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Palermo

$409+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — PMO
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
1 adult, Economy
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Cheap 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 January 26, 2026.

This KLM deal was found by Cheapflights users on 1/24. 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.
Tue 2/2410:49 am
MDW
-
PMO
2 stops20h 41m
KLM
Mon 3/23:15 pm
PMO
-
MDW
2 stops38h 18m
KLM
Deal found 1/24$617
This Air France deal was found by Cheapflights users on 1/24. 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.
Mon 8/105:59 pm
MDW
-
PMO
2 stops14h 01m
Multiple Airlines
Thu 8/206:10 am
PMO
-
MDW
2 stops19h 21m
Multiple Airlines
Deal found 1/24$719
This Air France deal was found by Cheapflights users on 1/24. 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.
Mon 8/105:59 pm
MDW
-
PMO
2 stops14h 01m
Multiple Airlines
Wed 8/196:10 am
PMO
-
MDW
2 stops19h 21m
Multiple Airlines
Deal found 1/24$752
This KLM deal was found by Cheapflights users on 1/25. 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.
Mon 4/201:23 pm
MDW
-
PMO
2 stops18h 02m
KLM
Wed 4/296:10 am
PMO
-
MDW
2 stops19h 26m
KLM
Deal found 1/25$754
This KLM deal was found by Cheapflights users on 1/25. 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.
Wed 2/1812:45 pm
MDW
-
PMO
2 stops18h 45m
KLM
Thu 3/196:10 am
PMO
-
MDW
2 stops17h 44m
KLM
Deal found 1/25$766
This KLM deal was found by Cheapflights users on 1/24. 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.
Wed 3/1112:47 pm
MDW
-
PMO
2 stops16h 53m
Multiple Airlines
Wed 3/186:10 am
PMO
-
MDW
2 stops22h 21m
Multiple Airlines
Deal found 1/24$770
This KLM deal was found by Cheapflights users on 1/26. 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.
Wed 5/61:23 pm
MDW
-
PMO
2 stops18h 02m
KLM
Tue 5/199:10 am
PMO
-
MDW
2 stops19h 35m
KLM
Deal found 1/26$771
This KLM deal was found by Cheapflights users on 1/26. 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.
Tue 5/1910:35 am
MDW
-
PMO
2 stops17h 55m
KLM
Wed 5/276:10 am
PMO
-
MDW
2 stops19h 21m
KLM
Deal found 1/26$776
This KLM deal was found by Cheapflights users on 1/25. 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.
Fri 5/12:12 pm
MDW
-
PMO
2 stops17h 13m
KLM
Fri 5/86:10 am
PMO
-
MDW
2 stops19h 21m
KLM
Deal found 1/25$836
This Delta deal was found by Cheapflights users on 1/24. 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.
Mon 8/179:30 am
MDW
-
PMO
2 stops22h 30m
Delta
Sun 8/233:45 pm
PMO
-
MDW
2 stops31h 42m
Delta
Deal found 1/24$840
This KLM deal was found by Cheapflights users on 1/25. 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.
Wed 2/412:46 pm
MDW
-
PMO
2 stops18h 44m
KLM
Wed 2/116:10 am
PMO
-
MDW
2 stops23h 12m
KLM
Deal found 1/25$841
This Air France deal was found by Cheapflights users on 1/24. 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.
Sat 8/85:59 pm
MDW
-
PMO
2 stops14h 01m
Multiple Airlines
Thu 8/206:10 am
PMO
-
MDW
2 stops19h 21m
Multiple Airlines
Deal found 1/24$871

Find 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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$754
(KLM)

One-way from

$409
(Kiwi.com)

Popular in

December

Cheapest in

November

Average price

$662
Provider with most accurate pricing for Chicago Midway-Palermo Punta Raisi flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-Palermo Punta Raisi flights.
Search Deals
From Chicago Midway to Palermo Punta Raisi
Search Deals
One-way flight from Chicago Midway to Palermo Punta Raisi
Search Deals
High demand for flights, 9% potential price rise
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($36 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 26, 2026.
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

Tue 2/24

10:49 am-2:30 pm

2 stops20h 41m

Palermo Punta Raisi

Mon 3/2

3:15 pm-10:33 pm

2 stops38h 18m

$617

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 4/20

1:23 pm-2:25 pm

2 stops18h 02m

Palermo Punta Raisi

Wed 4/29

6:10 am-6:36 pm

2 stops19h 26m

$754

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 2/18

12:45 pm-2:30 pm

2 stops18h 45m

Palermo Punta Raisi

Thu 3/19

6:10 am-5:54 pm

2 stops17h 44m

$766

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 3/11

12:47 pm-11:40 am

2 stops16h 53m

Palermo Punta Raisi

Wed 3/18

6:10 am-10:31 pm

2 stops22h 21m

$770

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 3/11

12:47 pm-11:40 am

2 stops16h 53m

Palermo Punta Raisi

Wed 3/18

6:10 am-10:31 pm

2 stops22h 21m

$770

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 5/6

1:23 pm-2:25 pm

2 stops18h 02m

Palermo Punta Raisi

Tue 5/19

9:10 am-9:45 pm

2 stops19h 35m

$771

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 5/13

10:35 am-11:30 am

2 stops17h 55m

Palermo Punta Raisi

Wed 5/27

6:10 am-6:31 pm

2 stops19h 21m

$776

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 5/6

1:23 pm-2:25 pm

2 stops18h 02m

Palermo Punta Raisi

Wed 5/20

6:10 am-6:31 pm

2 stops19h 21m

$776

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 5/19

10:35 am-11:30 am

2 stops17h 55m

Palermo Punta Raisi

Wed 5/27

6:10 am-6:31 pm

2 stops19h 21m

$776

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 5/1

2:12 pm-2:25 pm

2 stops17h 13m

Palermo Punta Raisi

Fri 5/8

6:10 am-6:31 pm

2 stops19h 21m

$836

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 19 results
1
2

Compare providers for flights from Midway to Palermo

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Palermo in January.
ProviderPrice AccuracyTrust Score*
OvagoPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Palermo flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Palermo flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Palermo flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Palermo flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Palermo flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 16h 53m. KLM provides one of the quickest options available for as low as $770. 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.

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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