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Palermo

$285+ Cheap flights from Chicago (CHI) to Palermo (PMO)

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Palermo Punta Raisi are usually found in November or February, booked 37 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap flight deals from Chicago to Palermo

Cheapest flights from Chicago to Palermo
Explore the most affordable flight options available from Chicago to Palermo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

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.
Wed 12/316:30 pmORD - PMO
3 stops21h 00mMultiple Airlines
Tue 1/610:05 amPMO - ORD
2 stops35h 55mMultiple Airlines
Deal found 12/16$1,200
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/2611:50 amORD - PMO
2 stops19h 40mMultiple Airlines
Fri 1/29:30 amPMO - ORD
1 stop15h 55mMultiple Airlines
Deal found 12/15$2,058
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/264:20 pmORD - PMO
1 stop12h 05mMultiple Airlines
Sat 1/37:55 pmPMO - ORD
1 stop23h 50mMultiple Airlines
Deal found 12/17$2,628
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2211:50 amORD - PMO
2 stops19h 40mMultiple Airlines
Wed 1/76:45 pmPMO - ORD
1 stop30h 40mMultiple Airlines
Deal found 12/15$2,666
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.
Wed 12/319:50 amMDW - PMO
2 stops17h 35mKLM
Tue 1/66:10 amPMO - MDW
2 stops18h 24mKLM
Deal found 12/16$3,237

Find flight deals from Chicago to Palermo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Palermo (PMO). 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

$542
(FlightHub)

One-way from

$285
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$1,335
Provider with most accurate pricing for Chicago (CHI)-Palermo Punta Raisi flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Palermo Punta Raisi flights.
Search Deals
From Chicago (CHI) to Palermo Punta Raisi
Search Deals
One-way flight from Chicago (CHI) to Palermo Punta Raisi
Search Deals
High demand for flights, 2% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Palermo 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 Chicago to Palermo that are best for you.

Fly from

Chicago

Fly to

Palermo

Route

Depart

Return

Price

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 2/17

6:30 pm-5:40 pm

2 stops16h 10m

Palermo Punta Raisi

Wed 3/4

7:10 am-5:20 pm

2 stops17h 10m

$607

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 4/27

7:50 pm-6:20 pm

1 stop15h 30m

Palermo Punta Raisi

Sat 5/9

7:20 pm-9:40 am

1 stop21h 20m

$614

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 3/25

9:20 pm-8:30 am

1 stop29h 10m

Palermo Punta Raisi

Sun 3/29

9:20 am-6:15 pm

1 stop15h 55m

$621

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 4/11

11:25 am-8:20 am

1 stop13h 55m

Palermo Punta Raisi

Sat 4/18

7:20 pm-9:40 am

1 stop21h 20m

$651

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 1/30

9:50 pm-11:25 pm

2 stops18h 35m

Palermo Punta Raisi

Fri 2/6

6:00 am-6:25 pm

2 stops19h 25m

$671

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 1/6

11:50 am-5:45 pm

1 stop22h 55m

Palermo Punta Raisi

Wed 2/18

6:45 pm-6:25 pm

1 stop30h 40m

$689

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 1/31

7:20 pm-11:35 pm

3 stops21h 15m

Palermo Punta Raisi

Sat 2/7

8:10 pm-4:55 pm

2 stops27h 45m

$695

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 5/17

10:30 pm-7:45 pm

2 stops14h 15m

Palermo Punta Raisi

Tue 5/26

9:45 am-3:55 pm

1 stop13h 10m

$724

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 4/27

3:35 pm-11:00 am

1 stop12h 25m

Palermo Punta Raisi

Sat 5/9

10:05 am-6:15 pm

2 stops15h 10m

$761

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 2/4

8:20 pm-8:30 am

1 stop29h 10m

Palermo Punta Raisi

Sun 2/8

6:45 pm-10:05 am

1 stop22h 20m

$764

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 23 results
1
2
3

Compare providers for flights from Chicago to Palermo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Palermo in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

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

Have a flexible travel schedule? Discover the best time to fly to Palermo from Chicago 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 Chicago to Palermo

How far ahead should I book a flight from Chicago to Palermo?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Palermo. Price data was last updated on December 12, 2025.

