CHI - PMO

$336 Find Cheap Flights from Chicago to Palermo - Compare and Save

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 8/4. 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
$714
Typical prices: $935-$658
Multiple Airlines
Sun 11/8Tue 11/17
ORD - PMO • 2 stops
Cheapest one-way
$336
Multiple Airlines
Tue 8/4
ORD - PMO • 2 stops
Top airlines
Cheapest • from $764 (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 53m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 85% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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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

Sun, Nov 8 - Tue, Nov 17
Multiple Airlines Logo
8:10 pm - 9:50 pm
ORD
-
PMO
18h 40m
2 stops
Multiple Airlines Logo
10:25 pm - 3:30 pm
PMO
-
ORD
24h 05m
2 stops
$714Multiple Airlines
Wed, Aug 12 - Wed, Aug 19
SWISS Logo
2:20 pm - 2:05 pm
ORD
-
PMO
16h 45m
1 stop
SWISS Logo
7:25 pm - 12:35 pm
PMO
-
ORD
24h 10m
1 stop
$764SWISS
Sun, Aug 16 - Thu, Aug 27
SWISS Logo
7:05 pm - 2:05 pm
ORD
-
PMO
12h 00m
1 stop
SWISS Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$765SWISS
Wed, Aug 19 - Wed, Sep 9
Turkish Airlines Logo
11:25 am - 8:25 am
ORD
-
PMO
14h 00m
1 stop
Turkish Airlines Logo
7:35 pm - 9:40 am
PMO
-
ORD
21h 05m
1 stop
$779Turkish Airlines
Tue, Aug 18 - Tue, Sep 22
Turkish Airlines Logo
11:25 am - 6:35 pm
ORD
-
PMO
24h 10m
1 stop
Turkish Airlines Logo
7:35 pm - 9:40 am
PMO
-
ORD
21h 05m
1 stop
$781Turkish Airlines
Wed, Sep 23 - Wed, Oct 7
Turkish Airlines Logo
8:10 pm - 8:25 am
ORD
-
PMO
29h 15m
1 stop
Turkish Airlines Logo
7:35 pm - 9:40 am
PMO
-
ORD
21h 05m
1 stop
$799Turkish Airlines
Mon, Sep 28 - Thu, Oct 8
KLM Logo
1:14 pm - 1:40 pm
MDW
-
PMO
17h 26m
2 stops
KLM Logo
12:15 pm - 10:10 pm
PMO
-
MDW
16h 55m
2 stops
$995KLM
Fri, Aug 14 - Sun, Sep 6
Delta Logo
1:27 pm - 3:15 pm
MDW
-
PMO
18h 48m
2 stops
Delta Logo
4:45 pm - 4:15 pm
PMO
-
MDW
30h 30m
2 stops
$1,025Delta
Thu, Nov 5 - Sun, Nov 15
Air France Logo
10:35 am - 11:30 am
MDW
-
PMO
17h 55m
2 stops
Air France Logo
10:05 am - 10:10 pm
PMO
-
MDW
19h 05m
2 stops
$1,026Air France
Fri, Aug 14 - Sun, Aug 30
Delta Logo
9:24 am - 3:15 pm
MDW
-
PMO
22h 51m
2 stops
Delta Logo
3:45 pm - 4:59 pm
PMO
-
MDW
32h 14m
2 stops
$1,090Delta
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 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 August, where tickets cost $56 (return) on average. On the other hand, the most expensive months are May and December, where the average cost of round-trip tickets is $674 and $642 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$336
Best time to beat the crowds with an average 27% drop in price.
Most popular time to fly with an average 38% 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 5 days, the lowest price for a flight from Chicago to Palermo was $379 for a one-way ticket and $714 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 $1,055 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 $637 and an overall rating of 7.4.

  • 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 1968 reviews
6.8Entertainment
7.1Food
8.3Crew
7.4Comfort
7.7Boarding
Airline reviews

3hr delay and then missed connecting flight with another 6hr wait at the airport before getting a continuation to my trip, worst trip ever in my 50+years of flight travel

4.0 OkayAnonymous, May 2026
TPA - ZRH
Read more SWISS reviews

3hr delay and then missed connecting flight with another 6hr wait at the airport before getting a continuation to my trip, worst trip ever in my 50+years of flight travel

Without a doubt, my “customer service” experience with SWISS was the worst of my life. Multiple disconnections in conversations, very cold and indifferent staff, failure to follow up with promised status updates — simply put, T. H. E. W. O. R. S. T. A full week later, and I am STILL waiting to hear from them. Never again for me with SWISS. Disgraceful.

