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Palermo

$242+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
oct. 16 — oct. 231
jue. 10/16
jue. 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Palermo Punta Raisi are usually found in November or February, booked 16 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap 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 septiembre 16, 2025.

Round-trip from

$619
(FlightHub)

One-way from

$242
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$869
From Chicago (CHI) to Palermo Punta Raisi
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One-way flight from Chicago (CHI) to Palermo Punta Raisi
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Highest demand for flights based on searches. 23% potential increase in price ($300 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($37 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find 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 septiembre 16, 2025.

This FlightHub deal was found by Cheapflights users on 9/15. 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.
dom. 9/2811:25 amORD - PMO
1 stop13h 55mTurkish Airlines
dom. 10/197:15 pmPMO - ORD
1 stop21h 25mTurkish Airlines
Deal found 9/15$619
This lol.travel deal was found by Cheapflights users on 9/16. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/2011:05 amORD - PMO
2 stops15h 15mITA Airways
mié. 11/56:10 amPMO - ORD
2 stops19h 00mITA Airways
Deal found 9/16$624
This Mytrip deal was found by Cheapflights users on 9/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/153:35 pmORD - PMO
3 stops24h 30mMultiple Airlines
mié. 10/2210:30 amPMO - ORD
2 stops16h 25mMultiple Airlines
Deal found 9/15$625
This Mytrip deal was found by Cheapflights users on 9/13. 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.
mié. 10/297:15 amORD - PMO
2 stops25h 00mMultiple Airlines
mié. 11/53:00 pmPMO - ORD
2 stops32h 20mMultiple Airlines
Deal found 9/13$635
This Mytrip deal was found by Cheapflights users on 9/16. 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.
vie. 10/315:20 pmORD - PMO
2 stops23h 30mMultiple Airlines
vie. 11/76:00 amPMO - ORD
2 stops17h 20mMultiple Airlines
Deal found 9/16$636
This oojo deal was found by Cheapflights users on 9/16. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2411:25 amORD - PMO
1 stop23h 50mTurkish Airlines
vie. 10/319:30 amPMO - ORD
1 stop31h 35mTurkish Airlines
Deal found 9/16$638
This Mytrip deal was found by Cheapflights users on 9/16. 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.
jue. 10/167:05 pmORD - PMO
2 stops16h 15mMultiple Airlines
jue. 10/239:00 amPMO - ORD
2 stops18h 17mMultiple Airlines
Deal found 9/16$646
This Turkish Airlines deal was found by Cheapflights users on 9/14. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/258:20 pmORD - PMO
1 stop14h 25mTurkish Airlines
lun. 12/19:30 amPMO - ORD
1 stop31h 35mTurkish Airlines
Deal found 9/14$671
This Ovago deal was found by Cheapflights users on 9/15. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/2511:50 amORD - PMO
1 stop22h 55mTurkish Airlines
dom. 11/306:45 pmPMO - ORD
1 stop22h 20mTurkish Airlines
Deal found 9/15$672
This FlightHub deal was found by Cheapflights users on 9/15. 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.
mié. 10/1511:45 pmORD - PMO
1 stop25h 35mTurkish Airlines
mié. 10/227:15 pmPMO - ORD
1 stop21h 25mTurkish Airlines
Deal found 9/15$673
This Mytrip deal was found by Cheapflights users on 9/16. 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.
vie. 10/249:35 amMDW - PMO
3 stops21h 50mMultiple Airlines
vie. 10/316:20 amPMO - MDW
3 stops35h 30mMultiple Airlines
Deal found 9/16$1,654
This KLM deal was found by Cheapflights users on 9/14. 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.
vie. 10/171:08 pmMDW - PMO
2 stops26h 22mKLM
mar. 10/216:10 amPMO - MDW
2 stops19h 15mKLM
Deal found 9/14$2,055

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 septiembre 16, 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

mié. 10/29

7:15 am-2:15 pm

2 stops25h 00m

Palermo Punta Raisi

mié. 11/5

2:25 pm-4:20 pm

3 stops32h 55m

$650

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mar. 11/25

8:20 pm-5:45 pm

1 stop14h 25m

Palermo Punta Raisi

lun. 12/1

9:30 am-10:05 am

1 stop31h 35m

$671

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

lun. 10/6

9:15 pm-11:45 am

1 stop31h 30m

Palermo Punta Raisi

lun. 10/20

7:55 pm-3:55 pm

1 stop27h 00m

$738

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 12/10

7:10 pm-1:40 pm

2 stops35h 30m

Palermo Punta Raisi

jue. 12/25

6:10 am-3:15 pm

2 stops40h 05m

$740

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

vie. 12/12

8:15 pm-1:40 pm

2 stops34h 25m

Palermo Punta Raisi

jue. 12/25

10:00 am-3:15 pm

2 stops36h 15m

$760

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 10/1

11:25 am-8:20 am

1 stop13h 55m

Palermo Punta Raisi

jue. 10/23

9:20 am-9:40 am

1 stop31h 20m

$784

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 12/10

8:20 pm-8:30 am

1 stop29h 10m

Palermo Punta Raisi

vie. 12/26

9:30 am-6:25 pm

1 stop15h 55m

$789

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mar. 10/14

7:05 pm-2:00 pm

1 stop11h 55m

Palermo Punta Raisi

jue. 10/23

5:50 am-3:55 pm

1 stop17h 05m

$813

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

jue. 10/2

7:10 pm-7:05 pm

1 stop16h 55m

Palermo Punta Raisi

lun. 10/6

7:55 pm-4:13 pm

2 stops27h 18m

$872

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 2/11

6:50 pm-1:55 pm

1 stop12h 05m

Palermo Punta Raisi

sáb. 2/21

12:10 pm-1:10 pm

2 stops32h 00m

$873

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 29 results
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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 September 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 16 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 $758). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,196). 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 septiembre 16, 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 34% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chicago to Palermo?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Palermo. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Palermo flight should consider departing on Tuesday at noon when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 septiembre 16, 2025.
Read through reviews of airlines operating flights from Chicago to Palermo, such as Delta, SWISS, and Turkish Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
SWISS
7.6
Good
1,737 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Turkish Airlines
7.3
Good
3,968 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Lufthansa
6.8
Okay
7,407 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
ITA Airways
6.7
Okay
1,036 reviews
Delta
8.0
Very good
7,957 reviews

Food

7.3

Comfort

7.9

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 $671, Turkish Airlines can have you in Palermo from Chicago in 14h 25m. 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 $586. Other airlines that can offer you cheap pricing are Lufthansa, from $754, and ITA Airways, from $760. Turkish Airlines is currently priced 38% 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 $758). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,196). 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

Browse thousands of different options on Cheapflights for your next trip

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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.
O'Hare Intl to Catania flights
O'Hare Intl to Palermo flights
O'Hare Intl to Lamezia Terme flights
Midway to Catania flights
St. Louis to Catania flights
Midway to Palermo flights

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 septiembre 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$586Average$830FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$754Average$1,108FlexibilityNo cancel feeOn-time76%
ITA AirwaysCheapest$760Average$1,074FlexibilityNo cancel feeOn-time81%
SWISSCheapest$797Average$1,314FlexibilityNo cancel feeOn-time79%

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