Palermo

$271+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PMO
Mar 9 — Mar 161
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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 February 7, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Thu 8/279:45 am
PMO
-
ORD
1 stop13h 10m
SWISS
Deal found 2/4$487
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Tue 8/182:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Thu 8/279:45 am
PMO
-
ORD
1 stop13h 10m
SWISS
Deal found 2/4$491
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Sun 8/167:05 pm
ORD
-
PMO
1 stop12h 00m
SWISS
Tue 8/259:45 am
PMO
-
ORD
1 stop33h 50m
SWISS
Deal found 2/6$498
This KAYAK deal was found by Cheapflights users on 2/6. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Mon 8/242:55 pm
PMO
-
ORD
1 stop32h 00m
SWISS
Deal found 2/6$509
This Cheapflightsfares deal was found by Cheapflights users on 2/7. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Wed 8/198:00 pm
PMO
-
ORD
1 stop23h 35m
SWISS
Deal found 2/7$528
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Sun 8/162:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Wed 8/269:45 am
PMO
-
ORD
1 stop13h 10m
SWISS
Deal found 2/4$530
This Cheapflightsfares deal was found by Cheapflights users on 2/4. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Sat 8/297:35 pm
PMO
-
ORD
1 stop24h 00m
SWISS
Deal found 2/4$538
This Kiwi.com deal was found by Cheapflights users on 2/6. 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.
Fri 8/147:05 pm
ORD
-
PMO
1 stop16h 45m
SWISS
Tue 8/259:45 am
PMO
-
ORD
1 stop13h 10m
SWISS
Deal found 2/6$540
This Kiwi.com deal was found by Cheapflights users on 2/4. 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.
Wed 3/46:50 pm
ORD
-
PMO
1 stop12h 05m
SWISS
Sun 3/82:45 pm
PMO
-
ORD
1 stop32h 35m
SWISS
Deal found 2/4$543
This KAYAK deal was found by Cheapflights users on 2/4. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:05 pm
ORD
-
PMO
1 stop30h 55m
SWISS
Wed 8/268:00 pm
PMO
-
ORD
1 stop26h 55m
SWISS
Deal found 2/4$548
This Delta deal was found by Cheapflights users on 2/6. 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 8/171:00 pm
MDW
-
PMO
2 stops19h 00m
Delta
Mon 8/243:45 pm
PMO
-
MDW
2 stops37h 01m
Delta
Deal found 2/6$719
This Air France deal was found by Cheapflights users on 2/6. 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 8/155:59 pm
MDW
-
PMO
2 stops14h 01m
Multiple Airlines
Sat 8/2210:05 am
PMO
-
MDW
2 stops18h 41m
Multiple Airlines
Deal found 2/6$1,061

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 February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$543
(Kiwi.com)

One-way from

$271
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$606
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
High demand for flights, 8% potential price rise
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
Average for round-trip flights in February 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 February 7, 2026.
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 8/4

7:05 pm-7:10 pm

1 stop17h 05m

Palermo Punta Raisi

Tue 8/18

9:45 am-12:35 pm

1 stop33h 50m

$550

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 8/4

4:20 pm-7:35 am

1 stop32h 15m

Palermo Punta Raisi

Tue 8/18

4:10 pm-2:30 pm

1 stop29h 20m

$587

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 4/30

6:50 am-6:00 pm

2 stops28h 10m

Palermo Punta Raisi

Wed 5/20

6:50 pm-4:10 pm

1 stop28h 20m

$600

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 4/27

8:10 pm-6:35 pm

1 stop15h 25m

Palermo Punta Raisi

Sat 5/9

7:35 pm-6:15 pm

1 stop29h 40m

$630

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 3/23

10:50 pm-10:50 pm

2 stops18h 00m

Palermo Punta Raisi

Mon 3/30

11:05 pm-6:47 pm

3 stops26h 42m

$634

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 3/8

5:20 pm-11:20 pm

2 stops24h 00m

Palermo Punta Raisi

Wed 3/18

9:35 am-8:10 pm

2 stops16h 35m

$641

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 4/11

11:25 am-8:25 am

1 stop14h 00m

Palermo Punta Raisi

Sat 4/18

7:35 pm-9:40 am

1 stop21h 05m

$668

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 3/24

7:50 pm-11:40 am

2 stops33h 50m

Palermo Punta Raisi

Tue 3/31

2:55 pm-3:55 pm

1 stop32h 00m

$675

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 3/31

8:10 pm-6:35 pm

1 stop15h 25m

Palermo Punta Raisi

Sun 4/12

9:25 am-9:40 am

1 stop31h 15m

$701

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 4/2

11:25 am-8:25 am

1 stop14h 00m

Palermo Punta Raisi

Sat 4/18

7:35 pm-9:40 am

1 stop21h 05m

$701

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/6

Showing 1-10 of 38 results
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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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
OvagoPrice Accuracy2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Palermo flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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 February 6, 2026.

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 $332). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,049). 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?

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 February 7, 2026.
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.

Overall

7.6

Entertainment

6.8

Crew

8.3

Comfort

7.4

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.

Overall

7.6

Entertainment

6.8

Crew

8.3

Comfort

7.4

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.

Overall

7.6

Entertainment

6.8

Crew

8.3

Comfort

7.4

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.

Overall

7.6

Entertainment

6.8

Crew

8.3

Comfort

7.4

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.

Overall

7.6

Entertainment

6.8

Crew

8.3

Comfort

7.4

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.

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 $543, SWISS can have you in Palermo from Chicago in 12h 05m. 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 SWISS, from $607, and ITA Airways, from $746. Turkish Airlines is currently priced 40% 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 $332). Flying from Chicago to Palermo in June is currently the most expensive (average of $1,049). 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 February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$554Average$833FlexibilityNo cancel feeOn-time77%
SWISSCheapest$607Average$1,245FlexibilityNo cancel feeOn-time79%
ITA AirwaysCheapest$746Average$1,065FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$776Average$1,102FlexibilityNo cancel feeOn-time76%

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