The flight and all amenities were good to excellent. SWISS was awful to deal with. Every step of the way they nickel and dime you. Chose your seats? $14. Change your seats… No accounting for the prior payment. You get billed again. 17 pound restriction on overhead luggage, nonsense. It’s a weight in the plane whether it’s in the overhead or in check baggage. They just milk you for every cent they can and I resent it. The flight was excellent.

plenty of legspace, snacks, no pull face from flight attendants when asking for a wine. Also fast transfer ability at ZRH.

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.

Entertainment system is okay, flight attendants were ok. Leg space very narrow, I couldn’t get what I wanted to eat, dinner nor breakfast.

Excellent experience with business class area. Staff was attentive and food was amazing. Only one bathroom for business class which was logistically difficult for the staff while preparing meals. Need to offer fluids with meals. I did not get enough water to drink. But overall I rate it 5 star.

On time, great food, good drink selection! Only down was alcohol-free lounge. Lufthansa had a much better offering!

Be honest of what you sell: This was sold as Business Class on all three legs, while the JetBlue plane didn't even have business class seats, and wanted $164 for extra legroom seats.

Seat assignments for family traveling with 2 children. Loud crowd during sleep time

Very good. I was happy that business seats were in a 1-2-1 configuration for the long haul flight. The shorter flight was a 2-2-2 configuration which I do not like as much, but it was a 3 hour flight that I slept through.

It was crowded… the bathrooms dirty and smelly. The seats have been made even smaller.

delayed to take off from detroit by 3 hours lost baggage in istanbul and now in venice without baggage

Seats were very tight with poor legroom - and I am average height. During the 12 hour flight, tiny paper cups of drinks we're only offered during the super and breakfast services, with the crew nowhere to be seen in between. One of the bathrooms was out of order, leading to long lines waiting to use the remaining two available to the economy class passengers.

short flight but we still got a very nice lunch and the crew did an excellent job in taking care of us

Never made it to Lufthansa because of Air Canadas negligence.

Good food, overall very comfy. The flight was full so obviously not optimal, but it is what it is.

Flight was delayed by several hours and then cancelled due to weather. But Staff was very helpful getting me on a different flight. United should offer food coupons and tooth brush and paste for stranded passengers

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

ITA has these new Airbus A330 Neo that hates economy class passengers. The seats have absolutely no cushion to a point where it hits your spine constantly and reminds you to fork out for premium economy or don’t travel next time. The food was absolutely horrible, ETA mentioned 3 meals for 12 hour flight but it was mostly 1 meal and 2 light snacks. I am vegetarian, so my 2’d food was 1 slice of tomato, 1 cucumber on a dry cold bun. The other 2 meals were disgusting. My young one threw up the entire time. Flight attendants were the cherry on top - plain bad. They would skip servicing drinks to some passengers completely and if you call for an attendant, they will come and stop the button on top without even asking you what you need. I would avoid ITA by all means - there are plenty of options including SAS for same routes with better seats and humane treatment.

Nice flight. Uneventful, very good crew, comfortable seats. Pleasant experience.

Stews were nice. Plane was very old. Some of the mechanics for travelers outdated. Not enough bathrooms. Hideous food.

Our flight was changed to a day we could not travel so we cancelled it. Will never use kayak again

Comfortable flight Attendants are professional Had a luggage delay at one destination but was delivered the next day

ITA cancelled fligh rebooked with Lufthansa. Flight good, but 2hour connection in Frankfurt was HORRIBLE, took 1.9 hours to get through scanner, customs, another security, got to gate after running all the way, so caught it but stressful and terrible start to trip.

The boarding process was organized and efficient, and the crew was friendly and attentive throughout the flight. Food and drinks were typical economy class, but good. The aircraft was old, and the restroom was not very clean. However, we arrived on time, so overall the experience was good.

In Prem Econ, safe and timely flight, good amount of space, mostly comfortable seats. Little irritants: When lying down, seat kept shifting on me...as a short person w/light weight, my seat often reverted to semi-upright. Footrest was broken. TV screen didn't work, after I asked a few times a FA rebooted it to work again. And food was marginal. I don't expect much from airplane food...surprisingly, ITA didn't even meet expectations.

Flight was canceled. Rebooked on Lufthansa Also Canceled. Had to pay 3000 more per person and fly Alaska to EWR and fly emirates to Athens.

Our flight was cancelled the day before our trip and we we put on a Turkish Airline flight that got us in half a day later.

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

Information on your arrival and departure airports