CHI - PMO

$269 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 4/25. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% 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.

Everything you should know

Cheapest round-trip
$479
Overall average: $737
Lufthansa, SWISS
Wed 4/15Wed 4/22
ORD - PMO • 1 stop
Cheapest one-way
$269
Multiple Airlines
Sat 4/25
ORD - PMO • 3 stops
Top airlines
Cheapest • from $487 (round-trip)
Best reviews • 7.5 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Chicago and Palermo. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $475 (round-trip)
Shortest trip • 11h 43m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 42% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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!
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, Apr 15 - Wed, Apr 22
Multiple Airlines Logo
9:40 pm - 5:20 pm
ORD
-
PMO
12h 40m
1 stop
Multiple Airlines Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$479Multiple Airlines
Sun, Aug 16 - Thu, Aug 27
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$487SWISS
Wed, Apr 15 - Thu, Apr 23
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$489SWISS
Wed, Apr 15 - Tue, Apr 21
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
2:55 pm - 3:55 pm
PMO
-
ORD
32h 00m
1 stop
$509SWISS
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
9:40 pm - 5:20 pm
ORD
-
PMO
12h 40m
1 stop
Multiple Airlines Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$510Multiple Airlines
Mon, Aug 3 - Wed, Aug 19
Lufthansa Logo
3:35 pm - 5:20 pm
ORD
-
PMO
18h 45m
1 stop
Lufthansa Logo
6:10 pm - 6:15 pm
PMO
-
ORD
31h 05m
1 stop
$525Lufthansa
Wed, Apr 15 - Mon, Apr 20
Lufthansa Logo
9:40 pm - 5:20 pm
ORD
-
PMO
12h 40m
1 stop
Lufthansa Logo
6:10 pm - 6:15 pm
PMO
-
ORD
31h 05m
1 stop
$527Lufthansa
Sun, Aug 16 - Thu, Aug 27
Austrian Airlines Logo
4:20 pm - 8:50 am
ORD
-
PMO
33h 30m
1 stop
Austrian Airlines Logo
8:10 pm - 6:37 pm
PMO
-
ORD
29h 27m
2 stops
$528Austrian Airlines
Mon, Apr 13 - Tue, Apr 28
KLM Logo
1:24 pm - 2:25 pm
MDW
-
PMO
18h 01m
2 stops
KLM Logo
6:10 am - 5:58 pm
PMO
-
MDW
18h 48m
2 stops
$884KLM
Mon, Apr 13 - Tue, Apr 28
KLM Logo
1:24 pm - 2:25 pm
MDW
-
PMO
18h 01m
2 stops
KLM Logo
6:10 am - 5:58 pm
PMO
-
MDW
18h 48m
2 stops
$895KLM
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.

What is the cheapest month to fly from Chicago to Palermo?

To calculate monthly average prices, KAYAK takes all prices for each month 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 median of all values for each month.

The cheapest month for flights from Chicago to Palermo is November, where tickets cost $535 (return) on average. On the other hand, the most expensive months are December and June, where the average cost of round-trip tickets is $1,335 and $1,243 respectively.

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 25 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$269
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly with an average 29% increase in price.
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 $269 for a one-way ticket and $479 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, SWISS or Turkish Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Palermo are SWISS and Turkish Airlines. With an average price for the route of $1,138 and an overall rating of 7.5, SWISS is the most popular choice. Turkish Airlines is also a great choice for the route, with an average price of $704 and an overall rating of 7.3.

  • 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 4 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.
7.5
SWISSOverall score based on 1897 reviews
8.3Crew
6.8Entertainment
7.1Food
7.7Boarding
7.4Comfort
Airline reviews

The flight itself was fine, but due to a snow delay my connection to Lisbon was delayed by six hours. Despite this, Swiss Air still managed to lose my luggage. Not acceptable. Someone else on the flight also lost their luggage.

6.0 GoodSonja, Jan 2026
BOS - ZRH
Read more SWISS reviews

The flight itself was fine, but due to a snow delay my connection to Lisbon was delayed by six hours. Despite this, Swiss Air still managed to lose my luggage. Not acceptable. Someone else on the flight also lost their luggage.

Bad experience overall. Crew did not provide food for our 2 year old (even though we specifically bought a child infant seat for her and literally bought another full price flight), which was unacceptable. And we had to pay $310 each way to carry our ski equipment even though they advertise it as something that is free. Tickets were purchased the same way as usual, but they told us we had Economy Light tickets (I never elected to have such seats). Just plain manipulation and false advertisment. Very disappointed overall about this airline.

