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Cheap flights from Chicago Midway Airport to Palermo from $906

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Palermo departing on 1/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Chicago Midway Airport to Palermo

Cheap round-trip flights

Enter your travel dates to find the best prices.
KLM Logo
6:45 am - 1:40 pm
MDW
-
PMO
23h 55m2 stops
KLM Logo
10:00 am - 10:22 pm
PMO
-
MDW
19h 22m2 stops
$906KLM
Sat, Jan 17 - Fri, Jan 30
KLM Logo
12:48 pm - 1:40 pm
MDW
-
PMO
17h 52m2 stops
KLM Logo
10:00 am - 10:22 pm
PMO
-
MDW
19h 22m2 stops
$1,297KLM
Fri, Jan 23 - Fri, Jan 30
Multiple Airlines Logo
1:28 pm - 1:40 pm
MDW
-
PMO
17h 12m2 stops
Multiple Airlines Logo
3:15 pm - 10:07 pm
PMO
-
MDW
37h 52m2 stops
$1,802Multiple Airlines
Mon, Jan 5 - Mon, Jan 12
Multiple Airlines Logo
10:49 am - 11:40 am
MDW
-
PMO
18h 51m2 stops
Multiple Airlines Logo
6:10 am - 10:29 pm
PMO
-
MDW
22h 19m2 stops
$2,309Multiple Airlines
Fri, Mar 13 - Fri, Mar 20
KLM Logo
9:50 am - 10:25 am
MDW
-
PMO
17h 35m2 stops
KLM Logo
6:10 am - 5:34 pm
PMO
-
MDW
18h 24m2 stops
$4,732KLM
Mon, Dec 29 - Mon, Jan 5

KLM flights from Chicago Midway Airport to Palermo

Our best KLM deals on Chicago Midway Airport to Palermo flight tickets
KLM
Jan 17
MDW6:45 amChicago Midway
23h 55m
2 stops
PMO1:40 pmPalermo Punta Raisi
Jan 30
PMO10:00 amPalermo Punta Raisi
19h 22m
2 stops
MDW10:22 pmChicago Midway
$906
Find similar
KLM
Dec 11
MDW1:05 pmChicago Midway
17h 55m
2 stops
PMO2:00 pmPalermo Punta Raisi
Dec 22
PMO6:10 amPalermo Punta Raisi
18h 16m
2 stops
MDW5:26 pmChicago Midway
$1,285
Find similar
KLM
Jan 23
MDW12:48 pmChicago Midway
17h 52m
2 stops
PMO1:40 pmPalermo Punta Raisi
Jan 30
PMO10:00 amPalermo Punta Raisi
19h 22m
2 stops
MDW10:22 pmChicago Midway
$1,297
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated December 9, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Palermo that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 1/17

6:45 am-1:40 pm

2 stops23h 55m

Palermo Punta Raisi

Fri 1/30

10:00 am-10:22 pm

2 stops19h 22m

$906

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 1/23

12:48 pm-1:40 pm

2 stops17h 52m

Palermo Punta Raisi

Fri 1/30

10:00 am-10:22 pm

2 stops19h 22m

$1,297

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 1/5

1:28 pm-1:40 pm

2 stops17h 12m

Palermo Punta Raisi

Mon 1/12

3:15 pm-10:07 pm

2 stops37h 52m

$1,802

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 3/13

10:49 am-11:40 am

2 stops18h 51m

Palermo Punta Raisi

Fri 3/20

6:10 am-10:29 pm

2 stops22h 19m

$2,309

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 12/29

9:50 am-10:25 am

2 stops17h 35m

Palermo Punta Raisi

Mon 1/5

6:10 am-5:34 pm

2 stops18h 24m

$4,732

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Palermo from

How to get the cheapest flight ticket from Chicago Midway Airport to Palermo

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Palermo?

The cheapest day to depart from Chicago Midway Airport to Palermo is on a Tuesday when prices can be found for as low as $867. On the other hand, Thursday is the most expensive day to depart from Chicago Midway Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,244.

What is the cheapest time of day to depart on your flight to Palermo?

Our data shows that the cheapest Chicago Midway Airport to Palermo flights are usually those with departure times in the morning. Our users have found flights to Palermo in the morning for as low as $739. Flights at noon are often more expensive with an average ticket price of $1,112.

When to book flights from Chicago Midway Airport to Palermo

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Palermo according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Palermo (MDW to PMO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Palermo

Fastest flight time

17h 52m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palermo takes 17h 52m
There are no direct flights from Chicago Midway Airport to Palermo. There are no popular flight routes from Chicago Midway Airport to Palermo.
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  • How far is Chicago Midway to Palermo Punta Raisi by plane?

    A flight from Chicago Midway to Palermo Punta Raisi will travel around 5015.7 mi. In terms of flight time, this usually takes a little over 17h 12m.

  • When did momondo last update prices for flights from Chicago Midway Airport to Palermo Punta Raisi Airport?

    Prices for flights from Chicago Midway Airport to Palermo Punta Raisi Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Chicago Midway Airport to Palermo Punta Raisi Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago Midway Airport to Palermo Punta Raisi Airport.

  • What documentation or ID do you need to fly to Palermo Punta Raisi Airport?

    The necessary travel and health documents for your Palermo Punta Raisi Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Palermo?

Book flights to Palermo if you plan to visit one of these locations
Cefalù
San Vito Lo Capo
Scopello
Castellammare del Golfo
Sciacca
Agrigento
Alcamo
Ustica

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Palermo?

Finding the right flight to Palermo from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Palermo quick and easy, saving you time and money.

Can I find flights from Chicago to Palermo with flexible booking policies on momondo?

Flights from Chicago to Palermo with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to Palermo?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to Palermo.

I’m not ready to book a flight from Chicago to Palermo right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Chicago to Palermo flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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