$326 Find Cheap Flights from Chicago O'Hare Airport to Tuscany - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Tuscany departing on 9/25. 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, 0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tuscany.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Tuscany.
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Cheap Flights from O'Hare Intl to Tuscany

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Florence
Florence1 stop$590
Pisa
Pisa1 stop$660
Florence
Florence1 stop$590
Pisa
Pisa1 stop$660

Book Cheap O'Hare Intl to Tuscany Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Tuscany 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 O'Hare Intl to Tuscany

Wed, Oct 7 - Fri, Oct 16
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$590Scandinavian Airlines
Sun, Oct 4 - Mon, Oct 12
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$591Scandinavian Airlines
Wed, Oct 7 - Wed, Oct 14
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$603Scandinavian Airlines
Thu, Oct 15 - Thu, Nov 12
British Airways Logo
7:05 pm - 7:35 pm
ORD
-
PSA
17h 30m
1 stop
British Airways Logo
12:30 pm - 6:45 pm
PSA
-
ORD
13h 15m
1 stop
$794British Airways
Thu, Oct 15 - Thu, Nov 12
American Airlines Logo
2:55 pm - 2:25 pm
ORD
-
PSA
16h 30m
2 stops
American Airlines Logo
12:30 pm - 7:15 pm
PSA
-
ORD
13h 45m
1 stop
$811American Airlines
Sun, Oct 18 - Wed, Oct 28
British Airways Logo
5:00 pm - 5:05 pm
ORD
-
FCO
17h 05m
1 stop
British Airways Logo
10:50 am - 3:10 pm
FCO
-
ORD
10h 20mnonstop
$826British Airways
Mon, Jul 20 - Wed, Jul 29
Lufthansa Logo
9:40 pm - 10:00 pm
ORD
-
FCO
17h 20m
1 stop
Lufthansa Logo
6:50 am - 7:55 pm
FCO
-
ORD
20h 05m
1 stop
$828Lufthansa
Fri, Jul 31 - Tue, Aug 18
Lufthansa Logo
3:35 pm - 10:00 am
ORD
-
FCO
11h 25m
1 stop
Lufthansa Logo
8:00 am - 12:55 pm
FCO
-
ORD
35h 55m
2 stops
$829Lufthansa
Tue, Jul 7 - Wed, Aug 5
United Airlines Logo
3:45 pm - 7:55 am
ORD
-
FCO
9h 10mnonstop
United Airlines Logo
9:45 am - 1:15 pm
FCO
-
ORD
10h 30mnonstop
$832United Airlines
Tue, Jul 7 - Thu, Jul 23
United Airlines Logo
3:45 pm - 7:55 am
ORD
-
FCO
9h 10mnonstop
United Airlines Logo
1:20 pm - 7:55 pm
FCO
-
ORD
13h 35m
1 stop
$834United Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Tuscany flights

Get data-powered insights and trends into flights from O'Hare Intl to Tuscany to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Tuscany?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Tuscany departing in October.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Tuscany?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Tuscany, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Tuscany is April, when tickets cost $443 (return) on average. On the other hand, the most expensive months are February and May, when the average cost of round-trip tickets is $857 and $728 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Tuscany?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Tuscany, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Tuscany, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$326
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 4% lower on average.
Flight from Chicago to Pisa

FAQs - booking Tuscany flights

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Tuscany?

    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 O'Hare Airport to Tuscany.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Tuscany 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 O'Hare Airport to Tuscany?

    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 from Chicago O'Hare Airport to Tuscany with an airline and back with another airline.

