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C$582 Cheap Flights from Pisa International (PSA) to Chicago (CHIA)

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      Travellers and cabin class, 1 Adult, Economy

      Compare Pisa International to Chicago flight deals

      Find the cheapest month or even day of the year to fly to Chicago

      Book the best Chicago fare with no extra fees

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      Flight deals from Pisa International to Chicago

      Looking for a cheap last-minute deal or the best return flight from Pisa International Airport to Chicago? If you want to travel next month, return fares start from C$976. Find the lowest prices on one-way and return tickets right here.
      Chicago.C$582 per passenger.Departing Sat., Dec. 12.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from Pisa International on Sat., Dec. 12, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$582, select.
      Chicago.C$601 per passenger.Departing Sat., Oct. 24.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from Pisa International on Sat., Oct. 24, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$601, select.
      Chicago.C$664 per passenger.Departing Tue., Jun. 1.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from Pisa International on Tue., Jun. 1, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$664, select.
      Chicago.C$667 per passenger.Departing Fri., Jan. 15.One-way flight with Wizz Air.Outbound indirect flight with Wizz Air, departs from Pisa International on Fri., Jan. 15, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$667, select.
      Chicago.C$738 per passenger.Departing Fri., Nov. 27.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from Pisa International on Fri., Nov. 27, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$738, select.
      Chicago.C$749 per passenger.Departing Mon., Sep. 28.One-way flight with Ryanair.Outbound indirect flight with Ryanair, departs from Pisa International on Mon., Sep. 28, arriving in Chicago Midway.Price includes taxes and charges.From C$749, select.
      Chicago.C$961 per passenger.Departing Tue., Aug. 17.One-way flight with British Airways.Outbound indirect flight with British Airways, departs from Pisa International on Tue., Aug. 17, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$961, select.
      Chicago.C$1,102 per passenger.Departing Sat., Jul. 31.One-way flight with Wizz Air Malta.Outbound indirect flight with Wizz Air Malta, departs from Pisa International on Sat., Jul. 31, arriving in Chicago O'Hare International.Price includes taxes and charges.From C$1,102, select.

      Find the cheapest month to fly from Pisa International to Chicago

      We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Pisa International to Chicago flights are currently cheapest in December.
      Sep.
      from C$749
      Oct.
      from C$601
      Nov.
      from C$738
      Dec.
      from C$582
      Jan.
      from C$667
      Feb.
      Find prices
      Mar.
      Find prices
      Apr.
      Find prices
      May
      Find prices
      Jun.
      from C$664
      Jul.
      from C$1,102
      Aug.
      from C$961

      Alternative Pisa International to Chicago routes

      Looking for the cheapest, fastest or easiest route from Pisa International to Chicago? You could fly into the following airports instead.

      Chicago Midway

      14km from central Chicago
      Closest
      from C$720
      Search flights

      Chicago O'Hare International

      25km from central Chicago
      Cheapest
      from C$582
      Search flights

      Chicago Rockford

      127km from central Chicago
      from C$805
      Search flights

      Pisa to Chicago: Flight information

      The things to know before you go.
      Cheapest flight foundC$582
      Cheapest month to flyDecember

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

      There are 3 airports in Chicago: Chicago Midway, Chicago O'Hare International and Chicago Rockford.
      The best price we found for a return flight from Pisa International to Chicago is C$976. 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 Pisa International to Chicago. But we found flights with one or more stops from C$976.
      As of September 2026, there are no flights flying from Pisa International to Chicago.
      The cheapest month to fly from Pisa International to Chicago is usually October.
      If you're flying from Pisa International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.5 km away from the centre of Chicago. We've found flights into this airport from C$976.
      After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Pisa International Airport to Chicago on Thursday, October 15, 2026.
      No airlines currently offer direct flights between Pisa International Airport and Chicago. 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 Chicago 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 Chicago is around 40 days in advance, so don’t leave your flight to the last minute.

      In September, the average temperature is usually around 20°C. July is typically the warmest month in Chicago, when it usually averages around 27°C. You can expect the least rain in February. The coldest month is January, with temperatures averaging -5°C. The rainiest month is June.
      Currently, British Airways offers the cheapest flight tickets to Chicago.

