Our data shows that February tends to be the cheapest month to fly to Italy from Chicago Midway Airport. Users have commonly found prices around $849 for the month, but tickets can be as low as $425. Due to multiple factors, prepare for potentially higher prices in June.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Italy as you normally would.
Fly from
Fly to
Budget
$671 - $871
Route
Depart
Return
Price
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Wed 8/7
1 stop12h 35m
Rome Fiumicino
Wed 8/21
1 stop13h 33m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Wed 8/7
1 stop12h 10m
Rome Fiumicino
Wed 8/21
1 stop13h 33m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Wed 8/7
1 stop12h 10m
Rome Fiumicino
Wed 8/21
2 stops18h 59m
Chicago MidwayMilan Malpensa
MDW - MXP
MDWMXP
Chicago Midway
Wed 8/14
1 stop13h 50m
Milan Malpensa
Wed 8/21
1 stop17h 17m
Chicago MidwayMilan Malpensa
MDW - MXP
MDWMXP
Chicago Midway
Wed 8/14
2 stops15h 30m
Milan Malpensa
Wed 8/21
1 stop17h 17m
Chicago MidwayMilan Malpensa
MDW - MXP
MDWMXP
Chicago Midway
Mon 11/4
1 stop15h 54m
Milan Malpensa
Mon 11/11
2 stops16h 44m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Thu 6/6
2 stops16h 30m
Rome Fiumicino
Wed 6/12
3 stops19h 42m
Chicago MidwayRome Fiumicino
MDW - FCO
MDWFCO
Chicago Midway
Mon 6/10
2 stops19h 25m
Rome Fiumicino
Mon 6/17
2 stops28h 52m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Thu 8/15
2 stops20h 56m
Naples
Mon 8/26
2 stops32h 53m
No data available for this route at this time. Please check back soon.
Comfort
Food
Overall
Entertainment
Boarding
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.
Comfort
Food
Overall
Entertainment
Boarding
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.
Comfort
Food
Overall
Entertainment
Boarding
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.
Comfort
Food
Overall
Entertainment
Boarding
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.
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