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$440+ Cheap flights from Pisa (PSA) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
PSA — CHI
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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Cheap flight deals from Pisa to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Pisa (PSA) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 29, 2025.

Round-trip from

$604
(American Airlines)

One-way from

$440
(Kiwi.com)
From Pisa Gal Galilei to Chicago (CHI)
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One-way flight from Pisa Gal Galilei to Chicago (CHI)
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Find flight deals from Pisa to Chicago

Cheapest flights from Pisa to Chicago
Explore the most affordable flight options available from Pisa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 29, 2025.

This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/208:40 pmPSA - ORD
1 stop24h 10mAmerican Airlines
Tue 10/289:45 pmORD - PSA
1 stop31h 50mAmerican Airlines
Deal found 7/29$604
This British Airways deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2212:35 pmPSA - ORD
1 stop12h 40mBritish Airways
Thu 10/309:45 pmORD - PSA
1 stop30h 25mBritish Airways
Deal found 7/29$606
This Lufthansa deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1810:30 amPSA - ORD
1 stop16h 25mLufthansa
Fri 10/243:05 pmORD - PSA
1 stop11h 45mLufthansa
Deal found 7/29$694
This Kiwi.com deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1011:25 amPSA - ORD
1 stop14h 35mMultiple Airlines
Wed 9/173:45 pmORD - PSA
1 stop13h 25mMultiple Airlines
Deal found 7/26$712

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pisa to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 29, 2025.
Use the filters below to find and compare flights from Pisa to Chicago that are best for you.

Fly from

Pisa

Fly to

Chicago

Route

Depart

Return

Price

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Mon 10/20

8:40 pm-1:50 pm

1 stop24h 10m

Chicago O'Hare Intl

Wed 10/29

6:10 pm-11:35 am

1 stop11h 25m

$604

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Wed 10/22

12:35 pm-6:15 pm

1 stop12h 40m

Chicago O'Hare Intl

Thu 10/30

9:45 pm-10:10 am

1 stop30h 25m

$606

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Sat 10/18

10:30 am-7:55 pm

1 stop16h 25m

Chicago O'Hare Intl

Fri 10/24

3:05 pm-9:50 am

1 stop11h 45m

$694

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Wed 9/10

11:25 am-7:00 pm

1 stop14h 35m

Chicago O'Hare Intl

Wed 9/17

3:45 pm-12:10 pm

1 stop13h 25m

$712

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Sat 10/4

9:50 am-7:44 pm

2 stops40h 54m

$440

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Sat 10/4

8:00 pm-3:55 pm

1 stop26h 55m

$706

PisaChicago

PSA - ORD

PSAORD

Pisa Gal Galilei

Sat 10/4

9:35 pm-4:20 pm

2 stops25h 45m

$746

PisaChicago

PSA - MDW

PSAMDW

Pisa Gal Galilei

Tue 8/5

4:00 pm-1:47 pm

3 stops52h 47m

$994

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

Best time to book a flight from Pisa to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Pisa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pisa to Chicago
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated July 29, 2025.
See what other customers who have flown with KLM, American Airlines, and Lufthansa from Pisa to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
KLM
7.8
Good
1,383 reviews

Food

7.3

Crew

8.4

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
KLM
7.8
Good
1,383 reviews
KLM
7.8
Good
1,383 reviews

Food

7.3

Crew

8.4

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
American Airlines
7.2
Good
10,000 reviews
KLM
7.8
Good
1,383 reviews

Food

7.3

Crew

8.4

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
Lufthansa
6.8
Okay
7,265 reviews
KLM
7.8
Good
1,383 reviews

Food

7.3

Crew

8.4

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.
British Airways
6.6
Okay
7,208 reviews
KLM
7.8
Good
1,383 reviews

Food

7.3

Crew

8.4

Boarding

7.8

Overall

7.8

Entertainment

7.1

Comfort

7.7

Reviews

1 / 20
4.0
Okay

Anonymous,Jun 2025

AMS - BOS

A two and half hour delay caused havoc with all connections. Otherwise on board service was great.

Related info for your journey

Find useful and relevant information for your journey from Pisa to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Pisa to Chicago?

    Located just 2.7 mi from the city center, Pisa Gal Galilei is the airport most travelers will use when flying to Chicago from Pisa. Booking flights from Gal Galilei (PSA) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 0 different airlines.

  • What are the cheapest airlines flying from Pisa to Chicago round-trip?

    American Airlines, at $604, was found to be the cheapest airline from Pisa to Chicago.Alternate airlines to your destination round-trip include British Airways and Lufthansa.

  • Can I find deals for flights from Pisa to Chicago that include hotel bookings?

    Yes. In addition to deals on Pisa to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pisa to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pisa to Chicago.

  • Can I find deals for business class flights from Pisa to Chicago?

    Yes. Cheapflights offers flight deals from Pisa to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pisa to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Pisa to Chicago (average of $245). Flying from Pisa to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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