Cheap Flights from Chicago, IL to Italy from $282 - Find Tickets & Airfare Deals at Cheapflights.com

How to find the cheapest flight from
Chicago (CHI) to Italy

How far in advance should I book a flight from Chicago to Italy?

To save on the cost of your flight from Chicago to Italy, book at least 30 days before your planned departure. Booking around this time can save you about 2% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $814 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $814.

What is the cheapest month to fly from Chicago to Italy?

March is one of the best times of the year to fly to Italy from Chicago. Prices for March average $830 per person but you can even find prices for as low as $502. The most expensive prices can be found in the month of July. Opting for a March flight can save you 39% on your journey compared to booking in March

One-way flights to Italy from Chicago

The cheapest one-way flights from Chicago to Italy

10:55 am - 9:40 am

TAP AIR PORTUGAL

1 Stop

15h 45m

ORD - FCO

$282

Gotogate

5:22 am - 2:30 am

KLM

1 Stop

14h 08m

ORD - FCO

$434

KLM

2:30 pm - 9:05 am

Multiple Airlines

2 Stops

35h 35m

ORD - MXP

$439

Related info for your journey

Useful info, stats and facts about Chicago to Italy flights.

Flight FAQs

From Chicago to Italy

Are flight prices decreasing from Chicago to Italy due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Italy for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago to Italy for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Italy for under $400. The cheapest flight booked recently is on Multiple Airlines for just $331, but on average you can expect to pay $385.

Are there nonstop flights from Chicago to Italy for under $300 on Cheapflights?

There are no nonstop flights from Chicago to Italy, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago to Italy for under $600?

There are currently 20+ open flights from Chicago to Italy within the next 7 days for less than $600.

What are the most popular airlines that fly from Chicago to Italy?

The most popular airlines flying from Chicago to Italy are Major Airline, American Airlines and Air Canada. Something to consider prior to booking your flight.

What are the most popular routes from Chicago to Italy?

Most travelers choose Chicago O'Hare Intl - Rome Fiumicino, Chicago Midway - Rome Fiumicino or Chicago O'Hare Intl - Rome Ciampino when deciding on the best route from Chicago to Italy.

What are the cheapest Flights from Chicago to Italy?

Looking at all options, your cheapest flight can be booked for $442. While the most popular route (Chicago O'Hare Intl - Rome Fiumicino) can be booked for $331 on average our data indicates $835 when flying from Chicago to Italy

How long is the flight from Chicago to Italy?

For as low as $822, Lufthansa can have you in Italy from Chicago in 10h 10m. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What is the cheapest airline to fly from Chicago to Italy round-trip?

Our cheapest airline available from Chicago to Italy is TAP AIR PORTUGAL. Our recent data shows that you can find tickets from as low as $378 on this airline.

What are the cheapest airlines to fly from Chicago to Italy one-way?

The cheapest airline one-way is TAP AIR PORTUGAL, with whom users have recently found tickets for as low as $229. However, be on the lookout for offers from SWISS and Delta, as they are both options that can get you from Chicago to Italy for a low price.