| 201 | Villa Dubois Guest House | 90 | 246 | Chicago, United States | $$$$ |
| 202 | The Polo Inn Bridgeport U.S.A. | 90 | 47 | Chicago, United States | $$$$ |
| 203 | Stay Chicago | 90 | 273 | Chicago, United States | $$$$ |
| 204 | The Neighborhood Hotel - Lincoln Park Lp | 60 | 47 | Chicago, United States | $$$$ |
| 205 | Sonder By Marriott Bonvoy Greektown Apartments | 50 | 147 | Chicago, United States | $$$$ |
| 206 | The Villa Toscana | 40 | 252 | Chicago, United States | $$$$ |
| 207 | Motel 6 Chicago, Il - Halsted | 40 | 103 | Chicago, United States | $$$$ |
| 208 | Green Room In Dorothys Bnb | 40 | 3 | Chicago, United States | $$$$ |
| 209 | Best Motel By Oyo Chicago I-90 | 30 | 70 | Chicago, United States | $$$$ |
| 210 | Chicago Avenue Inn | 30 | 97 | Chicago, United States | $$$$ |
| 211 | Pill Hill Mansion | 20 | 395 | Chicago, United States | $$$$ |
| 212 | Farwell Dream | 10 | 160 | Chicago, United States | $$$$ |
| 213 | Historic Luxury Townhouse In Downtown Chicago | 10 | 12 | Chicago, United States | $$$$ |
| 214 | Chic 4-Bedroom With Skyline Views & Amenities | 10 | 2 | Chicago, United States | $$$$ |
| 215 | The Den Hotel | 10 | 31 | Chicago, United States | $$$$ |
| 216 | Stay One Chicago | 10 | 0 | Chicago, United States | $$$$ |
| 217 | Cabin 105 By 747 Lofts | 10 | 14 | Chicago, United States | $$$$ |
| 218 | Modern 3Br Near Mccormick & South Loop | 10 | 2 | Chicago, United States | $$$$ |
| 219 | Envitae Hotel 4Br Modern Sleek Apartment | 10 | 0 | Chicago, United States | |
| 220 | Olive House | 10 | 7 | Chicago, United States | $$$$ |
| 221 | Blue Room In Dorothy'S Bnb | 10 | 1 | Chicago, United States | $$$$ |
