ORD - PSA

$255 Find Cheap Flights from Chicago to Pisa

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Pisa departing on 11/19. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Pisa

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pisa, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Pisa, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Chicago to Pisa (ORD-PSA)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Pisa that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Pisa

Sun, Oct 19 - Tue, Nov 4
American Airlines Logo
10:35 pm - 11:40 amORD-PSA
30h 05m1 stop
American Airlines Logo
10:20 am - 1:50 pmPSA-ORD
34h 30m1 stop
$447American Airlines
Find Deal
Sun, Oct 19 - Tue, Nov 4
British Airways Logo
7:15 pm - 7:55 pmORD-PSA
17h 40m1 stop
British Airways Logo
10:20 am - 1:50 pmPSA-ORD
34h 30m1 stop
$449British Airways
Find Deal
Sun, Oct 19 - Tue, Nov 4
Multiple Airlines Logo
5:40 pm - 7:55 pmORD-PSA
19h 15m1 stop
Multiple Airlines Logo
10:20 am - 2:30 pmPSA-ORD
35h 10m2 stops
$460Multiple Airlines
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Sun, Nov 9 - Sat, Nov 15
British Airways Logo
5:10 pm - 9:30 amORD-PSA
33h 20m1 stop
British Airways Logo
11:00 am - 1:50 pmPSA-ORD
33h 50m1 stop
$498British Airways
Find Deal
Sun, Nov 9 - Sat, Nov 15
British Airways Logo
5:10 pm - 9:30 amORD-PSA
33h 20m1 stop
British Airways Logo
11:00 am - 2:30 pmPSA-ORD
34h 30m2 stops
$508British Airways
Find Deal
Sun, Nov 9 - Sat, Nov 15
British Airways Logo
5:10 pm - 9:30 amORD-PSA
33h 20m1 stop
British Airways Logo
11:00 am - 1:50 pmPSA-ORD
33h 50m1 stop
$510British Airways
Find Deal
Wed, Oct 15 - Mon, Oct 20
American Airlines Logo
10:11 am - 11:20 amORD-PSA
18h 09m2 stops
American Airlines Logo
8:40 pm - 11:50 amPSA-ORD
22h 10m1 stop
$518American Airlines
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Wed, Oct 1 - Wed, Oct 15
Lufthansa Logo
10:30 pm - 5:35 pmORD-PSA
12h 05m1 stop
Lufthansa Logo
6:15 pm - 12:55 pmPSA-ORD
25h 40m1 stop
$730Lufthansa
Find Deal
Wed, Oct 1 - Wed, Oct 15
Lufthansa Logo
10:30 pm - 5:35 pmORD-PSA
12h 05m1 stop
Lufthansa Logo
6:15 pm - 12:55 pmPSA-ORD
25h 40m1 stop
$800Lufthansa
Find Deal
Fri, Oct 10 - Sat, Oct 18
KLM Logo
4:15 pm - 8:00 amORD-PSA
32h 45m1 stop
KLM Logo
3:50 pm - 2:10 pmPSA-ORD
29h 20m1 stop
$943KLM
Find Deal

Everything you should know

Top airlines
American Airlines
Cheapest • from $447 (round-trip)
Lufthansa
Best reviews • 6.8 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Cheapest round-trip
$447
American Airlines
Sun 10/19Tue 11/4
ORD - PSA • 1 stop
Cheapest one-way
$255
Multiple Airlines
Wed 11/19
ORD - PSA • 3 stops
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Booking Insights

KAYAK's insights & trends for Chicago to Pisa flights

Get data-powered insights and trends into flights from Chicago to Pisa to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Chicago to Pisa?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Pisa clicked on KAYAK for each day over the last 12 months.

For Chicago to Pisa, Monday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Pisa back to Chicago, the best deals are generally found on Friday, with Thursday being the most expensive.

Good to know

Low seasonDecember
Cheapest flight$255
Best time to beat the crowds with an average 51% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Chicago to Pisa

When to book flights from Chicago to Pisa

Are your dates flexible? Find out the best times to travel from Chicago to Pisa based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago to Pisa flights

  • What is the cheapest flight from Chicago O'Hare Intl Airport to Pisa?

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Pisa was $255 for a one-way ticket and $447 for a round-trip.

  • Do I need a passport to fly between Chicago and Pisa?

    Yes

  • Which airports will I be using when flying from Chicago to Pisa?

    When flying out of Chicago you will be using Chicago O'Hare Intl. You will be landing at Pisa, also known as Pisa Gal Galilei.

