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Cheap flights from Chicago to Palermo from $298

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Palermo departing on 8/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Palermo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Turkish Airlines Logo
8:10 pm - 6:35 pm
ORD
-
PMO
15h 25m
1 stop
Turkish Airlines Logo
7:35 pm - 9:40 am
PMO
-
ORD
21h 05m
1 stop
$656Turkish Airlines
Tue, Sep 15 - Tue, Sep 29
Turkish Airlines Logo
8:10 pm - 8:25 am
ORD
-
PMO
29h 15m
1 stop
Turkish Airlines Logo
7:40 pm - 9:40 am
PMO
-
ORD
21h 00m
1 stop
$656Turkish Airlines
Fri, Sep 18 - Wed, Sep 23
Multiple Airlines Logo
11:25 am - 11:40 pm
ORD
-
PMO
29h 15m
2 stops
Multiple Airlines Logo
6:15 am - 9:40 am
PMO
-
ORD
34h 25m
2 stops
$660Multiple Airlines
Tue, Sep 8 - Tue, Sep 15
Multiple Airlines Logo
11:25 am - 11:40 pm
ORD
-
PMO
29h 15m
2 stops
Multiple Airlines Logo
6:15 am - 9:40 am
PMO
-
ORD
34h 25m
2 stops
$667Multiple Airlines
Tue, Sep 8 - Tue, Sep 15
ITA Airways Logo
3:00 pm - 9:05 pm
ORD
-
PMO
23h 05m
1 stop
ITA Airways Logo
6:10 am - 1:10 pm
PMO
-
ORD
14h 00m
1 stop
$705ITA Airways
Sun, Aug 16 - Thu, Aug 27
ITA Airways Logo
3:00 pm - 9:05 pm
ORD
-
PMO
23h 05m
1 stop
ITA Airways Logo
3:10 pm - 1:10 pm
PMO
-
ORD
29h 00m
1 stop
$743ITA Airways
Wed, Aug 12 - Wed, Aug 19
Lufthansa Logo
3:35 pm - 11:00 am
ORD
-
PMO
12h 25m
1 stop
Lufthansa Logo
11:10 am - 7:55 pm
PMO
-
ORD
15h 45m
1 stop
$855Lufthansa
Mon, Aug 24 - Mon, Aug 31
Lufthansa Logo
9:40 pm - 10:20 am
ORD
-
PMO
29h 40m
2 stops
Lufthansa Logo
11:50 am - 7:55 pm
PMO
-
ORD
15h 05m
2 stops
$856Lufthansa
Sun, Aug 16 - Thu, Aug 27
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
2:55 pm - 12:35 pm
PMO
-
ORD
28h 40m
1 stop
$860SWISS
Fri, Aug 14 - Mon, Aug 24
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$860SWISS
Fri, Aug 14 - Tue, Aug 25

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Turkish Airlines flights from Chicago to Palermo

Our best Turkish Airlines deals on Chicago to Palermo flight tickets
Turkish Airlines
Sep 18
ORD8:10 pmChicago O'Hare Intl
29h 15m
1 stop
PMO8:25 amPalermo Punta Raisi
Sep 23
PMO7:40 pmPalermo Punta Raisi
21h 00m
1 stop
ORD9:40 amChicago O'Hare Intl
$656
Turkish Airlines
Sep 16
ORD11:25 amChicago O'Hare Intl
14h 00m
1 stop
PMO8:25 amPalermo Punta Raisi
Sep 23
PMO7:40 pmPalermo Punta Raisi
21h 00m
1 stop
ORD9:40 amChicago O'Hare Intl
$671
Turkish Airlines
Oct 10
ORD11:25 amChicago O'Hare Intl
14h 00m
1 stop
PMO8:25 amPalermo Punta Raisi
Oct 17
PMO7:40 pmPalermo Punta Raisi
21h 00m
1 stop
ORD9:40 amChicago O'Hare Intl
$681

ITA Airways flights from Chicago to Palermo

Our best ITA Airways deals on Chicago to Palermo flight tickets
ITA Airways
Aug 16
ORD3:00 pmChicago O'Hare Intl
23h 05m
1 stop
PMO9:05 pmPalermo Punta Raisi
Aug 27
PMO6:10 amPalermo Punta Raisi
14h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
$705
ITA Airways
Aug 12
ORD3:00 pmChicago O'Hare Intl
23h 05m
1 stop
PMO9:05 pmPalermo Punta Raisi
Aug 19
PMO3:10 pmPalermo Punta Raisi
29h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
$743
ITA Airways
Aug 9
ORD3:00 pmChicago O'Hare Intl
16h 25m
1 stop
PMO2:25 pmPalermo Punta Raisi
Sep 8
PMO6:10 amPalermo Punta Raisi
14h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
$774

momondo 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, momondo users made 832,500 searches. Data last updated July 27, 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 9/15

