We asked every big AI at once the same buyer questions, verbatim. Here’s what they actually said — the Top 10, and all 105 they named.
| # | Business | Named | Named by |
|---|---|---|---|
| 1 | Alinea | 8× | ChatGPT, Claude, Google AI, Perplexity |
| 2 | Kasama | 8× | ChatGPT, Claude, Google AI, Perplexity |
| 3 | Smyth | 6× | ChatGPT, Claude, Google AI, Perplexity |
| 4 | Bavette’s Bar & Boeuf (River North) | 5× | Google AI, Perplexity |
| 5 | Monteverde | 5× | ChatGPT, Claude, Google AI, Perplexity |
| 6 | Restaurant | 5× | ChatGPT, Claude |
| 7 | Oriole | 4× | ChatGPT, Claude, Perplexity |
| 8 | Girl & The Goat | 3× | ChatGPT, Google AI |
| 9 | Indienne | 3× | ChatGPT, Claude |
| 10 | Acanto | 2× | ChatGPT, Perplexity |
| # | Business | Named | Named by |
|---|---|---|---|
| 1 | Alinea | 8× | ChatGPT, Claude, Google AI, Perplexity |
| 2 | Kasama | 8× | ChatGPT, Claude, Google AI, Perplexity |
| 3 | Smyth | 6× | ChatGPT, Claude, Google AI, Perplexity |
| 4 | Bavette’s Bar & Boeuf (River North) | 5× | Google AI, Perplexity |
| 5 | Monteverde | 5× | ChatGPT, Claude, Google AI, Perplexity |
| 6 | Restaurant | 5× | ChatGPT, Claude |
| 7 | Oriole | 4× | ChatGPT, Claude, Perplexity |
| 8 | Girl & The Goat | 3× | ChatGPT, Google AI |
| 9 | Indienne | 3× | ChatGPT, Claude |
| 10 | Acanto | 2× | ChatGPT, Perplexity |
| 11 | Au Cheval (West Loop) / The Loyalist (West Loop) | 2× | Google AI |
| 12 | Best Italian Restaurant | 2× | Claude |
| 13 | Calumet Fisheries | 2× | ChatGPT |
| 14 | Cariño | 2× | ChatGPT |
| 15 | Chicago Magazine’s “50 Best Restaurants” list | 2× | ChatGPT |
| 16 | Iconic & Modern Chicago Fine Dining | 2× | Google AI |
| 17 | La Chaparrita | 2× | ChatGPT |
| 18 | Maxwells Trading | 2× | ChatGPT, Perplexity |
| 19 | Monteverde Restaurant & Pastificio | 2× | Google AI |
| 20 | Noodles Party | 2× | ChatGPT |
| 21 | Pequod’s Pizza (Lincoln Park) | 2× | Google AI, Perplexity |
| 22 | Portillo’s & Barnelli’s Chicago | 2× | ChatGPT, Perplexity |
| 23 | The Infatuation’s “Top 25” list (September 2026) | 2× | ChatGPT |
| 24 | The Omakase Room | 2× | ChatGPT |
| 25 | Time Out Chicago (September 2026) | 2× | ChatGPT |
| 26 | Aba (West Loop) | 1× | Google AI |
| 27 | Aba Chicago at | 1× | Perplexity |
| 28 | Alinea (Lincoln Park) | 1× | Google AI |
| 29 | Al’s #1 Italian Beef (Little Italy) | 1× | Google AI |
| 30 | Bakery | 1× | Google AI |
| 31 | Bavette's Bar & Boeuf | 1× | Google AI |
| 32 | Bib Gourmand | 1× | ChatGPT |
| 33 | Birrieria Zaragoza (Archer Heights / Uptown) | 1× | Google AI |
| 34 | Black Briar | 1× | ChatGPT |
| 35 | Cabrini / Duck Duck Goat | 1× | Google AI |
| 36 | Call: A Chief Concierge at a top luxury hotel | 1× | Google AI |
| 37 | Call: Alinea | 1× | Google AI |
| 38 | Call: Gibsons Bar & Steakhouse | 1× | Google AI |
| 39 | Call: Girl & the Goat | 1× | Google AI |
| 40 | Call: Pequod’s Pizza | 1× | Google AI |
| 41 | Casual & Vibrant Crowd-Pleasers | 1× | Google AI |
