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456 € Cheap Flights from Chicago to Palermo

Compare Chicago to Palermo flight deals

Find the cheapest month or even day of the year to fly to Palermo

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Flight deals from Chicago to Palermo

Looking for a cheap last-minute deal or the best return flight from Chicago to Palermo? Find the lowest prices on one-way and return tickets right here.
Palermo.456 € per passenger.Departing Sat, 29 Nov, returning Fri, 12 Dec.Return flight with Lufthansa.Outbound indirect flight with Lufthansa, departs from Chicago O'Hare International on Sat, 29 Nov, arriving in Palermo.Inbound indirect flight with Lufthansa, departs from Palermo on Fri, 12 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 456 €, select.
Palermo.478 € per passenger.Departing Mon, 1 Dec, returning Wed, 10 Dec.Return flight with Icelandair and Ryanair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Mon, 1 Dec, arriving in Palermo.Inbound indirect flight with Ryanair, departs from Palermo on Wed, 10 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 478 €, select.
Palermo.487 € per passenger.Departing Wed, 18 Mar, returning Sat, 11 Apr.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Wed, 18 Mar, arriving in Palermo.Inbound indirect flight with Turkish Airlines, departs from Palermo on Sat, 11 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From 487 €, select.
Palermo.505 € per passenger.Departing Mon, 3 Nov, returning Mon, 10 Nov.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Mon, 3 Nov, arriving in Palermo.Inbound indirect flight with Turkish Airlines, departs from Palermo on Mon, 10 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 505 €, select.
Palermo.529 € per passenger.Departing Tue, 1 Sep, returning Thu, 17 Sep.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Tue, 1 Sep, arriving in Palermo.Inbound indirect flight with Turkish Airlines, departs from Palermo on Thu, 17 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 529 €, select.
Palermo.570 € per passenger.Departing Sun, 18 Jan, returning Wed, 11 Feb.Return flight with Spirit Airlines and Ryanair.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Sun, 18 Jan, arriving in Palermo.Inbound indirect flight with Ryanair, departs from Palermo on Wed, 11 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 570 €, select.
Palermo.606 € per passenger.Departing Wed, 10 Dec, returning Sun, 11 Jan.Return flight with Frontier Airlines and ITA Airways.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 10 Dec, arriving in Palermo.Inbound indirect flight with ITA Airways, departs from Palermo on Sun, 11 Jan, arriving in Chicago Midway.Price includes taxes and charges.From 606 €, select.
Palermo.615 € per passenger.Departing Fri, 10 Apr, returning Sat, 2 May.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Fri, 10 Apr, arriving in Palermo.Inbound indirect flight with Turkish Airlines, departs from Palermo on Sat, 2 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 615 €, select.

Find the cheapest month to fly from Chicago to Palermo

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Palermo flights are currently cheapest in December.
Oct
Find prices
Nov
from 505 €
Dec
from 478 €
Jan
Find prices
Feb
from 636 €
Mar
from 791 €
Apr
from 756 €
May
Find prices
Jun
from 863 €
Jul
from 945 €
Aug
Find prices
Sep
from 529 €

Chicago to Palermo: Alternative routes

Compare routes from Chicago to Palermo below. You may find an airport to fly into that's cheaper, faster, or easier than Palermo.

Chicago to Palermo: Flight information

The things to know before you go.
Cheapest flight found456 €
Cheapest month to flyNovember

Finding cheap flights from Chicago to Palermo: Frequently asked questions

The best price we found for a return flight from Chicago to Palermo is 456 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Palermo. But we found flights with one stop from 456 €.
As of October 2025, there are no flights flying from Chicago to Palermo.
The cheapest month to fly from Chicago to Palermo is usually November.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Palermo Airport on Saturday, 29 November 2025.
No airlines currently offer direct flights between Chicago and Palermo Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Palermo but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Palermo is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Palermo is Lufthansa .

Travelling from Chicago to Falcone-Borsellino Airport (PMO): What you need to know

  • Start your holiday planning by considering where you'll take off for your flight from Chicago to Falcone-Borsellino Airport (PMO). O'Hare International Airport (ORD) and Chicago Midway International Airport (MDW) are the two main airports in Chicago.

  • Palermo is six hours ahead of Chicago. Falcone-Borsellino Airport is located in Palermo, which follows the UTC+1 timezone.

  • To ensure you get on your flight from Chicago to PMO, leave plenty of time for things like baggage drop and finding your gate. Turning up two hours ahead of international departures and an hour before domestic flights is the general rule.

  • Planning to travel during a peak period like a bank holiday? Expect longer lines at security and check-in. Give yourself extra leeway and arrive up to four hours before international flights and two hours ahead of domestic departures.

Airports in Chicago

O'Hare International Airport (ORD)

  • We make it easy to find cheap flights from Chicago to PMO with a stopover. To explore all the options departing from O'Hare International Airport (ORD), deselect 'Direct flights only.' Then, pick a flight offering a stop long enough to tour your chosen city. Major stopovers between ORD and PMO include:

    • Charles de Gaulle Airport (CDG)

    • Barcelona-El Prat Airport (BCN)

    • Leonardo da Vinci-Fiumicino Airport (FCO)

  • Travelling from central Chicago to ORD takes about 55 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 40 kilometres in 35 minutes or so, depending on traffic.

