Hollywood Squares / Season 1 ▦ Season guide Hollywood Squares: Season 1 160 episodes Premiered Sep 14, 1998 Updated Jul 18, 2026 Spoiler-safe Advertisement Episodes S1·E1 Series Premiere Sep 14, 1998 · 30 min S1·E2 Episode 2 Sep 15, 1998 · 30 min S1·E3 Episode 3 Sep 16, 1998 · 30 min S1·E4 Episode 4 Sep 17, 1998 · 30 min S1·E5 Episode 5 Sep 18, 1998 · 30 min S1·E6 Episode 6 Sep 21, 1998 · 30 min S1·E7 Episode 7 Sep 22, 1998 · 30 min S1·E8 Episode 8 Sep 23, 1998 · 30 min S1·E9 Episode 9 Sep 24, 1998 · 30 min S1·E10 Episode 10 Sep 25, 1998 · 30 min S1·E11 Episode 11 Sep 28, 1998 · 30 min S1·E12 Episode 12 Sep 29, 1998 · 30 min S1·E13 Episode 13 Sep 30, 1998 · 30 min S1·E14 Episode 14 Oct 1, 1998 · 30 min S1·E15 Episode 15 Oct 2, 1998 · 30 min S1·E16 Episode 16 Oct 5, 1998 · 30 min S1·E17 Episode 17 Oct 6, 1998 · 30 min S1·E18 Episode 18 Oct 7, 1998 · 30 min S1·E19 Episode 19 Oct 8, 1998 · 30 min S1·E20 Episode 20 Oct 9, 1998 · 30 min S1·E21 Episode 21 Oct 12, 1998 · 30 min S1·E22 Episode 22 Oct 13, 1998 · 30 min S1·E23 Episode 23 Oct 14, 1998 · 30 min S1·E24 Episode 24 Oct 15, 1998 · 30 min S1·E25 Episode 25 Oct 16, 1998 · 30 min S1·E26 Episode 26 Oct 19, 1998 · 30 min S1·E27 Episode 27 Oct 20, 1998 · 30 min S1·E28 Episode 28 Oct 21, 1998 · 30 min S1·E29 Episode 29 Oct 22, 1998 · 30 min S1·E30 Episode 30 Oct 23, 1998 · 30 min S1·E31 Episode 31 Oct 26, 1998 · 30 min S1·E32 Episode 32 Oct 27, 1998 · 30 min S1·E33 Episode 33 Oct 28, 1998 · 30 min S1·E34 Episode 34 Oct 29, 1998 · 30 min S1·E35 Episode 35 Oct 30, 1998 · 30 min S1·E36 Episode 36 Nov 2, 1998 · 30 min S1·E37 Episode 37 Nov 3, 1998 · 30 min S1·E38 Episode 38 Nov 4, 1998 · 30 min S1·E39 Episode 39 Nov 5, 1998 · 30 min S1·E40 Episode 40 Nov 6, 1998 · 30 min S1·E41 Episode 41 Nov 9, 1998 · 30 min S1·E42 Episode 42 Nov 10, 1998 · 30 min S1·E43 Episode 43 Nov 11, 1998 · 30 min S1·E44 Episode 44 Nov 12, 1998 · 30 min S1·E45 Episode 45 Nov 13, 1998 · 30 min S1·E46 Episode 46 Nov 16, 1998 · 30 min S1·E47 Episode 47 Nov 17, 1998 · 30 min S1·E48 Episode 48 Nov 18, 1998 · 30 min S1·E49 Episode 49 Nov 19, 1998 · 30 min S1·E50 Episode 50 Nov 20, 1998 · 30 min S1·E51 Episode 51 Nov 23, 1998 · 30 min S1·E52 Episode 52 Nov 24, 1998 · 30 min S1·E53 Episode 53 Nov 25, 1998 · 30 min S1·E54 Episode 54 Nov 26, 1998 · 30 min S1·E55 Episode 55 Nov 27, 1998 · 30 min S1·E56 Episode 56 Nov 30, 1998 · 30 min S1·E57 Episode 57 Dec 1, 1998 · 30 min S1·E58 Episode 58 Dec 2, 1998 · 30 min S1·E59 Episode 59 Dec 3, 1998 · 30 min S1·E60 Episode 60 Dec 4, 1998 · 30 min S1·E61 Episode 61 Dec 21, 1998 · 30 min S1·E62 Episode 62 Dec 22, 1998 · 30 min First taped episode of series S1·E63 Episode 63 Dec 23, 1998 · 30 min S1·E64 Episode 64 Dec 24, 1998 · 30 min S1·E65 Episode 65 Dec 25, 1998 · 30 min S1·E66 Episode 66 Dec 28, 1998 · 30 min S1·E67 Episode 67 Dec 29, 1998 · 30 min S1·E68 Episode 68 Dec 30, 1998 · 30 min S1·E69 Episode 69 Dec 31, 1998 · 30 min S1·E70 Episode 70 Jan 1, 1999 · 30 min S1·E71 Episode 71 Jan 18, 1999 · 30 min S1·E72 Episode 72 Jan 19, 1999 · 30 min S1·E73 Episode 73 Jan 20, 1999 · 30 min S1·E74 Episode 74 Jan 21, 1999 · 30 min S1·E75 Episode 75 Jan 22, 1999 · 30 min S1·E76 Episode 76 Jan 25, 1999 · 30 min S1·E77 Episode 77 Jan 26, 1999 · 30 min S1·E78 Episode 78 Jan 27, 1999 · 30 min S1·E79 Episode 79 Jan 28, 1999 · 30 min