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$328+ 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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
PMO — CHI
Apr 29 — May 61
Wed 4/29
Wed 5/6
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 March 30, 2026.

This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/18:30 pm
PMO
-
ORD
1 stop23h 40m
ITA Airways
Thu 5/73:00 pm
ORD
-
PMO
1 stop13h 30m
ITA Airways
Deal found 3/28$527
This British Airways 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:50 pm
PMO
-
ORD
1 stop29h 25m
British Airways
Thu 5/74:27 pm
ORD
-
PMO
2 stops19h 13m
British Airways
Deal found 3/28$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 4/256:10 am
PMO
-
ORD
2 stops21h 06m
KLM
Sat 5/211:45 am
ORD
-
PMO
2 stops16h 45m
KLM
Deal found 3/28$695
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:20 am
PMO
-
MDW
2 stops22h 08m
KLM
Sat 5/211:18 am
MDW
-
PMO
2 stops17h 12m
KLM
Deal found 3/28$695
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/110:05 am
PMO
-
ORD
2 stops18h 24m
KLM
Thu 5/75:41 pm
ORD
-
PMO
2 stops17h 39m
KLM
Deal found 3/27$721
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:50 pm
PMO
-
ORD
1 stop27h 05m
British Airways
Fri 9/185:50 pm
ORD
-
PMO
1 stop34h 25m
British Airways
Deal found 3/27$730
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.
Mon 5/116:10 am
PMO
-
ORD
1 stop14h 00m
ITA Airways
Mon 5/183:00 pm
ORD
-
PMO
1 stop21h 45m
ITA Airways
Deal found 3/27$734
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 4/254:45 pm
PMO
-
ORD
1 stop29h 25m
Multiple Airlines
Sat 5/211:45 am
ORD
-
PMO
2 stops16h 45m
Multiple Airlines
Deal found 3/28$769
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:10 am
PMO
-
MDW
2 stops23h 18m
Multiple Airlines
Thu 5/71:22 pm
MDW
-
PMO
2 stops18h 03m
Multiple Airlines
Deal found 3/27$797
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/133:10 pm
PMO
-
MDW
2 stops38h 18m
KLM
Sat 6/201:16 pm
MDW
-
PMO
2 stops18h 49m
KLM
Deal found 3/30$798
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:10 am
PMO
-
MDW
2 stops23h 18m
Air France
Thu 5/71:22 pm
MDW
-
PMO
2 stops21h 58m
Air France
Deal found 3/28$799
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:10 am
PMO
-
MDW
2 stops19h 26m
KLM
Thu 5/71:22 pm
MDW
-
PMO
2 stops18h 03m
KLM
Deal found 3/30$854

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 March 30, 2026.

Round-trip from

$527
(lol.travel)

One-way from

$328
(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 March 30, 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

Fri 5/1

7:50 pm-6:15 pm

1 stop29h 25m

Chicago O'Hare Intl

Thu 5/7

4:27 pm-6:40 pm

2 stops19h 13m

$639

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 4/27

6:10 am-5:41 pm

2 stops18h 31m

Chicago O'Hare Intl

Mon 5/4

5:04 pm-6:20 pm

2 stops18h 16m

$695

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 4/25

6:10 am-8:16 pm

2 stops21h 06m

Chicago O'Hare Intl

Sat 5/2

11:45 am-11:30 am

2 stops16h 45m

$695

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Mon 4/27

6:10 am-5:58 pm

2 stops18h 48m

Chicago Midway

Mon 5/4

10:41 am-11:30 am

2 stops17h 49m

$695

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 4/25

7:20 am-10:28 pm

2 stops22h 08m

Chicago Midway

Sat 5/2

11:18 am-11:30 am

2 stops17h 12m

$695

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 4/25

4:45 pm-3:10 pm

1 stop29h 25m

Chicago O'Hare Intl

Sat 5/2

11:45 am-11:30 am

2 stops16h 45m

$769

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 4/25

6:55 pm-2:55 pm

1 stop27h 00m

Chicago O'Hare Intl

Sat 5/2

10:10 am-11:15 am

2 stops18h 05m

$774

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 4/16

12:05 pm-12:20 pm

1 stop31h 15m

Chicago O'Hare Intl

Sun 4/19

11:17 am-6:40 pm

2 stops24h 23m

$783

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Mon 4/13

3:10 pm-10:28 pm

2 stops38h 18m

Chicago Midway

Sat 6/20

1:16 pm-3:05 pm

2 stops18h 49m

$798

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 8/13

8:20 am-9:46 pm

2 stops20h 26m

Chicago Midway

Mon 8/24

2:00 pm-3:00 pm

2 stops18h 00m

$957

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 32 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 and KLM can get you from Palermo to Chicago in just under 21h 06m. Your travel time can differ by up to 8h 19m. 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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Hammond
Porter
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