| 09 Oct 19 | Pre        | Portland Trail BlazersPortland Trai | 94 - 105 | Denver NuggetsDenver Nugget |
| 13 Oct 19 | Pre        | Portland Trail BlazersPortland Trai | 118 - 134 | Phoenix SunsPhoenix Suns |
| 17 Oct 19 | Pre        | Utah JazzUtah Jazz | 118 - 126 | Portland Trail BlazersPortland Trai |
| 18 Oct 19 | Pre        | Denver NuggetsDenver Nugget | 110 - 104 | Portland Trail BlazersPortland Trai |
| |
| 24 Oct 19 | r01        | Portland Trail BlazersPortland Trai | 100 - 108 | Denver NuggetsDenver Nugget |
| 26 Oct 19 | r01        | Sacramento KingsSacramento Ki | 112 - 122 | Portland Trail BlazersPortland Trai |
| 27 Oct 19 | r01        | Dallas MavericksDallas Maveri | 119 - 121 | Portland Trail BlazersPortland Trai |
| |
| 29 Oct 19 | r02        | San Antonio SpursSan Antonio S | 113 - 110 | Portland Trail BlazersPortland Trai |
| |
| 30 Oct 19 | r00        | Oklahoma City ThunderOklahoma City | 99 - 102 | Portland Trail BlazersPortland Trai |
| 03 Nov 19 | r00        | Portland Trail BlazersPortland Trai | 128 - 129 | Philadelphia 76ersPhiladelphia |
| 05 Nov 19 | r00        | Golden State WarriorsGolden State | 127 - 118 | Portland Trail BlazersPortland Trai |
| 08 Nov 19 | r00        | Los Angeles ClippersLos Angeles C | 107 - 101 | Portland Trail BlazersPortland Trai |
| 09 Nov 19 | r00        | Portland Trail BlazersPortland Trai | 115 - 119 | Brooklyn NetsBrooklyn Nets |
| 11 Nov 19 | r00        | Portland Trail BlazersPortland Trai | 124 - 113 | Atlanta HawksAtlanta Hawks |
| 13 Nov 19 | r00        | Sacramento KingsSacramento Ki | 107 - 99 | Portland Trail BlazersPortland Trai |
| 14 Nov 19 | r00        | Portland Trail BlazersPortland Trai | 106 - 114 | Toronto RaptorsToronto Rapto |
| 17 Nov 19 | r00        | San Antonio SpursSan Antonio S | 116 - 121 | Portland Trail BlazersPortland Trai |
| 19 Nov 19 | r00        | Houston RocketsHouston Rocke | 132 - 108 | Portland Trail BlazersPortland Trai |
| 20 Nov 19 | r00        | New Orleans PelicansNew Orleans P | 115 - 104 | Portland Trail BlazersPortland Trai |
| 22 Nov 19 | r00        | Milwaukee BucksMilwaukee Buc | 137 - 129 | Portland Trail BlazersPortland Trai |
| 24 Nov 19 | r00        | Cleveland CavaliersCleveland Cav | 110 - 104 | Portland Trail BlazersPortland Trai |
| 26 Nov 19 | r00        | Chicago BullsChicago Bulls | 94 - 117 | Portland Trail BlazersPortland Trai |
| 28 Nov 19 | r00        | Portland Trail BlazersPortland Trai | 136 - 119 | Oklahoma City ThunderOklahoma City |
| 30 Nov 19 | r00        | Portland Trail BlazersPortland Trai | 107 - 103 | Chicago BullsChicago Bulls |
| 04 Dec 19 | r00        | Los Angeles ClippersLos Angeles C | 117 - 97 | Portland Trail BlazersPortland Trai |
| 05 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 127 - 116 | Sacramento KingsSacramento Ki |
| 07 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 113 - 136 | Los Angeles LakersLos Angeles L |
| 09 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 96 - 108 | Oklahoma City ThunderOklahoma City |
| 11 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 115 - 87 | New York KnicksNew York Knic |
