| Sven & Ole's Inc. | Accommodation and Food Services | $98,339 | $99,435 | 6 | <$5M |  AI Deep Dive |
| Cook County Visitors Bureau | Administrative and Support and Waste Management | $98,200 | $0 | 11 | N/A | AI Deep Dive |
| My Sister's Place Inc. | Accommodation and Food Services | $96,605 | $97,185 | 10 | <$5M | AI Deep Dive |
| Trail Center Lodge, LLC | Accommodation and Food Services | $87,500 | $87,903 | 20 | <$5M | AI Deep Dive |
| Spruceglen Inc. | Accommodation and Food Services | $82,466 | $82,852 | 10 | <$5M | AI Deep Dive |
| Cook County Home Center L.l.c. | Retail Trade | $78,683 | $79,268 | 10 | <$5M | AI Deep Dive |
| Sivertson Gallery Inc. | Retail Trade | $76,152 | $76,505 | 13 | <$5M | AI Deep Dive |
| Joynes, INC | Retail Trade | $72,902 | $73,388 | 11 | <$5M | AI Deep Dive |
| Joynes Inc. | Retail Trade | $72,828 | $73,325 | 7 | <$5M | AI Deep Dive |
| Cook County Community Radio | Information | $71,393 | $71,831 | 8 | N/A | AI Deep Dive |
| Taiga Design+build LLC | Construction | $70,773 | $71,101 | 6 | $6.8M | AI Deep Dive |
| Sawtooth Lumber INC | Wholesale Trade | $70,400 | $71,224 | 7 | <$5M | AI Deep Dive |
| Sven and Ole's, Inc. | Accommodation and Food Services | $70,242 | $70,792 | 10 | <$5M | AI Deep Dive |
| Java Moose, Ltd | Accommodation and Food Services | $69,654 | $70,067 | 5 | <$5M | AI Deep Dive |
| Trail Center Lodge, LLC | Accommodation and Food Services | $69,340 | $69,808 | 20 | $6.3M | AI Deep Dive |
| Buck's Hardware Hank LLC | Retail Trade | $68,500 | $69,130 | 12 | <$5M | AI Deep Dive |
| Sivertson Gallery Inc. | Retail Trade | $66,360 | $66,727 | 6 | <$5M | AI Deep Dive |
| Java Moose Ltd | Accommodation and Food Services | $64,952 | $65,234 | 12 | <$5M | AI Deep Dive |
| Grand Marais Arts, Inc. | Educational Services | $62,500 | $62,837 | 5 | <$5M | AI Deep Dive |
| Grand Marais Arts Inc. | Educational Services | $62,500 | $62,769 | 5 | <$5M | AI Deep Dive |
| Northstar Cabling & Communications LLC | Information | $59,750 | $60,250 | 5 | <$5M | AI Deep Dive |
| Spruceglen INC | Accommodation and Food Services | $58,860 | $59,276 | 22 | $6.9M | AI Deep Dive |
| Northern Wilds Media Inc. | Information | $54,212 | $54,491 | 6 | <$5M | AI Deep Dive |
| Dean Berglund | Transportation and Warehousing | $52,882 | $53,241 | 1 | <$5M | AI Deep Dive |
| Mark-Hahn INC | Arts, Entertainment, and Recreation | $52,138 | $52,446 | 15 | <$5M | AI Deep Dive |