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
$387 - $561
Route
Depart
Return
Price
Chicago O'Hare IntlMilan Linate
ORD - LIN
ORDLIN
Chicago O'Hare Intl
Wed 10/16
1 stop11h 55m
Milan Linate
Tue 10/29
1 stop13h 10m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Mon 12/2
1 stop15h 30m
Rome Fiumicino
Fri 12/13
2 stops18h 39m
Chicago O'Hare IntlMilan Linate
ORD - LIN
ORDLIN
Chicago O'Hare Intl
Tue 11/5
1 stop14h 10m
Milan Linate
Tue 11/12
1 stop18h 15m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Mon 12/2
1 stop15h 30m
Rome Fiumicino
Fri 12/13
1 stop34h 26m
Chicago O'Hare IntlMilan Linate
ORD - LIN
ORDLIN
Chicago O'Hare Intl
Fri 11/15
1 stop18h 25m
Milan Linate
Tue 11/19
1 stop14h 25m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Sun 12/1
1 stop15h 30m
Rome Fiumicino
Sun 12/8
1 stop26h 27m
Chicago O'Hare IntlMilan Linate
ORD - LIN
ORDLIN
Chicago O'Hare Intl
Wed 11/6
2 stops13h 32m
Milan Linate
Sun 11/10
1 stop13h 35m
Chicago O'Hare IntlFlorence Peretola
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Sun 8/18
1 stop34h 00m
Florence Peretola
Sat 9/7
1 stop27h 55m
Chicago O'Hare IntlFlorence Peretola
ORD - FLR
ORDFLR
Chicago O'Hare Intl
Wed 10/2
2 stops30h 50m
Florence Peretola
Wed 10/23
1 stop12h 35m
No data available for this route at this time. Please check back soon.
Crew
Entertainment
Comfort
Boarding
Overall
Food
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.
Crew
Entertainment
Comfort
Boarding
Overall
Food
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.
Crew
Entertainment
Comfort
Boarding
Overall
Food
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.
Crew
Entertainment
Comfort
Boarding
Overall
Food
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.
Crew
Entertainment
Comfort
Boarding
Overall
Food
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.
Crew
Entertainment
Comfort
Boarding
Overall
Food
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$673 | FlexibilityNo cancel fee | On-time77% |
TAP AIR PORTUGAL | Cheapest$424 | Average$997 | FlexibilityNo cancel fee | On-timeN/A |
SWISS | Cheapest$452 | Average$1,110 | FlexibilityNo cancel fee | On-time79% |
Lufthansa | Cheapest$460 | Average$1,174 | FlexibilityNo cancel fee | On-time76% |
KLM | Cheapest$462 | Average$819 | FlexibilityNo cancel fee | On-time75% |
Icelandair | Cheapest$464 | Average$968 | FlexibilityNo cancel fee | On-time76% |
Iberia | Cheapest$484 | Average$911 | FlexibilityNo cancel fee | On-time77% |
Aer Lingus | Cheapest$497 | Average$907 | FlexibilityNo cancel fee | On-timeN/A |
British Airways | Cheapest$500 | Average$1,049 | FlexibilityNo cancel fee | On-time70% |
American Airlines | Cheapest$502 | Average$1,088 | FlexibilityNo cancel fee | On-time71% |
1%of flight departures | Early morningMidnight to 6 am |
---|---|
0%of flight departures | Morning6 am to noon |
79%of flight departures | AfternoonNoon to 6 pm |
20%of flight departures | Evening6 pm to midnight |
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