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$260+ Cheap flights from Midway (MDW) to Palermo (PMO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PMO
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap flight deals from Midway to Palermo

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Palermo (PMO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated septiembre 11, 2025.

Round-trip from

$752
(Trip.com)

One-way from

$260
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$870
From Chicago Midway to Palermo Punta Raisi
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One-way flight from Chicago Midway to Palermo Punta Raisi
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Highest demand for flights based on searches. 24% potential increase in price ($304 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Midway to Palermo

Cheapest flights from Midway to Palermo
Explore the most affordable flight options available from Midway to Palermo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 11, 2025.

This Trip.com deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/201:08 pmMDW - PMO
2 stops18h 17mAir France
mié. 11/53:15 pmPMO - MDW
2 stops34h 10mAir France
Deal found 9/9$752
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/2711:00 amMDW - PMO
2 stops18h 05mDelta
sáb. 10/44:10 pmPMO - MDW
2 stops32h 25mDelta
Deal found 9/11$1,942
This KLM deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/179:35 amMDW - PMO
2 stops21h 05mKLM
mar. 10/216:10 amPMO - MDW
2 stops19h 15mKLM
Deal found 9/10$2,055
This Air France deal was found by Cheapflights users on 9/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/171:08 pmMDW - PMO
2 stops22h 12mAir France
mar. 10/2110:05 amPMO - MDW
2 stops39h 20mAir France
Deal found 9/9$2,114
This Mytrip deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/249:20 amMDW - PMO
3 stops29h 25mMultiple Airlines
sáb. 9/2711:00 amPMO - MDW
3 stops28h 39mMultiple Airlines
Deal found 9/11$2,551
This Mytrip deal was found by Cheapflights users on 9/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/237:15 pmMDW - PMO
3 stops32h 25mMultiple Airlines
vie. 9/2610:15 amPMO - MDW
3 stops29h 24mMultiple Airlines
Deal found 9/10$2,701
This Delta deal was found by Cheapflights users on 9/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/121:43 pmMDW - PMO
2 stops18h 42mDelta
sáb. 9/274:10 pmPMO - MDW
2 stops32h 25mDelta
Deal found 9/11$11,434

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to Palermo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 11, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Palermo that are best for you.

Fly from

Midway

Fly to

Palermo

Route

Depart

Return

Price

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

lun. 10/20

1:08 pm-2:25 pm

2 stops18h 17m

Palermo Punta Raisi

mié. 11/5

3:15 pm-6:25 pm

2 stops34h 10m

$752

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

sáb. 9/27

11:00 am-12:05 pm

2 stops18h 05m

Palermo Punta Raisi

sáb. 10/4

4:10 pm-5:35 pm

2 stops32h 25m

$1,942

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

vie. 10/17

9:35 am-1:40 pm

2 stops21h 05m

Palermo Punta Raisi

mar. 10/21

6:10 am-6:25 pm

2 stops19h 15m

$2,055

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

vie. 10/17

1:08 pm-6:20 pm

2 stops22h 12m

Palermo Punta Raisi

mar. 10/21

10:05 am-6:25 pm

2 stops39h 20m

$2,114

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mar. 9/23

7:15 pm-10:40 am

3 stops32h 25m

Palermo Punta Raisi

vie. 9/26

10:15 am-8:39 am

3 stops29h 24m

$2,701

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

jue. 9/25

4:56 pm-11:15 pm

3 stops47h 19m

$260

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

vie. 9/26

7:15 am-11:15 pm

3 stops33h 00m

$293

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

dom. 9/21

9:35 am-10:15 pm

3 stops29h 40m

$364

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

sáb. 9/20

9:35 am-1:10 pm

3 stops20h 35m

$492

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

vie. 10/10

9:35 am-5:00 pm

3 stops24h 25m

$534

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 11 results
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Best time to book a flight from Midway to Palermo

Have a flexible travel schedule? Discover the best time to fly to Palermo from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Related info for your journey

Find useful and relevant information for your journey from Midway to Palermo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Palermo from Chicago Midway?

    Located just 15.2 mi from the city center, Palermo Punta Raisi is the airport most travelers will use when flying to Palermo from Chicago Midway. Booking flights from Chicago Midway to Punta Raisi (PMO) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 0 different airlines.

  • How long is the flight from Chicago Midway Airport to Palermo?

    A quick flight from Chicago Midway Airport to Palermo can take about 18h 05m. Air France provides one of the quickest options available for as low as $1,942. There are 5002 mi between Chicago Midway Airport and Palermo. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Midway to Palermo that include hotel bookings?

    Yes. In addition to deals on Midway to Palermo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Palermo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Palermo.

  • Can I find deals for business class flights from Midway to Palermo?

    Yes. Cheapflights offers flight deals from Midway to Palermo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Palermo?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Palermo (average of $758). Flying from Chicago Midway Airport to Palermo in June is currently the most expensive (average of $1,196). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Palermo?

Book flights to Palermo if you plan to visit one of these locations
Agrigento
Cefalù

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