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Cheap flights from Chicago to Palermo from $242

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 10/7. 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

Turkish Airlines Logo
11:25 am - 8:20 amORD-PMO
13h 55m1 stop
Turkish Airlines Logo
7:15 pm - 9:40 amPMO-ORD
21h 25m1 stop
$619Turkish Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 19
ITA Airways Logo
11:05 am - 9:20 amORD-PMO
15h 15m2 stops
ITA Airways Logo
6:10 am - 6:10 pmPMO-ORD
19h 00m2 stops
$624ITA Airways
Find Deal
Mon, Oct 20 - Wed, Nov 5
Multiple Airlines Logo
3:35 pm - 11:05 pmORD-PMO
24h 30m3 stops
Multiple Airlines Logo
10:30 am - 7:55 pmPMO-ORD
16h 25m2 stops
$625Multiple Airlines
Find Deal
Wed, Oct 15 - Wed, Oct 22
Turkish Airlines Logo
11:25 am - 6:15 pmORD-PMO
23h 50m1 stop
Turkish Airlines Logo
9:30 am - 11:05 amPMO-ORD
31h 35m1 stop
$638Turkish Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
TAP AIR PORTUGAL Logo
9:15 pm - 1:40 pmORD-PMO
34h 25m2 stops
TAP AIR PORTUGAL Logo
2:25 pm - 2:45 pmPMO-ORD
55h 20m2 stops
$679TAP AIR PORTUGAL
Find Deal
Fri, Oct 31 - Fri, Nov 7
British Airways Logo
1:59 pm - 11:45 amORD-PMO
14h 46m2 stops
British Airways Logo
12:20 pm - 3:55 pmPMO-ORD
34h 35m1 stop
$704British Airways
Find Deal
Tue, Sep 30 - Tue, Oct 14
British Airways Logo
1:43 pm - 11:45 amORD-PMO
15h 02m2 stops
British Airways Logo
12:20 pm - 1:50 pmPMO-ORD
32h 30m1 stop
$713British Airways
Find Deal
Tue, Oct 14 - Tue, Oct 21
TAP AIR PORTUGAL Logo
7:10 pm - 1:40 pmORD-PMO
35h 30m2 stops
TAP AIR PORTUGAL Logo
6:10 am - 3:15 pmPMO-ORD
40h 05m2 stops
$740TAP AIR PORTUGAL
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Wed, Dec 10 - Thu, Dec 25
SWISS Logo
7:05 pm - 11:25 pmORD-PMO
21h 20m1 stop
SWISS Logo
5:50 am - 3:55 pmPMO-ORD
17h 05m1 stop
$751SWISS
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Tue, Sep 30 - Tue, Oct 14
ITA Airways Logo
8:50 am - 9:20 amORD-PMO
17h 30m2 stops
ITA Airways Logo
2:25 pm - 6:20 pmPMO-ORD
34h 55m2 stops
$768ITA Airways
Find Deal
Tue, Oct 14 - Thu, Oct 23

British Airways flights from Chicago to Palermo

Our best British Airways deals on Chicago to Palermo flight tickets
British Airways
Sep 30
ORD1:59 pmChicago O'Hare Intl
14h 46m
2 stops
PMO11:45 amPalermo Punta Raisi
Oct 14
PMO12:20 pmPalermo Punta Raisi
34h 35m
1 stop
ORD3:55 pmChicago O'Hare Intl
$704
Find similar
British Airways
Oct 14
ORD1:43 pmChicago O'Hare Intl
15h 02m
2 stops
PMO11:45 amPalermo Punta Raisi
Oct 21
PMO12:20 pmPalermo Punta Raisi
32h 30m
1 stop
ORD1:50 pmChicago O'Hare Intl
$713
Find similar
British Airways
Oct 6
ORD9:15 pmChicago O'Hare Intl
31h 30m
1 stop
PMO11:45 amPalermo Punta Raisi
Oct 20
PMO7:55 pmPalermo Punta Raisi
27h 00m
1 stop
ORD3:55 pmChicago O'Hare Intl
$738
Find similar