| 13 Dec 19 | r00        | Denver NuggetsDenver Nugget | 114 - 99 | Portland Trail BlazersPortland Trai |
| 17 Dec 19 | r00        | Phoenix SunsPhoenix Suns | 110 - 111 | Portland Trail BlazersPortland Trai |
| 19 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 122 - 112 | Golden State WarriorsGolden State |
| 21 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 118 - 103 | Orlando MagicOrlando Magic |
| 22 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 113 - 106 | Minnesota TimberwolvesMinnesota Tim |
| 24 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 94 - 102 | New Orleans PelicansNew Orleans P |
| 27 Dec 19 | r00        | Utah JazzUtah Jazz | 121 - 115 | Portland Trail BlazersPortland Trai |
| 29 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 120 - 128 | Los Angeles LakersLos Angeles L |
| 31 Dec 19 | r00        | Portland Trail BlazersPortland Trai | 116 - 122 | Phoenix SunsPhoenix Suns |
| 02 Jan 20 | r00        | New York KnicksNew York Knic | 117 - 93 | Portland Trail BlazersPortland Trai |
| 04 Jan 20 | r00        | Washington WizardsWashington Wi | 103 - 122 | Portland Trail BlazersPortland Trai |
| 05 Jan 20 | r00        | Miami HeatMiami Heat | 122 - 111 | Portland Trail BlazersPortland Trai |
| 07 Jan 20 | r00        | Toronto RaptorsToronto Rapto | 99 - 101 | Portland Trail BlazersPortland Trai |
| 10 Jan 20 | r00        | Minnesota TimberwolvesMinnesota Tim | 116 - 102 | Portland Trail BlazersPortland Trai |
| 12 Jan 20 | r00        | Portland Trail BlazersPortland Trai | 101 - 122 | Milwaukee BucksMilwaukee Buc |
| 14 Jan 20 | r00        | Portland Trail BlazersPortland Trai | 115 - 112 | Charlotte HornetsCharlotte Hor |
| 16 Jan 20 | r00        | Houston RocketsHouston Rocke | 107 - 117 | Portland Trail BlazersPortland Trai |
| 18 Jan 20 | r00        | Dallas MavericksDallas Maveri | 120 - 112 | Portland Trail BlazersPortland Trai |
| 19 Jan 20 | r00        | Oklahoma City ThunderOklahoma City | 119 - 106 | Portland Trail BlazersPortland Trai |
| 21 Jan 20 | r00        | Portland Trail BlazersPortland Trai | 129 - 124 | Golden State WarriorsGolden State |
| 24 Jan 20 | r00        | Portland Trail BlazersPortland Trai | 125 - 133 | Dallas MavericksDallas Maveri |
| 27 Jan 20 | r00        | Portland Trail BlazersPortland Trai | 139 - 129 | Indiana PacersIndiana Pacer |
| 30 Jan 20 | r00        | Portland Trail BlazersPortland Trai | 125 - 112 | Houston RocketsHouston Rocke |
| 01 Feb 20 | r00        | Los Angeles LakersLos Angeles L | 119 - 127 | Portland Trail BlazersPortland Trai |
| 02 Feb 20 | r00        | Portland Trail BlazersPortland Trai | 124 - 107 | Utah JazzUtah Jazz |
| 05 Feb 20 | r00        | Denver NuggetsDenver Nugget | 127 - 99 | Portland Trail BlazersPortland Trai |
| 07 Feb 20 | r00        | Portland Trail BlazersPortland Trai | 125 - 117 | San Antonio SpursSan Antonio S |
| 08 Feb 20 | r00        | Utah JazzUtah Jazz | 117 - 114 | Portland Trail BlazersPortland Trai |
| 10 Feb 20 | r00        | Portland Trail BlazersPortland Trai | 115 - 109 | Miami HeatMiami Heat |
| 12 Feb 20 | r00        | New Orleans PelicansNew Orleans P | 138 - 117 | Portland Trail BlazersPortland Trai |
