CHI - PMO

$324 Find Cheap Flights from Chicago to Palermo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Palermo departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Palermo

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palermo, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palermo, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$539
Overall average: $768
Lufthansa
Sat 11/29Fri 12/12
ORD - PMO • 1 stop
Cheapest one-way
$324
Multiple Airlines
Sun 11/9
ORD - PMO • 2 stops
Top airlines
Lufthansa
Cheapest • from $539 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Chicago to Palermo (CHI-PMO)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Palermo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Palermo

Sat, Nov 29 - Fri, Dec 12
Lufthansa Logo
9:50 pm - 5:25 pmORD-PMO
12h 35m1 stop
Lufthansa Logo
12:10 pm - 8:05 pmPMO-ORD
14h 55m2 stops
$539Lufthansa
Find Deal
Sat, Nov 29 - Fri, Dec 12
Turkish Airlines Logo
8:20 pm - 8:30 amORD-PMO
29h 10m1 stop
Turkish Airlines Logo
9:30 am - 10:05 amPMO-ORD
31h 35m1 stop
$546Turkish Airlines
Find Deal
Fri, Dec 5 - Thu, Dec 11
Air Canada Logo
12:50 pm - 11:25 amORD-PMO
15h 35m2 stops
Air Canada Logo
12:15 pm - 9:13 amPMO-ORD
27h 58m2 stops
$548Air Canada
Find Deal
Wed, Nov 26 - Wed, Dec 3
Multiple Airlines Logo
11:50 am - 6:25 pmORD-PMO
23h 35m2 stops
Multiple Airlines Logo
6:45 pm - 10:05 amPMO-ORD
22h 20m1 stop
$550Multiple Airlines
Find Deal
Thu, Nov 27 - Thu, Dec 4
Lufthansa Logo
9:50 pm - 11:20 amORD-PMO
30h 30m1 stop
Lufthansa Logo
12:15 pm - 8:05 pmPMO-ORD
14h 50m1 stop
$551Lufthansa
Find Deal
Sat, Nov 29 - Fri, Dec 12
KLM Logo
10:46 am - 10:25 amORD-PMO
16h 39m2 stops
KLM Logo
6:10 am - 5:46 pmPMO-ORD
18h 36m2 stops
$557KLM
Find Deal
Sat, Nov 29 - Fri, Dec 12
KLM Logo
1:15 pm - 10:25 amMDW-PMO
14h 10m2 stops
KLM Logo
10:00 am - 11:47 pmPMO-MDW
20h 47m2 stops
$557KLM
Find Deal
Thu, Apr 23 - Thu, May 7
Turkish Airlines Logo
11:25 am - 8:20 amORD-PMO
13h 55m1 stop
Turkish Airlines Logo
9:20 am - 6:15 pmPMO-ORD
15h 55m1 stop
$584Turkish Airlines
Find Deal
Sun, Mar 1 - Wed, Mar 11
ITA Airways Logo
8:50 am - 11:40 amORD-PMO
19h 50m2 stops
ITA Airways Logo
6:10 am - 6:28 pmPMO-ORD
18h 18m2 stops
$610ITA Airways
Find Deal
Thu, Dec 4 - Thu, Dec 11
Air Canada Logo
3:35 pm - 11:25 amORD-PMO
36h 50m2 stops
Air Canada Logo
12:15 pm - 6:52 pmPMO-ORD
37h 37m2 stops
$648Air Canada
Find Deal
Booking Insights

KAYAK's insights & trends for Chicago to Palermo flights

Get data-powered insights and trends into flights from Chicago to Palermo to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Palermo?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Palermo departing in November.

What’s the cheapest day of the week to fly from Chicago to Palermo?

The average price of all round-trip flights from Chicago to Palermo clicked on KAYAK for each day over the last 12 months.

When flying from Chicago to Palermo, you should consider leaving on a Tuesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays and the most expensive ones on Fridays.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Palermo, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Palermo, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$324
Best time to beat the crowds with an average 40% drop in price.
Most popular time to fly and prices are also 10% lower on average.
Flight from Chicago O'Hare Airport to Palermo

When to book flights from Chicago to Palermo

Are your dates flexible? Find out the best times to travel from Chicago to Palermo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Palermo

  • Do airlines offer extra amenities when traveling with kids from Chicago to Palermo?

    American Airlines, ITA Airways, Swiss, Turkish Airlines, and Lufthansa all offer flights from Chicago to Palermo for families with youngsters. These airlines offer a wide range of extra amenities, including priority boarding, complimentary food and beverages, in-flight entertainment – including kid-friendly movies and TV shows, and free food and beverages.

  • From Chicago to Palermo, do airlines provide services for passengers with disabilities?

    Travelers with disabilities, especially those with limited mobility, are assisted and accommodated by Lufthansa, American Airlines, Turkish Airlines, and SWISS. These airlines provide a range of services to make flying comfortable and simple, including wheelchair assistance, accessible restrooms, modified seating arrangements, and assistance for passengers with hearing or vision impairments.

