| 101 | Ohio House Motel | 4k | 1504 | Chicago, United States | $$$$ |
| 102 | Hampton Inn Majestic Chicago Theatre District | 4k | 798 | Chicago, United States | $$$$ |
| 103 | The Study At The University Of Chicago | 4k | 979 | Chicago, United States | $$$$ |
| 104 | Hyatt Place Chicago-South/University Medical Center | 3k | 376 | Chicago, United States | $$$$ |
| 105 | The Chicago Hotel Collection River North | 3k | 711 | Chicago, United States | $$$$ |
| 106 | Courtyard By Marriott Chicago Downtown/River North | 3k | 412 | Chicago, United States | $$$$ |
| 107 | Central Loop Hotel | 3k | 5340 | Chicago, United States | $$$$ |
| 108 | Sonesta Es Suites Chicago Downtown Magnificent Mile Medical | 3k | 3565 | Chicago, United States | $$$$ |
| 109 | Best Western Grant Park Hotel | 3k | 1818 | Chicago, United States | $$$$ |
| 110 | Hyatt Place Chicago Medical/University District | 3k | 1171 | Chicago, United States | $$$$ |
| 111 | Travelodge By Wyndham Downtown Chicago | 3k | 2604 | Chicago, United States | $$$$ |
| 112 | Hotel Versey Chicago Lincoln Park | 3k | 788 | Chicago, United States | $$$$ |
| 113 | Chicago Getaway Hostel | 3k | 4841 | Chicago, United States | $$$$ |
| 114 | Hampton Inn Chicago Mccormick Place | 3k | 730 | Chicago, United States | $$$$ |
| 115 | City Suites Hotel | 3k | 597 | Chicago, United States | $$$$ |
| 116 | Kasa Magnificent Mile Chicago | 3k | 569 | Chicago, United States | $$$$ |
| 117 | Homewood Suites By Hilton Chicago Downtown South Loop | 3k | 867 | Chicago, United States | $$$$ |
| 118 | Sophy Hyde Park | 3k | 199 | Chicago, United States | $$$$ |
| 119 | Hotel Saint Clair - Magnificent Mile | 3k | 3513 | Chicago, United States | $$$$ |
| 120 | Residence Inn By Marriott Chicago Downtown/River North | 3k | 393 | Chicago, United States | $$$$ |
| 121 | Super 8 By Wyndham Chicago Il | 3k | 88 | Chicago, United States | $$$$ |
| 122 | Residence Inn By Marriott Chicago Downtown Magnificent Mile | 3k | 407 | Chicago, United States | $$$$ |
| 123 | The Emily Hotel | 3k | 259 | Chicago, United States | $$$$ |
| 124 | Holiday Inn & Suites Chicago-Downtown By Ihg | 3k | 459 | Chicago, United States | $$$$ |
| 125 | Best Western Plus Hawthorne Terrace Hotel | 3k | 372 | Chicago, United States | $$$$ |
| 126 | The Whitehall Hotel - BW Premier Collection | 3k | 1718 | Chicago, United States | $$$$ |
| 127 | Level Chicago - Old Town | 3k | 243 | Chicago, United States | $$$$ |
| 128 | The Willows Hotel | 2k | 457 | Chicago, United States | $$$$ |
| 129 | Skylark Motel | 2k | 131 | Chicago, United States | $$$$ |
| 130 | Homewood Suites By Hilton Chicago-Downtown | 2k | 2017 | Chicago, United States | $$$$ |
| 131 | Hilton Garden Inn Chicago Downtown South Loop | 2k | 483 | Chicago, United States | $$$$ |
| 132 | Ac Hotel Chicago Downtown | 2k | 327 | Chicago, United States | $$$$ |
| 133 | Springhill Suites Chicago Downtown/River North | 2k | 1232 | Chicago, United States | $$$$ |
| 134 | Acme Hotel Chicago, Outset Collection By Hilton | 2k | 754 | Chicago, United States | $$$$ |
| 135 | Hampton Inn Chicago West Loop Fulton Market Area | 2k | 772 | Chicago, United States | $$$$ |
| 136 | Hilton Garden Inn Chicago Downtown Riverwalk | 2k | 649 | Chicago, United States | $$$$ |
| 137 | Hampton Inn Chicago Downtown/N Loop/Michigan Ave | 2k | 944 | Chicago, United States | $$$$ |
| 138 | Hampton Inn & Suites Chicago-Downtown | 2k | 2118 | Chicago, United States | $$$$ |
| 139 | The Chicago Hotel Collection Wrigleyville | 2k | 300 | Chicago, United States | $$$$ |
| 140 | Hotel Chicago West Loop, Surestay Collection By Best Western | 2k | 871 | Chicago, United States | $$$$ |
| 141 | Silversmith Hotel Chicago Downtown | 2k | 712 | Chicago, United States | $$$$ |
| 142 | Hampton Inn Chicago North-Loyola Station, Il | 2k | 450 | Chicago, United States | $$$$ |
| 143 | The Buckingham Hotel | 2k | 597 | Chicago, United States | $$$$ |
| 144 | Springhill Suites By Marriott Chicago Chinatown | 2k | 634 | Chicago, United States | $$$$ |
| 145 | Hilton Garden Inn- Chicago Central Loop | 2k | 269 | Chicago, United States | $$$$ |
| 146 | Wicker Park Inn | 2k | 42 | Chicago, United States | $$$$ |
| 147 | Fairfield Inn And Suites Chicago Downtown-River North | 2k | 583 | Chicago, United States | $$$$ |
