CHI - PMO

$325 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 7/5. 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.
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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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Palermo.
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Flights Deals

Cheap Flight Deals 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.

Recent round-trip flight deals from Chicago to Palermo

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Palermo.
Discover the best prices for you by selecting your travel dates on KAYAK.
Turkish Airlines Logo
11:25 am - 8:20 amORD-PMO
13h 55m1 stop
Turkish Airlines Logo
9:20 am - 5:55 pmPMO-ORD
15h 35m1 stop
$666Turkish Airlines
Find Deal
Thu, Sep 11 - Fri, Oct 3
Turkish Airlines Logo
11:45 pm - 6:15 pmORD-PMO
35h 30m1 stop
Turkish Airlines Logo
9:20 am - 10:00 pmPMO-ORD
19h 40m1 stop
$667Turkish Airlines
Find Deal
Mon, Oct 6 - Mon, Oct 13
 Logo
4:00 pm - 4:15 pmORD-PMO
17h 15m2 stops
 Logo
2:40 pm - 6:15 pmPMO-ORD
34h 35m2 stops
Tue, May 13 - Tue, May 20
 Logo
4:00 pm - 4:15 pmORD-PMO
17h 15m2 stops
 Logo
2:40 pm - 6:15 pmPMO-ORD
34h 35m2 stops
Tue, May 13 - Tue, May 20
ITA Airways Logo
3:00 pm - 6:10 pmORD-PMO
20h 10m2 stops
ITA Airways Logo
4:10 pm - 1:10 pmPMO-ORD
28h 00m1 stop
$846ITA Airways
Find Deal
Sun, Sep 14 - Sun, Sep 21
ITA Airways Logo
3:00 pm - 6:35 pmORD-PMO
20h 35m2 stops
ITA Airways Logo
6:10 am - 1:10 pmPMO-ORD
14h 00m1 stop
$936ITA Airways
Find Deal
Sat, Aug 23 - Sat, Aug 30
Delta Logo
5:10 pm - 3:00 pmORD-PMO
14h 50m1 stop
Delta Logo
9:35 am - 10:03 pmPMO-ORD
19h 28m2 stops
$1,037Delta
Find Deal
Mon, Jul 21 - Thu, Jul 31
Delta Logo
2:10 pm - 3:00 pmORD-PMO
17h 50m2 stops
Delta Logo
9:35 am - 10:03 pmPMO-ORD
19h 28m2 stops
$1,041Delta
Find Deal
Mon, Jul 21 - Thu, Jul 31
SWISS Logo
7:05 pm - 11:25 pmORD-PMO
21h 20m1 stop
SWISS Logo
3:00 pm - 12:10 pmPMO-ORD
28h 10m1 stop
$1,337SWISS
Find Deal
Sun, May 18 - Mon, May 26
SWISS Logo
2:20 pm - 2:00 pmORD-PMO
16h 40m1 stop
SWISS Logo
5:50 am - 12:10 pmPMO-ORD
13h 20m1 stop
$1,345SWISS
Find Deal
Tue, Jul 29 - Tue, Aug 12
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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’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.

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 January, where tickets cost $680 (return) on average. On the other hand, the most expensive months are March and June, where the average cost of round-trip tickets is $1,343 and $1,328 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 3 weeks before departure.

Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$325
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 26% 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 $325 for a one-way ticket and $666 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, SkyTeam, and oneworld are the airline alliances operating flights between Chicago and Palermo, with Star Alliance 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 8.0, Delta is the most popular choice. SWISS is also a great choice for the route, with an average price of $1,248 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.

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.
7.5
SWISSOverall score based on 1588 reviews
6.7Entertainment
8.2Crew
7.6Boarding
7.4Comfort
7.0Food
Airline reviews

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

8.0 ExcellentAnonymous, Apr 2025ZRH - FLR
Read more SWISS reviews

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

The biggest let down was with booking experience through Kayak. I booked a flight with checked bags on Kayak. Right away I got a message from travel agency that the flight is not confirmed and to call them. I called them and they said the flight I have booked is no longer available with the price I have booked it for and I can book it with about $100 more. I already had other options I could book with cheaper price so I asked them to cancel my booking. Then they said I can have the ticket with the same price but a date change which was not working for me as I had to be there for a seminar. So again I said no then they said they will cover the charges and confirm my flight. When comes time for check-in I see I have no checked bag option which means the travel agency deceived me saying I can have my booking as I had booked it. And at that point I ended up paying $155 for my checked bag going back and forth. I am extremely angry and unhappy with this experience

