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 $680 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
$553 - $1,011
Route
Depart
Return
Price
Venice Marco PoloChicago Midway
VCE - MDW
VCEMDW
Venice Marco Polo
Wed 8/14
1 stop17h 42m
Chicago Midway
Sat 8/24
1 stop14h 35m
Rome FiumicinoChicago Midway
FCO - MDW
FCOMDW
Rome Fiumicino
Wed 6/12
1 stop13h 34m
Chicago Midway
Sat 7/20
1 stop12h 40m
Rome FiumicinoChicago Midway
FCO - MDW
FCOMDW
Rome Fiumicino
Tue 7/2
1 stop13h 35m
Chicago Midway
Fri 7/12
1 stop12h 21m
Venice Marco PoloChicago Midway
VCE - MDW
VCEMDW
Venice Marco Polo
Tue 6/18
2 stops19h 36m
Chicago Midway
Mon 6/24
2 stops14h 56m
Milan MalpensaChicago Midway
MXP - MDW
MXPMDW
Milan Malpensa
Tue 6/25
2 stops35h 14m
Chicago Midway
Sat 8/24
2 stops22h 26m
Milan MalpensaChicago Midway
MXP - MDW
MXPMDW
Milan Malpensa
Tue 8/27
1 stop17h 17m
Chicago Midway
Mon 9/2
2 stops15h 30m
Venice Marco PoloChicago Midway
VCE - MDW
VCEMDW
Venice Marco Polo
Tue 6/18
2 stops18h 04m
Chicago Midway
Mon 6/24
1 stop12h 55m
Rome FiumicinoChicago Midway
FCO - MDW
FCOMDW
Rome Fiumicino
Wed 8/14
1 stop16h 22m
Chicago Midway
Sun 8/18
1 stop12h 10m
Milan MalpensaChicago Midway
MXP - MDW
MXPMDW
Milan Malpensa
Wed 6/5
1 stop17h 31m
Chicago Midway
Fri 6/21
1 stop14h 10m
No data available for this route at this time. Please check back soon.
Crew
Boarding
Comfort
Overall
Entertainment
Food
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.
Crew
Boarding
Comfort
Overall
Entertainment
Food
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.
Crew
Boarding
Comfort
Overall
Entertainment
Food
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.
Crew
Boarding
Comfort
Overall
Entertainment
Food
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.
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