$349 Flights from Pisa International (PSA) to Chicago (CHIA)

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Flight deals from Pisa International to Chicago

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

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 September.

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.

Pisa to Chicago: Flight information

The things to know before you go.
Cheapest flight found$349
Cheapest month to flySeptember

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

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a round-trip flight from Pisa International to Chicago is $608. 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 $608.
There are no flights flying from Pisa International to Chicago, as of January 2026.
The cheapest month to fly from Pisa International to Chicago is usually April.
If you're flying from Pisa International Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 15.8 miles away from the center of Chicago. We've found flights to this airport from $608.
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, April 2, 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 January, the average temperature is usually around 24°F. July is typically the warmest month in Chicago, when it usually averages around 80°F. You can expect the least rain in January. The coldest month is January, with temperatures averaging 18°F. The rainiest month is August.
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 six hours behind Pisa, where Pisa International Airport is located. Chicago runs on the UTC-5 timezone.

  • Give yourself enough time to catch your PSA to Chicago flight. As a general rule, turn up at least two hours before international departures and an hour ahead for domestic flights.

  • Traveling during a peak time like school or public holidays? Expect longer queues at check-in and security. To be on the safe side, arrive up to four hours before international flights and two hours ahead of domestic departures.

  • Consider adding a stopover to potentially unlock a cheaper plane ticket from PSA to Chicago. All you need to do is uncheck 'Direct flights only' during your search. Give yourself a breather (and maybe even a better deal) by stopping at one of these connection hubs:

    • London Heathrow Airport (LHR)

    • Amsterdam Airport Schiphol (AMS)

    • Brussels Airport (BRU)

  • PSA is about 3 miles from central Pisa. If you're catching a cab, driving or ride-sharing from the center, it'll take 15 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the trip time to be around 45 minutes.

  • Want a stress-free start to your travels? Stay near PSA. Whether you're boarding an early flight from Pisa International Airport to Chicago or just don't want to be rushed, these hotels are all about convenience:

  • 73.71% of flights that take off from Pisa International Airport reach their destination on schedule.

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

  • $349 is currently the best price for a one-way Pisa International Airport to Chicago flight. Return plane tickets start at $608. These fares may change depending on demand.

  • Don't wait until the last moment. You're more likely to pick up cheap flights from PSA to Chicago if you book ahead. Airlines often offer some amazing early bird discounts.

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

  • Never miss a deal on cheap flights from PSA to Chicago by creating a Price Alert. We'll send you an email or notification through the app when a lower fare becomes available.

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

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to central Chicago takes about 35 minutes by car. The center is roughly 25 miles away.

  • Getting to the center on public transport takes around 55 minutes.

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

  • Pick up an O'Hare International Airport rental car and explore Chicago and beyond with your own set of wheels. Routes Car Rentals, Dollar and Budget are leading providers to choose from here.

  • Lock in the lowest price by reserving your ride from O'Hare International Airport around four weeks ahead of your flight from PSA to Chicago.

  • The address for ORD is 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Once your flight from Pisa International Airport to Chicago has touched down, you can reach the city center in about 20 minutes by car. Central Chicago is roughly 12 miles from Chicago Midway International Airport (MDW).

  • If you travel by public transport, you'll reach the center in 45 minutes or so.

  • There are some comfortable places to call home for the night near MDW. Kick back and get cozy after your PSA to Chicago flight at any of these perfectly located options:

  • Forget about public transport schedules or cab lines. Pick up a Chicago Midway International Airport rental car and blaze your own trail. Check out the availability and rates from Dollar, Hertz and Budget.

  • Avoid potential price surges. Reserving your ride four weeks before your arrival at MDW will help you stay within budget.

  • Chicago Midway International Airport is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Set your sights on the city center after your flight from Pisa International Airport to Chicago has arrived. Central Chicago is about 85 miles from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by car.

  • The journey will take you roughly 4 hours 15 minutes on public transport.

  • Enjoy a low-stress, comfortable start to your break by choosing a hotel near RFD after your PSA to Chicago flight. Unwind after a day of travel or simply give yourself time to get your footing in a new city at:

  • Stay in control of the next part of your journey with a Chicago Rockford International Airport rental car. Budget, Alamo and National are dependable companies for booking.

  • If you prefer a particular make or model, booking early increases your chances of getting exactly what you want. Secure your ride from RFD at least a few weeks ahead of your flight from Pisa International Airport to Chicago.

  • Chicago Rockford International Airport's street address is 2 Airport Cir.

Best time to go to Chicago

  • Before locking in your flights from Pisa International Airport to Chicago, consider which time of year works best for you. High season in Chicago offers a bustling atmosphere and plenty of activities, while low season brings cheaper deals on hotels and fewer crowds.

  • Book a Pisa International Airport to Chicago plane ticket with a departure in July to visit the city during its warmest month. You can expect temperatures to range from 59ºF to 84ºF.

  • If you like traveling in cooler conditions, search for a cheap ticket from PSA to Chicago in January when temperatures average between 10ºF and 37ºF.

More about Chicago

  • When it comes to searching for somewhere to lay your head, you'll find the best places to stay in Chicago right here. Explore these options after locking in your flight from Pisa International Airport to Chicago:

  • Art Institute of Chicago and Millennium Park are just a couple of the major attractions to put on your Chicago must-do list. Continue your sightseeing adventures at LandShark Beer Garden at Navy Pier.

Explore more of United States

  • Columbus is just one of the many cities in United States waiting to be discovered once you've seen the sights of Chicago. Around 280 miles away to the south-east, well-known attractions include Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • Indianapolis is another essential stop in United States and is around 160 miles south-east of Chicago. No journey is complete without experiencing The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo.

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