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Cheap flights from Chicago Midway Airport to Palermo from $396

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 10/13. 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.
Multiple Airlines Logo
1:52 pm - 12:15 pm
MDW
-
PMO
15h 23m
2 stops
Multiple Airlines Logo
6:10 am - 6:33 pm
PMO
-
MDW
19h 23m
2 stops
$870Multiple Airlines
Sat, Aug 15 - Tue, Aug 25
Delta Logo
1:27 pm - 3:00 pm
MDW
-
PMO
18h 33m
2 stops
Delta Logo
3:45 pm - 4:15 pm
PMO
-
MDW
31h 30m
2 stops
$886Delta
Sat, Aug 15 - Mon, Aug 24
Delta Logo
1:27 pm - 3:00 pm
MDW
-
PMO
18h 33m
2 stops
Delta Logo
3:45 pm - 4:15 pm
PMO
-
MDW
31h 30m
2 stops
$887Delta
Sat, Aug 15 - Mon, Aug 24
KLM Logo
1:05 pm - 1:40 pm
MDW
-
PMO
17h 35m
2 stops
KLM Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$996KLM
Mon, Sep 28 - Wed, Oct 7
Delta Logo
1:26 pm - 3:00 pm
MDW
-
PMO
18h 34m
2 stops
Delta Logo
3:45 pm - 6:18 pm
PMO
-
MDW
33h 33m
2 stops
$1,000Delta
Sun, Jul 5 - Tue, Jul 21
Multiple Airlines Logo
5:50 pm - 3:00 pm
MDW
-
PMO
14h 10m
2 stops
Multiple Airlines Logo
6:10 am - 6:25 pm
PMO
-
MDW
19h 15m
2 stops
$1,044Multiple Airlines
Sat, Jul 4 - Fri, Jul 17
KLM Logo
1:05 pm - 1:40 pm
MDW
-
PMO
17h 35m
2 stops
KLM Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$1,046KLM
Mon, Sep 28 - Fri, Oct 9
Multiple Airlines Logo
5:50 pm - 3:00 pm
MDW
-
PMO
14h 10m
2 stops
Multiple Airlines Logo
6:10 am - 6:07 pm
PMO
-
MDW
18h 57m
2 stops
$1,114Multiple Airlines
Sat, Jul 4 - Sat, Jul 18
KLM Logo
1:05 pm - 1:40 pm
MDW
-
PMO
17h 35m
2 stops
KLM Logo
6:10 am - 6:37 pm
PMO
-
MDW
19h 27m
2 stops
$1,136KLM
Mon, Sep 28 - Fri, Oct 9
Multiple Airlines Logo
10:15 am - 4:00 pm
MDW
-
PMO
22h 45m
3 stops
Multiple Airlines Logo
6:30 am - 9:35 am
PMO
-
MDW
34h 05m
3 stops
$1,164Multiple Airlines
Mon, Jun 8 - Mon, Jun 15

KLM flights from Chicago Midway Airport to Palermo

Our best KLM deals on Chicago Midway Airport to Palermo flight tickets
KLM
Sep 28
MDW1:05 pmChicago Midway
17h 35m
2 stops
PMO1:40 pmPalermo Punta Raisi
Oct 7
PMO6:10 amPalermo Punta Raisi
19h 27m
2 stops
MDW6:37 pmChicago Midway
$996
KLM
Sep 28
MDW1:05 pmChicago Midway
17h 35m
2 stops
PMO1:40 pmPalermo Punta Raisi
Oct 9
PMO6:10 amPalermo Punta Raisi
19h 27m
2 stops
MDW6:37 pmChicago Midway
$1,046
KLM
Sep 28
MDW1:05 pmChicago Midway
17h 35m
2 stops
PMO1:40 pmPalermo Punta Raisi
Oct 9
PMO6:10 amPalermo Punta Raisi
19h 27m
2 stops
MDW6:37 pmChicago Midway
$1,136

Delta flights from Chicago Midway Airport to Palermo

Our best Delta deals on Chicago Midway Airport to Palermo flight tickets
Delta
Aug 15
MDW1:27 pmChicago Midway
18h 33m
2 stops
PMO3:00 pmPalermo Punta Raisi
Aug 24
PMO3:45 pmPalermo Punta Raisi
31h 30m
2 stops
MDW4:15 pmChicago Midway
$886
Delta
Aug 15
MDW1:27 pmChicago Midway
18h 33m
2 stops
PMO3:00 pmPalermo Punta Raisi
Aug 24
PMO3:45 pmPalermo Punta Raisi
31h 30m
2 stops
MDW4:15 pmChicago Midway
$887
Delta
Jul 5
MDW1:26 pmChicago Midway
18h 34m
2 stops
PMO3:00 pmPalermo Punta Raisi
Jul 21
PMO3:45 pmPalermo Punta Raisi
33h 33m
2 stops
MDW6:18 pmChicago Midway
$1,000

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 May 14, 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

Sat 8/15

1:52 pm-12:15 pm

2 stops15h 23m

Palermo Punta Raisi

Tue 8/25

6:10 am-6:33 pm

2 stops19h 23m

$870

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

1:27 pm-3:00 pm

2 stops18h 33m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:15 pm

2 stops31h 30m

$886

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

1:27 pm-3:00 pm

2 stops18h 33m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:15 pm

2 stops31h 30m

$887

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Wed 10/7

6:10 am-6:37 pm

2 stops19h 27m

$996

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sun 7/5

1:26 pm-3:00 pm

2 stops18h 34m

Palermo Punta Raisi

Tue 7/21

3:45 pm-6:18 pm

2 stops33h 33m

$1,000

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 7/4

5:50 pm-3:00 pm

2 stops14h 10m

Palermo Punta Raisi

Fri 7/17

6:10 am-6:25 pm

2 stops19h 15m

$1,044

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Fri 10/9

6:10 am-6:37 pm

2 stops19h 27m

$1,046
Quickest round-trip

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 7/4

5:50 pm-3:00 pm

2 stops14h 10m

Palermo Punta Raisi

Sat 7/18

6:10 am-6:07 pm

2 stops18h 57m

$1,114

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Fri 10/9

6:10 am-6:37 pm

2 stops19h 27m

$1,136

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 6/8

10:15 am-4:00 pm

3 stops22h 45m

Palermo Punta Raisi

Mon 6/15

6:30 am-9:35 am

3 stops34h 05m

$1,164

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?

KLM and Delta 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

14h 10m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palermo takes 14h 10m
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 14h 10m.

  • 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
Sciacca
Agrigento
Castellammare del Golfo
Scopello
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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