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$436+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
PMO — CHI
Aug 1 — Aug 81
Sat 8/1
Sat 8/8
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 July 2, 2026.

This lol.travel deal was found by Cheapflights users on 7/2. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/236:10 am
PMO
-
ORD
1 stop14h 00m
ITA Airways
Tue 9/13:00 pm
ORD
-
PMO
1 stop24h 30m
ITA Airways
Deal found 7/2$614
This British Airways deal was found by Cheapflights users on 6/30. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/226:55 pm
PMO
-
ORD
2 stops29h 03m
British Airways
Sat 8/299:05 pm
ORD
-
PMO
2 stops38h 35m
British Airways
Deal found 6/30$626
This lol.travel deal was found by Cheapflights users on 6/30. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:50 pm
PMO
-
ORD
1 stop24h 20m
ITA Airways
Sat 8/293:00 pm
ORD
-
PMO
1 stop13h 20m
ITA Airways
Deal found 6/30$644
This oojo deal was found by Cheapflights users on 6/29. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:10 pm
PMO
-
ORD
1 stop29h 00m
ITA Airways
Thu 9/173:00 pm
ORD
-
PMO
1 stop15h 40m
ITA Airways
Deal found 6/29$648
This Mytrip deal was found by Cheapflights users on 7/1. 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 8/236:20 am
PMO
-
ORD
2 stops22h 05m
Multiple Airlines
Tue 9/17:25 pm
ORD
-
PMO
2 stops22h 35m
Multiple Airlines
Deal found 7/1$707
This ITA Airways deal was found by Cheapflights users on 6/29. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/68:30 pm
PMO
-
ORD
1 stop23h 40m
ITA Airways
Thu 7/303:00 pm
ORD
-
PMO
1 stop12h 50m
ITA Airways
Deal found 6/29$772
This Cheapflightsfares deal was found by Cheapflights users on 6/29. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3111:50 am
PMO
-
ORD
2 stops15h 05m
Lufthansa
Thu 9/174:05 pm
ORD
-
PMO
1 stop17h 50m
Lufthansa
Deal found 6/29$784
This Delta deal was found by Cheapflights users on 6/27. 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 8/113:45 pm
PMO
-
MDW
2 stops31h 30m
Delta
Tue 8/1810:54 am
MDW
-
PMO
2 stops21h 01m
Delta
Deal found 6/27$878
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/224:00 pm
PMO
-
MDW
2 stops33h 33m
Delta
Sat 8/299:24 am
MDW
-
PMO
2 stops22h 31m
Delta
Deal found 6/30$953
This Trip.com deal was found by Cheapflights users on 7/1. 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.
Sat 7/117:20 am
PMO
-
MDW
2 stops21h 55m
Multiple Airlines
Wed 7/151:18 pm
MDW
-
PMO
2 stops18h 42m
Multiple Airlines
Deal found 7/1$977
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:45 pm
PMO
-
MDW
2 stops47h 52m
Delta
Sun 8/26:58 pm
MDW
-
PMO
2 stops37h 02m
Delta
Deal found 6/29$1,094
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/63:45 pm
PMO
-
MDW
2 stops31h 30m
Delta
Thu 7/301:49 pm
MDW
-
PMO
2 stops18h 11m
Delta
Deal found 6/29$1,105

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 July 2, 2026.

Round-trip from

$616
(lol.travel)

One-way from

$436
(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 July 2, 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

Mon 8/31

3:10 pm-1:10 pm

1 stop29h 00m

Chicago O'Hare Intl

Thu 9/17

3:00 pm-1:40 pm

1 stop15h 40m

$648

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sun 8/23

6:20 am-9:25 pm

2 stops22h 05m

Chicago O'Hare Intl

Tue 9/1

7:25 pm-1:00 am

2 stops22h 35m

$707

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 8/31

11:50 am-7:55 pm

2 stops15h 05m

Chicago O'Hare Intl

Thu 9/17

4:05 pm-4:55 pm

1 stop17h 50m

$787
Quickest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 8/31

9:45 am-8:05 pm

2 stops17h 20m

Chicago O'Hare Intl

Thu 9/17

11:05 am-9:00 am

2 stops14h 55m

$836

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sun 8/23

6:10 am-4:17 pm

2 stops17h 07m

Chicago O'Hare Intl

Tue 9/1

4:20 pm-9:25 am

1 stop34h 05m

$844

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 7/17

9:25 am-9:40 am

1 stop31h 15m

Chicago O'Hare Intl

Tue 7/21

11:25 am-6:35 pm

1 stop24h 10m

$873

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Tue 8/11

3:45 pm-4:15 pm

2 stops31h 30m

Chicago Midway

Tue 8/18

10:54 am-2:55 pm

2 stops21h 01m

$878

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sun 8/23

12:05 pm-3:55 pm

1 stop34h 50m

Chicago O'Hare Intl

Tue 9/1

10:30 pm-11:10 am

1 stop29h 40m

$931

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 8/22

4:00 pm-6:33 pm

2 stops33h 33m

Chicago Midway

Sat 8/29

9:24 am-2:55 pm

2 stops22h 31m

$953

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sun 8/23

3:45 pm-4:15 pm

2 stops31h 30m

Chicago Midway

Tue 9/1

7:25 pm-9:25 am

2 stops31h 00m

$1,237

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 21 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?

    ITA Airways, Lufthansa, and Delta can get you from Palermo to Chicago in just under 15h 05m. Your travel time can differ by up to 16h 25m. 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?

Book flights to Chicago if you plan to visit one of these locations
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Lansing
Merrillville
Valparaiso
Porter

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