$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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Apr 29 — May 61
Round-trip
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 March 30, 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 March 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/27. 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
Multiple Airlines
Thu 8/278:10 pm
PMO
- ORD
1 stop24h 10m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$479
This Cheapflightsfares deal was found by Cheapflights users on 3/27. 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 3/27![SWISS logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 8/182:40 pm
ORD
- PMO
1 stop16h 25m
SWISS
Tue 8/259:45 am
PMO
- ORD
1 stop33h 50m
SWISS
Deal found 3/27![SWISS logo]()
$487
This oojo deal was found by Cheapflights users on 3/27. 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.
Wed 8/127:05 pm
ORD
- PMO
1 stop30h 55m
SWISS
Tue 8/259:45 am
PMO
- ORD
1 stop33h 50m
SWISS
Deal found 3/27![SWISS logo]()
$512
This KAYAK deal was found by Cheapflights users on 3/27. 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.
Sun 8/164:20 pm
ORD
- PMO
1 stop33h 30m
Austrian Airlines
Thu 8/278:10 pm
PMO
- ORD
2 stops29h 27m
Austrian Airlines
Deal found 3/27![Austrian Airlines logo]()
$527
This FlightHub deal was found by Cheapflights users on 3/27. 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 9/2811:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Wed 10/77:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 3/27![Turkish Airlines logo]()
$572
This FlightHub deal was found by Cheapflights users on 3/27. 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 9/2811:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Fri 10/99:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 3/27![Turkish Airlines logo]()
$574
This Air France deal was found by Cheapflights users on 3/27. 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 8/125:59 pm
MDW
- PMO
2 stops14h 01m
Multiple Airlines
Tue 8/2510:05 am
PMO
- MDW
2 stops18h 41m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$869
This Delta deal was found by Cheapflights users on 3/27. 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 8/151:00 pm
MDW
- PMO
2 stops16h 05m
Delta
Mon 8/243:45 pm
PMO
- MDW
2 stops31h 42m
Delta
Deal found 3/27![Delta logo]()
$885
This Air France deal was found by Cheapflights users on 3/30. 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 8/152:00 pm
MDW
- PMO
2 stops15h 15m
Multiple Airlines
Mon 8/2410:05 am
PMO
- MDW
2 stops18h 41m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$919
This Air France deal was found by Cheapflights users on 3/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/145:59 pm
MDW
- PMO
2 stops14h 16m
Multiple Airlines
Mon 8/2410:05 am
PMO
- MDW
2 stops18h 41m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$969
This KLM deal was found by Cheapflights users on 3/29. 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 4/222:12 pm
MDW
- PMO
2 stops17h 13m
KLM
Sun 4/266:10 am
PMO
- MDW
2 stops19h 26m
KLM
Deal found 3/29![KLM logo]()
$976
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 March 30, 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 March 30, 2026.
This Turkish Airlines deal was found by Cheapflights users on 3/25. 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 4/1811:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Wed 4/227:35 pm
PMO
- ORD
1 stop29h 40m
Turkish Airlines
Deal found 3/25![Turkish Airlines logo]()
$695
This TAP AIR PORTUGAL deal was found by Cheapflights users on 3/25. 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 4/186:05 pm
ORD
- PMO
2 stops41h 15m
TAP AIR PORTUGAL
Wed 4/222:30 pm
PMO
- ORD
2 stops56h 30m
TAP AIR PORTUGAL
Deal found 3/25![TAP AIR PORTUGAL logo]()
$927
This Mytrip deal was found by Cheapflights users on 3/25. 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 4/63:45 pm
ORD
- PMO
2 stops24h 10m
Multiple Airlines
Tue 4/219:25 am
PMO
- ORD
3 stops45h 02m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$967
This KLM deal was found by Cheapflights users on 3/29. 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 4/222:12 pm
MDW
- PMO
2 stops17h 13m
KLM
Sun 4/266:10 am
PMO
- MDW
2 stops19h 26m
KLM
Deal found 3/29![KLM logo]()
$976
This Scandinavian Airlines deal was found by Cheapflights users on 3/25. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:15 pm
ORD
- PMO
1 stop14h 30m
Scandinavian Airlines
Wed 4/226:50 pm
PMO
- ORD
2 stops34h 55m
Scandinavian Airlines
Deal found 3/25![Scandinavian Airlines logo]()
$1,251
This Gotogate deal was found by Cheapflights users on 3/27. 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.
Mon 5/118:45 am
ORD
- PMO
2 stops18h 35m
Multiple Airlines
Mon 5/186:10 pm
PMO
- ORD
2 stops25h 45m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$991
This oojo deal was found by Cheapflights users on 3/27. 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.