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

      • Chicago is 6 hours behind Pisa, where Pisa International Airport is located. Chicago operates on the UTC-5 timezone.

      • To ensure you get on your flight from PSA to Chicago, leave plenty of time to check in and drop off your luggage. Arriving two hours before international departures and an hour before domestic flights is the standard rule.

      • You can expect longer lines in popular months such as July and other peak seasons. Arriving up to fours hours ahead of international flights and two hours for domestic departures is a good idea.

      • We make it a cinch to plan a flight from PSA to Chicago with a stopover. To see all your options, uncheck 'Direct flights only.' Then, choose a flight with a stop long enough to tour the city of your choice. Major stopovers include:

        • Amsterdam Airport Schiphol Airport (AMS)

        • London Heathrow Airport (LHR)

        • Brussels Airport (BRU)

      • If you have a passport from Italy, you will need an ETA to visit United States. This applies if you're booking a cheap ticket from Pisa International Airport to Chicago for tourism purposes. Requirements may change if you're travelling for work or other reasons. Always consult official visa guidelines ahead of booking and certainly before flying.

      • Travelling from central Pisa to PSA takes around 45 minutes by public transport. If you ride-share, drive or take a cab, you'll cover the 6 kilometres in 13 minutes or so, depending on traffic.

      • Searching for a convenient hotel near PSA? If you've booked an early flight from Pisa International Airport to Chicago, these stays will have you sleeping moments from your check-in counter:

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

      • C$582 is the lowest price we've seen for a one-way ticket from Pisa International Airport to Chicago. For a return flight on this route, the best price is C$976. Depending on when and how early you book, these fares could change.

      • Don't leave everything to the last moment. You're more likely to find cheap tickets from PSA to Chicago if you book in advance. Airlines often offer some fantastic early bird deals.

      • The 'Whole month' tool shows you the cheapest tickets from Pisa International Airport to Chicago throughout the entire month. It's a great way to find a bargain if your travel dates are flexible.

      • Create a Price Alert for cheap tickets from PSA to Chicago. There's no need to search every day to find out if fares have dropped. We'll tell you when the price changes.

      • Play around with the filters to find your ideal trip. To see the 'Cheapest,' 'Best' or 'Fastest' flights from Pisa International Airport to Chicago, use the 'Sort by' tool. You can also filter results by departure and arrival times, airline, and journey duration.

      Airports in Chicago

      O'Hare International Airport (ORD)

      • O'Hare International Airport (ORD) is around 40 kilometres from the centre of Chicago. With a car rental or if you're catching a cab, the drive is around 35 minutes.

      • When travelling by public transport, expect a journey time of roughly 54 minutes.

      • If you have a late flight from Pisa International Airport to Chicago, few things beat the convenience of staying close to the terminal. Grab your bags from the carousel and then be showered and snoozing soon after at one of these hotels near ORD:

      Chicago Midway International Airport (MDW)

      Best time to go to Chicago

      • August is the busiest month for flights from Pisa International Airport to Chicago. To escape the crowds, plan your trip to Chicago in February when things are quieter.

      • Before you book a flight from Pisa International Airport to Chicago, think about the kind of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

      • January sees average temperatures of between -12ºC and 3ºC. Search for cheap flights from PSA to Chicago around that time if you'd rather travel in cooler conditions.

      More about Chicago

      • After locking in your flight from Pisa International Airport to Chicago, think about where you'll stay in this city. Make one of these accommodation options your base for exploring Chicago:

      • There are so many things to discover in this city it can be hard to know where to begin. Millennium Park, Art Institute of Chicago and LandShark Beer Garden at Navy Pier are highlights which should be on every Chicago itinerary.

      Complete your Chicago trip with a car rental

      • We use the same magic that helped you find your cheap flight from Pisa International Airport to Chicago to track down incredible deals on car rentals. Search for your ride in seconds and easily compare your options. Plus you'll find all the info you need on car rentals in Chicago, from the most popular rental company to the average daily price.

      Plan the rest of your trip from Pisa to Chicago

      Prices shown on this page are estimated lowest prices only. Found in the last 12 days.