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$413+ 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
PMO — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Palermo to Chicago

Best flights from Palermo to Chicago
Discover carefully curated flight deals from Palermo to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/17. 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.
Sat 1/2412:10 pmPMO - ORD
1 stop13h 15mMultiple Airlines
Wed 1/286:50 pmORD - PMO
1 stop12h 05mMultiple Airlines
Deal found 12/17$705
This KLM deal was found by Cheapflights users on 12/16. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/246:10 amPMO - ORD
2 stops24h 46mKLM
Wed 1/282:50 pmORD - PMO
2 stops16h 40mKLM
Deal found 12/16$710
This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/318:30 pmPMO - ORD
1 stop23h 40mITA Airways
Fri 7/313:00 pmORD - PMO
1 stop13h 30mITA Airways
Deal found 12/16$746
This United Airlines deal was found by Cheapflights users on 12/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/126:10 amPMO - ORD
2 stops20h 35mUnited Airlines
Mon 2/1610:55 amORD - PMO
2 stops17h 45mUnited Airlines
Deal found 12/15$905
This KLM deal was found by Cheapflights users on 12/16. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/246:10 amPMO - MDW
2 stops23h 12mKLM
Wed 1/2812:48 pmMDW - PMO
2 stops17h 57mKLM
Deal found 12/16$710
This Mytrip deal was found by Cheapflights users on 12/17. 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.
Fri 1/166:50 amPMO - ORD
3 stops46h 52mMultiple Airlines
Fri 1/238:15 pmORD - PMO
2 stops20h 10mMultiple Airlines
Deal found 12/17$804
This Expedia deal was found by Cheapflights users on 12/17. 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 1/166:10 amPMO - ORD
2 stops24h 49mKLM
Fri 1/231:57 pmORD - PMO
2 stops17h 33mKLM
Deal found 12/17$740
This Air Canada deal was found by Cheapflights users on 12/17. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1212:15 pmPMO - ORD
2 stops26h 58mMultiple Airlines
Sun 3/157:15 amORD - PMO
2 stops29h 10mMultiple Airlines
Deal found 12/17$804
This Mytrip deal was found by Cheapflights users on 12/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/311:10 pmPMO - ORD
2 stops33h 50mMultiple Airlines
Fri 7/316:00 pmORD - PMO
3 stops32h 20mMultiple Airlines
Deal found 12/16$868
This Expedia deal was found by Cheapflights users on 12/17. 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 1/166:10 amPMO - MDW
2 stops22h 57mKLM
Fri 1/2312:48 pmMDW - PMO
2 stops17h 52mKLM
Deal found 12/17$1,023
This KLM deal was found by Cheapflights users on 12/17. 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 3/126:10 amPMO - MDW
2 stops17h 45mKLM
Sun 3/1510:49 amMDW - PMO
2 stops18h 51mKLM
Deal found 12/17$1,435

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 December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$705
(Kiwi.com)

One-way from

$413
(Kiwi.com)
Provider with most accurate pricing for Palermo Punta Raisi-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Palermo Punta Raisi-Chicago (CHI) flights.
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From Palermo Punta Raisi to Chicago (CHI)
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One-way flight from Palermo Punta Raisi to Chicago (CHI)
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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 December 18, 2025.
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

Sat 1/24

12:10 pm-6:25 pm

1 stop13h 15m

Chicago O'Hare Intl

Wed 1/28

6:50 pm-1:55 pm

1 stop12h 05m

$705

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 1/24

6:10 am-11:56 pm

2 stops24h 46m

Chicago O'Hare Intl

Wed 1/28

2:50 pm-2:30 pm

2 stops16h 40m

$710

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 1/24

6:10 am-10:22 pm

2 stops23h 12m

Chicago Midway

Wed 1/28

12:48 pm-1:45 pm

2 stops17h 57m

$710

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 1/16

6:10 am-11:59 pm

2 stops24h 49m

Chicago O'Hare Intl

Fri 1/23

1:57 pm-2:30 pm

2 stops17h 33m

$740

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 3/31

8:30 pm-1:10 pm

1 stop23h 40m

Chicago O'Hare Intl

Fri 7/31

3:00 pm-11:30 am

1 stop13h 30m

$746

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 1/16

6:50 am-10:42 pm

3 stops46h 52m

Chicago O'Hare Intl

Fri 1/23

8:15 pm-11:25 pm

2 stops20h 10m

$804

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 3/12

12:15 pm-9:13 am

2 stops26h 58m

Chicago O'Hare Intl

Sun 3/15

7:15 am-6:25 pm

2 stops29h 10m

$804

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 3/31

1:10 pm-4:00 pm

2 stops33h 50m

Chicago O'Hare Intl

Fri 7/31

6:00 pm-9:20 am

3 stops32h 20m

$868

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 2/12

6:10 am-7:45 pm

2 stops20h 35m

Chicago O'Hare Intl

Mon 2/16

10:55 am-11:40 am

2 stops17h 45m

$905

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Fri 1/16

6:10 am-10:07 pm

2 stops22h 57m

Chicago Midway

Fri 1/23

12:48 pm-1:40 pm

2 stops17h 52m

$1,023

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 16 results
1
2
  • Most accurate provider: When it comes to deals on Palermo-Chicago flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Palermo-Chicago flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Palermo-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Palermo-Chicago flights, Cheapflights users trust eDreams the most. eDreams 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 Palermo-Chicago 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 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

What is the cheapest time of day to fly from PMO to CHI?

Find hourly flight availability from Palermo to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

A simple way to save on the total cost of your ticket is to fly from Palermo to Chicago at noon. If you’re flexible enough to do this you can expect to save up to 39% on your trip compared to booking a flight in the evening.

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?

    KLM and ITA Airways can get you from Palermo to Chicago in just under 23h 40m. Your travel time can differ by up to 1h 06m. 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
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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