PLEASE DONT TAKE FORCEFULLY(SIZE APPROPRIATE) CARRY ONS FROM PASSENGERS WHO FOR SOME REASON NEED TO KEEP IT

It was great. My seat was comfortable. The bathrooms were clean . The service was superb . I travel a lot and I have been in 64 counties. I wish I could fly first class, even though I could , but I prefer to budget my yearly travelling expense on actual visiting , not on flight. Anyway, my point is that your economy was far much better than other airlines as good as Air France. The flight attendants and all crew were polite and very helpful and respectful. Thank you for making my long trip tolerable.

I slept the whole flight so I can't tell you about the food and there was no entertainment offered. Crew was very nice, seats were comfortable in business, and boarding was easy.

It is a good airlines, very professional very good food. I wish they offered free luggage is the only thing.

I like how professional, fast and good the whole experience was.

Everything was great except food . It as okay not good not bad

Seats are too cramped, but that is a problem with every airline. I actually enjoyed the meal served.

Very punctual, the onboard staff was friendly and correct, the flight was fortunately very calm, the toilets were clean, in short, an excellent experience Thanks

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

The Etickets had been changed (Why?) without notice ; Hence, that caused troubles when checking in. Not until I contacted my ticket agent and was given correct Etickets could I then check in.

Cleanliness of seats, trays, storage pockets need more attention, but everything else was good.

A great airline, no complaints at all. My experience with Cheap Tickets was very disappointing however. Two hours after purchasing the flight they called to tell me that the ticket price had gone up. I’ve never heard of such a thing. That is called false advertising; I will never use this ticketing service again and will warn all friends to never use it.

One of the worst check in process at the DIA as well as the boarding counter Changed seat at the last minute and assigned middle seat while I paid for window seat. Requested many times but to no avail . horrible customer service and very poor process Requesting refund for seat that was changed last minute

Good overall flight. Excellent crew. Food options could be improved.

Vegan food tasted good. Restroom could be kept cleaner. Seat tray table was a bit tilted so food tray kept sliding down a bit. Flight crew can be a little more friendly, caring and approachable. Their faces lacked smiles and tone was stern.

Flight was delayed then we had to redirect for medical emergency during which time we had no information on what is the plan. The connecting flight was also delayed.

We ordered a gluten free meal and never got it!

The seats are horribly uncomfortable. We were in premium economy and paid a premium price yet, the seats were the worst! You could feel every structural bar in the seat, there was no padding, no amenities kit, and the leg rests were broken. Duct tape was holding another seat together. When we arrived at our final destination, Venice, my suitcase was ripped open, and my clothes were about to fall out of the bag. I would’ve been more comfortable if I flew a paper airplane across the Atlantic.

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!!

The flight was great. I don’t know about the food because I was asleep and they didn’t leave me any.

Seats weren’t comfortable. Both of our seat backs were either almost straight vertical or laying back into the laps of the people behind us, which is a weird angle to try to get some sleep even on a plane. No in between. Also, neither seat would spring forward like they should.

There wasn't a time for neither food morning entertainment in a short one hour hop over.

Flight on time, flight assistants super nice, business class very comfortable. The whole experience was very good.

It is the worst ever airline. All employees I spoke with over the phone were pompous asses.

The gate information was never populated on the Delta app or the airport displays or the desk at the Delta lounge. We found at the last minute that we had to switch terminals and just made it to our flight. Even this we found accidentally by asking an employee at another gate. On board service was poor. Seats were very poor. All in all a poor experience. At best like a Premium Economy on other airlines

No online or self check in. Sent emails in Italian language. In general, not recommended airline company.

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.

The staff was not at pleasant as those on the first leg of our trip.

Boarding was easy and well organized, Breakfast was not very good.

Sitting in a hotel in Chicago because I was rebooked due to a missed connection. Very frustrating.

6+ hour delay, the worst possible flight I’ve ever had in my life.

The flight was delayed an hour and no one announced that from the gate, but other than that, everything was smooth and easy!

Not clear about check-in and extra prices for baggage

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

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