| Madeline Island Ferry Line INC | Transportation and Warehousing | $343,700 | $345,941 | 21 | $5.3M |  AI Deep Dive |
| Nelson Constructions Co of La Pointe INC | Construction | $164,500 | $165,428 | 11 | <$5M | AI Deep Dive |
| The Madeline Island Pub, Inc. | Accommodation and Food Services | $143,400 | $144,445 | 26 | $8.1M | AI Deep Dive |
| Madeline Island Yacht Club, Inc. | Arts, Entertainment, and Recreation | $132,900 | $134,356 | 19 | <$5M | AI Deep Dive |
| Craftivity INC | Accommodation and Food Services | $62,300 | $62,624 | 10 | <$5M | AI Deep Dive |
| Northwoods Construction of La Pointe, INC | Construction | $49,046 | $49,598 | 5 | <$5M | AI Deep Dive |
| Craftivity INC | Arts, Entertainment, and Recreation | $44,500 | $44,810 | 10 | <$5M | AI Deep Dive |
| Adventure Vacations INC | Retail Trade | $35,780 | $36,028 | 16 | <$5M | AI Deep Dive |
| La Pointe Construction, LLC | Construction | $30,338 | $30,505 | 6 | <$5M | AI Deep Dive |
| Madeline Island Golf Club, INC | Arts, Entertainment, and Recreation | $24,410 | $0 | 10 | N/A | AI Deep Dive |
| Lennick Consulting Group, LLC L.l.c. | Professional, Scientific, and Technical Services | $19,800 | $19,927 | 1 | <$5M | AI Deep Dive |
| St. Johns United Church of Christ On Madeline Island | Other Services (except Public Administration) | $19,200 | $19,315 | 2 | N/A | AI Deep Dive |
| The Island Market, Inc. | Retail Trade | $17,500 | $17,617 | 2 | <$5M | AI Deep Dive |
| Deborah L Hintz-Knopf | Administrative and Support and Waste Management | $16,600 | $16,721 | 9 | <$5M | AI Deep Dive |
| On the Edge, Inc. | Accommodation and Food Services | $14,000 | $14,097 | 5 | <$5M | AI Deep Dive |
| Frankie's Inc. | Accommodation and Food Services | $13,708 | $13,870 | 30 | $5.3M | AI Deep Dive |
| David Lee Boone | Construction | $13,065 | $13,252 | 1 | <$5M | AI Deep Dive |
| David Lee Boone | Construction | $13,060 | $13,113 | 1 | <$5M | AI Deep Dive |
| Madeline Island Enterprises LLC | Manufacturing | $9,700 | $9,770 | 4 | <$5M | AI Deep Dive |
| Madeline Island Chamber of Commerce Inc. | Administrative and Support and Waste Management | $9,050 | $9,077 | 2 | <$5M | AI Deep Dive |
| Farmhouse Madeline Island LLC | Accommodation and Food Services | $8,400 | $8,511 | 3 | <$5M | AI Deep Dive |
| Madeline Island Vacations, LLC | Accommodation and Food Services | $7,600 | $7,659 | 6 | <$5M | AI Deep Dive |
| Flame & Stone LLC | Professional, Scientific, and Technical Services | $6,145 | $6,161 | 1 | <$5M | AI Deep Dive |
| Farmhouse Madeline Island LLC | Accommodation and Food Services | $3,800 | $3,827 | 1 | <$5M | AI Deep Dive |
| Greenleaf of Madeline LLC | Administrative and Support and Waste Management | $3,686 | $3,711 | 2 | <$5M | AI Deep Dive |