Palermo

$260+ 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 8/29. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Aug 1 — Aug 81
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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 July 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:15 pm
ORD
-
PMO
1 stop14h 30m
Scandinavian Airlines
Wed 9/236:50 pm
PMO
-
ORD
1 stop28h 20m
Scandinavian Airlines
Deal found 6/30$672
This Scandinavian Airlines deal was found by Cheapflights users on 6/30. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/57:15 pm
ORD
-
PMO
1 stop14h 30m
Scandinavian Airlines
Fri 9/256:50 pm
PMO
-
ORD
1 stop28h 20m
Scandinavian Airlines
Deal found 6/30$701
This Mytrip deal was found by Cheapflights users on 6/29. 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.
Wed 8/193:00 pm
ORD
-
PMO
1 stop18h 40m
Multiple Airlines
Wed 8/269:45 pm
PMO
-
ORD
1 stop22h 25m
Multiple Airlines
Deal found 6/29$705
This lol.travel deal was found by Cheapflights users on 6/27. 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.
Sun 8/93:00 pm
ORD
-
PMO
1 stop16h 25m
ITA Airways
Mon 8/248:30 pm
PMO
-
ORD
1 stop23h 40m
ITA Airways
Deal found 6/27$706
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:05 am
ORD
-
PMO
2 stops28h 10m
Multiple Airlines
Tue 8/1810:40 pm
PMO
-
ORD
2 stops23h 10m
Multiple Airlines
Deal found 6/30$707
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/197:25 pm
ORD
-
PMO
2 stops20h 20m
Multiple Airlines
Wed 9/99:45 pm
PMO
-
ORD
3 stops29h 03m
Multiple Airlines
Deal found 7/1$709
This oojo deal was found by Cheapflights users on 7/2. 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.
Sun 8/163:00 pm
ORD
-
PMO
1 stop23h 05m
ITA Airways
Thu 8/276:10 am
PMO
-
ORD
1 stop14h 00m
ITA Airways
Deal found 7/2$711
This Mytrip deal was found by Cheapflights users on 6/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:15 pm
ORD
-
PMO
2 stops21h 35m
Multiple Airlines
Fri 10/167:35 pm
PMO
-
ORD
2 stops27h 35m
Multiple Airlines
Deal found 6/30$712
This oojo deal was found by Cheapflights users on 7/2. 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.
Wed 8/123:00 pm
ORD
-
PMO
1 stop23h 05m
ITA Airways
Wed 8/193:10 pm
PMO
-
ORD
1 stop29h 00m
ITA Airways
Deal found 7/2$713
This oojo deal was found by Cheapflights users on 6/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:00 pm
ORD
-
PMO
1 stop24h 40m
ITA Airways
Tue 8/184:40 pm
PMO
-
ORD
1 stop27h 30m
ITA Airways
Deal found 6/28$714
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/101:25 pm
MDW
-
PMO
2 stops18h 35m
Delta
Tue 8/183:45 pm
PMO
-
MDW
2 stops31h 30m
Delta
Deal found 6/30$834
This KLM deal was found by Cheapflights users on 7/1. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/201:28 pm
MDW
-
PMO
2 stops17h 12m
KLM
Tue 11/2410:05 am
PMO
-
MDW
2 stops19h 05m
KLM
Deal found 7/1$835

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 July 2, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$672
(Kiwi.com)

One-way from

$260
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$1,062
Provider with most accurate pricing for Chicago (CHI)-Palermo Punta Raisi flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Palermo Punta Raisi flights.
From Chicago (CHI) to Palermo Punta Raisi
One-way flight from Chicago (CHI) to Palermo Punta Raisi
Highest demand for flights based on searches. 6% potential increase in price ($68 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($39 potential savings vs. average RT price).
Average for round-trip flights in July 2026

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 July 2, 2026.
Use the filters below to find and compare flights from Chicago to Palermo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 8/4