Thu 6/1111:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Thu 6/259:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 3/27![Turkish Airlines logo]()
$1,177
This Expedia deal was found by Cheapflights users on 3/26. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/61:10 pm
MDW
- PMO
2 stops18h 15m
KLM
Tue 4/216:10 am
PMO
- MDW
2 stops18h 48m
KLM
Deal found 3/26![KLM logo]()
$1,269
This Icelandair deal was found by Cheapflights users on 3/25. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/257:25 pm
ORD
- PMO
2 stops17h 20m
Multiple Airlines
Thu 6/1110:05 am
PMO
- ORD
2 stops39h 10m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$1,159
This Mytrip deal was found by Cheapflights users on 3/25. 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 6/47:25 am
ORD
- PMO
3 stops30h 40m
Multiple Airlines
Sat 6/136:30 am
PMO
- ORD
3 stops37h 40m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$1,166
This KLM deal was found by Cheapflights users on 3/29. 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 5/141:22 pm
MDW
- PMO
2 stops18h 03m
KLM
Thu 5/219:10 am
PMO
- MDW
2 stops16h 23m
KLM
Deal found 3/29![KLM logo]()
$1,427
This KAYAK deal was found by Cheapflights users on 3/25. 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 6/107:25 pm
ORD
- PMO
2 stops15h 55m
Multiple Airlines
Wed 6/2411:05 am
PMO
- ORD
2 stops17h 20m
Multiple Airlines
Deal found 3/25![Multiple Airlines logo]()
$1,358
This KLM deal was found by Cheapflights users on 3/26. 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 5/311:22 pm
MDW
- PMO
2 stops17h 18m
KLM
Sun 8/306:10 am
PMO
- MDW
2 stops19h 21m
KLM
Deal found 3/26![KLM logo]()
$1,686
This KLM deal was found by Cheapflights users on 3/25. 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 5/241:22 pm
MDW
- PMO
2 stops18h 03m
KLM
Mon 6/16:10 am
PMO
- MDW
2 stops19h 23m
KLM
Deal found 3/25![KLM logo]()
$1,785
This KLM deal was found by Cheapflights users on 3/28. 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 6/171:16 pm
MDW
- PMO
2 stops17h 24m
KLM
Sat 6/2712:15 pm
PMO
- MDW
2 stops17h 02m
KLM
Deal found 3/28![KLM logo]()
$1,799
This Air France deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:34 pm
MDW
- PMO
2 stops14h 16m
Multiple Airlines
Mon 4/136:10 am
PMO
- MDW
2 stops18h 48m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$1,864
This KLM deal was found by Cheapflights users on 3/26. 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 4/910:45 am
MDW
- PMO
2 stops16h 45m
KLM
Mon 4/136:10 am
PMO
- MDW
2 stops18h 48m
KLM
Deal found 3/26![KLM logo]()
$1,881
Last-minute flights from Chicago to PalermoDiscover last-minute flight deals from Chicago to Palermo. Data last updated March 30, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Palermo. Data last updated March 30, 2026 and is based on user searches.
This Gotogate deal was found by Cheapflights users on 3/29. 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.
Mon 4/68:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Tue 4/217:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 3/29![Turkish Airlines logo]()
$588
This FlightHub deal was found by Cheapflights users on 3/27. 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 3/27![Turkish Airlines logo]()
$645
This Gotogate deal was found by Cheapflights users on 3/30. 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.
Mon 4/1311:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Tue 4/287:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 3/30![Turkish Airlines logo]()
$590
This KLM deal was found by Cheapflights users on 3/30. 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 4/131:24 pm
MDW
- PMO
2 stops18h 01m
KLM
Tue 4/286:10 am
PMO
- MDW
2 stops18h 48m
KLM
Deal found 3/30![KLM logo]()
$984
This FlightHub deal was found by Cheapflights users on 3/25. 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 4/1811:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Sat 4/257:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 3/25![Turkish Airlines logo]()
$649
This FlightHub deal was found by Cheapflights users on 3/28. 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 4/218:10 pm
ORD
- PMO
1 stop15h 25m
Turkish Airlines
Tue 4/287:35 pm
PMO
- ORD
1 stop21h 05m
Turkish Airlines
Deal found 3/28![Turkish Airlines logo]()
$547
This FlightHub deal was found by Cheapflights users on 3/29. 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 4/2211:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Sun 5/179:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 3/29![Turkish Airlines logo]()
$602
This KLM deal was found by Cheapflights users on 3/29. 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 4/222:12 pm
MDW
- PMO
2 stops17h 13m
KLM
Sun 4/266:10 am
PMO
- MDW
2 stops19h 26m
KLM
Deal found 3/29![KLM logo]()
$976
This FlightHub deal was found by Cheapflights users on 3/27. 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 4/2311:25 am
ORD
- PMO
1 stop14h 00m
Turkish Airlines
Sun 5/39:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 3/27![Turkish Airlines logo]()
$671
This oojo deal was found by Cheapflights users on 3/25. 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.
Fri 4/2411:25 am
ORD
- PMO
1 stop24h 10m
Turkish Airlines
Fri 5/19:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 3/25![Turkish Airlines logo]()
$592
This FlightHub deal was found by Cheapflights users on 3/28. 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.