  • How do I get from Falcone-Borsellino Airport (PMO) to my destination?

    From PMO to your location, there are numerous methods of transportation that are available. You can rent a car from one of the rental companies at the airport and travel independently if having your own vehicle provides you with more freedom. At the taxi stand at the airport, taxis are also easily accessible. Taking the Prestia e Comandè bus, which travels from the airport to Palermo's central business district, is an affordable choice.

  • When flying from Chicago to Palermo, is it possible to upgrade my cabin class?

    There are options to upgrade your travel class with American Airlines, Lufthansa, and Turkish Airlines. On flights from Chicago to Palermo, passengers have the option of using reward miles or paying a fee to experience a higher level of service. As a result, travelers can improve their trip and benefit from a greater in-flight experience.

  • What is the cheapest flight from Chicago to Palermo?

    In the last 3 days, the lowest price for a flight from Chicago to Palermo was $324 for a one-way ticket and $539 for a round-trip.

  • Do I need a passport to fly between Chicago and Palermo?

    Yes

  • Which airports will I be using when flying from Chicago to Palermo?

    Chicago has 2 major airports: Chicago Midway and Chicago O'Hare Intl. Palermo Punta Raisi is the only airport in Palermo. You’ll usually find the cheapest deals if you fly from Chicago O'Hare Airport.

  • Which aircraft models fly most regularly from Chicago to Palermo?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Palermo?

    Star Alliance is the only airline alliance operating flights between Chicago and Palermo.

  • What is the most popular layover when flying to Palermo from Chicago?

    Rome is the most popular layover city among KAYAK users traveling from Chicago to Palermo.

  • Which is the best airline for flights from Chicago to Palermo, Delta or SWISS?

    The two airlines most popular with KAYAK users for flights from Chicago to Palermo are Delta and SWISS. With an average price for the route of $1,083 and an overall rating of 7.9, Delta is the most popular choice. SWISS is also a great choice for the route, with an average price of $1,343 and an overall rating of 7.5.

  • How does KAYAK find such low prices on flights from Chicago to Palermo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Palermo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Palermo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Palermo from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Palermo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Palermo with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Palermo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Palermo from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Palermo

  • If you're traveling from Chicago to Palermo, you have the option to take your pet with you on various airlines, including Lufthansa, Turkish Airlines, American Airlines, and Swiss Airlines. Generally, small pets are allowed in the cabin, while larger pets can be transported in the cargo hold.
  • When traveling from Chicago to Palermo, Frankfurt (FRA) with Lufthansa and Istanbul (IST) with Turkish Airlines are the most common layover locations. If you choose American Airlines, layovers often occur at Philadelphia (PHL).
  • American Airlines is a fantastic option for your trip to Palermo since it has a hub at O'Hare International Airport (ORD). Finding a ticket that fits your needs and the airline's daily schedule of flights between Chicago and Palermo is a major benefit.
  • For travelers flying from Chicago to Palermo with a substantial amount of luggage, it is recommended to opt for an airline with flexible policies. Turkish Airlines permits Economy Class passengers to carry one carry-on bag with dimensions not exceeding 21.6 x 15.7 x 9 inches and a maximum weight of 17.6 lbs. Business Class passengers, on the other hand, are allowed to bring two pieces of cabin baggage.
  • If you place a high value on environmental sustainability, Lufthansa would be a suitable choice for your flights from Chicago to Palermo. Lufthansa has prioritized reducing CO2 emissions, utilizing fuel-efficient aircraft, and implementing waste reduction measures on their flights.

Reviews of the top 5 airlines serving from Chicago to Palermo

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Palermo. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Palermo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7993 reviews
7.3Food
8.5Crew
7.9Comfort
8.2Boarding
7.9Entertainment
Airline reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

8.0 ExcellentJulie, Oct 2025LAX - SFO
Read more Delta reviews

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The aircraft interior is old and tired on this aircraft. The entertainment system never worked despite the crews attempt to reset the system.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Old plane and old configuration/seats but still comfortable for a morning flight

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Food used to be better and comfort was not attainable after 5 hours everything starts hurting.

horrible.. they cause such a problem and my daughter 14 years old was stranded in san francisco

The plan was delayed for takeoff by an hour, but we ended up making the landing on time which was a nice surprise.

I can’t even the whole trip was a catastrophe

Poor. Seats uncomfortable. No leg room. Hot and humid the whole trip. Food and staffs were ok.

The seats were so close together, when the man in front of me put his seat back, the screen in front of me was 9 inches from my face. There is no way to lean forward if I needed to pick something up. It was pretty uncomfortable for a ten hour flight. I was very surprised.

The food was good. Most the staff was pleasant. The flight would be drastically improved with WiFi on a long international flight.

