$386+ Cheap flights from Chicago (CHI) to Pisa (PSA)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — PSA
Nov 30 — Dec 71
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Pisa with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Pisa
Cheapest
Best
Last-minute
One-way
Cheapest flights from Chicago to PisaExplore 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 October 31, 2026.
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 October 31, 2026.
This KLM deal was found by Cheapflights users on 10/28. 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 11/295:05 pm -
2 stops18h 45m
Mon 12/147:40 pm -
2 stops28h 03m
Deal found 10/28![KLM logo]()
$810
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Sun 11/2911:45 am -
2 stops28h 20m
Mon 12/143:10 pm -
2 stops34h 10m
Deal found 10/28![Multiple Airlines logo]()
$880
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:30 pm -
2 stops22h 20m
Sat 12/194:45 pm -
2 stops29h 45m
Deal found 10/26![Multiple Airlines logo]()
$901
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 12/308:05 pm -
1 stop33h 35m
Fri 1/87:10 am -
2 stops19h 05m
Deal found 10/28![Multiple Airlines logo]()
$932
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sat 12/125:30 pm -
2 stops33h 50m
Sat 12/191:50 pm -
1 stop35h 30m
Deal found 10/27![Multiple Airlines logo]()
$950
Best flights from Chicago to PisaDiscover carefully curated flight deals from Chicago to Pisa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 31, 2026.
Discover carefully curated flight deals from Chicago to Pisa that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 31, 2026.
This KLM deal was found by Cheapflights users on 10/28. 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 11/295:05 pm -
2 stops18h 45m
Mon 12/147:40 pm -
2 stops28h 03m
Deal found 10/28![KLM logo]()
$810
This Expedia deal was found by Cheapflights users on 10/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/119:30 pm -
2 stops37h 15m
Sat 4/1710:30 am -
1 stop16h 25m
Deal found 10/27![Lufthansa logo]()
$880
This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/136:30 pm -
2 stops22h 20m
Sat 12/194:45 pm -
2 stops29h 45m
Deal found 10/26![Multiple Airlines logo]()
$901
This Justfly.com deal was found by Cheapflights users on 10/26. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/266:26 pm -
2 stops33h 39m
Thu 4/13:30 pm -
1 stop31h 55m
Deal found 10/26![British Airways logo]()
$925
This KLM deal was found by Cheapflights users on 10/27. 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 3/216:10 pm -
2 stops19h 50m
Fri 3/268:55 am -
2 stops17h 42m
Deal found 10/27![KLM logo]()
$849
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Sun 11/298:10 pm -
3 stops19h 55m
Mon 12/143:10 pm -
3 stops30h 20m
Deal found 10/28![Multiple Airlines logo]()
$908
This KLM deal was found by Cheapflights users on 10/27. 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 4/113:00 pm -
2 stops16h 35m
Sat 4/1710:15 pm -
2 stops25h 22m
Deal found 10/27![KLM logo]()
$895
Last-minute flights from Chicago to PisaDiscover last-minute flight deals from Chicago to Pisa. Data last updated October 31, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Pisa. Data last updated October 31, 2026 and is based on user searches.
This KLM deal was found by Cheapflights users on 10/28. 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 11/295:05 pm -
2 stops18h 45m
Mon 12/147:40 pm -
2 stops28h 03m
Deal found 10/28![KLM logo]()
$810
This Mytrip deal was found by Cheapflights users on 10/28. 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.
Sun 11/2911:45 am -
2 stops28h 20m
Mon 12/143:10 pm -
2 stops34h 10m
Deal found 10/28![Multiple Airlines logo]()
$880
One-way flights from Chicago to PisaSearch for one-way flight options from Chicago to Pisa. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
Search for one-way flight options from Chicago to Pisa. Find affordable one-way fares based on user searches. Data last updated October 31, 2026.
This Booking.com deal was found by Cheapflights users on 10/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/177:25 pm -
1 stop15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![British Airways logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Sat 3/208:06 am -
3 stops50h 24m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$2,235
This Cathay Pacific deal was found by Cheapflights users on 10/28. 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 Cathay Pacific is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/176:00 am -
3 stops46h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$8,211
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 October 31, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $769 (oojo) |
One-way from | $386 (Booking.com) |
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 7,457,451 searches. Data last updated October 31, 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
Cheapest round-trip
Quickest round-trip
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sat 4/17
4:19 pm-6:05 pm
2 stops18h 46m
Pisa Gal Galilei
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$386
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 11/29
5:05 pm-6:50 pm
2 stops18h 45m
Pisa Gal Galilei
Mon 12/14
7:40 pm-4:43 pm
2 stops28h 03m
$810
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 3/21
6:10 pm-8:00 pm
2 stops19h 50m
Pisa Gal Galilei
Fri 3/26
8:55 am-8:37 pm
2 stops17h 42m
$849
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 4/11
9:30 pm-5:45 pm
2 stops37h 15m
Pisa Gal Galilei
Sat 4/17
10:30 am-7:55 pm
1 stop16h 25m
$880
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 4/11
3:00 pm-2:35 pm
2 stops16h 35m
Pisa Gal Galilei
Sat 4/17
10:15 pm-4:37 pm
2 stops25h 22m
$895
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 12/13
6:30 pm-11:50 pm
2 stops22h 20m
Pisa Gal Galilei
Sat 12/19
4:45 pm-3:30 pm
2 stops29h 45m
$901
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 11/29
8:10 pm-11:05 pm
3 stops19h 55m
Pisa Gal Galilei
Mon 12/14
3:10 pm-2:30 pm
3 stops30h 20m
$908
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Fri 3/26
6:26 pm-10:05 am
2 stops33h 39m
Pisa Gal Galilei
Thu 4/1
3:30 pm-4:25 pm
1 stop31h 55m
$925
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sat 3/20
8:06 am-4:30 pm
3 stops50h 24m
Pisa Gal Galilei
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$2,235
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sat 4/17
6:00 am-11:35 am
3 stops46h 35m
Pisa Gal Galilei
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$8,211
Sorted by cheapest first
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
CHI-PSA
ORD-PSA
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
CHI-PSA
ORD-PSA
No data available for this route at this time. Please check back soon.
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.
Traveling to a place near Pisa?
Book flights to Pisa if you plan to visit one of these locationsLa Spezia
Livorno
Monterosso al Mare
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Chicago and Pisa flights
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Top airline flying from Chicago to Pisa
Discover the top airline 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 7,457,451 searches. Data last updated October 31, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$623 | Average$922 | FlexibilityNo cancel fee | On-time70% |