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

    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 from Chicago O'Hare Airport to Tuscany up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from O'Hare Intl to Tuscany

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Tuscany. 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 O'Hare Intl to Tuscany? 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.
7.5
SWISSOverall score based on 1971 reviews
7.4Comfort
7.7Boarding
6.8Entertainment
7.1Food
8.3Crew
Airline reviews

3hr delay and then missed connecting flight with another 6hr wait at the airport before getting a continuation to my trip, worst trip ever in my 50+years of flight travel

4.0 OkayAnonymous, May 2026
TPA - ZRH
Read more SWISS reviews

3hr delay and then missed connecting flight with another 6hr wait at the airport before getting a continuation to my trip, worst trip ever in my 50+years of flight travel

Without a doubt, my “customer service” experience with SWISS was the worst of my life. Multiple disconnections in conversations, very cold and indifferent staff, failure to follow up with promised status updates — simply put, T. H. E. W. O. R. S. T. A full week later, and I am STILL waiting to hear from them. Never again for me with SWISS. Disgraceful.

The flight and all amenities were good to excellent. SWISS was awful to deal with. Every step of the way they nickel and dime you. Chose your seats? $14. Change your seats… No accounting for the prior payment. You get billed again. 17 pound restriction on overhead luggage, nonsense. It’s a weight in the plane whether it’s in the overhead or in check baggage. They just milk you for every cent they can and I resent it. The flight was excellent.

plenty of legspace, snacks, no pull face from flight attendants when asking for a wine. Also fast transfer ability at ZRH.

The flight itself was fine, but due to a snow delay my connection to Lisbon was delayed by six hours. Despite this, Swiss Air still managed to lose my luggage. Not acceptable. Someone else on the flight also lost their luggage.

Bad experience overall. Crew did not provide food for our 2 year old (even though we specifically bought a child infant seat for her and literally bought another full price flight), which was unacceptable. And we had to pay $310 each way to carry our ski equipment even though they advertise it as something that is free. Tickets were purchased the same way as usual, but they told us we had Economy Light tickets (I never elected to have such seats). Just plain manipulation and false advertisment. Very disappointed overall about this airline.

The trip was great until my luggage was lost on transfer from United to Swiss. It took Swiss 3 days to get my luggage to me though it was located almost immediately.

Made us gate check carry ons Then didn’t get them on the plane. Service they used didn’t deliver our carry ons for more than a day Total mess

Horrible!! The WiFi was not working, the food was awful

We’ve never been more uncomfortable on a flight than we have on this particular one. The seats in front of us reclined so far back that when the person reclined their seat of broccoli, it almost hit me in the face and left me with literally no room to move that said I had to recline my seed in which made the person behind me upset. It seemed like the seats also would recline without even pressing the button in the armrest and would unrecline as well for that same reason, and it also seemed that some seats reclined more than others. The bottom cushions of the seat were so thin that even after one hour of an 11 hour flight, our tailbones were so sore. It seemed like an overall old airplane. It also didn’t have individual air vents and it was extremely hot the entire flight. Several passengers were commenting on how hot it was. The breakfast was some kind of flavorless triangle, puffy egg, laying in a watery bed of steamed peppers and onions and spinach. It was not appetizing at all. The flight crew was extremely nice so that was a nice thing this flight attendant. They let us try different types of Swiss sodas, which was really nice and the dinner was actually delicious but still overall given the other considerations. It was pretty much a miserable flight without basic seat comfort.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Never made it to Lufthansa because of Air Canadas negligence.

Good food, overall very comfy. The flight was full so obviously not optimal, but it is what it is.

Flight was delayed by several hours and then cancelled due to weather. But Staff was very helpful getting me on a different flight. United should offer food coupons and tooth brush and paste for stranded passengers

I had a good comfortable seat. There was nearly an hour delay. There was an accident with the champagne, but I was well compensated. These things happen sometimes.

We missed our flight. There was not enough time built into the layover to get through immigration, customs, bagclaim, bag rechecking, and the long trip to another terminal and gate. Kayak really screwed up. We took the bus up to Wisconsin and then were picked up in Brookfield by private car. It was lucky we didnt miss the last bus out.

I tried both on line and by calling the Customer Service line to arrange for a special meal as i have food intolerances. I was under the impression from your service representative that I was successful. I was not. I cannot eat spicy foods and get very ill if i eat bell peppers. I could not eat either menu choice and no special meal was actually ordered. ( your representative tried to order it for a flight that did not have meal service!!! - found this out later). Your wonderful cabin crew managed to put together a fruit, salad, roll and cheese tray for me so I had something to eat. WHY WOULD YOU SERVE SPICY FOOD, WITH NO MILDER OPTION,ON AN INTERNATIONAL FLIGHT???

