The cheapest times to fly from MDW to PMO are

  • January 1st to April 1st (except the week of March 19th)
  • May 14th to June 17th (except the week of May 21st)
  • October 15th to December 16th

based on data collected exclusively by Champion Traveler across tens of millions of flights. Among all the dates above, the very cheapest time to fly from MDW to PMO is late January. Prices can be as high as $1634 for Saturday flights during mid December, or as low as $794 for Tuesday flights around late January.


When to Fly to Palermo

Flying from Chicago, IL (MDW) to Palermo (PMO) will usually cost between $829 to $1389 per person if booking more than four weeks in advance. On average the very cheapest time to fly is late January with an average ticket price of $824. Due to high demand the most expensive time to fly is mid December, with an average price of $1453. Planning your trip to low-cost times can easily save you $629 on economy flights and even more on first-class flights. Generally, any price below $1103 can be considered a good price for a round-trip MDW to PMO flight.

See below for a graph of average weekly prices for the MDW to PMO route. All prices are for round-trip tickets in USD.

MDW to PMO Flight Prices

Compared to other flights, the MDW to PMO flight is slightly more expensive than the average and costs slightly more than the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.14, which is far below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to fly to PMO, and Thursday the cheapest day to fly back into MDW. Saturdays are the most expensive days to fly out or take a return trip. Selecting flights on the least expensive days could save you up to $194 (16%) on this flight.

Departing prices are for round-trip flights returning on the day of departure. For example, a flight departing on Tuesday and returning a week later will cost an average of $1029. Return trip prices are from the PMO to MDW flight, and often highlight the quality of our data in showing the same trend.

Departing Prices by Day

Departure Day Prices

Return Trip Prices by Day

Return Day Prices


Nonstop Flights and Layovers

Travelers looking to fly from MDW to PMO can generally find a 2-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 9 hour 59 minutes may not be realistic.


Alternative Nearby Airports

Champion Traveler tells you which airports are nearby and whether tickets might be cheaper alternative airports nearby. Sometimes it’s worth it to fly into a closer airport and then commute to your destination. Remember that there is not usually a nonstop flight from MDW to PMO while comparing.

Destination alternative #1: Catania-Fontanarossa Airport (CTA) in Catania

  • 118 miles (190 km) away from PMO
  • Usually 5.76% less expensive than PMO
  • 2-layover flights available

See MDW to CTA flights


Flight Hacking MDW to PMO

Flight hacking is when you book two tickets instead of a layover, sometimes with different airlines. You will need to either bring only a carry-on bag (highly recommended) or leave yourself plenty of time to go through security again. Flight hacking is completely allowed, but airlines don’t always tell you the cheapest way to get from MDW to PMO — but Champion Traveler does!

Hack #1: Barcelona (MDW > BCN > PMO)

  • Price for both tickets: $581
  • Average savings: $522 (47.33%)

See MDW to BCN flights

Hack #2: London (MDW > LHR > PMO)

  • Price for both tickets: $688
  • Average savings: $415 (37.62%)

See MDW to LHR flights

Hack #3: Madrid (MDW > MAD > PMO)

  • Price for both tickets: $771
  • Average savings: $333 (30.15%)

See MDW to MAD flights


Flight Questions Answered

Still have questions about flying from MDW to PMO? We’ve got answers.

Which airlines fly this route?

You can find 5 major airlines flying this route most often: Air France, Alitalia, Delta, KLM, Tap Air Portugal, and potentially more during busy seasons.

How far away is it from Palermo Airport to Chicago Midway International Airport?

The distance between the two airports is roughly 5005 miles or 8055 kilometers.

How long does it take to fly from MDW to PMO?

The real-world flight time for a nonstop MDW to PMO flight is about 9 hour 59 minutes.

How many flights go between Chicago, IL and Palermo?

It depends on the day of the week and the date, but a typical day might have around 34 available flights from MDW to PMO.


Airport Location Info


Departing Airport

Origination code MDW
Origination airport name Chicago Midway International Airport
City Chicago, IL
Country the United States
Latitude 41.8
Longitude -87.8

Return Airport

Destination code PMO
Destination airport name Palermo Airport
City Palermo
Country Italy
Latitude 38.2
Longitude 13.1


Other Resources

Please note that while we’ve worked hard to analyzed tens of millions of flights to get you this data, we do not calculate current live prices or guarantee pricing. Please see our partners using the links above for current offers.