palermo Punta Raisi
Wed 3/18
9:35 am-8:10 pm
2 stops16h 35m
$641
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 4/11
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Sat 4/18
7:35 pm-9:40 am
1 stop21h 05m
$668
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 3/24
7:50 pm-11:40 am
2 stops33h 50m
Palermo Punta Raisi
Tue 3/31
2:55 pm-3:55 pm
1 stop32h 00m
$675
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 3/31
8:10 pm-6:35 pm
1 stop15h 25m
Palermo Punta Raisi
Sun 4/12
9:25 am-9:40 am
1 stop31h 15m
$701
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Thu 4/2
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Sat 4/18
7:35 pm-9:40 am
1 stop21h 05m
$701
Showing 1-10 of 38 results
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 February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago-Palermo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Palermo flight deals on Cheapflights vs. FlightHub >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 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 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?
Use this chart to determine the optimal time to book a round-trip flight from Chicago to Palermo. Price data was last updated on February 6, 2026.
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 37 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, January is the cheapest month in which you can book a flight from Chicago to Palermo (average of $332). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,049). 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 February 7, 2026.
Read through reviews of airlines operating flights from Chicago to Palermo, such as SWISS, Turkish Airlines, and Lufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.6
Entertainment
6.8
Crew
8.3
Comfort
7.4
Food
7.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodYvette,Nov 2024
BOS - ZRH
Overall
7.6
Entertainment
6.8
Crew
8.3
Comfort
7.4
Food
7.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodYvette,Nov 2024
BOS - ZRH
Overall
7.6
Entertainment
6.8
Crew
8.3
Comfort
7.4
Food
7.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodYvette,Nov 2024
BOS - ZRH
Overall
7.6
Entertainment
6.8
Crew
8.3
Comfort
7.4
Food
7.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodYvette,Nov 2024
BOS - ZRH
Overall
7.6
Entertainment
6.8
Crew
8.3
Comfort
7.4
Food
7.1
Boarding
7.7
Reviews
1 / 20
6.0
GoodYvette,Nov 2024
BOS - 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
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Chicago and Palermo flights
Browse other Chicago and Palermo flight options. Last updated on February 7, 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 February 7, 2026.
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Explore flights to Palermo departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 7, 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 2,558,603 searches. Data last updated February 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$554 | Average$833 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$607 | Average$1,245 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$746 | Average$1,065 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$776 | Average$1,102 | FlexibilityNo cancel fee | On-time76% |