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Cheap flights from Chicago to Palermo from $388

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 10/21. 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.
Scandinavian Airlines Logo
7:15 pm - 4:45 pm
ORD
-
PMO
14h 30m
1 stop
Scandinavian Airlines Logo
6:50 pm - 4:10 pm
PMO
-
ORD
28h 20m
1 stop
$836Scandinavian Airlines
Sat, May 2 - Fri, May 8
Multiple Airlines Logo
5:59 pm - 3:15 pm
MDW
-
PMO
14h 16m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$870Multiple Airlines
Fri, Aug 14 - Tue, Aug 25
Delta Logo
1:00 pm - 3:00 pm
MDW
-
PMO
19h 00m
2 stops
Delta Logo
3:45 pm - 4:27 pm
PMO
-
MDW
31h 42m
2 stops
$885Delta
Sat, Aug 15 - Mon, Aug 24
Delta Logo
2:00 pm - 12:15 pm
MDW
-
PMO
15h 15m
2 stops
Delta Logo
3:45 pm - 4:27 pm
PMO
-
MDW
31h 42m
2 stops
$886Delta
Sat, Aug 15 - Mon, Aug 24
Multiple Airlines Logo
5:10 pm - 3:00 pm
ORD
-
PMO
14h 50m
1 stop
Multiple Airlines Logo
10:05 am - 9:52 pm
PMO
-
ORD
18h 47m
2 stops
$900Multiple Airlines
Wed, Jul 22 - Tue, Aug 4
Air France Logo
5:18 pm - 3:00 pm
ORD
-
PMO
14h 42m
2 stops
Air France Logo
6:10 am - 5:45 pm
PMO
-
ORD
18h 35m
2 stops
$905Air France
Wed, Jul 22 - Tue, Aug 4
Lufthansa Logo
3:35 pm - 11:00 am
ORD
-
PMO
12h 25m
1 stop
Lufthansa Logo
6:10 pm - 6:15 pm
PMO
-
ORD
31h 05m
1 stop
$919Lufthansa
Mon, May 11 - Mon, May 25
Multiple Airlines Logo
5:59 pm - 3:15 pm
MDW
-
PMO
14h 16m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$920Multiple Airlines
Fri, Aug 14 - Mon, Aug 24
SWISS Logo
7:05 pm - 9:00 am
ORD
-
PMO
30h 55m
1 stop
SWISS Logo
7:25 pm - 12:35 pm
PMO
-
ORD
24h 10m
1 stop
$932SWISS
Wed, May 13 - Wed, May 20
Delta Logo
1:16 pm - 3:15 pm
MDW
-
PMO
18h 59m
2 stops
Delta Logo
3:45 pm - 4:27 pm
PMO
-
MDW
31h 42m
2 stops
$935Delta
Fri, Aug 7 - Tue, Aug 18

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SWISS flights from Chicago to Palermo

Our best SWISS deals on Chicago to Palermo flight tickets
SWISS
May 13
ORD7:05 pmChicago O'Hare Intl
30h 55m
1 stop
PMO9:00 amPalermo Punta Raisi
May 20
PMO7:25 pmPalermo Punta Raisi
24h 10m
1 stop
ORD12:35 pmChicago O'Hare Intl
$932
SWISS
May 13
ORD7:05 pmChicago O'Hare Intl
30h 55m
1 stop
PMO9:00 amPalermo Punta Raisi
May 20
PMO9:45 amPalermo Punta Raisi
33h 50m
1 stop
ORD12:35 pmChicago O'Hare Intl
$987
SWISS
Jul 23
ORD7:05 pmChicago O'Hare Intl
16h 40m
1 stop
PMO6:45 pmPalermo Punta Raisi
Aug 9
PMO7:35 pmPalermo Punta Raisi
24h 00m
1 stop
ORD12:35 pmChicago O'Hare Intl
$1,119

KLM flights from Chicago to Palermo

Our best KLM deals on Chicago to Palermo flight tickets
KLM
May 13
ORD11:26 amChicago O'Hare Intl
17h 04m
2 stops
PMO11:30 amPalermo Punta Raisi
May 20
PMO10:05 amPalermo Punta Raisi
19h 30m
2 stops
ORD10:35 pmChicago O'Hare Intl
$1,096
KLM
Jun 1
MDW1:22 pmChicago Midway
17h 18m
2 stops
PMO1:40 pmPalermo Punta Raisi
Jun 15
PMO6:10 amPalermo Punta Raisi
19h 21m
2 stops
MDW6:31 pmChicago Midway
$1,326
KLM
May 18
MDW1:22 pmChicago Midway
18h 03m
2 stops
PMO2:25 pmPalermo Punta Raisi
May 25
PMO10:05 amPalermo Punta Raisi
18h 04m
2 stops
MDW9:09 pmChicago Midway
$1,331

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 April 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

Cheapest round-trip

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 5/2

7:15 pm-4:45 pm

1 stop14h 30m

Palermo Punta Raisi

Fri 5/8

6:50 pm-4:10 pm

1 stop28h 20m

$836
Quickest round-trip

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$870

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

1:00 pm-3:00 pm

2 stops19h 00m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:27 pm

2 stops31h 42m

$885

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

2:00 pm-12:15 pm

2 stops15h 15m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:27 pm

2 stops31h 42m

$886

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 7/22

5:10 pm-3:00 pm

1 stop14h 50m

Palermo Punta Raisi

Tue 8/4

10:05 am-9:52 pm

2 stops18h 47m

$900

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 7/22

5:18 pm-3:00 pm

2 stops14h 42m

Palermo Punta Raisi

Tue 8/4

6:10 am-5:45 pm

2 stops18h 35m

$905

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 5/11

3:35 pm-11:00 am

1 stop12h 25m

Palermo Punta Raisi

Mon 5/25

6:10 pm-6:15 pm

1 stop31h 05m

$919

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Mon 8/24

10:05 am-9:46 pm

2 stops18h 41m

$920

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 5/13

7:05 pm-9:00 am

1 stop30h 55m

Palermo Punta Raisi

Wed 5/20

7:25 pm-12:35 pm

1 stop24h 10m

$932

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/7

1:16 pm-3:15 pm

2 stops18h 59m

Palermo Punta Raisi

Tue 8/18

3:45 pm-4:27 pm

2 stops31h 42m

$935

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

What is the cheapest month to fly to Palermo?

The cheapest month to fly to Palermo from Chicago is in August. Flight prices, which tend to average around $56, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of August, then book flights to Palermo from Chicago during February instead. Flights to Palermo in February, while not as cheap as those in August, still average around $84.

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 $972 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 $784 on momondo.

Can stopping save me money on Chicago to Palermo flights?

You could potentially save up to 2% 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 $533Free CancellationRating
7.4
4,346 reviews
Search Turkish Airlines flights
SWISSPriceFrom $596Free CancellationRating
7.5
1,924 reviews
Search SWISS flights
ITA AirwaysPriceFrom $704Free CancellationRating
6.7
1,199 reviews
Search ITA Airways flights
LufthansaPriceFrom $812Free CancellationRating
6.8
7,962 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
Sciacca
Agrigento
Castellammare del Golfo
Scopello
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.

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