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Cheap flights from Chicago to Palermo from $285

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 4/24. 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
0 bags

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Find the cheapest flights from Chicago to Palermo

Cheap round-trip flights

Enter your travel dates to find the best prices.
SWISS Logo
6:50 pm - 6:25 pm
ORD
-
PMO
16h 35m
1 stop
SWISS Logo
7:15 pm - 4:20 pm
PMO
-
ORD
28h 05m
1 stop
$488SWISS
Sun, Feb 15 - Mon, Mar 2
Multiple Airlines Logo
6:50 pm - 1:55 pm
ORD
-
PMO
12h 05m
1 stop
Multiple Airlines Logo
12:10 pm - 7:25 pm
PMO
-
ORD
13h 15m
1 stop
$492Multiple Airlines
Wed, Mar 4 - Fri, Mar 13
SWISS Logo
6:50 pm - 6:25 pm
ORD
-
PMO
16h 35m
1 stop
SWISS Logo
3:20 pm - 4:20 pm
PMO
-
ORD
32h 00m
1 stop
$507SWISS
Sun, Feb 22 - Tue, Mar 3
Turkish Airlines Logo
11:25 am - 8:25 am
ORD
-
PMO
14h 00m
1 stop
Turkish Airlines Logo
7:35 pm - 9:40 am
PMO
-
ORD
21h 05m
1 stop
$518Turkish Airlines
Sat, Apr 11 - Sat, Apr 18
Turkish Airlines Logo
8:10 pm - 6:35 pm
ORD
-
PMO
15h 25m
1 stop
Turkish Airlines Logo
7:35 pm - 6:15 pm
PMO
-
ORD
29h 40m
1 stop
$521Turkish Airlines
Mon, Apr 27 - Sat, May 9
Turkish Airlines Logo
8:20 pm - 5:45 pm
ORD
-
PMO
14h 25m
1 stop
Turkish Airlines Logo
6:45 pm - 10:05 am
PMO
-
ORD
22h 20m
1 stop
$523Turkish Airlines
Sat, Feb 14 - Wed, Feb 18
Turkish Airlines Logo
9:20 pm - 8:30 am
ORD
-
PMO
29h 10m
1 stop
Turkish Airlines Logo
6:45 pm - 7:25 pm
PMO
-
ORD
30h 40m
1 stop
$533Turkish Airlines
Wed, Mar 11 - Wed, Mar 18
KLM Logo
2:05 pm - 2:25 pm
MDW
-
PMO
17h 20m
2 stops
KLM Logo
6:10 am - 6:36 pm
PMO
-
MDW
19h 26m
2 stops
$754KLM
Wed, Apr 8 - Fri, Apr 17
KLM Logo
12:47 pm - 11:40 am
MDW
-
PMO
16h 53m
2 stops
KLM Logo
6:10 am - 10:31 pm
PMO
-
MDW
22h 21m
2 stops
$875KLM
Wed, Mar 11 - Wed, Mar 18
Delta Logo
2:00 pm - 3:50 pm
MDW
-
PMO
18h 50m
2 stops
Delta Logo
4:45 pm - 4:25 pm
PMO
-
MDW
30h 40m
2 stops
$1,460Delta
Sat, May 9 - Sat, May 16

Turkish Airlines flights from Chicago to Palermo

Our best Turkish Airlines deals on Chicago to Palermo flight tickets
Turkish Airlines
Apr 11
ORD11:25 amChicago O'Hare Intl
14h 00m
1 stop
PMO8:25 amPalermo Punta Raisi
Apr 18
PMO7:35 pmPalermo Punta Raisi
21h 05m
1 stop
ORD9:40 amChicago O'Hare Intl
$518
Turkish Airlines
Apr 27
ORD8:10 pmChicago O'Hare Intl
15h 25m
1 stop
PMO6:35 pmPalermo Punta Raisi
May 9
PMO7:35 pmPalermo Punta Raisi
29h 40m
1 stop
ORD6:15 pmChicago O'Hare Intl
$521
Turkish Airlines
Feb 14
ORD8:20 pmChicago O'Hare Intl
14h 25m
1 stop
PMO5:45 pmPalermo Punta Raisi
Feb 18
PMO6:45 pmPalermo Punta Raisi
22h 20m
1 stop
ORD10:05 amChicago O'Hare Intl
$523

