Chicago

$385+ 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
PMO — CHI
Mar 7 — Mar 141
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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 February 5, 2026.

This SWISS deal was found by Cheapflights users on 2/2. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/262:45 pm
PMO
-
ORD
1 stop32h 35m
SWISS
Mon 3/26:50 pm
ORD
-
PMO
1 stop12h 40m
SWISS
Deal found 2/2$624
This Booking.com deal was found by Cheapflights users on 2/2. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2612:15 pm
PMO
-
ORD
1 stop14h 50m
Multiple Airlines
Mon 3/23:45 pm
ORD
-
PMO
2 stops15h 45m
Multiple Airlines
Deal found 2/2$637
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:50 pm
PMO
-
ORD
1 stop28h 45m
American Airlines
Sun 4/58:40 pm
ORD
-
PMO
1 stop31h 40m
American Airlines
Deal found 2/4$691
This British Airways 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/307:50 pm
PMO
-
ORD
1 stop23h 35m
British Airways
Sun 4/56:09 am
ORD
-
PMO
2 stops29h 31m
British Airways
Deal found 2/4$694
This American Airlines deal was found by Cheapflights users on 2/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/291:05 pm
PMO
-
ORD
1 stop32h 55m
American Airlines
Sun 4/195:00 pm
ORD
-
PMO
1 stop18h 40m
American Airlines
Deal found 2/3$716
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.
Mon 2/237:15 pm
PMO
-
ORD
1 stop24h 30m
Multiple Airlines
Tue 3/36:25 pm
ORD
-
PMO
1 stop33h 40m
Multiple Airlines
Deal found 2/5$729
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/266:10 am
PMO
-
ORD
2 stops24h 46m
Air France
Mon 3/22:12 pm
ORD
-
PMO
2 stops21h 13m
Air France
Deal found 2/5$750
This Trip.com deal was found by Cheapflights users on 2/2. 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 2/2612:25 pm
PMO
-
MDW
2 stops41h 06m
KLM
Mon 3/210:49 am
MDW
-
PMO
2 stops29h 11m
KLM
Deal found 2/2$783
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/263:15 pm
PMO
-
MDW
2 stops38h 16m
Air France
Mon 3/212:45 pm
MDW
-
PMO
2 stops27h 50m
Air France
Deal found 2/5$785
This Trip.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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/303:10 pm
PMO
-
MDW
2 stops33h 44m
KLM
Sun 4/52:05 pm
MDW
-
PMO
2 stops21h 15m
KLM
Deal found 2/4$794
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.
Sat 3/216:10 am
PMO
-
MDW
2 stops17h 44m
KLM
Sat 3/282:05 pm
MDW
-
PMO
2 stops17h 20m
KLM
Deal found 2/4$2,206

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 February 5, 2026.

Round-trip from

$624
(SWISS)

One-way from

$385
(Kiwi.com)
From Palermo Punta Raisi to Chicago (CHI)
One-way flight from Palermo Punta Raisi to Chicago (CHI)

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 February 5, 2026.
Use the filters below to find and compare flights from Palermo to Chicago that are best for you.

Fly from

Palermo

Fly to

Chicago

Route

Depart

Return

Price

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 2/26

2:45 pm-4:20 pm

1 stop32h 35m

Chicago O'Hare Intl

Mon 3/2

6:50 pm-2:30 pm

1 stop12h 40m

$624

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 2/26

12:15 pm-8:05 pm

1 stop14h 50m

Chicago O'Hare Intl

Mon 3/2

3:45 pm-2:30 pm

2 stops15h 45m

$637

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 3/30

7:50 pm-5:35 pm

1 stop28h 45m

Chicago O'Hare Intl

Sun 4/5

8:40 pm-11:20 am

1 stop31h 40m

$691

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 3/30

7:50 pm-12:25 pm

1 stop23h 35m

Chicago O'Hare Intl

Sun 4/5

6:09 am-6:40 pm

2 stops29h 31m

$694

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sun 3/29

1:05 pm-3:00 pm

1 stop32h 55m

Chicago O'Hare Intl

Sun 4/19

5:00 pm-6:40 pm

1 stop18h 40m

$716

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 2/26

6:10 am-11:56 pm

2 stops24h 46m

Chicago O'Hare Intl

Mon 3/2

2:12 pm-6:25 pm

2 stops21h 13m

$750

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 2/23

7:15 pm-4:20 pm

1 stop28h 05m

Chicago O'Hare Intl

Tue 3/3

8:40 pm-11:05 am

2 stops31h 25m

$761

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 3/30

6:10 am-8:17 pm

2 stops21h 07m

Chicago O'Hare Intl

Sun 4/5

10:40 am-10:30 am

2 stops16h 50m

$774

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 2/26

12:25 pm-10:31 pm

2 stops41h 06m

Chicago Midway

Mon 3/2

10:49 am-11:00 pm

2 stops29h 11m

$783

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 2/26

12:25 pm-10:31 pm

2 stops41h 06m

Chicago Midway

Mon 3/2

10:49 am-11:00 pm

2 stops29h 11m

$783

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

Showing 1-10 of 21 results
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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?

    SWISS, American Airlines, and British Airways can get you from Palermo to Chicago in just under 23h 35m. Your travel time can differ by up to 9h. 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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Lansing
Merrillville
Hammond
Porter
Benton Harbor

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