S1·E80 Episode 80 Jan 29, 1999 · 30 min S1·E81 Episode 81 Feb 1, 1999 · 30 min S1·E82 Episode 82 Feb 2, 1999 · 30 min S1·E83 Episode 83 Feb 3, 1999 · 30 min S1·E84 Episode 84 Feb 4, 1999 · 30 min S1·E85 Episode 85 Feb 5, 1999 · 30 min S1·E86 Episode 86 Feb 8, 1999 · 30 min S1·E87 Episode 87 Feb 9, 1999 · 30 min S1·E88 Episode 88 Feb 10, 1999 · 30 min S1·E89 Episode 89 Feb 11, 1999 · 30 min S1·E90 Episode 90 Feb 12, 1999 · 30 min S1·E91 Episode 91 Feb 15, 1999 · 30 min S1·E92 Episode 92 Feb 16, 1999 · 30 min S1·E93 Episode 93 Feb 17, 1999 · 30 min S1·E94 Episode 94 Feb 18, 1999 · 30 min S1·E95 Episode 95 Feb 19, 1999 · 30 min S1·E96 Episode 96 Feb 22, 1999 · 30 min S1·E97 Episode 97 Feb 23, 1999 · 30 min S1·E98 Episode 98 Feb 24, 1999 · 30 min S1·E99 Episode 99 Feb 25, 1999 · 30 min S1·E100 Episode 100 Feb 26, 1999 · 30 min S1·E101 Episode 101 Apr 12, 1999 · 30 min S1·E102 Episode 102 Apr 13, 1999 · 30 min S1·E103 Episode 103 Apr 14, 1999 · 30 min S1·E104 Episode 104 Apr 15, 1999 · 30 min S1·E105 Episode 105 Apr 16, 1999 · 30 min S1·E106 Episode 106 Apr 19, 1999 · 30 min S1·E107 Episode 107 Apr 20, 1999 · 30 min S1·E108 Episode 108 Apr 21, 1999 · 30 min S1·E109 Episode 109 Apr 22, 1999 · 30 min S1·E110 Episode 110 Apr 23, 1999 · 30 min S1·E111 Episode 111 Apr 26, 1999 S1·E112 Episode 112 Apr 27, 1999 · 30 min S1·E113 Episode 113 Apr 28, 1999 · 30 min S1·E114 Episode 114 Apr 29, 1999 · 30 min S1·E115 Episode 115 Apr 30, 1999 · 30 min S1·E116 Episode 116 May 3, 1999 · 30 min S1·E117 Episode 117 May 4, 1999 · 30 min S1·E118 Episode 118 May 5, 1999 · 30 min S1·E119 Episode 119 May 6, 1999 · 30 min S1·E120 Episode 120 May 7, 1999 · 30 min S1·E121 Episode 121 May 10, 1999 · 30 min S1·E122 Episode 122 May 11, 1999 · 30 min S1·E123 Episode 123 May 12, 1999 · 30 min S1·E124 Episode 124 May 13, 1999 · 30 min S1·E125 Episode 125 May 14, 1999 · 30 min S1·E126 Episode 126 May 17, 1999 · 30 min S1·E127 Episode 127 May 18, 1999 · 30 min S1·E128 Episode 128 May 19, 1999 · 30 min S1·E129 Episode 129 May 20, 1999 · 30 min S1·E130 Episode 130 May 21, 1999 · 30 min S1·E131 Episode 131 May 24, 1999 · 30 min S1·E132 Episode 132 May 25, 1999 · 30 min S1·E133 Episode 133 May 26, 1999 · 30 min S1·E134 Episode 134 May 27, 1999 · 30 min S1·E135 Episode 135 May 28, 1999 · 30 min S1·E136 Episode 136 May 31, 1999 · 30 min S1·E137 Episode 137 Jun 1, 1999 · 30 min S1·E138 Episode 138 Jun 2, 1999 · 30 min S1·E139 Episode 139 Jun 3, 1999 · 30 min S1·E140 Episode 140 Jun 4, 1999 · 30 min S1·E141 Episode 141 Jul 13, 1999 · 30 min S1·E142 Episode 142 Jul 14, 1999 · 30 min S1·E143 Episode 143 Jul 15, 1999 · 30 min S1·E144 Episode 144 Jul 16, 1999 · 30 min S1·E145 Episode 145 Jul 17, 1999 · 30 min S1·E146 Episode 146 Jul 20, 1999 · 30 min S1·E147 Episode 147 Jul 21, 1999 · 30 min S1·E148 Episode 148 Jul 22, 1999 · 30 min S1·E149 Episode 149 Jul 23, 1999 · 30 min S1·E150 Episode 150 Jul 24, 1999 · 30 min S1·E151 Episode 151 Jul 27, 1999 · 30 min S1·E152 Episode 152 Jul 28, 1999 · 30 min S1·E153 Episode 153 Jul 29, 1999 · 30 min S1·E154 Episode 154 Jul 30, 1999 · 30 min S1·E155 Episode 155 Jul 31, 1999 · 30 min S1·E156 Episode 156 Aug 3, 1999 · 30 min S1·E157 Episode 157 Aug 4, 1999 · 30 min S1·E158 Episode 158 Aug 5, 1999 · 30 min S1·E159 Episode 159 Aug 6, 1999 · 30 min S1·E160 Episode 160 Aug 7, 1999 · 30 min