Lufthansa flights from Chicago to Palermo

Our best Lufthansa deals on Chicago to Palermo flight tickets
Lufthansa
Feb 27
ORD4:05 pmChicago O'Hare Intl
12h 20m
1 stop
PMO11:25 amPalermo Punta Raisi
Mar 6
PMO12:10 pmPalermo Punta Raisi
13h 15m
1 stop
ORD6:25 pmChicago O'Hare Intl
$559
Lufthansa
Mar 4
ORD10:35 pmChicago O'Hare Intl
29h 45m
2 stops
PMO11:20 amPalermo Punta Raisi
Mar 13
PMO12:10 pmPalermo Punta Raisi
14h 55m
2 stops
ORD9:05 pmChicago O'Hare Intl
$601
Lufthansa
Feb 12
ORD9:25 pmChicago O'Hare Intl
31h 00m
2 stops
PMO11:25 amPalermo Punta Raisi
Feb 23
PMO12:25 pmPalermo Punta Raisi
31h 45m
1 stop
ORD1:10 pmChicago O'Hare Intl
$831

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 January 29, 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

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 2/15

6:50 pm-6:25 pm

1 stop16h 35m

Palermo Punta Raisi

Mon 3/2

7:15 pm-4:20 pm

1 stop28h 05m

$488

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 3/4

6:50 pm-1:55 pm

1 stop12h 05m

Palermo Punta Raisi

Fri 3/13

12:10 pm-7:25 pm

1 stop13h 15m

$492

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 2/22

6:50 pm-6:25 pm

1 stop16h 35m

Palermo Punta Raisi

Tue 3/3

3:20 pm-4:20 pm

1 stop32h 00m

$507

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

$518

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

$521

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 2/14

8:20 pm-5:45 pm

1 stop14h 25m

Palermo Punta Raisi

Wed 2/18

6:45 pm-10:05 am

1 stop22h 20m

$523

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 3/11

9:20 pm-8:30 am

1 stop29h 10m

Palermo Punta Raisi

Wed 3/18

6:45 pm-7:25 pm

1 stop30h 40m

$533

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 4/8

2:05 pm-2:25 pm

2 stops17h 20m

Palermo Punta Raisi

Fri 4/17

6:10 am-6:36 pm

2 stops19h 26m

$754

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 3/11

12:47 pm-11:40 am

2 stops16h 53m

Palermo Punta Raisi

Wed 3/18

6:10 am-10:31 pm

2 stops22h 21m

$875

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 5/9

2:00 pm-3:50 pm

2 stops18h 50m

Palermo Punta Raisi

Sat 5/16

4:45 pm-4:25 pm

2 stops30h 40m

$1,460

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 cheapest month to fly to Palermo?

The cheapest month to fly to Palermo from Chicago is in November. Flight prices, which tend to average around $574, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Palermo from Chicago during February instead. Flights to Palermo in February, while not as cheap as those in November, still average around $650.

How far in advance should I book a flight 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 $918 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 $733 on momondo.

Can stopping save me money on Chicago to Palermo flights?

You could potentially save up to 11% 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 05m

Direct flights

None
The fastest flight from Chicago to Palermo takes 12h 05m
There are no direct flights from Chicago to Palermo. There are no popular flight routes from Chicago to Palermo.
Search flight deals

  • 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 05m.

  • 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 $554Free CancellationRating
7.3
4,207 reviews
Search Turkish Airlines flights
SWISSPriceFrom $658Free CancellationRating
7.6
1,863 reviews
Search SWISS flights
ITA AirwaysPriceFrom $753Free CancellationRating
6.7
1,135 reviews
Search ITA Airways flights
LufthansaPriceFrom $776Free CancellationRating
6.8
7,752 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
Scopello
Castellammare del Golfo
Sciacca
Agrigento
Alcamo
Ustica

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.

An easier way to manage your Palermo trip

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