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Cheap flights from Chicago to Palermo from $247

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 9/28. 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
$491Turkish Airlines
Find Deal
Wed, Sep 10 - Wed, Sep 24
Turkish Airlines Logo
8:20 pm - 8:30 amORD-PMO
29h 10m1 stop
Turkish Airlines Logo
6:45 pm - 6:25 pmPMO-ORD
30h 40m1 stop
$500Turkish Airlines
Find Deal
Wed, Nov 5 - Wed, Nov 12
Turkish Airlines Logo
11:45 pm - 8:20 amORD-PMO
25h 35m1 stop
Turkish Airlines Logo
7:15 pm - 9:40 amPMO-ORD
21h 25m1 stop
$511Turkish Airlines
Find Deal
Wed, Sep 24 - Wed, Oct 15
Turkish Airlines Logo
11:25 am - 8:20 amORD-PMO
13h 55m1 stop
Turkish Airlines Logo
7:15 pm - 10:00 pmPMO-ORD
33h 45m1 stop
$519Turkish Airlines
Find Deal
Sun, Sep 28 - Sun, Oct 12
Logo
7:15 pm - 10:45 pmORD-PMO
20h 30m2 stops
Logo
10:50 pm - 4:10 pmPMO-ORD
48h 20m2 stops
$596
Find Deal
Thu, Oct 2 - Thu, Oct 16
Logo
7:10 pm - 6:20 pmORD-PMO
16h 10m2 stops
Logo
2:25 pm - 3:15 pmPMO-ORD
55h 50m2 stops
$632
Find Deal
Wed, Nov 5 - Wed, Nov 12
Delta Logo
5:10 pm - 3:00 pmORD-PMO
14h 50m1 stop
Delta Logo
3:45 pm - 3:00 pmPMO-ORD
30h 15m1 stop
$673Delta
Find Deal
Tue, Aug 12 - Mon, Aug 25
Delta Logo
11:05 am - 3:00 pmORD-PMO
20h 55m2 stops
Delta Logo
3:45 pm - 3:00 pmPMO-ORD
30h 15m1 stop
$677Delta
Find Deal
Tue, Aug 12 - Wed, Aug 20
ITA Airways Logo
3:00 pm - 2:05 pmORD-PMO
16h 05m1 stop
ITA Airways Logo
6:10 am - 1:10 pmPMO-ORD
14h 00m1 stop
$696ITA Airways
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Sun, Aug 31 - Fri, Sep 19
KLM Logo
1:08 pm - 11:30 amMDW-PMO
15h 22m2 stops
KLM Logo
6:10 am - 6:37 pmPMO-MDW
19h 27m2 stops
$1,119KLM
Find Deal
Mon, Aug 18 - Wed, Sep 3

Delta flights from Chicago to Palermo

Our best Delta deals on Chicago to Palermo flight tickets
Delta
Aug 12
ORD5:10 pmChicago O'Hare Intl
14h 50m
1 stop
PMO3:00 pmPalermo Punta Raisi
Aug 25
PMO3:45 pmPalermo Punta Raisi
30h 15m
1 stop
ORD3:00 pmChicago O'Hare Intl
$673
Find similar
Delta
Aug 12
ORD11:05 amChicago O'Hare Intl
20h 55m
2 stops
PMO3:00 pmPalermo Punta Raisi
Aug 20
PMO3:45 pmPalermo Punta Raisi
30h 15m
1 stop
ORD3:00 pmChicago O'Hare Intl
$677
Find similar
Delta
Aug 11
ORD10:15 amChicago O'Hare Intl
20h 35m
2 stops
PMO1:50 pmPalermo Punta Raisi
Aug 26
PMO3:45 pmPalermo Punta Raisi
30h 15m
1 stop
ORD3:00 pmChicago O'Hare Intl
$680
Find similar