Fri 4/248:10 pm
ORD
- PMO
1 stop29h 15m
Turkish Airlines
Sun 5/39:25 am
PMO
- ORD
1 stop31h 15m
Turkish Airlines
Deal found 3/28![Turkish Airlines logo]()
$639
This KLM deal was found by Cheapflights users on 3/28. 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 4/251:24 pm
MDW
- PMO
2 stops19h 26m
Multiple Airlines
Sat 5/23:10 pm
PMO
- MDW
2 stops34h 26m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$1,009
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 March 30, 2026.
Search for one-way flight options from Chicago to Palermo. Find affordable one-way fares based on user searches. Data last updated March 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 stops31h 25m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 9/217:25 pm
ORD
- PMO
3 stops19h 30m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/47:30 am
MDW
- PMO
3 stops53h 30m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 9/229:00 pm
ORD
- PMO
2 stops29h 50m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$385
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/310:25 pm
ORD
- PMO
3 stops28h 05m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 4/307:25 pm
ORD
- PMO
2 stops30h 10m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$412
This Kiwi.com deal was found by Cheapflights users on 3/27. 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 5/110:25 pm
ORD
- PMO
3 stops26h 10m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 3/26. 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 5/2010:30 am
MDW
- PMO
3 stops29h 40m
Multiple Airlines
Deal found 3/26![Multiple Airlines logo]()
$626
This Delta deal was found by Cheapflights users on 3/27. 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 5/62:12 pm
MDW
- PMO
2 stops38h 53m
Delta
Deal found 3/27![Delta logo]()
$699
This Delta deal was found by Cheapflights users on 3/27. 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 5/57:16 pm
MDW
- PMO
2 stops57h 49m
Delta
Deal found 3/27![Delta logo]()
$712
This KLM deal was found by Cheapflights users on 3/27. 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 5/1110:59 am
MDW
- PMO
2 stops17h 31m
KLM
Deal found 3/27![KLM logo]()
$714
This Delta deal was found by Cheapflights users on 3/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/19:29 am
MDW
- PMO
2 stops23h 21m
Delta
Deal found 3/27![Delta logo]()
$758
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 March 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $547 (FlightHub) |
One-way from | $360 (Kiwi.com) |
Popular in | December |
Cheapest in | November |
Average price | $972 |
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 March 30, 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
Sat 4/18
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Wed 4/22
7:35 pm-6:15 pm
1 stop29h 40m
$695
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 4/18
6:05 pm-6:20 pm
2 stops41h 15m
Palermo Punta Raisi
Wed 4/22
2:30 pm-4:00 pm
2 stops56h 30m
$927
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 4/6
3:45 pm-10:55 pm
2 stops24h 10m
Palermo Punta Raisi
Tue 4/21
9:25 am-11:27 pm
3 stops45h 02m
$967
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Wed 4/22
2:12 pm-2:25 pm
2 stops17h 13m
Palermo Punta Raisi
Sun 4/26
6:10 am-6:36 pm
2 stops19h 26m
$976
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 5/11
8:45 am-10:20 am
2 stops18h 35m
Palermo Punta Raisi
Mon 5/18
6:10 pm-12:55 pm
2 stops25h 45m
$991
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Mon 5/25
7:25 pm-7:45 pm
2 stops17h 20m
Palermo Punta Raisi
Thu 6/11
10:05 am-6:15 pm
2 stops39h 10m
$1,159
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Thu 6/4
7:25 am-9:05 pm
3 stops30h 40m
Palermo Punta Raisi
Sat 6/13
6:30 am-1:10 pm
3 stops37h 40m
$1,166
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Thu 6/11
11:25 am-8:25 am
1 stop14h 00m
Palermo Punta Raisi
Thu 6/25
9:25 am-9:40 am
1 stop31h 15m
$1,177
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 4/18
7:15 pm-4:45 pm
1 stop14h 30m
Palermo Punta Raisi
Wed 4/22
6:50 pm-10:45 pm
2 stops34h 55m
$1,251
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
Mon 4/6
1:10 pm-2:25 pm
2 stops18h 15m
Palermo Punta Raisi
Tue 4/21
6:10 am-5:58 pm
2 stops18h 48m
$1,269
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 March.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 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 March 13, 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, November is the cheapest month in which you can book a flight from Chicago to Palermo (average of $414). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,015). 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 March 30, 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.
Food
7.1
Crew
8.3
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentThomas,Mar 2026
BOS - ZRH
Food
7.1
Crew
8.3
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentThomas,Mar 2026
BOS - ZRH
Food
7.1
Crew
8.3
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentThomas,Mar 2026
BOS - ZRH
Food
7.1
Crew
8.3
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentThomas,Mar 2026
BOS - ZRH
Food
7.1
Crew
8.3
Entertainment
6.8
Boarding
7.7
Comfort
7.4
Overall
7.5
Reviews
1 / 20
10.0
ExcellentThomas,Mar 2026
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 March 30, 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 March 30, 2026.
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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 March 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$554 | Average$825 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$607 | Average$1,157 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$704 | Average$1,013 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$778 | Average$1,218 | FlexibilityNo cancel fee | On-time76% |