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$382+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
PMO — CHI
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find 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 October 30, 2025.

This lol.travel deal was found by Cheapflights users on 10/29. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2012:15 pmPMO - ORD
2 stops28h 50mAir Canada
Fri 11/2810:38 amORD - PMO
2 stops17h 47mAir Canada
Deal found 10/29$620
This British Airways deal was found by Cheapflights users on 10/28. 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.
Thu 11/203:05 pmPMO - ORD
1 stop32h 55mBritish Airways
Fri 11/288:40 pmORD - PMO
1 stop32h 20mBritish Airways
Deal found 10/28$623
This Expedia deal was found by Cheapflights users on 10/28. 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.
Thu 11/2012:15 pmPMO - ORD
1 stop14h 50mLufthansa
Fri 11/2810:35 pmORD - PMO
2 stops35h 50mLufthansa
Deal found 10/28$744
This Mytrip deal was found by Cheapflights users on 10/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/207:10 pmPMO - ORD
3 stops26h 10mMultiple Airlines
Fri 11/285:20 pmORD - PMO
3 stops34h 05mMultiple Airlines
Deal found 10/29$775
This American Airlines deal was found by Cheapflights users on 10/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/303:05 pmPMO - ORD
1 stop32h 40mAmerican Airlines
Sat 11/811:48 amORD - PMO
2 stops17h 27mAmerican Airlines
Deal found 10/29$920
This KLM deal was found by Cheapflights users on 10/28. 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 11/16:40 pmPMO - ORD
1 stop27h 30mMultiple Airlines
Sun 11/910:35 amORD - PMO
2 stops16h 50mMultiple Airlines
Deal found 10/28$922
This KLM deal was found by Cheapflights users on 10/28. 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.
Thu 11/206:10 amPMO - MDW
2 stops18h 58mKLM
Fri 11/2810:47 amMDW - PMO
2 stops16h 38mKLM
Deal found 10/28$1,037
This Air France deal was found by Cheapflights users on 10/28. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:40 pmPMO - MDW
2 stops28h 29mMultiple Airlines
Sun 11/910:47 amMDW - PMO
2 stops16h 38mMultiple Airlines
Deal found 10/28$1,223
This KLM deal was found by Cheapflights users on 10/29. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:10 amPMO - MDW
2 stops17h 45mKLM
Sun 11/910:47 amMDW - PMO
2 stops16h 38mKLM
Deal found 10/29$1,230
This Air France deal was found by Cheapflights users on 10/28. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:40 pmPMO - MDW
2 stops28h 29mMultiple Airlines
Sat 11/81:06 pmMDW - PMO
2 stops14h 19mMultiple Airlines
Deal found 10/28$1,234
This KLM deal was found by Cheapflights users on 10/29. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:10 amPMO - MDW
2 stops17h 45mKLM
Sat 11/811:10 amMDW - PMO
2 stops16h 15mKLM
Deal found 10/29$1,241
This KLM deal was found by Cheapflights users on 10/30. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/312:25 pmPMO - MDW
2 stops33h 30mKLM
Sat 11/81:06 pmMDW - PMO
2 stops14h 19mKLM
Deal found 10/30$1,296

Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$620
(lol.travel)

One-way from

$382
(Mytrip)

Popular in

August

Cheapest in

March

Average price

$869
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.
Search Deals
From Palermo Punta Raisi to Chicago (CHI)
Search Deals
One-way flight from Palermo Punta Raisi to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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 October 30, 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

Thu 11/20

12:15 pm-10:05 am

2 stops28h 50m

Chicago O'Hare Intl

Fri 11/28

10:38 am-11:25 am

2 stops17h 47m

$620

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 3/31

12:20 pm-1:50 pm

1 stop32h 30m

Chicago O'Hare Intl

Thu 4/9

9:15 pm-11:05 am

1 stop30h 50m

$620

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 11/20

3:05 pm-5:00 pm

1 stop32h 55m

Chicago O'Hare Intl

Fri 11/28

8:40 pm-12:00 pm

1 stop32h 20m

$623

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 11/20

12:15 pm-8:05 pm

1 stop14h 50m

Chicago O'Hare Intl

Fri 11/28

3:20 pm-11:25 am

1 stop13h 05m

$623

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 3/31

12:20 pm-3:55 pm

1 stop34h 35m

Chicago O'Hare Intl

Thu 4/9

8:00 am-7:05 pm

2 stops28h 05m

$623

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sun 3/29

1:15 pm-1:50 pm

1 stop31h 35m

Chicago O'Hare Intl

Thu 4/9

7:05 pm-7:05 pm

1 stop17h 00m

$623

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 3/30

7:55 pm-6:15 pm

1 stop29h 20m

Chicago O'Hare Intl

Thu 4/9

8:00 am-7:05 pm

2 stops28h 05m

$623

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 3/5

10:00 am-4:25 pm

2 stops37h 25m

Chicago Midway

Mon 3/9

5:59 pm-11:40 am

2 stops35h 41m

$950

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 11/20

6:10 am-6:08 pm

2 stops18h 58m

Chicago Midway

Fri 11/28

10:47 am-10:25 am

2 stops16h 38m

$1,037

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 12/2

10:05 am-3:00 pm

2 stops35h 55m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 15 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 October 30, 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?

    Air Canada, American Airlines, and British Airways can get you from Palermo to Chicago in just under 28h 50m. Your travel time can differ by up to 4h 05m. 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
Merrillville
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Hammond
Porter
Benton Harbor

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