The price you pay for your flight from Chicago to Palermo may vary depending on when you book. For the best chance of a lower fare, look to book 37 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Palermo?

Currently, January is the cheapest month in which you can book a flight from Chicago to Palermo (average of $346). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,055). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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

Find hourly flight availability from Chicago to Palermo. 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 Chicago to Palermo in the morning. If you’re flexible enough to do this you can expect to save up to 44% on your trip compared to booking a flight at noon.

How much does it cost to fly round-trip from Chicago to Palermo?

Reviews of airlines servicing Palermo

Get insights into the airlines that provide service to Palermo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Palermo. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Chicago to Palermo, such as SWISS, Turkish Airlines, and Lufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
SWISS
7.5
Good
1,815 reviews

Boarding

7.7

Overall

7.5

Comfort

7.4

Crew

8.3

Entertainment

6.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

HKG - ZRH

Particularly good to do immigration in Zurich. The line is way more efficient and you can take a connecting flight in one hour. Great value for money.
SWISS
7.5
Good
1,815 reviews
SWISS
7.5
Good
1,815 reviews

Boarding

7.7

Overall

7.5

Comfort

7.4

Crew

8.3

Entertainment

6.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

HKG - ZRH

Particularly good to do immigration in Zurich. The line is way more efficient and you can take a connecting flight in one hour. Great value for money.
Turkish Airlines
7.3
Good
4,105 reviews
SWISS
7.5
Good
1,815 reviews

Boarding

7.7

Overall

7.5

Comfort

7.4

Crew

8.3

Entertainment

6.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

HKG - ZRH

Particularly good to do immigration in Zurich. The line is way more efficient and you can take a connecting flight in one hour. Great value for money.
Lufthansa
6.8
Okay
7,634 reviews
SWISS
7.5
Good
1,815 reviews

Boarding

7.7

Overall

7.5

Comfort

7.4

Crew

8.3

Entertainment

6.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

HKG - ZRH

Particularly good to do immigration in Zurich. The line is way more efficient and you can take a connecting flight in one hour. Great value for money.
ITA Airways
6.7
Okay
1,107 reviews
SWISS
7.5
Good
1,815 reviews

Boarding

7.7

Overall

7.5

Comfort

7.4

Crew

8.3

Entertainment

6.8

Food

7.1

Reviews

1 / 20
10.0
Excellent

Leonardo,Aug 2025

HKG - ZRH

Particularly good to do immigration in Zurich. The line is way more efficient and you can take a connecting flight in one hour. Great value for money.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Palermo. 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 into for flights to Palermo from Chicago?

    If you book a flight to Palermo from Chicago, you will be flying to Punta Raisi, which is the city’s only airport. Palermo Punta Raisi (PMO) is located 15.2 mi from the center of Palermo. There are 0 flights from Chicago to Punta Raisi per day from 4 different airlines.

  • How long is the flight from Chicago to Palermo?

    For as low as $614, Turkish Airlines can have you in Palermo from Chicago in 15h 30m. The distance between Chicago and Palermo is about 5001 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Palermo round-trip?

    Cheapflights users have booked flights from Chicago to Palermo round-trip from $554. Other airlines that can offer you cheap pricing are ITA Airways, from $762, and SWISS, from $774. Turkish Airlines is currently priced 43% below the average price you’ll pay for this route.

  • Can I find deals for flights from Chicago to Palermo that include hotel bookings?

    Yes. In addition to deals on Chicago to Palermo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Palermo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Palermo.

  • Can I find deals for business class flights from Chicago to Palermo?

    Yes. Cheapflights offers flight deals from Chicago to Palermo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Palermo?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Palermo (average of $346). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,055). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Palermo?

Book flights to Palermo if you plan to visit one of these locations
Agrigento
Cefalù

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Alternative routes for Chicago to Palermo

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Palermo

Discover the top 4 airlines that operate flights from Chicago to Palermo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$554Average$816FlexibilityNo cancel feeOn-time77%
ITA AirwaysCheapest$764Average$1,093FlexibilityNo cancel feeOn-time81%
SWISSCheapest$774Average$1,301FlexibilityNo cancel feeOn-time79%
LufthansaCheapest$776Average$1,095FlexibilityNo cancel feeOn-time76%

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