Daniel Farke's Canaries paid for sloppy defensive errors in a 2-1 friendly defeat to Bundesliga 2 side FC Union Berlin in Delbruck on Tuesday night.
Not even Jordan Rhodes' opening goal for the club he joined on loan from Sheffield Wednesday could avoid a first defeat of the pre-season build up.
Kenny Prince Redondo cashed in on uncertainty between Remi Matthews and his defence to nod the Reds in front.
Rhodes drew City level with a far post close range header after the break but the luckless Timm Klose diverted a cross past Matthews in the 68th minute in the deciding act.
Matt Gill's under-23s had a thumping 6-0 win over Borussia Dortmund's under-23s earlier on Tuesday at SV Lunen, with Adam Idah notching four goals and Anthony Spyrou adding a brace.
Farke's players have won all four of their friendlies this summer and kicked off their German tour with a 3-2 win over SC Paderborn. City conclude their trip on Thursday against Bundesliga side VfL Wolfsburg.
• Re-live all the action in the blog.
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