| Windy City B. Games/Schedule |
| Regular Season |
| Nov. 11, 2016 | Day 1 | Windy City B. - Long Island N. | 123-94  |
| Nov. 12, 2016 | Day 2 | Erie Bay H. - Windy City B. | 108-105  |
| Nov. 19, 2016 | Day 8 | Windy City B. - Texas L. | 98-108 |
| Nov. 23, 2016 | Day 12 | Raptors 905 - Windy City B. | 98-92 |
| Nov. 25, 2016 | Day 13 | Windy City B. - Oklahoma City B | 88-79 |
| Nov. 26, 2016 | Day 14 | Windy City B. - Delaware 87ers | 121-110 |
| Nov. 29, 2016 | Day 16 | Long Island N. - Windy City B. | 116-120 |
| Dec. 2, 2016 | Day 19 | Grand Rapids D. - Windy City B. | 118-119 |
| Dec. 3, 2016 | Day 20 | Ft.Wayne MA - Windy City B. | 95-83 |
| Dec. 9, 2016 | Day 26 | Windy City B. - Canton C. | 96-94 |
| Dec. 10, 2016 | Day 27 | Greensboro S. - Windy City B. | 130-125 |
| Dec. 14, 2016 | Day 30 | Grand Rapids D. - Windy City B. | 121-91 |
| Dec. 16, 2016 | Day 32 | Windy City B. - Greensboro S. | 121-124 |
| Dec. 17, 2016 | Day 33 | Windy City B. - Delaware 87ers | 117-121 |
| Dec. 23, 2016 | Day 39 | Canton C. - Windy City B. | 94-84 |
| Dec. 31, 2016 | Day 46 | Maine RC - Windy City B. | 117-106 |
| Jan. 3, 2017 | Day 48 | Ft.Wayne MA - Windy City B. | 122-115 |
| Jan. 6, 2017 | Day 51 | Windy City B. - Westchester K. | 113-102 |
| Jan. 7, 2017 | Day 52 | Windy City B. - Raptors 905 | 100-102 |
| Jan. 11, 2017 | Day 56 | Erie Bay H. - Windy City B. | 97-108 |
| Jan. 14, 2017 | Day 59 | Maine RC - Windy City B. | 115-108 |
| Jan. 18, 2017 | Day 61 | Delaware 87ers - Windy City B. | 124-109 |
| Jan. 19, 2017 | Day 62 | Windy City B. - Ft.Wayne MA | 102-78 |
| Jan. 27, 2017 | Day 67 | Windy City B. - Ft.Wayne MA | 99-109 |
| Jan. 28, 2017 | Day 68 | Windy City B. - Erie Bay H. | 113-100 |
| Feb. 1, 2017 | Day 72 | Long Island N. - Windy City B. | 117-109 |
| Feb. 3, 2017 | Day 74 | Westchester K. - Windy City B. | 98-102 |
| Feb. 4, 2017 | Day 75 | Westchester K. - Windy City B. | 99-105 |
| Feb. 7, 2017 | Day 77 | Windy City B. - Grand Rapids D. | 131-114 |
| Feb. 9, 2017 | Day 79 | Windy City B. - Raptors 905 | 104-113 |
| Feb. 11, 2017 | Day 81 | Windy City B. - Long Island N. | 128-106 |
| Feb. 22, 2017 | Day 85 | N.Arizona S. - Windy City B. | 103-92 |
| Feb. 24, 2017 | Day 87 | Los Angeles D. - Windy City B. | 115-111 |
| Feb. 25, 2017 | Day 88 | Santa Cruz W. - Windy City B. | 118-113 |
| Feb. 27, 2017 | Day 90 | Salt Lake City S. - Windy City B. | 104-111 |
| Mar. 1, 2017 | Day 92 | Reno B. - Windy City B. | 105-132 |
| Mar. 3, 2017 | Day 93 | Windy City B. - Grand Rapids D. | 125-117 |
| Mar. 4, 2017 | Day 94 | Windy City B. - Sioux Falls S. | 124-129 |
| Mar. 6, 2017 | Day 96 | Windy City B. - Maine RC | 103-89 |
| Mar. 8, 2017 | Day 98 | Windy City B. - Canton C. | 99-113 |
| Mar. 11, 2017 | Day 101 | Greensboro S. - Windy City B. | 99-93 |
| Mar. 15, 2017 | Day 105 | Windy City B. - Greensboro S. | 111-104 |
| Mar. 17, 2017 | Day 107 | Windy City B. - Austin S. | 108-112 |
| Mar. 18, 2017 | Day 108 | Canton C. - Windy City B. | 104-101 |
| Mar. 21, 2017 | Day 111 | Windy City B. - Westchester K. | 124-116 |
| Mar. 23, 2017 | Day 113 | Windy City B. - Iowa E. | 103-100 |
| Mar. 25, 2017 | Day 115 | Delaware 87ers - Windy City B. | 99-110 |
| Mar. 28, 2017 | Day 118 | Windy City B. - Erie Bay H. | 101-92 |
| Mar. 30, 2017 | Day 120 | Raptors 905 - Windy City B. | 98-95 |
| Apr. 1, 2017 | Day 122 | Windy City B. - Maine RC | 82-93 |
