Cheap flights from Chicago (CHI) to Italy

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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 31 days before your planned departure. Booking around this time can save you about 36% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $916 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $1,175.

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

February is one of the best times of the year to fly to Italy from Chicago. Prices for February average $878 per person but you can even find prices for as low as $577. The most expensive prices can be found in the month of June. Opting for a February flight can save you 32% on your journey compared to booking in February

Cheap flights from Chicago to Italy in February, March 2021

15 Mar - 22 Mar
$498pp
ORD
Chicago O'Hare Intl
Turkish Airlines
 
1 STOP
MXP
Milan Malpensa
MXP
Milan Malpensa
Turkish Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
12 Mar - 19 Mar
$499pp
ORD
Chicago O'Hare Intl
Turkish Airlines
 
1 STOP
MXP
Milan Malpensa
MXP
Milan Malpensa
Turkish Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
25 Mar - 1 Apr
$501pp
ORD
Chicago O'Hare Intl
Turkish Airlines
 
1 STOP
NAP
Naples
NAP
Naples
Turkish Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Italy 2021 flight deals

6 Sep - 13 Sep
$465pp
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
FCO
Rome Fiumicino
FCO
Rome Fiumicino
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
30 Sep - 3 Oct
$466pp
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
FCO
Rome Fiumicino
FCO
Rome Fiumicino
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl
21 May - 30 May
$467pp
ORD
Chicago O'Hare Intl
TAP AIR PORTUGAL
 
1 STOP
FCO
Rome Fiumicino
FCO
Rome Fiumicino
TAP AIR PORTUGAL
 
1 STOP
ORD
Chicago O'Hare Intl

Non-stop flights to Italy from Chicago

16 Aug - 31 Aug
$698pp
ORD
Chicago O'Hare Intl
Finnair
Non-Stop
FCO
Rome Fiumicino
FCO
Rome Fiumicino
Finnair
Non-Stop
ORD
Chicago O'Hare Intl
4 Aug - 18 Aug
$713pp
ORD
Chicago O'Hare Intl
Finnair
Non-Stop
FCO
Rome Fiumicino
FCO
Rome Fiumicino
Finnair
Non-Stop
ORD
Chicago O'Hare Intl
28 Jul - 18 Aug
$714pp
ORD
Chicago O'Hare Intl
Finnair
Non-Stop
FCO
Rome Fiumicino
FCO
Rome Fiumicino
Finnair
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Italy

5 Mar - 16 Mar
$545pp
ORD
Chicago O'Hare Intl
Turkish Airlines
 
1 STOP
FCO
Rome Fiumicino
FCO
Rome Fiumicino
Turkish Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
6 Mar - 17 Mar
$572pp
ORD
Chicago O'Hare Intl
Turkish Airlines
 
1 STOP
FCO
Rome Fiumicino
FCO
Rome Fiumicino
Turkish Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
4 Mar - 15 Mar
$629pp
ORD
Chicago O'Hare Intl
Turkish Airlines
 
1 STOP
FCO
Rome Fiumicino
FCO
Rome Fiumicino
Turkish Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

One-way flights to Italy from Chicago

11:00 am - 5:05 am
Multiple Airlines
2 Stops
35h 05m
ORD - FCO
Multiple Airlines
$282
FlightNetwork
11:22 am - 4:30 pm
Multiple Airlines
2 Stops
22h 08m
ORD - FCO
Multiple Airlines
$284
Kiwi.com
5:24 pm - 12:55 pm
Multiple Airlines
2 Stops
36h 31m
ORD - FCO
Multiple Airlines
$297
Combigo

Related info for your journey

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.

What safety measures are being taken by airlines flying from Chicago to Italy to control the spread of COVID-19?

New policies can now be found on Delta and Alitalia to help keep travelers safe while flying. Airline carriers are regularly disinfecting and sanitizing their aircraft. Masks are provided and are mandatory while on board. Pre-flight testing for symptoms and antibodies, alongside socially distanced seating (for a limited time) will work towards keeping travelers safer while flying from Chicago to Italy. Policies will vary by airline.

Which airlines flying from Chicago to Italy have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Chicago to Italy that may be offering flexible cancellation policies are American Airlines, Lufthansa, and British Airways. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Chicago to Italy for under $500 on Cheapflights?

Yes, there are multiple flights from Chicago to Italy for under $500. The cheapest flight booked recently is on TAP AIR PORTUGAL for just $465, but on average you can expect to pay $486.

Are there nonstop flights from Chicago to Italy for under $700 on Cheapflights?

Cheapflights has at least 20 direct flights from Chicago to Italy under $700. A good price for a nonstop flight from Chicago to Italy is less than $780.

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 - Venice Marco Polo 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 $280. While the most popular route (Chicago O'Hare Intl - Rome Fiumicino) can be booked for $465 on average our data indicates $1,759 when flying from Chicago to Italy

How long is the flight from Chicago to Italy?

For as low as $753, KLM can have you in Italy from Chicago in 11h. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying 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 $465 on this airline. An additional option worth looking into is Turkish Airlines, starting at $498.

Destination points for flights from Chicago to Italy

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Destination information for Italy

Today's exchange rate
$1 = €0.83

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing

Comiso (CIY)
Crotone (CRV)
Catania (CTA)
Lampedusa (LMP)
Palermo (PMO)

Top 10 airlines flying from Chicago to Italy

Airline Cheapest Average Flexibility On-time COVID-19 safety
Norwegian
$456 $646 No cancel fee 74%
Turkish Airlines
$410 $746 No cancel fee 77%
Air Italy
$388 $779 No cancel fee N/A

We couldn't confirm the COVID-19 safety measures taken by Air Italy. Please check directly on their website for additional information.

Brussels Airlines
$318 $803 No cancel fee N/A
Iberia
$330 $837 No cancel fee 77%
Austrian Airlines
$550 $838 No cancel fee 78%
Air Canada
$410 $882 No cancel fee 67%
SWISS
$329 $890 No cancel fee 79%
Air France
$541 $920 No cancel fee 77%
Delta
$330 $1,053 No cancel fee N/A
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