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Pisa

$281+ Cheap flights from Chicago (CHI) to Pisa (PSA)

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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PSA
Aug 15 — Aug 221
Sat 8/15
Sat 8/22
1 adult, Economy
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Cheap flight deals from Chicago to Pisa

Cheapest flights from Chicago to Pisa
Explore the most affordable flight options available from Chicago to Pisa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 16, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 7/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:05 pm
ORD
-
PSA
1 stop17h 30m
British Airways
Thu 11/1212:30 pm
PSA
-
ORD
1 stop13h 15m
British Airways
Deal found 7/11$761
This lol.travel deal was found by Cheapflights users on 7/13. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:05 am
ORD
-
PSA
2 stops15h 50m
Multiple Airlines
Tue 8/2510:35 am
PSA
-
ORD
2 stops18h 30m
Multiple Airlines
Deal found 7/13$763
This American Airlines deal was found by Cheapflights users on 7/15. 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.
Thu 10/151:31 pm
ORD
-
PSA
2 stops15h 29m
American Airlines
Thu 11/1212:30 pm
PSA
-
ORD
1 stop13h 45m
American Airlines
Deal found 7/15$775
This Kiwi.com deal was found by Cheapflights users on 7/13. 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 10/286:40 pm
ORD
-
PSA
1 stop14h 00m
Multiple Airlines
Sun 11/159:45 am
PSA
-
ORD
2 stops36h 10m
Multiple Airlines
Deal found 7/13$777
This lol.travel deal was found by Cheapflights users on 7/15. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1611:05 am
ORD
-
PSA
2 stops15h 30m
Multiple Airlines
Mon 8/246:35 pm
PSA
-
ORD
2 stops27h 09m
Multiple Airlines
Deal found 7/15$779
This Cheapflightsfares deal was found by Cheapflights users on 7/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:00 pm
ORD
-
PSA
1 stop11h 20m
British Airways
Wed 8/2612:05 pm
PSA
-
ORD
1 stop13h 10m
British Airways
Deal found 7/12$782
This oojo deal was found by Cheapflights users on 7/15. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Thu 8/2711:45 am
PSA
-
ORD
1 stop35h 25m
Scandinavian Airlines
Deal found 7/15$783
This American Airlines deal was found by Cheapflights users on 7/13. 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.
Wed 8/197:05 pm
ORD
-
PSA
1 stop18h 20m
American Airlines
Wed 8/267:50 pm
PSA
-
ORD
1 stop26h 10m
American Airlines
Deal found 7/13$792
This American Airlines deal was found by Cheapflights users on 7/13. 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 8/109:15 pm
ORD
-
PSA
1 stop15h 20m
American Airlines
Tue 8/256:30 pm
PSA
-
ORD
1 stop25h 00m
American Airlines
Deal found 7/13$793
This KLM deal was found by Cheapflights users on 7/13. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:25 pm
MDW
-
PSA
2 stops13h 40m
KLM
Tue 8/253:00 pm
PSA
-
MDW
2 stops32h 15m
KLM
Deal found 7/13$804
This KLM deal was found by Cheapflights users on 7/15. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:25 pm
MDW
-
PSA
2 stops18h 25m
KLM
Mon 8/243:25 pm
PSA
-
MDW
2 stops31h 50m
KLM
Deal found 7/15$805
This KLM deal was found by Cheapflights users on 7/12. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/191:25 pm
MDW
-
PSA
2 stops17h 45m
KLM
Wed 8/263:40 pm
PSA
-
MDW
2 stops31h 35m
KLM
Deal found 7/12$814

Find flight deals from Chicago to Pisa

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Pisa (PSA). 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 16, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$761
(Cheapflightsfares)

One-way from

$281
(BusinessClass)
Provider with most accurate pricing for Chicago (CHI)-Pisa Gal Galilei flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Pisa Gal Galilei flights.
Search Deals
From Chicago (CHI) to Pisa Gal Galilei
Search Deals
One-way flight from Chicago (CHI) to Pisa Gal Galilei
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Pisa 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 16, 2026.
Use the filters below to find and compare flights from Chicago to Pisa that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Thu 10/15

