Hello! 3 of us will be arriving at Haneda on a Wednesday at 11pm, and our hotel is the Toshi Center Hotel in Chiyoda.
I've done some research (using Google Maps and the Haneda Airport website) and this is how I'm planning to get to the hotel:
Use the Keikyu Line (faster than the monorail, right?) to the Shinagawa Station, then take the JR trains to the Nagatacho Station and walk to the hotel.
I'm afraid that the stations would be closed by the time we reach Shinagawa. Hopefully someone could advise us on the routes.