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Cheap flights from Chicago Midway Airport to Palermo from $361

This is the cheapest one-way 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 7/21. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Chicago Midway Airport to Palermo

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
1:25 pm - 3:00 pm
MDW
-
PMO
18h 35m
2 stops
Delta Logo
3:45 pm - 4:15 pm
PMO
-
MDW
31h 30m
2 stops
$833Delta
Mon, Aug 10 - Tue, Aug 18
KLM Logo
1:05 pm - 1:40 pm
MDW
-
PMO
17h 35m
2 stops
KLM Logo
10:05 am - 10:10 pm
PMO
-
MDW
19h 05m
2 stops
$835KLM
Mon, Oct 19 - Tue, Nov 24
Air France Logo
1:05 pm - 11:30 am
MDW
-
PMO
15h 25m
2 stops
Air France Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$836Air France
Mon, Nov 23 - Fri, Nov 27
Air France Logo
10:35 am - 11:30 am
MDW
-
PMO
17h 55m
2 stops
Air France Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$866Air France
Thu, Nov 5 - Mon, Nov 9
Multiple Airlines Logo
1:05 pm - 1:40 pm
MDW
-
PMO
17h 35m
2 stops
Multiple Airlines Logo
10:05 am - 10:10 pm
PMO
-
MDW
19h 05m
2 stops
$885Multiple Airlines
Mon, Oct 19 - Mon, Nov 23
Delta Logo
1:25 pm - 3:00 pm
MDW
-
PMO
18h 35m
2 stops
Delta Logo
3:45 pm - 4:15 pm
PMO
-
MDW
31h 30m
2 stops
$888Delta
Mon, Aug 10 - Tue, Aug 18
Air France Logo
1:05 pm - 11:30 am
MDW
-
PMO
15h 25m
2 stops
Air France Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$890Air France
Mon, Nov 9 - Tue, Nov 17
KLM Logo
1:19 pm - 1:40 pm
MDW
-
PMO
17h 21m
2 stops
KLM Logo
12:15 pm - 10:10 pm
PMO
-
MDW
16h 55m
2 stops
$896KLM
Mon, Sep 28 - Thu, Oct 8
Multiple Airlines Logo
1:05 pm - 11:30 am
MDW
-
PMO
16h 25m
2 stops
Multiple Airlines Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$989Multiple Airlines
Tue, Oct 27 - Tue, Nov 3
Air France Logo
1:05 pm - 11:30 am
MDW
-
PMO
15h 25m
2 stops
Air France Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$991Air France
Thu, Nov 19 - Tue, Nov 24

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Air France flights from Chicago Midway Airport to Palermo

Our best Air France deals on Chicago Midway Airport to Palermo flight tickets
Air France
Nov 23
MDW1:05 pmChicago Midway
15h 25m
2 stops
PMO11:30 amPalermo Punta Raisi
Nov 27
PMO6:10 amPalermo Punta Raisi
19h 27m
2 stops
MDW6:37 pmChicago Midway
$836
Air France
Nov 5
MDW10:35 amChicago Midway
17h 55m
2 stops
PMO11:30 amPalermo Punta Raisi
Nov 9
PMO6:10 amPalermo Punta Raisi
19h 27m
2 stops
MDW6:37 pmChicago Midway
$866
Air France
Nov 9
MDW1:05 pmChicago Midway
15h 25m
2 stops
PMO11:30 amPalermo Punta Raisi
Nov 17
PMO6:10 amPalermo Punta Raisi
19h 27m
2 stops
MDW6:37 pmChicago Midway
$890

Delta flights from Chicago Midway Airport to Palermo

Our best Delta deals on Chicago Midway Airport to Palermo flight tickets
Delta
Aug 10
MDW1:25 pmChicago Midway
18h 35m
2 stops
PMO3:00 pmPalermo Punta Raisi
Aug 18
PMO3:45 pmPalermo Punta Raisi
31h 30m
2 stops
MDW4:15 pmChicago Midway
$833
Delta
Aug 10
MDW1:25 pmChicago Midway
18h 35m
2 stops
PMO3:00 pmPalermo Punta Raisi
Aug 18
PMO3:45 pmPalermo Punta Raisi
31h 30m
2 stops
MDW4:15 pmChicago Midway
$888
Delta
Oct 2
MDW1:19 pmChicago Midway
19h 31m
2 stops
PMO3:50 pmPalermo Punta Raisi
Oct 11
PMO4:45 pmPalermo Punta Raisi
30h 54m
2 stops
MDW4:39 pmChicago Midway
$1,112

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 June 28, 2026.
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

Cheapest round-trip

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 8/10

1:25 pm-3:00 pm

2 stops18h 35m

Palermo Punta Raisi

Tue 8/18

3:45 pm-4:15 pm

2 stops31h 30m

$833

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 10/19

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Tue 11/24

10:05 am-10:10 pm

2 stops19h 05m

$835

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 11/23

1:05 pm-11:30 am

2 stops15h 25m

Palermo Punta Raisi

Fri 11/27

6:10 am-6:37 pm

2 stops19h 27m

$836

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Thu 11/5

10:35 am-11:30 am

2 stops17h 55m

Palermo Punta Raisi

Mon 11/9

6:10 am-6:37 pm

2 stops19h 27m

$866

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 10/19

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Mon 11/23

10:05 am-10:10 pm

2 stops19h 05m

$885

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 8/10

1:25 pm-3:00 pm

2 stops18h 35m

Palermo Punta Raisi

Tue 8/18

3:45 pm-4:15 pm

2 stops31h 30m

$888

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 11/9

1:05 pm-11:30 am

2 stops15h 25m

Palermo Punta Raisi

Tue 11/17

6:10 am-6:37 pm

2 stops19h 27m

$890
Quickest round-trip

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:19 pm-1:40 pm

2 stops17h 21m

Palermo Punta Raisi

Thu 10/8

12:15 pm-10:10 pm

2 stops16h 55m

$896

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 10/27

1:05 pm-11:30 am

2 stops16h 25m

Palermo Punta Raisi

Tue 11/3

6:10 am-6:37 pm

2 stops19h 27m

$989

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Thu 11/19

1:05 pm-11:30 am

2 stops15h 25m

Palermo Punta Raisi

Tue 11/24

6:10 am-6:37 pm

2 stops19h 27m

$991

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 airline that flies from Chicago Midway to Palermo Punta Raisi?

Delta and KLM are the most popular carriers operating from Chicago Midway to Palermo Punta Raisi

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

16h 25m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palermo takes 16h 25m
There are no direct flights from Chicago Midway Airport to Palermo. There are no popular flight routes from Chicago Midway Airport to Palermo.
Search flight deals

Frequently asked questions about flying from Chicago Midway Airport to Palermo

  • 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 16h 25m.

  • 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
Agrigento
Sciacca
Castellammare del Golfo
Ustica
Alcamo

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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