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Cheap flights from Chicago Midway Airport to Palermo from $409

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 2/15. 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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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
2:05 pm - 2:25 pm
MDW
-
PMO
17h 20m
2 stops
KLM Logo
6:10 am - 6:36 pm
PMO
-
MDW
19h 26m
2 stops
$754KLM
mié., abr. 8 - vie., abr. 17
KLM Logo
12:45 pm - 2:30 pm
MDW
-
PMO
18h 45m
2 stops
KLM Logo
6:10 am - 5:54 pm
PMO
-
MDW
17h 44m
2 stops
$766KLM
mié., feb. 18 - jue., mar. 19
Multiple Airlines Logo
12:47 pm - 11:40 am
MDW
-
PMO
16h 53m
2 stops
Multiple Airlines Logo
6:10 am - 10:31 pm
PMO
-
MDW
22h 21m
2 stops
$770Multiple Airlines
mié., mar. 11 - mié., mar. 18
KLM Logo
1:23 pm - 2:25 pm
MDW
-
PMO
18h 02m
2 stops
KLM Logo
9:10 am - 9:45 pm
PMO
-
MDW
19h 35m
2 stops
$771KLM
mié., may. 6 - mar., may. 19
KLM Logo
10:35 am - 11:30 am
MDW
-
PMO
17h 55m
2 stops
KLM Logo
6:10 am - 6:31 pm
PMO
-
MDW
19h 21m
2 stops
$776KLM
mar., may. 19 - mié., may. 27
KLM Logo
2:12 pm - 2:25 pm
MDW
-
PMO
17h 13m
2 stops
KLM Logo
6:10 am - 6:31 pm
PMO
-
MDW
19h 21m
2 stops
$836KLM
vie., may. 1 - vie., may. 8
Multiple Airlines Logo
6:00 am - 6:25 pm
MDW
-
PMO
29h 25m
2 stops
Multiple Airlines Logo
3:15 pm - 10:33 pm
PMO
-
MDW
38h 18m
2 stops
$1,042Multiple Airlines
dom., feb. 15 - lun., mar. 2
Air Europa Logo
2:12 pm - 2:25 pm
MDW
-
PMO
17h 13m
2 stops
Air Europa Logo
3:10 pm - 6:36 pm
PMO
-
MDW
34h 26m
2 stops
$1,205Air Europa
mié., abr. 15 - sáb., may. 2
KLM Logo
11:01 am - 2:30 pm
MDW
-
PMO
20h 29m
2 stops
KLM Logo
10:05 am - 10:31 pm
PMO
-
MDW
19h 26m
2 stops
$1,215KLM
dom., feb. 15 - lun., mar. 2
KLM Logo
1:10 pm - 11:40 am
MDW
-
PMO
16h 30m
2 stops
KLM Logo
6:10 am - 5:54 pm
PMO
-
MDW
17h 44m
2 stops
$1,285KLM
jue., mar. 12 - jue., mar. 19

KLM flights from Chicago Midway Airport to Palermo

Our best KLM deals on Chicago Midway Airport to Palermo flight tickets
KLM
Apr 8
MDW2:05 pmChicago Midway
17h 20m
2 stops
PMO2:25 pmPalermo Punta Raisi
Apr 17
PMO6:10 amPalermo Punta Raisi
19h 26m
2 stops
MDW6:36 pmChicago Midway
$754
KLM
Feb 18
MDW12:45 pmChicago Midway
18h 45m
2 stops
PMO2:30 pmPalermo Punta Raisi
Mar 19
PMO6:10 amPalermo Punta Raisi
17h 44m
2 stops
MDW5:54 pmChicago Midway
$766
KLM
May 6
MDW1:23 pmChicago Midway
18h 02m
2 stops
PMO2:25 pmPalermo Punta Raisi
May 19
PMO9:10 amPalermo Punta Raisi
19h 35m
2 stops
MDW9:45 pmChicago Midway
$771

Air Europa flights from Chicago Midway Airport to Palermo

Our best Air Europa deals on Chicago Midway Airport to Palermo flight tickets
Air Europa
Apr 15
MDW2:12 pmChicago Midway
17h 13m
2 stops
PMO2:25 pmPalermo Punta Raisi
May 2
PMO3:10 pmPalermo Punta Raisi
34h 26m
2 stops
MDW6:36 pmChicago Midway
$1,205
Air Europa
Jul 5
MDW1:00 pmChicago Midway
22h 20m
2 stops
PMO6:20 pmPalermo Punta Raisi
Jul 15
PMO6:10 amPalermo Punta Raisi
19h 21m
2 stops
MDW6:31 pmChicago Midway
$1,553
Air Europa
Mar 21
MDW1:10 pmChicago Midway
18h 00m
2 stops
PMO1:10 pmPalermo Punta Raisi
Mar 28
PMO3:15 pmPalermo Punta Raisi
33h 25m
2 stops
MDW6:40 pmChicago Midway
$1,733

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 enero 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

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mié. 4/8

2:05 pm-2:25 pm

2 stops17h 20m

Palermo Punta Raisi

vie. 4/17

6:10 am-6:36 pm

2 stops19h 26m

$754

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mié. 2/18

12:45 pm-2:30 pm

2 stops18h 45m

Palermo Punta Raisi

jue. 3/19

6:10 am-5:54 pm

2 stops17h 44m

$766

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mié. 3/11

12:47 pm-11:40 am

2 stops16h 53m

Palermo Punta Raisi

mié. 3/18

6:10 am-10:31 pm

2 stops22h 21m

$770

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mié. 5/6

1:23 pm-2:25 pm

2 stops18h 02m

Palermo Punta Raisi

mar. 5/19

9:10 am-9:45 pm

2 stops19h 35m

$771

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mar. 5/19

10:35 am-11:30 am

2 stops17h 55m

Palermo Punta Raisi

mié. 5/27

6:10 am-6:31 pm

2 stops19h 21m

$776

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

vie. 5/1

2:12 pm-2:25 pm

2 stops17h 13m

Palermo Punta Raisi

vie. 5/8

6:10 am-6:31 pm

2 stops19h 21m

$836

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

dom. 2/15

6:00 am-6:25 pm

2 stops29h 25m

Palermo Punta Raisi

lun. 3/2

3:15 pm-10:33 pm

2 stops38h 18m

$1,042

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mié. 4/15

2:12 pm-2:25 pm

2 stops17h 13m

Palermo Punta Raisi

sáb. 5/2

3:10 pm-6:36 pm

2 stops34h 26m

$1,205

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

dom. 2/15

11:01 am-2:30 pm

2 stops20h 29m

Palermo Punta Raisi

lun. 3/2

10:05 am-10:31 pm

2 stops19h 26m

$1,215

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

jue. 3/12

1:10 pm-11:40 am

2 stops16h 30m

Palermo Punta Raisi

jue. 3/19

6:10 am-5:54 pm

2 stops17h 44m

$1,285

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 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 is the most popular carrier 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 01m

Direct flights

None
The fastest flight from Chicago Midway Airport to Palermo takes 14h 01m
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 14h 01m.

  • 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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