| 42 | Casual Legends & Trendy Favorites | 1× | Google AI |
| 43 | Cellar Door Provisions | 1× | ChatGPT |
| 44 | Chicago Classic: Deep Dish & Pizza | 1× | Google AI |
| 45 | Cuisine | 1× | Google AI |
| 46 | Cuisine & Vibe | 1× | Google AI |
| 47 | Daisies | 1× | ChatGPT |
| 48 | Daisies (Logan Square) | 1× | Google AI |
| 49 | Eggy’s Diner | 1× | ChatGPT |
| 50 | Elske | 1× | ChatGPT |
| 51 | Esmé | 1× | ChatGPT |
| 52 | Ever Restaurant | 1× | Claude |
| 53 | Exceptional Steakhouses & Intimate Dining | 1× | Google AI |
| 54 | For a buzzy, Michelin-starred newcomer | 1× | Claude |
| 55 | For a classic Chicago steakhouse vibe | 1× | Claude |
| 56 | For a special-occasion, fine-dining experience | 1× | Claude |
| 57 | For a unique, hard-to-get-into gem | 1× | Claude |
| 58 | For a world-class, bucket-list fine dining experience | 1× | Claude |
| 59 | For great Italian | 1× | Claude |
| 60 | For something more casual and beloved by locals | 1× | Claude |
| 61 | For the restaurant locals recommend to visitors | 1× | Claude |
| 62 | French Bistro | 1× | Google AI |
| 63 | Frontera Grill | 1× | ChatGPT |
| 64 | Galit | 1× | ChatGPT |
| 65 | Galit (Lincoln Park) | 1× | Google AI |
| 66 | Gene & Georgetti | 1× | Claude |
| 67 | Gibsons | 1× | Google AI |
| 68 | Gibsons Bar & Steakhouse | 1× | Claude |
| 69 | HaiSous | 1× | ChatGPT |
| 70 | Indienne (River North) | 1× | Google AI |
| 71 | John’s Food & Wine | 1× | ChatGPT |
| 72 | Kasama (Ukrainian Village) | 1× | Google AI |
| 73 | Las Carnitas Uruapan | 1× | ChatGPT |
| 74 | Lou Malnati's Pizzeria | 1× | ChatGPT |
| 75 | Lou Malnati’s | 1× | ChatGPT |
| 76 | Lula Café | 1× | ChatGPT |
| 77 | Maxwell Trading | 1× | ChatGPT |
| 78 | Mi Tocaya Antojería | 1× | Perplexity |
| 79 | Michelin Green Star | 1× | ChatGPT |
| 80 | Michelin Stars | 1× | Google AI |
| 81 | Monteverde (West Loop) | 1× | Google AI |
| 82 | Most Iconic Steakhouse | 1× | Claude |
| 83 | OpenTable’s Diners’ Choice | 1× | ChatGPT |
| 84 | Oriole (West Loop) | 1× | Google AI |
| 85 | Party size / Budget | 1× | Google AI |
| 86 | Pequod's | 1× | Google AI |
| 87 | Pequod's Pizza | 1× | Google AI |
| 88 | Quartino Ristorante | 1× | Perplexity |
| 89 | Remington’s | 1× | ChatGPT |
| 90 | Rose Mary | 1× | Google AI |
| 91 | Smyth (West Loop) | 1× | Google AI |
| 92 | Sunda New Asian | 1× | Perplexity |
| 93 | Taqueria Chingón | 1× | ChatGPT |
| 94 | The Gage | 1× | ChatGPT |
| 95 | The Ives | 1× | ChatGPT |
| 96 | The Purple Pig | 1× | ChatGPT |
| 97 | The Walnut Room | 1× | Perplexity |
| 98 | To help narrow it down | 1× | Google AI |
| 99 | TripAdvisor’s top listings | 1× | ChatGPT |
| 100 | Ultra Fine Dining & Michelin Stars | 1× | Google AI |
| 101 | Unbeatable Italian | 1× | Google AI |
| 102 | Virtue | 1× | ChatGPT |
| 103 | What neighborhood | 1× | Google AI |
| 104 | Why Go | 1× | Google AI |
| 105 | Wildberry Pancakes & Café | 1× | ChatGPT |
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