ITA Airways flights from Chicago to Palermo

Our best ITA Airways deals on Chicago to Palermo flight tickets
ITA Airways
Aug 31
ORD3:00 pmChicago O'Hare Intl
16h 05m
1 stop
PMO2:05 pmPalermo Punta Raisi
Sep 19
PMO6:10 amPalermo Punta Raisi
14h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
$696
Find similar
ITA Airways
Aug 11
ORD3:00 pmChicago O'Hare Intl
24h 30m
1 stop
PMO10:30 pmPalermo Punta Raisi
Aug 24
PMO7:05 pmPalermo Punta Raisi
25h 05m
1 stop
ORD1:10 pmChicago O'Hare Intl
$727
Find similar
ITA Airways
Aug 10
ORD3:00 pmChicago O'Hare Intl
15h 40m
1 stop
PMO1:40 pmPalermo Punta Raisi
Aug 23
PMO6:10 amPalermo Punta Raisi
14h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
$738
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 August 1, 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

Wed 9/10

11:25 am-8:20 am

1 stop13h 55m

Palermo Punta Raisi

Wed 9/24

7:15 pm-9:40 am

1 stop21h 25m

$491

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 11/5

8:20 pm-8:30 am

1 stop29h 10m

Palermo Punta Raisi

Wed 11/12

6:45 pm-6:25 pm

1 stop30h 40m

$500

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 9/24

11:45 pm-8:20 am

1 stop25h 35m

Palermo Punta Raisi

Wed 10/15

7:15 pm-9:40 am

1 stop21h 25m

$511

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 9/28

11:25 am-8:20 am

1 stop13h 55m

Palermo Punta Raisi

Sun 10/12

7:15 pm-10:00 pm

1 stop33h 45m

$519

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 10/2

7:15 pm-10:45 pm

2 stops20h 30m

Palermo Punta Raisi

Thu 10/16

10:50 pm-4:10 pm

2 stops48h 20m

$596

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 11/5

7:10 pm-6:20 pm

2 stops16h 10m

Palermo Punta Raisi

Wed 11/12

2:25 pm-3:15 pm

2 stops55h 50m

$632

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 8/12

5:10 pm-3:00 pm

1 stop14h 50m

Palermo Punta Raisi

Mon 8/25

3:45 pm-3:00 pm

1 stop30h 15m

$673

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 8/12

11:05 am-3:00 pm

2 stops20h 55m

Palermo Punta Raisi

Wed 8/20

3:45 pm-3:00 pm

1 stop30h 15m

$677

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/31

3:00 pm-2:05 pm

1 stop16h 05m

Palermo Punta Raisi

Fri 9/19

6:10 am-1:10 pm

1 stop14h 00m

$696

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 8/18

1:08 pm-11:30 am

2 stops15h 22m

Palermo Punta Raisi

Wed 9/3

6:10 am-6:37 pm

2 stops19h 27m

$1,119

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 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 $952 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 $760 on momondo.

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

Best Price Found

$247

Fastest flight time

13h 55m

Direct flights

None

Airports in Palermo

1 airport
The best one-way flight to Palermo from Chicago in the past 72 hours is $247. The best round-trip flight deal from Chicago to Palermo found on momondo in the last 72 hours is $491.
The fastest flight from Chicago to Palermo takes 13h 55m
There are no direct flights from Chicago to Palermo. Popular non-direct routes for this connection are Chicago O'Hare Intl Airport - Palermo Punta Raisi Airport and Chicago Midway Airport - Palermo Punta Raisi Airport.
There is 1 airport near Palermo: Palermo Punta Raisi (PMO)
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 $656Free CancellationRating
7.3
3,935 reviews
Search Turkish Airlines flights
LufthansaPriceFrom $754Free CancellationRating
6.8
7,276 reviews
Search Lufthansa flights
ITA AirwaysPriceFrom $766Free CancellationRating
6.7
1,011 reviews
Search ITA Airways flights
SWISSPriceFrom $775Free CancellationRating
7.5
1,686 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
Sciacca
Castellammare del Golfo
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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