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Palermo

$247+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
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 68 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 August 1, 2025.

Round-trip from

$701
(Trip.com)

One-way from

$247
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$890
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. 14% potential increase in price ($158 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in August 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 August 1, 2025.

This Trip.com deal was found by Cheapflights users on 7/31. 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.
Thu 9/256:00 pmORD - PMO
2 stops21h 45mMultiple Airlines
Thu 10/99:20 amPMO - ORD
2 stops37h 50mMultiple Airlines
Deal found 7/31$701
This oojo deal was found by Cheapflights users on 7/31. 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 8/183:00 pmORD - PMO
1 stop15h 50mITA Airways
Sun 8/244:35 pmPMO - ORD
1 stop27h 35mITA Airways
Deal found 7/31$711
This TAP AIR PORTUGAL deal was found by Cheapflights users on 8/1. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/238:25 pmORD - PMO
2 stops34h 15mTAP AIR PORTUGAL
Mon 12/112:25 pmPMO - ORD
2 stops57h 35mTAP AIR PORTUGAL
Deal found 8/1$715
This Turkish Airlines deal was found by Cheapflights users on 7/29. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/237:50 pmORD - PMO
1 stop15h 25mTurkish Airlines
Mon 9/19:20 amPMO - ORD
1 stop31h 20mTurkish Airlines
Deal found 7/29$722
This Delta deal was found by Cheapflights users on 7/31. 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.
Thu 8/1410:35 amORD - PMO
2 stops20h 50mDelta
Wed 8/203:45 pmPMO - ORD
1 stop30h 15mDelta
Deal found 7/31$730
This British Airways deal was found by Cheapflights users on 7/29. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/109:15 pmORD - PMO
1 stop14h 25mBritish Airways
Mon 8/187:55 pmPMO - ORD
1 stop27h 00mBritish Airways
Deal found 7/29$742
This Iberia deal was found by Cheapflights users on 7/29. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/134:30 pmORD - PMO
1 stop19h 40mIberia
Thu 8/2110:00 pmPMO - ORD
1 stop22h 30mIberia
Deal found 7/29$769
This Flighttix deal was found by Cheapflights users on 7/30. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/181:08 pmMDW - PMO
2 stops15h 22mKLM
Wed 9/36:10 amPMO - MDW
2 stops19h 27mKLM
Deal found 7/30$1,119
This Air France deal was found by Cheapflights users on 7/31. 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.
Fri 10/179:20 amMDW - PMO
2 stops26h 00mAir France
Tue 10/213:10 pmPMO - MDW
2 stops38h 04mAir France
Deal found 7/31$1,271
This Delta deal was found by Cheapflights users on 7/31. 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 8/121:08 pmMDW - PMO
2 stops18h 17mDelta
Wed 8/276:10 amPMO - MDW
2 stops22h 34mDelta
Deal found 7/31$1,285

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 August 1, 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

Thu 9/25

6:00 pm-10:45 pm

2 stops21h 45m

Palermo Punta Raisi

Thu 10/9

9:20 am-4:10 pm

2 stops37h 50m

$701

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 8/18

3:00 pm-1:50 pm

1 stop15h 50m

Palermo Punta Raisi

Sun 8/24

4:35 pm-1:10 pm

1 stop27h 35m

$711

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 11/23

8:25 pm-1:40 pm

2 stops34h 15m

Palermo Punta Raisi

Mon 12/1

12:25 pm-3:00 pm

2 stops57h 35m

$715

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 8/23

7:50 pm-6:15 pm

1 stop15h 25m

Palermo Punta Raisi

Mon 9/1

9:20 am-9:40 am

1 stop31h 20m

$722

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 8/14

10:35 am-2:25 pm

2 stops20h 50m

Palermo Punta Raisi

Wed 8/20

3:45 pm-3:00 pm

1 stop30h 15m

$730

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 8/11

9:15 pm-11:45 am

1 stop31h 30m

Palermo Punta Raisi

Wed 8/20

12:55 pm-1:55 pm

1 stop32h 00m

$742

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 8/13

4:30 pm-7:10 pm

1 stop19h 40m

Palermo Punta Raisi

Thu 8/21

10:00 pm-1:30 pm

1 stop22h 30m

$769

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 8/18

1:08 pm-11:30 am

2 stops15h 22m

Palermo Punta Raisi

Wed 9/3

6:10 am-6:37 pm

2 stops19h 27m

$1,119

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 10/17

9:20 am-6:20 pm

2 stops26h 00m

Palermo Punta Raisi

Tue 10/21

3:10 pm-10:14 pm

2 stops38h 04m

$1,271

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 8/12

1:08 pm-2:25 pm

2 stops18h 17m

Palermo Punta Raisi

Wed 8/27

6:10 am-9:44 pm

2 stops22h 34m

$1,285

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 15 results
1
2

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 July 25, 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 65 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 $1,206). 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 August 1, 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.

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 August 1, 2025.
Read through reviews of airlines operating flights from Chicago to Palermo, such as Delta, KLM, and Air France. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
7,983 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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!
KLM
7.8
Good
1,384 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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!
Air France
7.5
Good
1,465 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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
3,935 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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!
TAP AIR PORTUGAL
7.1
Good
1,936 reviews
Delta
8.0
Very good
7,983 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

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.

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

    Cheapflights users have booked flights from Chicago to Palermo round-trip from $711. Other airlines that can offer you cheap pricing are Turkish Airlines, from $722, and Delta, from $730. ITA Airways is currently priced 23% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Palermo one-way?

    The cheapest airline one-way is TAP AIR PORTUGAL, with whom users have recently found tickets for as low as $558. However, be on the lookout for offers from ITA Airways and Turkish Airlines, as they are both options that can get you from Chicago to Palermo for a low price.

  • 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 $1,206). 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.
O'Hare Intl to Palermo flights
O'Hare Intl to Catania flights
Midway to Palermo flights
Midway to Catania flights
St. Louis to Catania flights
O'Hare Intl to Lamezia Terme 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$656Average$861FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$754Average$1,094FlexibilityNo cancel feeOn-time76%
ITA AirwaysCheapest$766Average$1,065FlexibilityNo cancel feeOn-time81%
SWISSCheapest$775Average$1,308FlexibilityNo cancel feeOn-time79%

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