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$412+ Cheap flights from Palermo (PMO) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
PMO — CHI
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
1 adult, Economy
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Cheap flight deals from Palermo to Chicago

Cheapest flights from Palermo to Chicago
Explore the most affordable flight options available from Palermo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.

This British Airways 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:40 pm
PMO
-
ORD
1 stop34h 15m
British Airways
Sun 10/47:05 pm
ORD
-
PMO
1 stop16h 35m
British Airways
Deal found 5/11$639
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:05 pm
PMO
-
ORD
1 stop25h 05m
ITA Airways
Thu 5/283:00 pm
ORD
-
PMO
1 stop17h 25m
ITA Airways
Deal found 5/15$665
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.
Thu 5/216:10 am
PMO
-
ORD
2 stops18h 44m
Multiple Airlines
Sat 5/305:19 pm
ORD
-
PMO
2 stops15h 31m
Multiple Airlines
Deal found 5/14$714
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.
Sat 5/234:45 pm
PMO
-
ORD
2 stops23h 50m
Delta
Sat 5/305:41 pm
ORD
-
PMO
2 stops15h 09m
Delta
Deal found 5/16$717
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/216:10 am
PMO
-
ORD
1 stop14h 00m
ITA Airways
Thu 5/283:00 pm
ORD
-
PMO
1 stop21h 45m
ITA Airways
Deal found 5/13$720
This Air France 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/234:45 pm
PMO
-
ORD
1 stop29h 25m
Air France
Sat 5/305:41 pm
ORD
-
PMO
2 stops15h 09m
Air France
Deal found 5/16$724
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.
Tue 6/99:10 am
PMO
-
ORD
2 stops19h 15m
KLM
Mon 6/155:57 pm
ORD
-
PMO
2 stops17h 23m
KLM
Deal found 5/12$729
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.
Sat 8/296:10 am
PMO
-
ORD
2 stops17h 07m
Multiple Airlines
Sat 9/266:10 pm
ORD
-
PMO
2 stops14h 40m
Multiple Airlines
Deal found 5/11$737
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.
Thu 5/219:10 am
PMO
-
MDW
2 stops18h 59m
Multiple Airlines
Sat 5/301:22 pm
MDW
-
PMO
2 stops19h 28m
Multiple Airlines
Deal found 5/14$741
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 6/16:10 am
PMO
-
ORD
2 stops17h 19m
KLM
Mon 6/155:57 pm
ORD
-
PMO
2 stops17h 23m
KLM
Deal found 5/12$742
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/136:10 am
PMO
-
ORD
2 stops17h 20m
KLM
Sat 6/202:35 pm
ORD
-
PMO
2 stops16h 05m
KLM
Deal found 5/16$746
This British Airways 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2112:05 pm
PMO
-
ORD
2 stops18h 54m
British Airways
Sat 5/308:59 pm
ORD
-
PMO
2 stops38h 41m
British Airways
Deal found 5/14$785

Find flight deals from Palermo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Palermo (PMO) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 16, 2026.

Round-trip from

$639
(British Airways)

One-way from

$412
(Kiwi.com)
From Palermo Punta Raisi to Chicago (CHI)
Search Deals
One-way flight from Palermo Punta Raisi to Chicago (CHI)
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Palermo to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 16, 2026.
Use the filters below to find and compare flights from Palermo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 9/30

12:40 pm-3:55 pm

1 stop34h 15m

Chicago O'Hare Intl

Sun 10/4

5:15 pm-11:20 am

2 stops35h 05m

$639

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 6/9

9:10 am-8:31 pm

2 stops18h 21m

Chicago O'Hare Intl

Mon 6/15

5:57 pm-6:20 pm

2 stops17h 23m

$717

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 6/1

6:10 am-4:29 pm

2 stops17h 19m

Chicago O'Hare Intl

Mon 6/15

5:57 pm-6:20 pm

2 stops17h 23m

$742

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 9/24

9:25 am-9:40 am

1 stop31h 15m

Chicago O'Hare Intl

Mon 9/28

8:10 pm-6:35 pm

1 stop15h 25m

$799

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Tue 6/9

6:10 am-6:31 pm

2 stops19h 21m

Chicago Midway

Mon 6/15

1:26 pm-1:40 pm

2 stops17h 14m

$803

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 8/29

10:05 am-11:58 pm

2 stops20h 53m

Chicago O'Hare Intl

Sat 9/26

5:10 pm-3:50 pm

1 stop15h 40m

$807

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Mon 6/1

6:10 am-6:33 pm

2 stops19h 23m

Chicago Midway

Mon 6/15

1:26 pm-1:40 pm

2 stops17h 14m

$816
Quickest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 8/31

9:45 am-3:55 pm

1 stop13h 10m

Chicago O'Hare Intl

Thu 9/17

2:20 pm-9:00 am

1 stop11h 40m

$829

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 8/29

8:30 pm-1:10 pm

1 stop23h 40m

Chicago O'Hare Intl

Sat 9/26

3:00 pm-7:45 pm

1 stop21h 45m

$853

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Mon 6/1

6:05 am-9:35 am

3 stops34h 30m

Chicago Midway

Mon 6/15

3:20 pm-10:55 pm

3 stops24h 35m

$1,140

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 27 resultsSorted by cheapest first
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Best time to book a flight from Palermo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Palermo with our price prediction graph.
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 Palermo to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Palermo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Palermo to Chicago?

    Palermo Punta Raisi (PMO), located 15.2 mi from the city center, is the airport you fly out of when you book flights from Palermo to Chicago. 0 airlines have flights from Punta Raisi to Chicago on a regular basis. Booking flights from Palermo Punta Raisi to Chicago should not be difficult; the airport handles an average of 0 outbound flights to Chicago per day.

  • How long is the flight from Palermo to Chicago?

    British Airways, KLM, and Turkish Airlines can get you from Palermo to Chicago in just under 18h 21m. Your travel time can differ by up to 15h 54m. There are 5001 mi between Palermo and Chicago. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Palermo to Chicago that include hotel bookings?

    Yes. In addition to deals on Palermo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Palermo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Palermo to Chicago.

  • Can I find deals for business class flights from Palermo to Chicago?

    Yes. Cheapflights offers flight deals from Palermo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago?

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