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Pisa

$343+ 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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PSA
Mar 17 — Mar 241
Tue 3/17
Tue 3/24
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 February 15, 2026.

This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Sat 10/317:55 pm
PSA
-
ORD
1 stop27h 50m
Scandinavian Airlines
Deal found 2/12$507
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:00 am
ORD
-
PSA
2 stops29h 10m
Scandinavian Airlines
Sat 10/317:55 pm
PSA
-
ORD
1 stop27h 50m
Scandinavian Airlines
Deal found 2/12$531
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/147:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Sat 10/317:55 pm
PSA
-
ORD
1 stop27h 50m
Scandinavian Airlines
Deal found 2/12$547
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:10 pm
ORD
-
PSA
2 stops57h 45m
Scandinavian Airlines
Sat 10/317:55 pm
PSA
-
ORD
1 stop27h 50m
Scandinavian Airlines
Deal found 2/12$573
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/47:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Thu 10/1511:45 am
PSA
-
ORD
1 stop35h 25m
Scandinavian Airlines
Deal found 2/12$577
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Thu 10/1511:45 am
PSA
-
ORD
1 stop35h 25m
Scandinavian Airlines
Deal found 2/12$617
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/36:10 pm
ORD
-
PSA
2 stops57h 45m
Scandinavian Airlines
Thu 10/1511:45 am
PSA
-
ORD
1 stop35h 25m
Scandinavian Airlines
Deal found 2/12$643
This Mytrip deal was found by Cheapflights users on 2/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/34:05 pm
ORD
-
PSA
2 stops18h 20m
Multiple Airlines
Thu 4/1610:15 pm
PSA
-
ORD
3 stops26h 35m
Multiple Airlines
Deal found 2/13$663
This KAYAK deal was found by Cheapflights users on 2/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Thu 10/1511:45 am
PSA
-
ORD
1 stop35h 25m
Scandinavian Airlines
Deal found 2/12$667
This FlightHub deal was found by Cheapflights users on 2/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:15 pm
ORD
-
PSA
1 stop32h 40m
Scandinavian Airlines
Sun 10/118:00 pm
PSA
-
ORD
1 stop27h 10m
Scandinavian Airlines
Deal found 2/13$669
This KLM deal was found by Cheapflights users on 2/13. 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.
Tue 5/512:53 pm
MDW
-
PSA
2 stops19h 02m
KLM
Tue 5/193:00 pm
PSA
-
MDW
2 stops32h 17m
KLM
Deal found 2/13$1,129
This KLM deal was found by Cheapflights users on 2/14. 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.
Sat 5/96:36 pm
MDW
-
PSA
2 stops37h 04m
KLM
Tue 5/193:00 pm
PSA
-
MDW
2 stops32h 17m
KLM
Deal found 2/14$1,136

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 February 15, 2026.

Most accurate provider

Ovago
2 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$663
(Mytrip)

One-way from

$343
(Kiwi.com)
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 February 15, 2026.
Use the filters below to find and compare flights from Chicago to Pisa that are best for you.