8:10 pm-6:35 pm

1 stop15h 25m

Palermo Punta Raisi

Tue 9/29

7:35 pm-9:40 am

1 stop21h 05m

$656

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 9/18

8:10 pm-8:25 am

1 stop29h 15m

Palermo Punta Raisi

Wed 9/23

7:40 pm-9:40 am

1 stop21h 00m

$656

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 9/8

11:25 am-11:40 pm

2 stops29h 15m

Palermo Punta Raisi

Tue 9/15

6:15 am-9:40 am

2 stops34h 25m

$660

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 9/8

11:25 am-11:40 pm

2 stops29h 15m

Palermo Punta Raisi

Tue 9/15

6:15 am-9:40 am

2 stops34h 25m

$667

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

3:00 pm-9:05 pm

1 stop23h 05m

Palermo Punta Raisi

Thu 8/27

6:10 am-1:10 pm

1 stop14h 00m

$705

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 8/12

3:00 pm-9:05 pm

1 stop23h 05m

Palermo Punta Raisi

Wed 8/19

3:10 pm-1:10 pm

1 stop29h 00m

$743

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 8/24

3:35 pm-11:00 am

1 stop12h 25m

Palermo Punta Raisi

Mon 8/31

11:10 am-7:55 pm

1 stop15h 45m

$855

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

9:40 pm-10:20 am

2 stops29h 40m

Palermo Punta Raisi

Thu 8/27

11:50 am-7:55 pm

2 stops15h 05m

$856

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 8/14

2:20 pm-9:00 am

1 stop11h 40m

Palermo Punta Raisi

Mon 8/24

2:55 pm-12:35 pm

1 stop28h 40m

$860
Quickest round-trip

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 8/14

2:20 pm-9:00 am

1 stop11h 40m

Palermo Punta Raisi

Tue 8/25

9:45 am-3:55 pm

1 stop13h 10m

$860

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Palermo from

How to get the cheapest flight ticket from Chicago to Palermo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Palermo?

Prices are currently typical for flights on this route.

Typical prices usually range from $586 to $1,025.
The lowest price recently found on this route was $656.

What is the cheapest month to fly to Palermo?

The cheapest month to fly to Palermo from Chicago is in January. Flight prices, which tend to average around $554, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Palermo from Chicago during October instead. Flights to Palermo in October, while not as cheap as those in January, still average around $743.

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

You are more likely to see cheaper flights to Palermo from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Palermo for around $979 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Palermo from Chicago for as low as $780 on momondo.

Can stopping save me money on Chicago to Palermo flights?

You could potentially save up to 7% on your flight if you consider stops on a Chicago to Palermo flight.

When to book flights from Chicago to Palermo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Palermo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Palermo (CHI to PMO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Palermo

Fastest flight time

12h 00m

Direct flights

None
The fastest flight from Chicago to Palermo takes 12h 00m
There are no direct flights from Chicago to Palermo. There are no popular flight routes from Chicago to Palermo.
Search flight deals

Frequently asked questions about flying from Chicago to Palermo

  • How far is Chicago to Palermo Punta Raisi by plane?

    Palermo Punta Raisi is 5007.2 mi away from Chicago. In terms of flight time, this usually takes a little over 12h 00m.

  • When did momondo last update prices for flights from Chicago to Palermo Punta Raisi Airport?

    Prices for flights from Chicago to Palermo Punta Raisi Airport refresh daily.

  • How many operators does momondo search for flights from Chicago to Palermo Punta Raisi Airport?

  • How old do you have to be to fly from Chicago to Palermo Punta Raisi Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Palermo Punta Raisi Airport.

  • What documentation or ID do you need to fly to Palermo Punta Raisi Airport?

    The travel and health documents required for your trip to Palermo Punta Raisi Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Palermo Punta Raisi Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to Palermo?

Best airlines flying from Chicago to Palermo

Compare and see reviews for airlines that fly from Chicago to Palermo with momondo
Airline
Rating
Free Cancellation
Price
Turkish AirlinesPriceFrom $530Free CancellationRating
7.4
4,454 reviews
Search Turkish Airlines flights
SWISSPriceFrom $596Free CancellationRating
7.5
2,019 reviews
Search SWISS flights
ITA AirwaysPriceFrom $646Free CancellationRating
6.7
1,299 reviews
Search ITA Airways flights
LufthansaPriceFrom $865Free CancellationRating
6.8
8,161 reviews
Search Lufthansa flights

Traveling to a place near Palermo?

Book flights to Palermo if you plan to visit one of these locations
Cefalù
San Vito Lo Capo
Agrigento
Scopello
Castellammare del Golfo
Sciacca
Ustica
Alcamo

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Palermo?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Palermo from Chicago.

Can I find flights from Chicago to Palermo with flexible booking policies on momondo?

momondo does allow users to show only those flights to Palermo from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Palermo?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Palermo from Chicago.

I’m not ready to book a flight from Chicago to Palermo right now. Can momondo alert me if prices change?

Price alerts on flights to Palermo from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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