4:26 pm-2:25 pm

2 stops14h 59m

Pisa Gal Galilei

Thu 11/12

12:30 pm-2:14 pm

2 stops32h 44m

$785

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Wed 8/19

1:25 pm-2:10 pm

2 stops17h 45m

Pisa Gal Galilei

Wed 8/26

3:40 pm-4:15 pm

2 stops31h 35m

$804

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Tue 8/18

1:51 pm-3:35 pm

2 stops18h 44m

Pisa Gal Galilei

Tue 8/25

3:00 pm-4:15 pm

2 stops32h 15m

$804

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Mon 8/10

7:25 pm-4:05 pm

2 stops13h 40m

Pisa Gal Galilei

Tue 8/25

3:00 pm-4:15 pm

2 stops32h 15m

$804

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Thu 8/13

1:59 pm-2:40 pm

2 stops17h 41m

Pisa Gal Galilei

Wed 8/26

3:40 pm-2:15 pm

1 stop29h 35m

$849

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Thu 8/13

1:15 pm-12:00 pm

2 stops15h 45m

Pisa Gal Galilei

Thu 8/20

9:20 pm-4:00 pm

2 stops25h 40m

$860

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Sun 8/16

10:30 pm-5:55 pm

1 stop12h 25m

Pisa Gal Galilei

Sat 8/29

6:35 pm-7:55 pm

1 stop32h 20m

$879

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Mon 8/24

3:19 pm-2:15 pm

2 stops15h 56m

Pisa Gal Galilei

Mon 8/31

3:25 pm-2:15 pm

1 stop29h 50m

$880

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Wed 8/26

1:25 pm-2:05 pm

2 stops17h 40m

Pisa Gal Galilei

Wed 9/2

3:40 pm-4:15 pm

2 stops31h 35m

$882

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Mon 8/24

1:25 pm-2:15 pm

2 stops17h 50m

Pisa Gal Galilei

Mon 8/31

3:25 pm-3:44 pm

2 stops31h 19m

$885

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

Showing 1-10 of 35 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Pisa

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Pisa in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Pisa flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Pisa flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Pisa flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Pisa flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Pisa flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Pisa

Have a flexible travel schedule? Discover the best time to fly to Pisa from Chicago 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 Chicago to Pisa

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Pisa

Get insights into the airlines that provide service to Pisa. 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 Pisa. Reviews last updated July 16, 2026.
See what other customers who have flown with British Airways from Chicago to Pisa have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
British Airways
6.7
Okay
8,119 reviews

Boarding

6.9

Comfort

6.8

Entertainment

6.5

Crew

7.7

Overall

6.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Jun 2026

IAH - LHR

Airline was good the flight attendant were very helpful and kind. The problem I had is with cheap tickets, my ticket was not allowed one check in baggage this was new to me. I do a lot of traveling overseas and 1 check in baggage is always allowed. Also I bought insurance for my ticket it proved to be useless. I have called several times and spoke to your customer service, not one single person mentioned it to me that baggage was not allowed. All this additional expense was too much for me. I even asked one of your customer service representative I need to buy extra baggage should I buy it now and he told me when you receive check in information you can buy it @ that time never mentioned it to me that my ticket didn’t include baggage. It was very frustrating. I will never use cheap ticket again.
British Airways
6.7
Okay
8,119 reviews
British Airways
6.7
Okay
8,119 reviews

Boarding

6.9

Comfort

6.8

Entertainment

6.5

Crew

7.7

Overall

6.7

Food

6.4

Reviews

1 / 20
10.0
Excellent

Anonymous,Jun 2026

IAH - LHR

Airline was good the flight attendant were very helpful and kind. The problem I had is with cheap tickets, my ticket was not allowed one check in baggage this was new to me. I do a lot of traveling overseas and 1 check in baggage is always allowed. Also I bought insurance for my ticket it proved to be useless. I have called several times and spoke to your customer service, not one single person mentioned it to me that baggage was not allowed. All this additional expense was too much for me. I even asked one of your customer service representative I need to buy extra baggage should I buy it now and he told me when you receive check in information you can buy it @ that time never mentioned it to me that my ticket didn’t include baggage. It was very frustrating. I will never use cheap ticket again.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Pisa. 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 into for flights to Pisa from Chicago?

    Pisa Gal Galilei (PSA), located 2.7 mi from the city center, is the airport you fly into when you book flights from Chicago to Pisa. 2 airlines have flights to Gal Galilei from Chicago on a regular basis. Booking flights from Chicago to Pisa Gal Galilei should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • How long is the flight from Chicago to Pisa?

    British Airways and KLM can get you from Chicago to Pisa in just under 14h 59m. Your travel time can differ by up to 2h 46m. The distance between Chicago and Pisa is about 4653 mi. This flight may include one or multiple stops.

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

    Our cheapest airline available from Chicago to Pisa is British Airways. Our recent data shows that you can find tickets from as low as $458 on this airline. An additional option worth looking into is Lufthansa, starting at $824.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Pisa?

Book flights to Pisa if you plan to visit one of these locations
La Spezia
Livorno
Monterosso al Mare

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Chicago to Pisa

Discover the top 2 airlines that operate flights from Chicago to Pisa. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$458Average$859FlexibilityNo cancel feeOn-time70%
LufthansaCheapest$824Average$1,210FlexibilityNo cancel feeOn-time76%

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