| 13 Feb 20 | r00        | Memphis GrizzliesMemphis Grizz | 111 - 104 | Portland Trail BlazersPortland Trai |
| 22 Feb 20 | r00        | Portland Trail BlazersPortland Trai | 115 - 128 | New Orleans PelicansNew Orleans P |
| 24 Feb 20 | r00        | Portland Trail BlazersPortland Trai | 107 - 104 | Detroit PistonsDetroit Pisto |
| 26 Feb 20 | r00        | Portland Trail BlazersPortland Trai | 106 - 118 | Boston CelticsBoston Celtic |
| 28 Feb 20 | r00        | Indiana PacersIndiana Pacer | 106 - 100 | Portland Trail BlazersPortland Trai |
| 29 Feb 20 | r00        | Atlanta HawksAtlanta Hawks | 129 - 117 | Portland Trail BlazersPortland Trai |
| 02 Mar 20 | r00        | Orlando MagicOrlando Magic | 107 - 130 | Portland Trail BlazersPortland Trai |
| 05 Mar 20 | r00        | Portland Trail BlazersPortland Trai | 125 - 104 | Washington WizardsWashington Wi |
| 07 Mar 20 | r00        | Phoenix SunsPhoenix Suns | 127 - 117 | Portland Trail BlazersPortland Trai |
| 08 Mar 20 | r00        | Portland Trail BlazersPortland Trai | 111 - 123 | Sacramento KingsSacramento Ki |
| 11 Mar 20 | r00        | Portland Trail BlazersPortland Trai | 121 - 105 | Phoenix SunsPhoenix Suns |
| |
| 23 Jul 20 | Pre        | Indiana PacersIndiana Pacer | 91 - 88 | Portland Trail BlazersPortland Trai |
| 26 Jul 20 | Pre        | Toronto RaptorsToronto Rapto | 110 - 104 | Portland Trail BlazersPortland Trai |
| 28 Jul 20 | Pre        | Portland Trail BlazersPortland Trai | 120 - 131 | Oklahoma City ThunderOklahoma City |
| |
| 31 Jul 20 | r22        | Portland Trail BlazersPortland Trai | 140 - 135 | Memphis GrizzliesMemphis Grizz |
| 02 Aug 20 | r22        | Boston CelticsBoston Celtic | 128 - 124 | Portland Trail BlazersPortland Trai |
| |
| 05 Aug 20 | r23        | Portland Trail BlazersPortland Trai | 110 - 102 | Houston RocketsHouston Rocke |
| 07 Aug 20 | r23        | Portland Trail BlazersPortland Trai | 125 - 115 | Denver NuggetsDenver Nugget |
| 08 Aug 20 | r23        | Portland Trail BlazersPortland Trai | 117 - 122 | Los Angeles ClippersLos Angeles C |
| 09 Aug 20 | r23        | Philadelphia 76ersPhiladelphia | 121 - 124 | Portland Trail BlazersPortland Trai |
| |
| 11 Aug 20 | r24        | Portland Trail BlazersPortland Trai | 134 - 131 | Dallas MavericksDallas Maveri |
| 14 Aug 20 | r24        | Brooklyn NetsBrooklyn Nets | 133 - 134 | Portland Trail BlazersPortland Trai |
| |
| 15 Aug 20 | Playoff        | Portland Trail BlazersPortland Trai | 126 - 122 | Memphis GrizzliesMemphis Grizz |
| 19 Aug 20 | Playoff        | Los Angeles LakersLos Angeles L | 93 - 100 | Portland Trail BlazersPortland Trai |
| 21 Aug 20 | Playoff        | Los Angeles LakersLos Angeles L | 111 - 88 | Portland Trail BlazersPortland Trai |
| 23 Aug 20 | Playoff        | Portland Trail BlazersPortland Trai | 108 - 116 | Los Angeles LakersLos Angeles L |
| 25 Aug 20 | Playoff        | Portland Trail BlazersPortland Trai | 115 - 135 | Los Angeles LakersLos Angeles L |
| 30 Aug 20 | Playoff        | Los Angeles LakersLos Angeles L | 131 - 122 | Portland Trail BlazersPortland Trai |