CHI - PMO

$230 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 10/22. 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

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Wed, Jan 14 - Wed, Mar 11
 Logo
7:10 pm - 1:40 pmORD-PMO
35h 30m2 stops
 Logo
7:05 pm - 4:15 pmPMO-ORD
51h 10m2 stops
Fri, Oct 24 - Fri, Oct 31
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
$635Turkish Airlines
Find Deal
Mon, Oct 13 - Mon, Oct 20
 Logo
9:55 am - 11:05 pmORD-PMO
30h 10m3 stops
 Logo
2:20 pm - 1:20 pmPMO-ORD
30h 00m2 stops
Mon, Oct 13 - Mon, Oct 20
British Airways Logo
7:15 pm - 11:45 amORD-PMO
33h 30m1 stop
British Airways Logo
7:55 pm - 4:13 pmPMO-ORD
27h 18m2 stops
$707British Airways
Find Deal
Tue, Sep 23 - Mon, Sep 29
ITA Airways Logo
10:43 am - 9:20 amORD-PMO
15h 37m2 stops
ITA Airways Logo
8:30 pm - 6:20 pmPMO-ORD
28h 50m2 stops
$717ITA Airways
Find Deal
Mon, Sep 29 - Mon, Oct 13
British Airways Logo
8:25 pm - 11:45 amORD-PMO
32h 20m2 stops
British Airways Logo
7:55 pm - 11:50 amPMO-ORD
22h 55m1 stop
$744British Airways
Find Deal
Mon, Oct 20 - Wed, Nov 5
Air France Logo
1:08 pm - 2:25 pmMDW-PMO
18h 17m2 stops
Air France Logo
3:15 pm - 6:25 pmPMO-MDW
34h 10m2 stops
$752Air France
Find Deal
Wed, Nov 26 - Sun, Dec 7
ITA Airways Logo
10:48 am - 2:30 pmORD-PMO
20h 42m2 stops
ITA Airways Logo
6:10 am - 8:23 pmPMO-ORD
21h 13m2 stops
$754ITA Airways
Find Deal
Fri, Oct 17 - Tue, Oct 21
Air France Logo
1:08 pm - 6:20 pmMDW-PMO
22h 12m2 stops
Air France Logo
10:05 am - 6:25 pmPMO-MDW
39h 20m2 stops
$2,114Air France
Find Deal
Sat, Sep 27 - Sat, Oct 4
Delta Logo
11:00 am - 12:05 pmMDW-PMO
18h 05m2 stops
Delta Logo
4:10 pm - 5:35 pmPMO-MDW
32h 25m2 stops
$2,181Delta
Find Deal

Everything you should know

Top airlines
Turkish Airlines
Cheapest • from $635 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$631
Typical prices: $669-1122
Multiple Airlines
Wed 1/14Wed 3/11
ORD - PMO • 2 stops
Cheapest one-way
$230
Multiple Airlines
Wed 10/22
ORD - PMO • 2 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Palermo!
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?

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$230
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 9% 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 $230 for a one-way ticket and $631 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, oneworld, and SkyTeam are the airline alliances operating flights between Chicago and Palermo, with SkyTeam being the most commonly used for this route.

  • 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 $1,300 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 7960 reviews
7.3Food
8.2Boarding
7.9Entertainment
8.5Crew
7.9Comfort
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

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

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 was not given basinett seat.The connecting flight was missed due to airline fault i was not accomodated for hotel.Drinks were normt served frewuently.Never travelling again on tirkish airlines.I always travel wiyh family by turkish airline but no more.zero stars

The crew were very hospitable and pleasant. The food was pretty good. Unfortunately, there was a flight delay of more than 2 hours. We're not sure why but it appeared to be outside the control of Turkish Airlines.

Bough tickets with luggage, but made me pay at Airport as well

The economy seat was so uncomfortable, had not enough leg room for 13 hours flight, front seat basket was broken and couldn’t hold anything, food quality was horrible( we got food poisoned ) we charged for logged which used to be free. We paid too much for this flight and very disappointed. Turkish air line better to make satisfy and respect people instead of find different way to scam people.

This is really the rating of two flights. JFK to IST then IST to NQZ. New York to Istanbul was good. Good crew and all positives. The flight to Astana was so bad that brought it all down. Crew was nonexistent above the minimum, seats were cramped, and it was hot on the plane. Turkish Airlines seems to be slipping down to US based carriers level.

The 2 agents on the check in counter were super nice , helpful and very polite. Boarding was like a 1 2 3, I would recommend Turkish airlines for your next trip.

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.

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

Better consideration for families traveling with a disabled person. They insisted each person hold their own boarding pass on their own devices and gave us a hard time accepting eight boarding passes on a single device.

Two of my four flights had issues with toilets either NOT fully operational or completely out of order. Boarding was a joke because they have NOT established who is running the show. In the end, she did a terrible job. The seats 💺 were loose goose and the drinks and snacks were limiting in choices. Also, following Alitalia as an inspiration was strange since they went out of business.

We had a 3 hour delay and then a long taxi to take off. It would have been helpful for the pilot to have communicated more about what was going on. There was no A/C during the wait, and the cabin must have been more than 85 to 90 degrees. The crew gave water to the people in the front but by the time they go to the back of the plane they stopped giving out water. Eventually I went back and asked for some in the rear of the plane (for a second time). The food was close to inedible. I thought on an Italian flight that the pasta would be better than the chick, but honestly, a Swanson's TV dinner would have been better. I had a bite or two to keep my blood sugar up, but basically I couldn't eat it.

Boarding was chaotic. Service was poor. Attendant was slow and rude. In business class, I was not offered a drink until 1.5 hrs,after takeoff. Food was inedible.

Terrible. They canceled 2 flights and then sent everyone by BUS from Rome. They should make amends by offering some sort of compensation.

We ordered a gluten free meal and never got it!

The company tries shamelessly to squeeze every dollar)Euro out of its passengers. During the check-in the force you to go through the seat selection, you can skip it. They will assign you the worst seat available, then show you the other available seats on the map, for a fee. But they won't show you the fee until you click on it. And once you do click, there's no way to unselect it!! You will get stuck and forced to pay for that seat. Cheaters!!

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.