After taking everyone's unanimous opinion into account, I have cut LHR out, here is new itin:
10 day trip to Europe for 2: (200k United miles + ~$600)
Flight # Date Depart @ Arrive @ Cities Fare
UA559 6/23 6:00PM 6:26PM CLE-ORD First
OS66 6/24 4:00 PM 8:40 AM ORD-VIE Business
OS395 6/25 8:10 PM 10:30 PM VIE-BCN Business
LX1957 6/26 7:55 PM 9:40 PM BCN-ZRH Business
LX646 6/27 8:55PM 10:10PM ZRH-CDG Business
LX635 7/2 10:55 AM 12:15 PM CDG-ZRH Business
LX1662 7/2 12:55:00 2:00 PM ZRH-VCE Business
OS528 7/4 7:30 AM 8:40 AM VCE-VIE Business
LO224 7/4 10:15 AM 11:30 AM VIE-WAW Business
LO41 7/4 1:10 PM 4:20 PM WAW-YYZ Business (Dreamliner)
UA4811 7/4 6:20 PM 7:37 PM YYZ-CLE Coach