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

ITA has these new Airbus A330 Neo that hates economy class passengers. The seats have absolutely no cushion to a point where it hits your spine constantly and reminds you to fork out for premium economy or don’t travel next time. The food was absolutely horrible, ETA mentioned 3 meals for 12 hour flight but it was mostly 1 meal and 2 light snacks. I am vegetarian, so my 2’d food was 1 slice of tomato, 1 cucumber on a dry cold bun. The other 2 meals were disgusting. My young one threw up the entire time. Flight attendants were the cherry on top - plain bad. They would skip servicing drinks to some passengers completely and if you call for an attendant, they will come and stop the button on top without even asking you what you need. I would avoid ITA by all means - there are plenty of options including SAS for same routes with better seats and humane treatment.

Nice flight. Uneventful, very good crew, comfortable seats. Pleasant experience.

Stews were nice. Plane was very old. Some of the mechanics for travelers outdated. Not enough bathrooms. Hideous food.

Our flight was changed to a day we could not travel so we cancelled it. Will never use kayak again

Comfortable flight Attendants are professional Had a luggage delay at one destination but was delivered the next day

ITA cancelled fligh rebooked with Lufthansa. Flight good, but 2hour connection in Frankfurt was HORRIBLE, took 1.9 hours to get through scanner, customs, another security, got to gate after running all the way, so caught it but stressful and terrible start to trip.

The boarding process was organized and efficient, and the crew was friendly and attentive throughout the flight. Food and drinks were typical economy class, but good. The aircraft was old, and the restroom was not very clean. However, we arrived on time, so overall the experience was good.

In Prem Econ, safe and timely flight, good amount of space, mostly comfortable seats. Little irritants: When lying down, seat kept shifting on me...as a short person w/light weight, my seat often reverted to semi-upright. Footrest was broken. TV screen didn't work, after I asked a few times a FA rebooted it to work again. And food was marginal. I don't expect much from airplane food...surprisingly, ITA didn't even meet expectations.

Flight was canceled. Rebooked on Lufthansa Also Canceled. Had to pay 3000 more per person and fly Alaska to EWR and fly emirates to Athens.

Our flight was cancelled the day before our trip and we we put on a Turkish Airline flight that got us in half a day later.

It's hard to tell where to plug in electronics, and the port on my seat didn't work. Their entertainment system was down. Vegetarian food options were tasty. Friendly, helpful flight attendants.

The crew and flight was fine and enjoyable…unfortunately, when I arrived to Bari and received my checked luggage(that I bought for this first trip to Europe), one of bags had a huge dent in it and the other had a completely damaged/broken wheel that made it very difficult to travel the rest of my time in Italy. Very disappointing and frustrating!

Poor service, antiquated plane with 2-3-2. B-class config upstairs. Tight and not comfortable—not what I expected for paying B-class! AND my bag didn’t make the transfer, bag will be delivered the day after it lands!

Lady next to me was coughing profusely the entire flight, other lady moved seats because of it, 8 hours of that during an overnight flight is a bit much.

The seats are extra cramped if you are taller than 5’8! Spring for the extra legroom seats for sure if you have a long flight!

Very disappointed with British Airways. It has been over 24 hours and I still have not received my checked baggage or any proper update. Customer support has been unresponsive, making the situation even more frustrating. Poor baggage handling and lack of communication seriously impacted my travel experience.

Cancelled flight and re booked seats were a downgrade. British Airways said the upgrade was t available but when I checked it was but then they wouldn’t make it right

Someone switched seats in business class so they could sit together and we were left apart (3). Very disappointing. Staff did nothing

Worst airline in the world. They downgraded me from business class to economy with no compensation.

Overall ok. Best part has always been the sundae dessert.

Everything you need to know for your flight from O'Hare Intl to Tuscany

Information on your arrival and departure airports