Travelers have found it’s best to book a flight 38 days in advance to save up to 57% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 38 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Italy to Chicago Midway Airport 1-2 weeks in advance for as low as $570, or $769 for flights within the next 24 hours.
Due to multiple factors, expect to potentially pay more when booking in July. For low rates, November can be a great choice for travel to Chicago Midway Airport. Flights to Chicago Midway Airport from Italy in November are about $676 on average during November, but can be found for as low as $450.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Italy to Chicago Midway Airport as you normally would.
Fly from
Fly to
Budget
$630 - $834
Route
Depart
Return
Price
Milan LinateChicago Midway
LIN - MDW
LINMDW
Milan Linate
Wed 11/27
2 stops17h 38m
Chicago Midway
Mon 12/2
2 stops13h 55m
Milan MalpensaChicago Midway
MXP - MDW
MXPMDW
Milan Malpensa
Wed 11/27
1 stop17h 24m
Chicago Midway
Mon 12/2
2 stops14h 30m
Milan MalpensaChicago Midway
MXP - MDW
MXPMDW
Milan Malpensa
Wed 11/27
1 stop17h 24m
Chicago Midway
Mon 12/2
1 stop13h 00m
Rome FiumicinoChicago Midway
FCO - MDW
FCOMDW
Rome Fiumicino
Wed 11/13
2 stops18h 55m
Chicago Midway
Sun 11/24
2 stops13h 41m
Florence PeretolaChicago Midway
FLR - MDW
FLRMDW
Florence Peretola
Thu 10/24
2 stops18h 35m
Chicago Midway
Mon 10/28
2 stops14h 35m
Venice Marco PoloChicago Midway
VCE - MDW
VCEMDW
Venice Marco Polo
Thu 9/12
1 stop17h 39m
Chicago Midway
Wed 9/18
2 stops23h 35m
Milan MalpensaChicago Midway
MXP - MDW
MXPMDW
Milan Malpensa
Sat 9/14
1 stop17h 08m
Chicago Midway
Wed 10/9
1 stop13h 50m
Venice Marco PoloChicago Midway
VCE - MDW
VCEMDW
Venice Marco Polo
Fri 9/6
1 stop17h 41m
Chicago Midway
Tue 9/10
1 stop12h 55m
Rome FiumicinoChicago Midway
FCO - MDW
FCOMDW
Rome Fiumicino
Fri 11/15
1 stop34h 26m
Chicago Midway
Fri 11/22
2 stops25h 45m
No data available for this route at this time. Please check back soon.
Food
Comfort
Boarding
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Boarding
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Boarding
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Boarding
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.
Food
Comfort
Boarding
Crew
Entertainment
Overall
Reviews
When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.