The cheapest times to fly from ORD to PSA are

  • January 1st to April 1st
  • September 17th 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 ORD to PSA is early November. Prices can be as high as $1504 for Saturday flights during late May, or as low as $568 for Tuesday flights around early November.


When to Fly to Pisa

Flying from Chicago, IL (ORD) to Pisa (PSA) will usually cost between $723 to $1209 per person if booking more than four weeks in advance. On average the very cheapest time to fly is early November with an average ticket price of $756. Due to high demand the most expensive time to fly is late May, with an average price of $1221. Planning your trip to low-cost times can easily save you $465 on economy flights and even more on first-class flights. Generally, any price below $926 can be considered a good price for a round-trip ORD to PSA flight.

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

ORD to PSA Flight Prices

Compared to other flights, the ORD to PSA flight is priced close to the average and costs about as much as the average flight leaving from Chicago. The average price per mile (for a direct flight) is $0.12, which is far below average.


Flight Prices by Day of the Week

Tuesday is usually the cheapest day to fly to PSA, and Wednesday the cheapest day to fly back into ORD. Saturdays are the most expensive days to fly to Pisa, and Fridays are the most expensive days to return to Chicago. Selecting flights on the least expensive days could save you up to $119 (12%) 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 $884. Return trip prices are from the PSA to ORD 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 ORD to PSA can generally find a 1-layover flight. Because there is not usually a direct flight option the real-world direct flight time of 9 hour 22 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 ORD to PSA while comparing.

Destination alternative #1: Bologna Airport (BLQ) in Bologna

  • 74 miles (119 km) away from PSA
  • Usually 17.55% less expensive than PSA
  • 1-layover flights available

See ORD to BLQ flights

Destination alternative #2: Milano Linate Airport (LIN) in Milan

  • 133 miles (214 km) away from PSA
  • Usually 9.18% less expensive than PSA
  • 1-layover flights available

See ORD to LIN flights

Destination alternative #3: Firenze Airport (FLR) in Florence

  • 41 miles (66 km) away from PSA
  • Usually 0.22% less expensive than PSA
  • 1-layover flights available

See ORD to FLR flights


Flight Hacking ORD to PSA

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 ORD to PSA — but Champion Traveler does!

Hack #1: Barcelona (ORD > BCN > PSA)

  • Price for both tickets: $568
  • Average savings: $358 (38.63%)

See ORD to BCN flights

Hack #2: London (ORD > LHR > PSA)

  • Price for both tickets: $637
  • Average savings: $290 (31.26%)

See ORD to LHR flights

Hack #3: Madrid (ORD > MAD > PSA)

  • Price for both tickets: $660
  • Average savings: $267 (28.78%)

See ORD to MAD flights


Flight Questions Answered

Still have questions about flying from ORD to PSA? We’ve got answers.

Which airlines fly this route?

You can find 22 major airlines flying this route most often: Aer Lingus, Air Canada, Air Dolomiti, Air Europa, Air France, Alitalia, American, Austrian, British Airways, Brussels Airlines, Delta, Eurowings, Finnair, Iberia, KLM, Lufthansa, Royal Air Maroc, SAS, SWISS, Tap Air Portugal, Turkish Airlines, United, and potentially more during busy seasons.

How far away is it from Pisa Airport to Chicago O’Hare International Airport?

The distance between the two airports is roughly 4656 miles or 7493 kilometers.

How long does it take to fly from ORD to PSA?

The real-world flight time for a nonstop ORD to PSA flight is about 9 hour 22 minutes.

How many flights go between Chicago, IL and Pisa?

It depends on the day of the week and the date, but a typical day might have around 56 available flights from ORD to PSA.


Airport Location Info


Departing Airport

Origination code ORD
Origination airport name Chicago O’Hare International Airport
City Chicago, IL
Country the United States
Latitude 42
Longitude -87.9

Return Airport

Destination code PSA
Destination airport name Pisa Airport
City Pisa
Country Italy
Latitude 43.7
Longitude 10.4


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.