Cheap flights from Chicago Midway Airport to Palermo from $481

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 9/2. 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

KLM Logo
1:08 pm - 2:00 pmMDW-PMO
17h 52m2 stops
KLM Logo
7:20 am - 5:35 pmPMO-MDW
17h 15m2 stops
$1,437KLM
Find Deal
Thu, Sep 4 - Fri, Sep 19
 Logo
1:08 pm - 2:25 pmMDW-PMO
18h 17m2 stops
 Logo
6:10 am - 6:35 pmPMO-MDW
19h 25m2 stops
$1,809
Find Deal
Thu, Sep 4 - Wed, Sep 17
Air France Logo
1:08 pm - 10:30 pmMDW-PMO
26h 22m2 stops
Air France Logo
7:20 am - 10:14 pmPMO-MDW
21h 54m2 stops
$2,164Air France
Find Deal
Fri, Oct 17 - Tue, Oct 21
KLM Logo
9:35 am - 11:05 pmMDW-PMO
30h 30m2 stops
KLM Logo
7:20 am - 10:14 pmPMO-MDW
21h 54m2 stops
$2,174KLM
Find Deal
Fri, Oct 17 - Tue, Oct 21
Air France Logo
1:08 pm - 10:30 pmMDW-PMO
26h 22m2 stops
Air France Logo
10:05 am - 10:14 pmPMO-MDW
43h 09m2 stops
$2,180Air France
Find Deal
Fri, Oct 17 - Tue, Oct 21
 Logo
5:20 pm - 11:30 amMDW-PMO
35h 10m3 stops
 Logo
11:00 am - 8:39 amPMO-MDW
28h 39m3 stops
$2,642
Find Deal
Wed, Sep 10 - Sat, Sep 13
 Logo
9:35 am - 11:30 amMDW-PMO
18h 55m3 stops
 Logo
5:50 am - 8:39 amPMO-MDW
33h 49m3 stops
$3,500
Find Deal
Mon, Sep 8 - Thu, Sep 11
Delta Logo
1:08 pm - 3:25 pmMDW-PMO
19h 17m2 stops
Delta Logo
4:10 pm - 5:35 pmPMO-MDW
32h 25m2 stops
$10,684Delta
Find Deal
Fri, Sep 12 - Sat, Sep 27
Delta Logo
1:43 pm - 3:25 pmMDW-PMO
18h 42m2 stops
Delta Logo
4:10 pm - 5:35 pmPMO-MDW
32h 25m2 stops
$12,983Delta
Find Deal
Fri, Sep 12 - Sat, Sep 27

Air France flights from Chicago Midway Airport to Palermo

Our best Air France deals on Chicago Midway Airport to Palermo flight tickets
Air France
Oct 17
MDW1:08 pmChicago Midway
26h 22m
2 stops
PMO10:30 pmPalermo Punta Raisi
Oct 21
PMO7:20 amPalermo Punta Raisi
21h 54m
2 stops
MDW10:14 pmChicago Midway
Air France
Oct 17
MDW1:08 pmChicago Midway
26h 22m
2 stops
PMO10:30 pmPalermo Punta Raisi
Oct 21
PMO10:05 amPalermo Punta Raisi
43h 09m
2 stops
MDW10:14 pmChicago Midway

Delta flights from Chicago Midway Airport to Palermo

Our best Delta deals on Chicago Midway Airport to Palermo flight tickets
Delta
Sep 12
MDW1:08 pmChicago Midway
19h 17m
2 stops
PMO3:25 pmPalermo Punta Raisi
Sep 27
PMO4:10 pmPalermo Punta Raisi
32h 25m
2 stops
MDW5:35 pmChicago Midway
Delta
Sep 12
MDW1:43 pmChicago Midway
18h 42m
2 stops
PMO3:25 pmPalermo Punta Raisi
Sep 27
PMO4:10 pmPalermo Punta Raisi
32h 25m
2 stops
MDW5:35 pmChicago Midway

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 August 28, 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

Thu 9/4

1:08 pm-2:00 pm

2 stops17h 52m

Palermo Punta Raisi

Fri 9/19

7:20 am-5:35 pm

2 stops17h 15m

$1,437

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Thu 9/4

1:08 pm-2:25 pm

2 stops18h 17m

Palermo Punta Raisi

Wed 9/17

6:10 am-6:35 pm

2 stops19h 25m

$1,809

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 10/17

1:08 pm-10:30 pm

2 stops26h 22m

Palermo Punta Raisi

Tue 10/21

7:20 am-10:14 pm

2 stops21h 54m

$2,164

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 10/17

9:35 am-11:05 pm

2 stops30h 30m

Palermo Punta Raisi

Tue 10/21

7:20 am-10:14 pm

2 stops21h 54m

$2,174

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 10/17

1:08 pm-10:30 pm

2 stops26h 22m

Palermo Punta Raisi

Tue 10/21

10:05 am-10:14 pm

2 stops43h 09m

$2,180

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 9/10

5:20 pm-11:30 am

3 stops35h 10m

Palermo Punta Raisi

Sat 9/13

11:00 am-8:39 am

3 stops28h 39m

$2,642

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/8

9:35 am-11:30 am

3 stops18h 55m

Palermo Punta Raisi

Thu 9/11

5:50 am-8:39 am

3 stops33h 49m

$3,500

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 9/12

1:08 pm-3:25 pm

2 stops19h 17m

Palermo Punta Raisi

Sat 9/27

4:10 pm-5:35 pm

2 stops32h 25m

$10,684

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 9/12

1:43 pm-3:25 pm

2 stops18h 42m

Palermo Punta Raisi

Sat 9/27

4:10 pm-5:35 pm

2 stops32h 25m

$12,983

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 9/2

8:00 am-11:10 pm

3 stops56h 10m

$481

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 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 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

Direct flights

None
There are no direct flights from Chicago Midway Airport to Palermo. There are no popular flight routes 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 17h 52m.

  • 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
Agrigento
Sciacca
Castellammare del Golfo
Scopello
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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Tue 9/2
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