Fly from

Chicago

Fly to

Pisa

Route

Depart

Return

Price

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Fri 4/3

4:20 pm-5:25 pm

2 stops18h 05m

Pisa Gal Galilei

Thu 4/16

10:15 pm-12:55 pm

2 stops21h 40m

$663

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Wed 3/18

11:40 am-11:35 am

2 stops17h 55m

Pisa Gal Galilei

Wed 4/8

7:50 pm-5:35 pm

1 stop28h 45m

$693

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Tue 3/10

10:45 pm-11:35 am

1 stop30h 50m

Pisa Gal Galilei

Tue 3/17

10:20 am-2:50 pm

1 stop34h 30m

$705

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Sat 5/9

7:00 am-7:10 pm

2 stops29h 10m

Pisa Gal Galilei

Tue 5/19

11:45 am-4:10 pm

1 stop35h 25m

$739

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Fri 4/3

5:00 pm-7:20 pm

1 stop19h 20m

Pisa Gal Galilei

Thu 4/16

3:30 pm-1:50 pm

1 stop29h 20m

$750

ChicagoPisa

ORD - PSA

ORDPSA

Chicago O'Hare Intl

Sun 5/3

5:00 pm-11:35 am

1 stop11h 35m

Pisa Gal Galilei

Mon 5/11

8:55 pm-1:50 pm

1 stop23h 55m

$825

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Tue 5/5

12:53 pm-2:55 pm

2 stops19h 02m

Pisa Gal Galilei

Tue 5/19

3:00 pm-4:17 pm

2 stops32h 17m

$1,129

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sat 5/9

6:36 pm-2:40 pm

2 stops37h 04m

Pisa Gal Galilei

Tue 5/19

3:00 pm-4:17 pm

2 stops32h 17m

$1,136

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sat 5/2

7:16 pm-2:40 pm

2 stops36h 24m

Pisa Gal Galilei

Fri 5/29

10:10 pm-3:26 pm

2 stops24h 16m

$1,562

ChicagoPisa

MDW - PSA

MDWPSA

Chicago Midway

Sun 3/8

6:34 pm-7:55 pm

2 stops19h 21m

Pisa Gal Galilei

Fri 3/13

8:55 am-10:31 pm

2 stops19h 36m

$1,741

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/13

Showing 1-10 of 15 results
1
2

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy2 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 90-95% 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

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

Currently, December is the cheapest month in which you can book a flight from Chicago to Pisa (average of $448). Flying from Chicago to Pisa in July is currently the most expensive (average of $725). 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.

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 February 15, 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
7,749 reviews

Entertainment

6.4

Boarding

6.9

Overall

6.7

Comfort

6.8

Food

6.4

Crew

7.6

Reviews

1 / 20
8.0
Excellent

Lakshmi,Dec 2025

SFO - LHR

I had a great time on the flight with good entertainment and food. The staff was awesome. The only thing was there was a delay in boarding and takeoff from London. However, I was pleasantly surprised when the airline sent an apology for the few later landing in Mumbai. They did not have WiFi on board on the leg from London to Mumbai but that was okay for me. On the first leg from SF to London, a couple of seats ahead of me had issues with their display so they could not watch anything on their screens although the stewardess gas be them an option to use the WiFi on their devices. This did not affect me, however, so that was cool. I would recommend British Airways. This was my first time flying with them and I had a lovely flight.
British Airways
6.7
Okay
7,749 reviews
British Airways
6.7
Okay
7,749 reviews

Entertainment

6.4

Boarding

6.9

Overall

6.7

Comfort

6.8

Food

6.4

Crew

7.6

Reviews

1 / 20
8.0
Excellent

Lakshmi,Dec 2025

SFO - LHR

I had a great time on the flight with good entertainment and food. The staff was awesome. The only thing was there was a delay in boarding and takeoff from London. However, I was pleasantly surprised when the airline sent an apology for the few later landing in Mumbai. They did not have WiFi on board on the leg from London to Mumbai but that was okay for me. On the first leg from SF to London, a couple of seats ahead of me had issues with their display so they could not watch anything on their screens although the stewardess gas be them an option to use the WiFi on their devices. This did not affect me, however, so that was cool. I would recommend British Airways. This was my first time flying with them and I had a lovely flight.

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?

    American Airlines, British Airways, and Scandinavian Airlines can get you from Chicago to Pisa in just under 17h 55m. Your travel time can differ by up to 12h 55m. 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 $780.

  • 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.

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

    Currently, December is the cheapest month in which you can book a flight from Chicago to Pisa (average of $448). Flying from Chicago to Pisa in July is currently the most expensive (average of $725). 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 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 February 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
British AirwaysCheapest$458Average$819FlexibilityNo cancel feeOn-time70%
LufthansaCheapest$780Average$1,210FlexibilityNo cancel feeOn-time76%

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