  • Want a relaxed start to your trip? Stay near O'Hare International Airport. Whether you're boarding an early flight from Chicago to Falcone-Borsellino Airport or want to avoid feeling rushed, these hotels are just what you're after:

  • 74.85% of flights that take off from O'Hare International Airport reach their destination on time.

  • You'll find ORD at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • With public transport, you can travel from central Chicago to MDW in around 45 minutes. The airport is roughly 19 kilometres away, and getting there by car will take approximately 20 minutes.

  • Want to treat yourself to an extra night away before your Chicago to PMO flight? Check in to a hotel near Chicago Midway International Airport before your holiday officially begins. Here's where you can stay:

  • Chicago Midway International Airport has an on-time performance rate of 77.88%. This figure provides insight into how often flights that leave from this airport land at their destination on schedule.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • RFD is roughly 137 kilometres from central Chicago. Driving from the city centre to the airport takes about 1 hour 25 minutes. If you're considering public transport, you can expect a journey of around 4 hours 15 minutes.

  • Rest a little longer, move a little slower, and still make your Chicago to Falcone-Borsellino Airport flight with plenty of time to spare. These accommodation options near Chicago Rockford International Airport make it a breeze to get to the terminal if you're jetting off early:

  • Airports have an on-time performance rating that monitors how often flights arrive as expected. At RFD, that figure is 76.19%.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Falcone-Borsellino Airport (PMO)

  • Consider staying in a hotel close to PMO if you have a late flight from Chicago to Falcone-Borsellino Airport. Select one of these options and say goodnight sooner:

  • Travel at your own pace with a Falcone-Borsellino Airport rental car. Book your wheels from ECH, U-Save or Felirent and chase adventure across Palermo and beyond.

  • Lock in the best possible rate by reserving your vehicle around four weeks ahead of your Chicago to Falcone-Borsellino Airport flight.

Getting from Falcone-Borsellino Airport (PMO) to central Palermo

  • The centre of Palermo is roughly 24 kilometres from Falcone-Borsellino Airport. Travel times by car hire or cab will vary depending on traffic conditions and time of day, so do some research ahead of time.

  • When travelling by public transport, expect a journey of roughly 1 hour 55 minutes.

How to find the cheapest flights from Chicago to Falcone-Borsellino Airport (PMO)

  • At the moment, 207 € is the lowest price we've found for a one-way ticket from Chicago to Falcone-Borsellino Airport. The cheapest price for a return flight is 456 €. Keep in mind fares can change due to availability at the time of booking.

  • Don't leave things to the last moment. You're more likely to find cheap flights from Chicago to PMO if you book in advance. Airlines often have some excellent early bird discounts.

  • If you can be flexible with your travel plans, try using the 'Whole month' tool. It'll give you the lowest price across the month when searching for your Chicago to Falcone-Borsellino Airport ticket.

  • Spend less time searching for cheap plane tickets from Chicago to PMO by creating a Price Alert. We'll send you an email or notification through the app when a lower fare pops up.

  • Tailor your travel plans using filters. Select your departure and arrival times, airlines and total journey duration. You can also sort your results by 'Cheapest,' 'Best' or 'Fastest' flights from Chicago to Falcone-Borsellino Airport.

The best time to fly from Chicago to Falcone-Borsellino Airport (PMO)

  • February is the quietest month for flights from Chicago to Falcone-Borsellino Airport (PMO), while August is the most popular. Pick the best time to visit Palermo based on whether you prefer a laid-back vibe or a more bustling atmosphere.

  • The warmest month in Palermo is August, with temperatures ranging between 21ºC (70ºF) and 32ºC (90ºF). Book your Chicago to PMO plane ticket then if that's your idea of comfortable weather.

  • February sees temperatures of between 6ºC (43ºF) and 16ºC (61ºF). Search for cheap tickets from Chicago to Falcone-Borsellino Airport around that time if you'd rather travel in cooler conditions.

More about Palermo

  • Once you've booked your flight from Chicago to Falcone-Borsellino Airport, find a hotel that's got location and comfort covered. Make one of these accommodation options your base for exploring Palermo:

  • You'll find loads of awesome things to do in Palermo when you're in the mood to sightsee. Kick off your itinerary at Cathedral of Palermo followed by Golfo di Mondello and Spiaggia di Mondello.

Explore more of Italy

  • Catania is just one of the many places in Italy waiting to be discovered after you've experienced Palermo. Around 193 kilometres away to the south-east, top sights here include Piazza del Duomo, Roman Amphitheatre and Duomo di Catania.

  • Around 209 kilometres east of Palermo, Messina is another essential stop in Italy. Experience this destination's highlights firsthand at Duomo di Messina, Cathedral of Messina (Duomo) and Bell Tower and Astronomical Clock (Orologio Astronomico).

Plan the rest of your trip from Chicago to Palermo

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.