3:00 pm-1:40 pm

1 stop15h 40m

Palermo Punta Raisi

Tue 8/18

8:25 pm-1:10 pm

1 stop23h 45m

$722
Quickest round-trip

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 8/13

3:00 pm-1:40 pm

1 stop15h 40m

Palermo Punta Raisi

Thu 8/20

6:10 am-1:10 pm

1 stop14h 00m

$764

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 9/23

8:10 pm-8:25 am

1 stop29h 15m

Palermo Punta Raisi

Wed 10/7

7:35 pm-9:40 am

1 stop21h 05m

$798

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 9/21

8:10 pm-6:35 pm

1 stop15h 25m

Palermo Punta Raisi

Tue 10/20

7:35 pm-6:15 pm

1 stop29h 40m

$798

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 8/4

11:22 am-3:00 pm

2 stops20h 38m

Palermo Punta Raisi

Tue 8/18

3:45 pm-4:17 pm

2 stops31h 32m

$833

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 8/10

1:25 pm-3:00 pm

2 stops18h 35m

Palermo Punta Raisi

Tue 8/18

3:45 pm-4:15 pm

2 stops31h 30m

$834

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 10/20

1:28 pm-1:40 pm

2 stops17h 12m

Palermo Punta Raisi

Tue 11/24

10:05 am-10:10 pm

2 stops19h 05m

$835

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 9/9

8:10 pm-8:25 am

1 stop29h 15m

Palermo Punta Raisi

Tue 9/15

7:35 pm-9:40 am

1 stop21h 05m

$873

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Thu 8/13

9:24 am-3:00 pm

2 stops22h 36m

Palermo Punta Raisi

Thu 8/20

3:45 pm-6:33 pm

2 stops33h 48m

$883

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sun 8/2

1:18 pm-2:25 pm

2 stops18h 07m

Palermo Punta Raisi

Mon 8/24

6:10 am-10:36 pm

2 stops23h 26m

$885

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 41 resultsSorted by cheapest first
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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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 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 Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Palermo flight deals on Cheapflights vs. Ovago >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 Ovago the most. Ovago 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

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

Currently, August is the cheapest month in which you can book a flight from Chicago to Palermo (average of $56). Flying from Chicago to Palermo in May is currently the most expensive (average of $674). 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.

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

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

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 55 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 2, 2026.
Read through reviews of airlines operating flights from Chicago to Palermo, such as SWISS,Turkish Airlines, andLufthansa. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Food

7.1

Entertainment

6.8

Crew

8.3

Boarding

7.7

Comfort

7.4

Overall

7.5

Reviews

1 / 20
6.0
Good

CFJ,Mar 2026

ZRH - VCE

Swiss International Airlines is heading towards becoming a budget carrier. The seats are in comfortable and have absolutely no recline. The crew are friendly, but offer a few services. At least they all line is usually punctual.

Food

7.1

Entertainment

6.8

Crew

8.3

Boarding

7.7

Comfort

7.4

Overall

7.5

Reviews

1 / 20
6.0
Good

CFJ,Mar 2026

ZRH - VCE

Swiss International Airlines is heading towards becoming a budget carrier. The seats are in comfortable and have absolutely no recline. The crew are friendly, but offer a few services. At least they all line is usually punctual.

Food

7.1

Entertainment

6.8

Crew

8.3

Boarding

7.7

Comfort

7.4

Overall

7.5

Reviews

1 / 20
6.0
Good

CFJ,Mar 2026

ZRH - VCE

Swiss International Airlines is heading towards becoming a budget carrier. The seats are in comfortable and have absolutely no recline. The crew are friendly, but offer a few services. At least they all line is usually punctual.

Food

7.1

Entertainment

6.8

Crew

8.3

Boarding

7.7

Comfort

7.4

Overall

7.5

Reviews

1 / 20
6.0
Good

CFJ,Mar 2026

ZRH - VCE

Swiss International Airlines is heading towards becoming a budget carrier. The seats are in comfortable and have absolutely no recline. The crew are friendly, but offer a few services. At least they all line is usually punctual.

Food

7.1

Entertainment

6.8

Crew

8.3

Boarding

7.7

Comfort

7.4

Overall

7.5

Reviews

1 / 20
6.0
Good

CFJ,Mar 2026

ZRH - VCE

Swiss International Airlines is heading towards becoming a budget carrier. The seats are in comfortable and have absolutely no recline. The crew are friendly, but offer a few services. At least they all line is usually punctual.

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 $722, ITA Airways can have you in Palermo from Chicago in 15h 40m. 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 $533. Other airlines that can offer you cheap pricing are SWISS, from $596, and ITA Airways, from $683. Turkish Airlines is currently priced 41% 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 SWISS, with whom users have recently found tickets for as low as $516. However, be on the lookout for offers from Lufthansa and ITA Airways, 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, August is the cheapest month in which you can book a flight from Chicago to Palermo (average of $56). Flying from Chicago to Palermo in May is currently the most expensive (average of $674). 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.

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 July 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$533Average$740FlexibilityNo cancel feeOn-time77%
SWISSCheapest$596Average$932FlexibilityNo cancel feeOn-time79%
ITA AirwaysCheapest$683Average$1,053FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$778Average$1,284FlexibilityNo cancel feeOn-time76%

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