  • Which aircraft models fly most regularly from Chicago to Pisa?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Chicago to Pisa?

    Star Alliance, oneworld, and SkyTeam are the airline alliances operating flights between Chicago and Pisa, with oneworld being the most commonly used for this route.

  • Which is the best airline for flights from Chicago to Pisa, Lufthansa or British Airways?

    The two airlines most popular with KAYAK users for flights from Chicago to Pisa are Lufthansa and British Airways. With an average price for the route of $1,089 and an overall rating of 6.8, Lufthansa is the most popular choice. British Airways is also a great choice for the route, with an average price of $1,123 and an overall rating of 6.6.

  • How does KAYAK find such low prices on flights from Chicago to Pisa?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Pisa.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Pisa?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Pisa from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Pisa?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Pisa with an airline and back to Chicago with another airline. Booking your flights between Chicago and PSA can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Pisa?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Pisa from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Chicago to Pisa

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Pisa. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Pisa? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
6.8
LufthansaOverall score based on 7407 reviews
6.4Entertainment
7.6Crew
7.0Boarding
6.3Food
6.8Comfort
Airline reviews

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

6.0 GoodAnonymous, Sep 2025ORD - MUC
Read more Lufthansa reviews

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

Boarding and flight update was fantastic as I experienced about a 10-15 delayed for both flights. The food served onboard was great; the service of the flight attendants was excellent.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

Complete mess. Our reservation was mistakenly cancelled. After almost missing the connection and walking all over the Munich airport, the Service desk got involved and we were run to our flight. Not all 4 of us in Business and not seated together as originally booked. This was the worst treatment I have ever had. And I travel a lot. 1K million miler.

I have flown with many airlines. My first time was several years ago. Now I remember why I avoided them for so long. Lufthanza is the only airline who has ever raised a size/weight issue with my modest standard size carry on. I had to repack three times to meet their carry-on weight criteria. (Apparently the rules of physics apply differently on Lufthansa flight than on other airlines.) In the meantime their staff was quite rude, repeating meaningless phrases like "Rules are Rules." And ignoring the additional fact that weight is also weight, whether it is in found in your carry on or in your suitcase. They eventually acknowledged that customer service and satisfaction is, for them, a low priority. Never choosing Lufthansa again.

They are professional. Nice crew. Still flying Boeing 747. Thank you for that. I love this airplane. Traditional.

There is more space in this economy seat. It felt like a better layout, not so cramped.

Connecting from Germany with not enough time to go thru TSA and security so many times. Kayak or whomever doesn’t leave you enough time between flights. I made it with 5 min before my zone was called. Too stressful

The seats were extremely uncomfortable. I spent €25 on internet and never gained access to it. A flight attendant told me she would file a complaint/report on my behalf but it put me in a very difficult situation.

The seating has become ridiculous… like a contest to see how narrow and short they can be made- forcing anyone over 5’1 to pay more to not be twisting oneself into a pretzel. Really insane- would have thought BA was better than this. Frankly- it cancels out a lot of the positive aspects.

flight was delayed from BWI to London - missed my connecting flight & then connecting flight (also British Air) was delayed - food is awful, TV & movie selection is great

Three major things that led to my low rating, 1. Internet wasn't available for the whole time, and 2. TV became available way into flight, after numerous system reboots, and 3. Food is not good at all.

Super tight economy class. My knees were hitting the back of seat in front of me (I'm only 5'6"). My small backpack (sized according to their required dimensions) would not fit under the seat in front of me because there is a box (is that the life jacket?) in the way. Over all, extremely uncomfortable. I forgive the tasteless food, but the tight seating was torture

Didn’t fly with them as someone had cancelled my flight

Some how my flight was canceled, neither BA or Justfly.com accepted responsibility. I only found out about this the day before when I tried to check in. I had to book another flight which due to the time ( day before) cost me $300 more. I was still receiving notifications about the flight even when I was on another flight from you. So no my flight to London was not good.

Online check-in 24 hours in advance something seems not so easy to check in to pick seats and to print a boarding pass

I like the crew, very welcoming. Food can be better. The seat arms don’t go up so. I could use the empty seat next to mine to relax better. 3hrs delay 😠

Boarding was efficient and quick, crew was very attentive, seats were comfortable.

Everything was very good! I personally struggled with the heat in the cabin for the first 2 hours

Everything you need to know for your flight from Chicago to Pisa

Information on your arrival and departure airports

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