$552 Cheap Flights from Palermo (PMO) to Chicago (ORD)

View $552 flight on Wed, Aug 27, 2025Opens in a new window

Popular airlines from Punta Raisi Airport (PMO) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from Palermo to Chicago (PMO-ORD)

Prices were available within the past 7 days and start at $552 for one-way flights and $605 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Swiss International Air Lines
Wed, Sep 3 - Mon, Sep 15
PMO
Palermo
ORD
Chicago
$605 Roundtrip, found 7 hours ago
$605
Roundtrip
found 7 hours ago
Select Swiss International Air Lines flight, departing Wed, Sep 3 from Palermo to Chicago, returning Mon, Sep 15, priced at $605 found 7 hours ago
Swiss International Air Lines
Wed, Sep 3 - Mon, Sep 15
PMO
Palermo
ORD
Chicago
$608 Roundtrip, found 7 hours ago
$608
Roundtrip
found 7 hours ago
Select Swiss International Air Lines flight, departing Wed, Sep 3 from Palermo to Chicago, returning Mon, Sep 15, priced at $608 found 7 hours ago
Swiss International Air Lines
Wed, Sep 3 - Mon, Sep 15
PMO
Palermo
ORD
Chicago
$627 Roundtrip, found 7 hours ago
$627
Roundtrip
found 7 hours ago
Select Swiss International Air Lines flight, departing Wed, Sep 3 from Palermo to Chicago, returning Mon, Sep 15, priced at $627 found 7 hours ago
Swiss International Air Lines
Mon, Aug 25 - Sun, Aug 31
PMO
Palermo
ORD
Chicago
$636 Roundtrip, found 12 hours ago
$636
Roundtrip
found 12 hours ago
Select Swiss International Air Lines flight, departing Mon, Aug 25 from Palermo to Chicago, returning Sun, Aug 31, priced at $636 found 12 hours ago
British Airways
Tue, Aug 19 - Tue, Sep 9
PMO
Palermo
ORD
Chicago
$649 Roundtrip, found 2 days ago
$649
Roundtrip
found 2 days ago
Select British Airways flight, departing Tue, Aug 19 from Palermo to Chicago, returning Tue, Sep 9, priced at $649 found 2 days ago
Scandinavian Airlines
Sat, Sep 20 - Mon, Oct 6
PMO
Palermo
ORD
Chicago
$656 Roundtrip, found 12 hours ago
$656
Roundtrip
found 12 hours ago
Select Scandinavian Airlines flight, departing Sat, Sep 20 from Palermo to Chicago, returning Mon, Oct 6, priced at $656 found 12 hours ago
ITA Airways
Wed, Aug 27 - Wed, Sep 3
PMO
Palermo
ORD
Chicago
$666 Roundtrip, found 3 days ago
$666
Roundtrip
found 3 days ago
Select ITA Airways flight, departing Wed, Aug 27 from Palermo to Chicago, returning Wed, Sep 3, priced at $666 found 3 days ago
Swiss International Air Lines
Thu, Oct 16 - Thu, Oct 23
PMO
Palermo
ORD
Chicago
$666 Roundtrip, found 6 days ago
$666
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Thu, Oct 16 from Palermo to Chicago, returning Thu, Oct 23, priced at $666 found 6 days ago
Lufthansa
Wed, Sep 3 - Mon, Sep 15
PMO
Palermo
ORD
Chicago
$681 Roundtrip, found 7 hours ago
$681
Roundtrip
found 7 hours ago
Select Lufthansa flight, departing Wed, Sep 3 from Palermo to Chicago, returning Mon, Sep 15, priced at $681 found 7 hours ago
American Airlines
Tue, Sep 9 - Sun, Sep 21
PMO
Palermo
ORD
Chicago
$694 Roundtrip, found 12 hours ago
$694
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Tue, Sep 9 from Palermo to Chicago, returning Sun, Sep 21, priced at $694 found 12 hours ago
Flights from Palermo (PMO) to Chicago (ORD)
Origin airport
Punta Raisi
Destination airport
O'Hare Intl.
Airlines serving
Air France, American Airlines, Austrian Airlines, British Airways, Brussels Airlines, Delta, ITA Airways, Iberia, KLM, Lufthansa, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines, United
Roundtrip price
$605
Distance
5004 mi

Palermo to Chicago Flights

The cheapest times to fly from Palermo to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Palermo to Chicago are during the month of September. You can find some of the cheapest flights from Palermo to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Palermo to Chicago

Sunday is one of the best days to book for cheap flights from Palermo to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Palermo to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Palermo to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $552 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Palermo to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Palermo to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD) cost?
Discover the latest flight deals from PMO to ORD by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from PMO to ORD?
The cheapest flights from PMO to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from PMO to ORD?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that'll take you from PMO to ORD. Sort your results by "Price (lowest to highest)" to snap up a great deal.
How many flights per day from Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD)?
Direct flights from Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel details and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from PMO to ORD?
You'll typically find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD) route, travel before 3 PM. Departures after this time have a 22% higher chance of cancellation.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD) last-minute?
Holding off until just before your departure to book a flight from PMO to ORD generally means paying more. Although you may find some last-minute discounts, they're not always guaranteed. Keep your travel plans flexible to maximize your chances of snagging a bargain.
Is it cheaper to book a PMO to ORD flight and hotel package?
Compared with arranging flights and hotels separately, booking a PMO to ORD flight and hotel package with Expedia could lead to significant savings. What's more, managing everything in one place takes the hassle out of planning your trip. Just pick your flights and select from our extensive range of stays, then tailor your trip with extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Punta Raisi Airport (PMO) to O'Hare Intl. Airport (ORD)?
In most instances, you're able to reschedule or cancel your PMO to ORD flight. However, additional charges may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's guidelines and fees on flight changes, or if you need more details, head to our Customer Service portal.

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*Available to One Key members.