The best pricing can be found in the month of February. Prices to Italy from Chicago average $841. You can even find prices in February for less than $841, as users have found deals to Italy from as low as $425. The month of June appears to be one of the more expensive times to travel to Italy from Chicago. Flying in the targeted month can save you up to 48%.
When flying from Chicago to Italy, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$450 - $623
Route
Depart
Return
Price
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
mar. 11/19
1 stop12h 50m
Rome Fiumicino
vie. 11/29
2 stops17h 43m
Chicago O'Hare IntlMilan Malpensa
ORD - MXP
ORDMXP
Chicago O'Hare Intl
mié. 11/13
1 stop14h 40m
Milan Malpensa
mar. 11/19
1 stop28h 45m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
lun. 11/4
2 stops13h 50m
Rome Fiumicino
mié. 11/13
2 stops28h 20m
Chicago O'Hare IntlMilan Malpensa
ORD - MXP
ORDMXP
Chicago O'Hare Intl
dom. 11/24
1 stop17h 00m
Milan Malpensa
dom. 12/1
1 stop26h 50m
Chicago O'Hare IntlMilan Linate
ORD - LIN
ORDLIN
Chicago O'Hare Intl
mié. 11/20
1 stop12h 10m
Milan Linate
lun. 11/25
1 stop13h 10m
Chicago O'Hare IntlMilan Malpensa
ORD - MXP
ORDMXP
Chicago O'Hare Intl
lun. 9/16
1 stop20h 15m
Milan Malpensa
mié. 10/2
1 stop21h 00m
Chicago O'Hare IntlMilan Malpensa
ORD - MXP
ORDMXP
Chicago O'Hare Intl
dom. 9/29
1 stop12h 00m
Milan Malpensa
sáb. 10/5
1 stop12h 45m
Chicago O'Hare IntlFlorence Peretola
ORD - FLR
ORDFLR
Chicago O'Hare Intl
mar. 11/12
2 stops17h 47m
Florence Peretola
mar. 11/19
1 stop14h 35m
Chicago O'Hare IntlMilan Malpensa
ORD - MXP
ORDMXP
Chicago O'Hare Intl
mié. 10/2
2 stops20h 27m
Milan Malpensa
lun. 10/7
3 stops40h 21m
No data available for this route at this time. Please check back soon.
Food
Overall
Boarding
Entertainment
Comfort
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Overall
Boarding
Entertainment
Comfort
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Overall
Boarding
Entertainment
Comfort
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Overall
Boarding
Entertainment
Comfort
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Overall
Boarding
Entertainment
Comfort
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Food
Overall
Boarding
Entertainment
Comfort
Crew
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Scandinavian Airlines | Cheapest$403 | Average$666 | FlexibilityNo cancel fee | On-time77% |
TAP AIR PORTUGAL | Cheapest$424 | Average$998 | FlexibilityNo cancel fee | On-timeN/A |
SWISS | Cheapest$452 | Average$1,111 | FlexibilityNo cancel fee | On-time79% |
Lufthansa | Cheapest$460 | Average$1,173 | FlexibilityNo cancel fee | On-time76% |
KLM | Cheapest$462 | Average$819 | FlexibilityNo cancel fee | On-time75% |
Icelandair | Cheapest$464 | Average$969 | FlexibilityNo cancel fee | On-time76% |
Iberia | Cheapest$487 | Average$885 | FlexibilityNo cancel fee | On-time77% |
Aer Lingus | Cheapest$495 | Average$906 | FlexibilityNo cancel fee | On-timeN/A |
British Airways | Cheapest$500 | Average$1,046 | FlexibilityNo cancel fee | On-time70% |
American Airlines | Cheapest$503 | Average$1,082 | FlexibilityNo cancel fee | On-time71% |
1%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
52%of flight departures | AfternoonNoon to 6 pm |
47%of flight departures | Evening6 pm to midnight |