Skyscanner home

Cheap Flights from Pisa International (PSA) to Chicago (CHIA)

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

Flight deals from Pisa International to Chicago

Looking for a cheap last-minute deal or the best return flight from Pisa International to Chicago? Find the lowest prices on one-way and return tickets right here.
Chicago.£447 per passenger.Departing Fri, 1 May, returning Tue, 5 May.Return flight with British Airways.Outbound indirect flight with British Airways, departs from Pisa International on Fri, 1 May, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departs from Chicago O'Hare International on Tue, 5 May, arriving in Pisa International.Price includes taxes and charges.From £447, select.
Chicago.£460 per passenger.Departing Fri, 4 Sep, returning Sun, 13 Sep.Return flight with British Airways.Outbound indirect flight with British Airways, departs from Pisa International on Fri, 4 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departs from Chicago O'Hare International on Sun, 13 Sep, arriving in Pisa International.Price includes taxes and charges.From £460, select.
Chicago.£461 per passenger.Departing Mon, 6 Apr, returning Mon, 13 Apr.Return flight with United.Outbound indirect flight with United, departs from Pisa International on Mon, 6 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with United, departs from Chicago O'Hare International on Mon, 13 Apr, arriving in Pisa International.Price includes taxes and charges.From £461, select.
Chicago.£487 per passenger.Departing Sun, 26 Apr, returning Fri, 1 May.Return flight with Ryanair and Icelandair.Outbound indirect flight with Ryanair, departs from Pisa International on Sun, 26 Apr, arriving in Chicago O'Hare International.Inbound indirect flight with Icelandair, departs from Chicago O'Hare International on Fri, 1 May, arriving in Pisa International.Price includes taxes and charges.From £487, select.
Chicago.£525 per passenger.Departing Thu, 5 Mar, returning Wed, 11 Mar.Return flight with easyJet and Air France.Outbound indirect flight with easyJet, departs from Pisa International on Thu, 5 Mar, arriving in Chicago Midway.Inbound indirect flight with Air France, departs from Chicago O'Hare International on Wed, 11 Mar, arriving in Pisa International.Price includes taxes and charges.From £525, select.
Chicago.£530 per passenger.Departing Thu, 24 Sep, returning Thu, 1 Oct.Return flight with British Airways.Outbound indirect flight with British Airways, departs from Pisa International on Thu, 24 Sep, arriving in Chicago O'Hare International.Inbound indirect flight with British Airways, departs from Chicago O'Hare International on Thu, 1 Oct, arriving in Pisa International.Price includes taxes and charges.From £530, select.
Chicago.£531 per passenger.Departing Thu, 8 Oct, returning Tue, 13 Oct.Return flight with Lufthansa.Outbound indirect flight with Lufthansa, departs from Pisa International on Thu, 8 Oct, arriving in Chicago O'Hare International.Inbound indirect flight with Lufthansa, departs from Chicago O'Hare International on Tue, 13 Oct, arriving in Pisa International.Price includes taxes and charges.From £531, select.
Chicago.£542 per passenger.Departing Fri, 13 Mar, returning Thu, 9 Apr.Return flight with Ryanair and Frontier Airlines.Outbound indirect flight with Ryanair, departs from Pisa International on Fri, 13 Mar, arriving in Chicago O'Hare International.Inbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 9 Apr, arriving in Pisa International.Price includes taxes and charges.From £542, 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 May.
Feb
Find prices
Mar
from £525
Apr
from £461
May
from £447
Jun
Find prices
Jul
Find prices
Aug
from £623
Sep
from £460
Oct
from £531
Nov
Find prices
Dec
Find prices
Jan
Find prices

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

9 miles from central Chicago
Closest
from £883
Search flights

Chicago O'Hare International

16 miles from central Chicago
Cheapest
from £447
Search flights

Chicago Dupage County

32 miles from central Chicago
Search flights

Chicago Rockford

78 miles from central Chicago
Search flights

Pisa to Chicago: Flight information

The things to know before you go.
Cheapest flight found£447
Cheapest month to flyMay

Check out these Chicago hotels

Ready to plan your stay? Other travellers rate these Chicago hotels for cleanliness, service and location.
Chicago Parthenon Hostel
0.91 miles from city centre
£111
Per night
ENVITAE Hotel 4 Bedroom Luxury Apartments
2.34 miles from city centre
£1,013
Per night
The Robey, Chicago, a Member of Design Hotels
3.34 miles from city centre
£198
Per night
Chicago Parthenon Hostel
0.91 miles from city centre
£111
Per night
ENVITAE Hotel 4 Bedroom Luxury Apartments
2.34 miles from city centre
£1,013
Per night
The Robey, Chicago, a Member of Design Hotels
3.34 miles from city centre
£198
Per night
Explore top-rated hotels

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 return flight from Pisa International to Chicago is £447. 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 £447.
As of February 2026, there are no flights flying from Pisa International to Chicago.
The cheapest month to fly from Pisa International to Chicago is usually May.
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 centre of Chicago. We've found flights into this airport from £447.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Pisa International Airport to Chicago on Friday, 1 May 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 February, the average temperature is usually around -2°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. 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.

  • Travelling 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 centre, 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

  • £263 is currently the best price for a one-way Pisa International Airport to Chicago flight. Return plane tickets start at £447. 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 centre is roughly 25 miles away.

  • Getting to the centre 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 centre 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 centre in 45 minutes or so.

  • There are some comfortable places to call home for the night near MDW. Kick back and get cosy 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 centre 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 15ºC (59ºF) to 29ºC (84ºF).

  • If you like travelling in cooler conditions, search for a cheap ticket from PSA to Chicago in January when temperatures average between -12ºC (10ºF) and 3ºC (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.

Plan the rest of your trip from Pisa to Chicago

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