
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 November 10, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $707 (Scandinavian Airlines) |
One-way from | $339 (Kiwi.com) |
Fly from
Fly to
Route
Depart
Return
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 11/15
8:10 pm-9:55 am
3 stops30h 45m
Pisa Gal Galilei
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Mon 11/16
5:40 pm-8:20 pm
1 stop19h 40m
Pisa Gal Galilei
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 4/25
7:15 pm-10:55 am
1 stop32h 40m
Pisa Gal Galilei
Thu 4/29
11:45 am-10:04 pm
2 stops41h 19m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Tue 3/16
6:10 pm-8:05 am
2 stops55h 55m
Pisa Gal Galilei
Tue 3/30
8:45 am-9:33 pm
2 stops19h 48m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Mon 4/26
4:05 pm-5:45 pm
1 stop18h 40m
Pisa Gal Galilei
Thu 5/6
10:30 am-7:55 pm
1 stop16h 25m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sat 4/24
6:40 pm-5:45 pm
2 stops40h 05m
Pisa Gal Galilei
Fri 5/7
10:30 am-7:55 pm
1 stop16h 25m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Sun 4/25
6:00 am-5:45 pm
2 stops28h 45m
Pisa Gal Galilei
Thu 4/29
10:30 am-7:55 pm
2 stops40h 25m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Wed 4/21
5:00 pm-11:20 am
1 stop11h 20m
Pisa Gal Galilei
Mon 5/3
8:55 pm-4:25 pm
1 stop26h 30m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Tue 4/20
6:35 pm-10:55 am
1 stop33h 20m
Pisa Gal Galilei
Sun 5/2
8:00 pm-4:30 pm
1 stop27h 30m
ChicagoPisa
ORD Chicago O'Hare Intl - PSA Pisa Gal Galilei
ORDPSA
Chicago O'Hare Intl
Fri 3/26
10:50 pm-10:05 am
1 stop29h 15m
Pisa Gal Galilei
Thu 4/1
12:15 pm-4:25 pm
1 stop35h 10m
| 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 |
Everything you need to know about your flight from Chicago to Pisa
Comfort
Overall
Boarding
Entertainment
Crew
Food
Reviews
Jim,Sep 2026
LHR - FLR
Comfort
Overall
Boarding
Entertainment
Crew
Food
Reviews
Jim,Sep 2026
LHR - FLR
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.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$624 | Average$922 | FlexibilityNo cancel fee | On-time70% |