When I needed to get my bag off of the plane so that I could take a train because the connection was 4 hours later, they took 2 hours to take my bag off making me take the train and miss my flight simultaneously. The seat size on the plane is too small for an average aged woman let alone a middle-aged man. It's unacceptable and I will not fly Boeing again.

They didn't give us Nothing to eat, come on..... 1 package of chips and a glass of soda won't do anything to the company

The cushion of the seats are old and very thin. The food can be more tasty or come with salt packages

My flight was canceled 1 minute before boarding. The customer service was owful, no one could tell us what was going happened. I spent 30hrs instead of 15 from Washington DC to Brussels. No apologie or help

Boeing 777 is a bad choice for a such a long flight.

The staff at IST airport could have been more helpful. Too much wasted time and the plane from IST to KHI was just horrible. The plane was not clean and smelled bad!

This is my 2nd time with the Turkish airline. Would definitely recommend. In stability we connected to Indiago would not recommend, very cramped seating. No inflight entertainment..service was inferior.

I wouldn't know what the flight was like. AI canceled my flight reservation!! There's no way to speak to an actual human to fix the issue! NEVER AGAIN! ALWAYS BOOK YOUR FLIGHT DIRECTLY WITH THE AIRLINE NEVER GO THROUGH KAYAK OR JUSTFLY.COM!!

Paying extra for premium seats was wasted. Turkish Airlines takes 2 seats for bassinet. The lady next to me had a baby with bassinet Bassinet was in front of my seat

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

my experience was great with Turkish airlines . the problem i encountered was with kayak booking. When I booked . it showed that im allowed a bag . and when I got to the airport, i had to pay $165 for one bag.

Not up to Business Class standards. Two of the three toilets were out of order. The hostesses were aware and didn’t show any responsible act to do something. Food quality was not what we expect from Turkish hospitality. Overall we were not impressed and disappointed.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

Boarding and flight update was fantastic as I experienced about a 10-15 delayed for both flights. The food served onboard was great; the service of the flight attendants was excellent.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

Complete mess. Our reservation was mistakenly cancelled. After almost missing the connection and walking all over the Munich airport, the Service desk got involved and we were run to our flight. Not all 4 of us in Business and not seated together as originally booked. This was the worst treatment I have ever had. And I travel a lot. 1K million miler.

I have flown with many airlines. My first time was several years ago. Now I remember why I avoided them for so long. Lufthanza is the only airline who has ever raised a size/weight issue with my modest standard size carry on. I had to repack three times to meet their carry-on weight criteria. (Apparently the rules of physics apply differently on Lufthansa flight than on other airlines.) In the meantime their staff was quite rude, repeating meaningless phrases like "Rules are Rules." And ignoring the additional fact that weight is also weight, whether it is in found in your carry on or in your suitcase. They eventually acknowledged that customer service and satisfaction is, for them, a low priority. Never choosing Lufthansa again.

They are professional. Nice crew. Still flying Boeing 747. Thank you for that. I love this airplane. Traditional.

There is more space in this economy seat. It felt like a better layout, not so cramped.

Connecting from Germany with not enough time to go thru TSA and security so many times. Kayak or whomever doesn’t leave you enough time between flights. I made it with 5 min before my zone was called. Too stressful

The seats were extremely uncomfortable. I spent €25 on internet and never gained access to it. A flight attendant told me she would file a complaint/report on my behalf but it put me in a very difficult situation.

Wonderful! Everyone very helpful and kind. Returning flight was cancelled but rebooking was easy.

Pretty normal flight was delayed due to traffic could have missed connecting flight to Venice but crew kept us well informed so we made it

Flight was on time and pretty standard. No Hiccups. I have no complaints, which is a lot to say about a 12 hour flight.

-The seats could be roomier -The entertainment in English could be more current! The moves were very old!!! -They served too many carbs! What happened to fruit and yogurt!!!!

We upgraded to premium economy and it made a difference in a 12 hr flight. I didn’t like that we had to deplane in the tarmac with our carryon luggage. Other than that, it was ok.

Everything was much better than I had expected, since I hadn’t heard of your airline before. I hope to take advantage of your excellent service again.

Staff were nice, we left on time and arrived early, food was good. Unfortunately, they lost one of our bags and have been unable to find it. So we are in Italy for a week for my husband‘s birthday and he does not have any of his clothing.

They gave us sandwiches as a meal twice. Snacks mid flight with cookies and a tuna panini. Then just the same tuna panini for dinner. That was it.

Top notch re cleanliness, comfort, operational. Attendants attentive, cheerful, courteous and professional. An unusually high-grade experience all around.

The staff was very good, the only thing was the air conditioning wasn't working during the boarding process so it was very hot inside the plane until we got airborne. The food wasn't great, the chicken was dry and hard to cut, the ravioli was ok and the little pizza pocket thing was pretty bad. Other than that is was a good flight all around

Everything you need to know for your flight from Chicago to Palermo

Information on your arrival and departure airports

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