Cheap flights from Tuscany to Chicago from $267
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Tuscany to Chicago departing on 10/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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How to get the cheapest flight ticket from Tuscany to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago?
The month of December is, on average, the cheapest month to fly to Chicago from Tuscany, with most prices found around $624. If you’re not able to fly to Chicago in December, then March is your next best option. Flight prices from Tuscany to Chicago during March average around $634.
What is the cheapest day to depart on your flight to Chicago?
The cheapest day to depart on your flight to Chicago is on a Sunday when prices can be found for as low as $625. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Tuscany to Chicago for around $726.
How many flights depart from Tuscany to Chicago on average per week?
The number of flights available between Tuscany and Chicago is 85 per week as of June 2025. The most frequent departure day is Mon, with 15% of weekly flights leaving on this day.
How long does it take to fly to Chicago?
Average flight duration from Tuscany to Chicago depends on which airport you fly into and out of. Flying from Florence to Chicago O'Hare Intl Airport is 16h 55m on average, while flying from Pisa to Chicago O'Hare Intl Airport is 21h 45m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.
Cheap Tuscany to Chicago flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Tuscany to Chicago
When did momondo last update prices for flights from Tuscany to Chicago?
Prices for flights from Tuscany to Chicago are refreshed on a daily basis.
How many operators does momondo search for flights from Tuscany to Chicago?
As of June 2025, there are 6 operators available to choose from for flights from Tuscany to Chicago.
How old do you have to be to fly from Tuscany to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Tuscany to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
Best airlines flying from Tuscany to Chicago
Compare and see reviews for airlines that fly from Tuscany to Chicago with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $677 | Free Cancellation | Rating 6.6 7,031 reviews |
Traveling to a place near Chicago?
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Why should I use momondo to find a flight deal from Tuscany to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Tuscany to Chicago for you.
Can I find flights from Tuscany to Chicago with flexible booking policies on momondo?
momondo does allow users to show only those flights to Chicago from Tuscany which offer a flexible booking policy as well as other useful filters and features.
How can momondo help me find flights from Tuscany to Chicago?
momondo provides multiple filters to help you find the best flight to Chicago from Tuscany. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.
I’m not ready to book a flight from Tuscany to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Tuscany and alert you when they change.