I have visited (at minimum been on a stopped public transport vehicle with an open door within the bounds of) all 77 Chicago Community Areas. The grid below approximates the relative positions of each community area as well as is possible with rectangles. Title text of images (hold mouse over image) indicates which neighborhood it is, and provides some commentary. I did not take a photo in every neighborhood I visited, so I have selected Google Street View for a few.

9 12 2 1
76 10 11 13 77
14 4 3
17 15 16 5 6
18 19 20 21
22 7
25 23 24 8
26 27 28 32
29 33
30 31 34 35
57 58 59 60 36
61 37 38 39
56 62 63 67 68 40 41
64 65 66 42
70 71 69 43
44 45 46
72 73 49 47 48 52
74 75 50 51
53 54 55