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Cheap flights from Chicago Midway Airport to Palermo from $439

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 5/8. 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

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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.
Multiple Airlines Logo
5:59 pm - 3:00 pm
MDW
-
PMO
14h 01m
2 stops
Multiple Airlines Logo
6:10 am - 6:31 pm
PMO
-
MDW
19h 21m
2 stops
$819Multiple Airlines
Sun, Aug 16 - Thu, Aug 27
Delta Logo
9:20 am - 12:05 pm
MDW
-
PMO
19h 45m
2 stops
Delta Logo
3:45 pm - 4:27 pm
PMO
-
MDW
31h 42m
2 stops
$834Delta
Sat, Aug 15 - Mon, Aug 24
Multiple Airlines Logo
5:59 pm - 3:00 pm
MDW
-
PMO
14h 01m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$869Multiple Airlines
Sat, Aug 15 - Tue, Aug 25
Delta Logo
1:00 pm - 12:05 pm
MDW
-
PMO
16h 05m
2 stops
Delta Logo
3:45 pm - 4:27 pm
PMO
-
MDW
31h 42m
2 stops
$885Delta
Sat, Aug 15 - Mon, Aug 24
Multiple Airlines Logo
2:00 pm - 12:05 pm
MDW
-
PMO
15h 05m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$919Multiple Airlines
Sat, Aug 15 - Mon, Aug 24
Delta Logo
9:20 am - 3:00 pm
MDW
-
PMO
22h 40m
2 stops
Delta Logo
4:45 pm - 9:46 pm
PMO
-
MDW
36h 01m
2 stops
$924Delta
Sun, Aug 2 - Sun, Sep 20
KLM Logo
1:24 pm - 2:25 pm
MDW
-
PMO
18h 01m
2 stops
KLM Logo
9:10 am - 6:33 pm
PMO
-
MDW
16h 23m
2 stops
$940KLM
Wed, May 6 - Thu, May 21
Multiple Airlines Logo
5:59 pm - 3:15 pm
MDW
-
PMO
14h 16m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$945Multiple Airlines
Fri, Aug 14 - Tue, Aug 25
Multiple Airlines Logo
5:59 pm - 3:15 pm
MDW
-
PMO
14h 16m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$969Multiple Airlines
Fri, Aug 14 - Tue, Aug 25
Multiple Airlines Logo
5:59 pm - 3:15 pm
MDW
-
PMO
14h 16m
2 stops
Multiple Airlines Logo
10:05 am - 9:46 pm
PMO
-
MDW
18h 41m
2 stops
$995Multiple Airlines
Fri, Aug 14 - Mon, Aug 24

Delta flights from Chicago Midway Airport to Palermo

Our best Delta deals on Chicago Midway Airport to Palermo flight tickets
Delta
Aug 15
MDW9:20 amChicago Midway
19h 45m
2 stops
PMO12:05 pmPalermo Punta Raisi
Aug 24
PMO3:45 pmPalermo Punta Raisi
31h 42m
2 stops
MDW4:27 pmChicago Midway
$834
Delta
Aug 15
MDW1:00 pmChicago Midway
16h 05m
2 stops
PMO12:05 pmPalermo Punta Raisi
Aug 24
PMO3:45 pmPalermo Punta Raisi
31h 42m
2 stops
MDW4:27 pmChicago Midway
$885
Delta
Aug 2
MDW9:20 amChicago Midway
22h 40m
2 stops
PMO3:00 pmPalermo Punta Raisi
Sep 20
PMO4:45 pmPalermo Punta Raisi
36h 01m
2 stops
MDW9:46 pmChicago Midway
$924

Air Europa flights from Chicago Midway Airport to Palermo

Our best Air Europa deals on Chicago Midway Airport to Palermo flight tickets
Air Europa
Jul 28
MDW1:16 pmChicago Midway
18h 09m
2 stops
PMO2:25 pmPalermo Punta Raisi
Sep 11
PMO7:20 amPalermo Punta Raisi
21h 26m
2 stops
MDW9:46 pmChicago Midway
$1,050
Air Europa
Jul 28
MDW11:05 amChicago Midway
17h 25m
2 stops
PMO11:30 amPalermo Punta Raisi
Sep 18
PMO6:10 amPalermo Punta Raisi
19h 21m
2 stops
MDW6:31 pmChicago Midway
$1,190
Air Europa
Aug 2
MDW1:16 pmChicago Midway
22h 04m
2 stops
PMO6:20 pmPalermo Punta Raisi
Sep 20
PMO12:15 pmPalermo Punta Raisi
40h 31m
2 stops
MDW9:46 pmChicago Midway
$1,235

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 March 27, 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

Sun 8/16

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Thu 8/27

6:10 am-6:31 pm

2 stops19h 21m

$819

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

9:20 am-12:05 pm

2 stops19h 45m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:27 pm

2 stops31h 42m

$834
Quickest round-trip

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$869

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

1:00 pm-12:05 pm

2 stops16h 05m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:27 pm

2 stops31h 42m

$885

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

2:00 pm-12:05 pm

2 stops15h 05m

Palermo Punta Raisi

Mon 8/24

10:05 am-9:46 pm

2 stops18h 41m

$919

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sun 8/2

9:20 am-3:00 pm

2 stops22h 40m

Palermo Punta Raisi

Sun 9/20

4:45 pm-9:46 pm

2 stops36h 01m

$924

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 5/6

1:24 pm-2:25 pm

2 stops18h 01m

Palermo Punta Raisi

Thu 5/21

9:10 am-6:33 pm

2 stops16h 23m

$940

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$945

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$969

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Mon 8/24

10:05 am-9:46 pm

2 stops18h 41m

$995

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 05m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palermo takes 16h 05m
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

  • 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 05m.

  • 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.

  • How do I get Price Alerts for flights from Chicago Midway Airport to Palermo?

    You can take advantage of momondo’s Price Alerts by first searching for your flights to Chicago Midway Airport from Palermo. Flight offers will be shown to you in real-time. From there you can create a Price Alert by using our on-site widget.

  • How can I save money on flights from Chicago Midway Airport to Palermo with momondo?

    With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

  • How does momondo find its flight prices?

    We aggregate our prices from over 700+ competitors from airlines to OTAs. We operate in over 30 markets worldwide to show you a wide range of travel options.

Traveling to a place near Palermo?

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