Turkish Airlines flights from Chicago to Palermo

Our best Turkish Airlines deals on Chicago to Palermo flight tickets
Turkish Airlines
Sep 28
ORD11:25 amChicago O'Hare Intl
13h 55m
1 stop
PMO8:20 amPalermo Punta Raisi
Oct 19
PMO7:15 pmPalermo Punta Raisi
21h 25m
1 stop
ORD9:40 amChicago O'Hare Intl
$619
Find similar
Turkish Airlines
Oct 24
ORD11:25 amChicago O'Hare Intl
23h 50m
1 stop
PMO6:15 pmPalermo Punta Raisi
Oct 31
PMO9:30 amPalermo Punta Raisi
31h 35m
1 stop
ORD11:05 amChicago O'Hare Intl
$638
Find similar
Turkish Airlines
Nov 25
ORD8:20 pmChicago O'Hare Intl
14h 25m
1 stop
PMO5:45 pmPalermo Punta Raisi
Dec 1
PMO9:30 amPalermo Punta Raisi
31h 35m
1 stop
ORD10:05 amChicago O'Hare Intl
$671
Find similar

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 September 16, 2025.
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 9/28

11:25 am-8:20 am

1 stop13h 55m

Palermo Punta Raisi

Sun 10/19

7:15 pm-9:40 am

1 stop21h 25m

$619

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 10/20

11:05 am-9:20 am

2 stops15h 15m

Palermo Punta Raisi

Wed 11/5

6:10 am-6:10 pm

2 stops19h 00m

$624

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 10/15

3:35 pm-11:05 pm

3 stops24h 30m

Palermo Punta Raisi

Wed 10/22

10:30 am-7:55 pm

2 stops16h 25m

$625

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 10/24

11:25 am-6:15 pm

1 stop23h 50m

Palermo Punta Raisi

Fri 10/31

9:30 am-11:05 am

1 stop31h 35m

$638

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 10/31

9:15 pm-1:40 pm

2 stops34h 25m

Palermo Punta Raisi

Fri 11/7

2:25 pm-2:45 pm

2 stops55h 20m

$679

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 9/30

1:59 pm-11:45 am

2 stops14h 46m

Palermo Punta Raisi

Tue 10/14

12:20 pm-3:55 pm

1 stop34h 35m

$704

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 10/14

1:43 pm-11:45 am

2 stops15h 02m

Palermo Punta Raisi

Tue 10/21

12:20 pm-1:50 pm

1 stop32h 30m

$713

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 12/10

7:10 pm-1:40 pm

2 stops35h 30m

Palermo Punta Raisi

Thu 12/25

6:10 am-3:15 pm

2 stops40h 05m

$740

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 9/30

7:05 pm-11:25 pm

1 stop21h 20m

Palermo Punta Raisi

Tue 10/14

5:50 am-3:55 pm

1 stop17h 05m

$751

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 10/14

8:50 am-9:20 am

2 stops17h 30m

Palermo Punta Raisi

Thu 10/23

2:25 pm-6:20 pm

2 stops34h 55m

$768

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 day to depart on your flight to Palermo?

The cheapest day to depart from Chicago to Palermo is on a Tuesday when prices can be found for as low as $867. On the other hand, Thursday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,244.

What is the cheapest time of day to depart on your flight to Palermo?

Our data shows that the cheapest Chicago to Palermo flights are usually those with departure times in the morning. Our users have found flights to Palermo in the morning for as low as $739. Flights at noon are often more expensive with an average ticket price of $1,112.

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 $946 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 $830 on momondo.

Can stopping save me money on Chicago to Palermo flights?

You could potentially save up to 62% 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

Direct flights

None
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 13h 55m.

  • 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 $586Free CancellationRating
7.3
3,968 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $754Free CancellationRating
6.8
7,407 reviews
Search Lufthansa flights
ITA AirwaysPriceFrom $760Free CancellationRating
6.7
1,036 reviews
Search ITA Airways flights
SWISSPriceFrom $797Free CancellationRating
7.6
1,737 reviews
Search SWISS 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
Castellammare del Golfo
Sciacca
Scopello
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.

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