$401+ Cheap flights from Pisa (PSA) to Chicago (CHI)
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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
PSA — CHI
Nov 29 — Dec 61
Round-trip
1 adult, Economy
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Find cheap flights from Pisa to Chicago 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 Pisa to Chicago
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Best
Last-minute
One-way
Cheapest flights from Pisa to ChicagoExplore 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 October 30, 2026.
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 October 30, 2026.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:40 pm -
2 stops32h 09m
Sun 11/155:05 pm -
2 stops18h 45m
Deal found 10/26![KLM logo]()
$815
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 11/87:45 pm -
2 stops31h 32m
Sun 11/155:05 pm -
2 stops18h 45m
Deal found 10/27![KLM logo]()
$874
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.
Mon 11/97:40 pm -
3 stops28h 40m
Sun 11/158:10 pm -
3 stops19h 55m
Deal found 10/26![Multiple Airlines logo]()
$907
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:45 pm -
2 stops32h 57m
Sun 11/224:25 pm -
1 stop19h 25m
Deal found 10/28![KLM logo]()
$1,019
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:45 pm -
3 stops28h 35m
Sun 11/157:05 am -
2 stops20h 30m
Deal found 10/27![Multiple Airlines logo]()
$1,081
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 11/159:00 pm -
2 stops28h 20m
Sun 11/227:05 am -
2 stops20h 30m
Deal found 10/28![Multiple Airlines logo]()
$1,088
Best flights from Pisa to ChicagoDiscover carefully curated flight deals from Pisa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
Discover carefully curated flight deals from Pisa to Chicago that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 30, 2026.
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:40 pm -
2 stops32h 09m
Sun 11/155:05 pm -
2 stops18h 45m
Deal found 10/26![KLM logo]()
$815
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.
Mon 11/97:40 pm -
3 stops28h 40m
Sun 11/158:10 pm -
3 stops19h 55m
Deal found 10/26![Multiple Airlines logo]()
$907
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 11/159:00 pm -
2 stops28h 20m
Sun 11/227:05 am -
2 stops20h 30m
Deal found 10/28![Multiple Airlines logo]()
$1,088
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:45 pm -
1 stop25h 40m
Sat 11/214:25 pm -
1 stop19h 30m
Deal found 10/28![KLM logo]()
$1,367
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 11/153:25 pm -
3 stops24h 49m
Sat 11/215:20 pm -
2 stops23h 20m
Deal found 10/28![Multiple Airlines logo]()
$1,285
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.
Sat 12/1212:05 pm -
3 stops34h 25m
Sat 12/196:30 pm -
3 stops21h 45m
Deal found 10/28![Multiple Airlines logo]()
$1,943
Last-minute flights from Pisa to ChicagoDiscover last-minute flight deals from Pisa to Chicago. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Pisa to Chicago. Data last updated October 30, 2026 and is based on user searches.
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 11/87:45 pm -
2 stops31h 32m
Sun 11/155:05 pm -
2 stops18h 45m
Deal found 10/27![KLM logo]()
$874
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:45 pm -
3 stops28h 35m
Sun 11/157:05 am -
2 stops20h 30m
Deal found 10/27![Multiple Airlines logo]()
$1,081
This Expedia 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:40 pm -
2 stops32h 09m
Sun 11/155:05 pm -
2 stops18h 45m
Deal found 10/26![KLM logo]()
$815
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.
Mon 11/97:40 pm -
3 stops28h 40m
Sun 11/158:10 pm -
3 stops19h 55m
Deal found 10/26![Multiple Airlines logo]()
$907
This lol.travel 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:45 pm -
2 stops32h 57m
Sun 11/224:25 pm -
1 stop19h 25m
Deal found 10/28![KLM logo]()
$1,019
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 11/159:00 pm -
2 stops28h 20m
Sun 11/227:05 am -
2 stops20h 30m
Deal found 10/28![Multiple Airlines logo]()
$1,088
One-way flights from Pisa to ChicagoSearch for one-way flight options from Pisa to Chicago. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
Search for one-way flight options from Pisa to Chicago. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
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.
Thu 11/196:00 am -
3 stops40h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$401
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.
Wed 1/62:55 pm -
3 stops35h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$477
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.
Tue 1/56:20 pm -
3 stops34h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![Multiple Airlines logo]()
$539
Find 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 October 30, 2026.
Round-trip from | $815 (Expedia) |
|---|---|
One-way from | $401 (Kiwi.com) |
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 7,457,451 searches. Data last updated October 30, 2026.
Use the filters below to find and compare flights from Pisa to Chicago that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Wed 1/6
2:55 pm-7:15 pm
3 stops35h 20m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$477
Quickest round-trip
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Tue 1/5
6:20 pm-9:20 pm
3 stops34h 00m
Chicago O'Hare Intl
Wed 12/31
12:00 am-7:00 am
Nonstop0h 00m
$539
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Mon 11/9
7:40 pm-8:49 pm
2 stops32h 09m
Chicago O'Hare Intl
Sun 11/15
5:05 pm-6:50 pm
2 stops18h 45m
$815
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Mon 11/9
7:40 pm-5:20 pm
3 stops28h 40m
Chicago O'Hare Intl
Sun 11/15
8:10 pm-11:05 pm
3 stops19h 55m
$907
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Sun 11/15
9:00 pm-6:20 pm
2 stops28h 20m
Chicago O'Hare Intl
Sun 11/22
7:05 am-10:35 am
2 stops20h 30m
$1,088
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Sun 11/15
3:25 pm-9:14 am
3 stops24h 49m
Chicago O'Hare Intl
Sat 11/21
5:20 pm-11:40 pm
2 stops23h 20m
$1,285
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Sun 11/15
7:45 pm-2:25 pm
1 stop25h 40m
Chicago O'Hare Intl
Sat 11/21
4:25 pm-6:55 pm
1 stop19h 30m
$1,367
PisaChicago
PSA Pisa Gal Galilei - ORD Chicago O'Hare Intl
PSAORD
Pisa Gal Galilei
Sat 12/12
12:05 pm-3:30 pm
3 stops34h 25m
Chicago O'Hare Intl
Sat 12/19
6:30 pm-11:15 pm
3 stops21h 45m
$1,943
Sorted by cheapest first
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.
PSA-CHI
PSA-ORD
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
PSA-CHI
PSA-ORD
No data available for this route at this time. Please check back soon.
Related info for your journey
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