The trip was great until my luggage was lost on transfer from United to Swiss. It took Swiss 3 days to get my luggage to me though it was located almost immediately.

Made us gate check carry ons Then didn’t get them on the plane. Service they used didn’t deliver our carry ons for more than a day Total mess

Horrible!! The WiFi was not working, the food was awful

We’ve never been more uncomfortable on a flight than we have on this particular one. The seats in front of us reclined so far back that when the person reclined their seat of broccoli, it almost hit me in the face and left me with literally no room to move that said I had to recline my seed in which made the person behind me upset. It seemed like the seats also would recline without even pressing the button in the armrest and would unrecline as well for that same reason, and it also seemed that some seats reclined more than others. The bottom cushions of the seat were so thin that even after one hour of an 11 hour flight, our tailbones were so sore. It seemed like an overall old airplane. It also didn’t have individual air vents and it was extremely hot the entire flight. Several passengers were commenting on how hot it was. The breakfast was some kind of flavorless triangle, puffy egg, laying in a watery bed of steamed peppers and onions and spinach. It was not appetizing at all. The flight crew was extremely nice so that was a nice thing this flight attendant. They let us try different types of Swiss sodas, which was really nice and the dinner was actually delicious but still overall given the other considerations. It was pretty much a miserable flight without basic seat comfort.

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

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.

IAH to Istanbul was outstanding across the board. The flight from Istanbul to Male was good, not great.

the cabin was kept too hot. couldn't sleep as a result

It was an amazing experience. Flight crew's service, hospitality, and the food were phenomenal. I don't think I'd want to try any other airline company after this. I would definitely recommend to friends and family. Thank you Turkish Airlines !

Business Class pods are horrible. If you're petite, you might be able to sleep on the uncomfortable seat and bed. Crew and food are fantastic.

I have travelled many times on Turkish, but they always board at least 30-40 minutes past the stated time. If informed properly, passengers can choose to spend more time in the .lounge instead of standing around by the gate waiting to board. The new lounge at DFW was a big disappointment. The aircraft itself was a shock. In the past I have flown this sector with regular business class seating configuration of 1-2-1, The 2-3-2 seating is very disappointing after paying such high prices for tickets. The DFW to Istanbul segment was slightly better, but the Istanbul to Delhi segment was no better than premium economy. I will try to travel more on airlines which give business class passengers more value for their money.

Good overall. Seat spacing a bit tight between IST and ISB.

Excellent staff despite some trying passenger situations. Very impressed with their good attitudes and kindness.

Crew were unfriendly, touch screen for movies didn't work very well, seats were tight and uncomfortable

After arriving in Istanbul, the transit information on the electronic board showed a tight departure time, and the gate changed in the middle, making it difficult to make it on time.

Typically good service onboard but baggage delay in airport was significant

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

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.

They lost my checked in bag and have not helped me.

First, ITA lost my bag and the baggage team showed no regard in trying to find it. Second, I had paid for priority boarding as part of a first class ticket and instead they disregarded boarding groups and we all boarded at the same time. Third, wasn't allowed to select my seat in advance even with a first class ticket. When I was assigned bulkhead, I was told I would need to pay to change my seat. Overall, very disappointing experience.

The seats needs to be spruced up , for a long flight very uncomfortable , cushions are worn out but everything else is very good , crew is great.

I guess that was fine with ITA but the Rome airport is so difficult to navigate with so many checkpoints getting new tickets from what was originally given to me

My seat was broken and ducted taped and my monitor did not work the entire time over 8 hrs sitting. And I had no books or anything with me

my flight from Rome to Boston was on a very old plane. My video and audio did not work.

Good with timing of flights. The crew was exceptionally unfriendly. I heard more than one person say this. And even with the aisle, it seemed more uncomfortable than usual. The movie selection was old and poor, but the dinner was great - the lasagna and tiramisu.

The check in process is chaotic. It says partially checked-in. Never heard of such a thing. Then lost our reserved seats when we finally checked in at the airport. The seats don’t recline. Then we had to get mew boarding passes at the connection. Last, my companion lost her baggage and up to now there’s no update. We’re already half-way through our vacation and still no news what happened to the luggage.

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

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

Information on your arrival and departure airports