Cheap Flights from Chicago to Pisa International

Compare Chicago to Pisa International flight deals

Find the cheapest month or even day of the year to fly to Pisa International

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Flight deals from Chicago to Pisa International

Looking for a cheap last-minute deal or the best return flight from Chicago to Pisa International? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Chicago to Pisa International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Pisa International flights are currently cheapest in April.

Chicago to Pisa International: Alternative routes

Compare routes from Chicago to Pisa below. You may find an airport to fly into that's cheaper, faster, or easier than Pisa International.

Chicago to Pisa: Flight information

The things to know before you go.
Cheapest flight foundR 3,872
Cheapest month to flyApril

Finding cheap flights from Chicago to Pisa International: Frequently asked questions

The best price we found for a return flight from Chicago to Pisa International is R 8,321. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
Currently, there are no airlines that fly direct from Chicago to Pisa International. But we found flights with one stop from R 8,321.
As of February 2026, there are no flights flying from Chicago to Pisa International.
The cheapest month to fly from Chicago to Pisa International is usually April.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Pisa International Airport on Tuesday, 21 April 2026.
No airlines currently offer direct flights between Chicago and Pisa International Airport. Most routes have one or more stops.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Pisa International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Pisa is around 40 days in advance, so don’t leave your flight to the last minute.
The cheapest airline that flies to Pisa International is Icelandair .

Flying from Chicago to Pisa International Airport (PSA): What you need to know

  • Chicago has a couple of airports where you can set off on your adventure. Explore your options for booking a flight from Chicago to Pisa International Airport (PSA) departing from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).

  • The timezone in Pisa is UTC+1, which is six hours ahead of Chicago. Pisa International Airport is located in Pisa.

  • Get to the airport on time so you don't miss your flight from Chicago to PSA. Be there at least two hours ahead for international flights and an hour early for domestic departures to skip the mad dash to your gate.

  • If you're taking off during a major holiday or other peak period, allow extra time. Get there two hours before domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

Airports in Chicago

O'Hare International Airport (ORD)

  • Consider adding a stopover to find cheap flights from Chicago to PSA. Just deselect 'Direct flights only' when browsing departures from O'Hare International Airport (ORD). Pause your trip (and maybe pocket some savings) with a stop at one of these popular options:

    • London Heathrow Airport (LHR)

    • Amsterdam Airport Schiphol (AMS)

    • Frankfurt Airport (FRA)

  • Located around 40 kilometres from the centre of Chicago, ORD can be reached in about 35 minutes by car (depending on traffic). The journey on public transport is roughly 55 minutes.

  • Have an early flight from Chicago to Pisa International Airport? Avoid the mad dash to the terminal (and enjoy a little extra shut-eye) by picking one of these stays close to O'Hare International Airport:

  • Of all flights leaving O'Hare International Airport, 74.85% land on schedule at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • You can get to MDW from central Chicago in about 20 minutes by car (depending on traffic conditions). The journey by public transport takes roughly 45 minutes to cover the 19 kilometres or so.

  • Start your holiday sooner with an additional night away from home. Before your Chicago to PSA flight, unwind in one of these hotels close to Chicago Midway International Airport:

  • When it comes to flights staying on schedule, Chicago Midway International Airport has an on-time arrival performance of 77.88%.

  • You'll find MDW at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • The journey time to RFD from central Chicago is around 4 hours 15 minutes on public transport. If you're going by car, it'll take you roughly 1 hour 25 minutes to cover the 137 kilometres or so.

  • Make catching an early Chicago to Pisa International Airport flight the easiest part of your journey. Book a room at one of these hotels near Chicago Rockford International Airport and get to your check-in counter feeling relaxed and unhurried:

  • Flights that depart from RFD make it to their destination on schedule 76.19% of the time.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

About Pisa International Airport (PSA)

  • The last thing you want is a lengthy journey to your hotel if you're getting in late on a flight from Chicago to Pisa International Airport. Stay at one of these accommodation options near PSA instead:

  • Grab a Pisa International Airport rental car and discover Pisa and beyond with your own set of wheels. Surprice, ECH and RentSmart24 are well-known companies you can book with here.

  • For the best deal, book your ride around three weeks ahead of your Chicago to Pisa International Airport flight.

Getting from Pisa International Airport (PSA) to central Pisa

  • Central Pisa is around 5 kilometres from Pisa International Airport. Travel times by cab or car hire will vary depending on time of day and traffic conditions, so do some research ahead of your trip.

  • It'll take around 45 minutes when travelling by public transport.

How to find the cheapest flights from Chicago to Pisa International Airport (PSA)

  • The cheapest price we've found for a one-way ticket from Chicago to Pisa International Airport is R 3,874. For a return flight on this route, the best price is R 8,321. Depending on how early you book and the availability, these fares could change.

  • To find cheap flights from Chicago to PSA, book ahead. Airlines tend to offer the most competitive fares when tickets are first released.

  • The 'Whole month' search tool shows you the cheapest Chicago to Pisa International Airport tickets across every month. It's an easy way to find a bargain if your travel plans are flexible.

  • Finding a cheap plane ticket from Chicago to PSA is easy with Price Alerts. Simply set up one of these automatic alerts and we'll notify you as soon as prices go down.

  • Tailor your trip using filters. Choose your ideal departure and arrival times, airlines and total journey duration. You can also sort your results by 'Cheapest,' 'Fastest' or 'Best' flights from Chicago to Pisa International Airport.

The best time to fly from Chicago to Pisa International Airport (PSA)

  • July is when most people book flights from Chicago to Pisa International Airport (PSA). Visit Pisa in February for a quieter experience.

  • When booking your Chicago to PSA plane ticket, consider the kind of weather forecast you're hoping for. August is the warmest month in Pisa, with temperatures ranging from 17ºC (63ºF) to 31ºC (88ºF).

  • If you want to travel in cooler conditions, look for a cheap ticket from Chicago to Pisa International Airport in January when temperatures are between 1ºC (34ºF) and 12ºC (54ºF).

More about Pisa

  • Start your Pisa trip off on the right foot by choosing the ideal place to stay. As soon as you've booked your flight from Chicago to Pisa International Airport, explore our selection of hotels including:

  • Leaning Tower of Pisa and Piazza del Duomo are a couple of top attractions to add to your Pisa itinerary. Continue your sightseeing adventures at Piazza dei Miracoli.

Explore more of Italy

  • Rome is just one of the many places in Italy waiting to be explored once you've taken in the sights of Pisa. Around 257 kilometres away to the south-east, its best attractions include Visiting the Pope at St. Peter's Basilica Church, St. Peter's Square and Sistine Chapel.

  • If you're eager to discover another major destination in Italy, head for Milan, about 225 kilometres north-west of Pisa. The Last Supper Museum, Milan Cathedral and Teatro alla Scala are key reasons to visit.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.