| 148 | Home2 Suites By Hilton Chicago Mccormick Place | 2k | 269 | Chicago, United States | $$$$ |
| 149 | Hampton Inn & Suites Chicago Medical District Uic | 2k | 504 | Chicago, United States | $$$$ |
| 150 | Chicago Parthenon Hostel | 2k | 644 | Chicago, United States | $$$$ |
| 151 | Holiday Inn Express Chicago - Magnificent Mile By Ihg | 2k | 465 | Chicago, United States | $$$$ |
| 152 | The Publishing House Bed And Breakfast | 1k | 31 | Chicago, United States | $$$$ |
| 153 | Holiday Inn - Chicago Dwtn - The Mart By Ihg | 1k | 368 | Chicago, United States | $$$$ |
| 154 | Majestic Hotel | 1k | 470 | Chicago, United States | $$$$ |
| 155 | Fairfield Inn And Suites Chicago Downtown/ Magnificent Mile | 1k | 635 | Chicago, United States | $$$$ |
| 156 | Holiday Inn Chicago Midway Airport S By Ihg | 1k | 216 | Chicago, United States | $$$$ |
| 157 | Wrigley Hostel - Chicago (Adults Only) | 1k | 530 | Chicago, United States | $$$$ |
| 158 | Kasa South Loop Chicago | 1k | 258 | Chicago, United States | $$$$ |
| 159 | Homewood Suites By Hilton Chicago Downtown - Magnificent Mile | 1k | 890 | Chicago, United States | $$$$ |
| 160 | Motel Edgebrook Chicago North Shore By Oyo | 1k | 81 | Chicago, United States | $$$$ |
| 161 | Level Chicago - Fulton Market | 1k | 159 | Chicago, United States | $$$$ |
| 162 | Homewood Suites By Hilton Chicago West Loop Fulton Mkt Area | 1k | 494 | Chicago, United States | $$$$ |
| 163 | Heart O' Chicago Motel | 1k | 127 | Chicago, United States | $$$$ |
| 164 | The Penthouse At Grand Plaza | 1k | 125 | Chicago, United States | $$$$ |
| 165 | Club Quarters Hotel Wacker At Michigan, Chicago | 970 | 3044 | Chicago, United States | $$$$ |
| 166 | The Guesthouse Hotel | 960 | 107 | Chicago, United States | $$$$ |
| 167 | Home2 Suites By Hilton Chicago River North | 950 | 2615 | Chicago, United States | $$$$ |
| 168 | Carlton Inn Midway | 820 | 653 | Chicago, United States | $$$$ |
| 169 | Hilton Grand Vacations Club Chicago Magnificent Mile | 810 | 121 | Chicago, United States | $$$$ |
| 170 | Courtyard By Marriott Chicago At Medical District-Uic | 790 | 178 | Chicago, United States | $$$$ |
| 171 | Ray'S Bucktown Bed And Breakfast | 790 | 124 | Chicago, United States | $$$$ |
| 172 | Rodeway Inn Chicago North Shore - Lincolnwood | 780 | 311 | Chicago, United States | $$$$ |
| 173 | Kasa River North Chicago | 710 | 185 | Chicago, United States | $$$$ |
| 174 | Level Chicago - River North | 690 | 204 | Chicago, United States | $$$$ |
| 175 | Grand House 424 | 500 | 137 | Chicago, United States | $$$$ |
| 176 | Chinatown Hotel Chicago | 390 | 1095 | Chicago, United States | $$$$ |
| 177 | Villa D' Citta | 340 | 35 | Chicago, United States | $$$$ |
| 178 | Chicago South Loop Hotel | 330 | 4701 | Chicago, United States | $$$$ |
| 179 | Stay 424 Hostel | 320 | 275 | Chicago, United States | $$$$ |
| 180 | Chicago Avenue Inn | 320 | 113 | Chicago, United States | $$$$ |
| 181 | The Sono Chicago | 310 | 363 | Chicago, United States | $$$$ |
| 182 | The Neighborhood Hotel - Little Italy Li | 260 | 29 | Chicago, United States | $$$$ |
| 183 | Admiral Motel By Oyo Chicago I-94 | 240 | 63 | Chicago, United States | $$$$ |
| 184 | Sonder By Marriott Bonvoy The Opal Apartments River North | 230 | 351 | Chicago, United States | $$$$ |
| 185 | Kasa Lake Shore Chicago | 230 | 163 | Chicago, United States | $$$$ |
| 186 | Motel 6 Chicago, Il - Halsted | 200 | 170 | Chicago, United States | $$$$ |
| 187 | Ground Floor Studios In Chicago By 747 Lofts | 200 | 28 | Chicago, United States | $$$$ |
| 188 | The Greenleaf House | 180 | 74 | Chicago, United States | $$$$ |
| 189 | Best Motel By Oyo Chicago I-90 | 180 | 85 | Chicago, United States | $$$$ |
| 190 | House 5863- Chicago'S Premier Bed And Breakfast | 170 | 31 | Chicago, United States | $$$$ |
| 191 | Chicago Third Floor Studio By 747 Lofts | 150 | 38 | Chicago, United States | $$$$ |
| 192 | Mccormick Place Guest House | 140 | 200 | Chicago, United States | $$$$ |
| 193 | Pill Hill Mansion | 100 | 395 | Chicago, United States | $$$$ |
| 194 | The Neighborhood Hotel - Lincoln Park Lp | 100 | 47 | Chicago, United States | $$$$ |
| 195 | The Den Hotel | 100 | 41 | Chicago, United States | $$$$ |
| 196 | Hyatt House Chicago Medical/University District | 90 | 879 | Chicago, United States | $$$$ |
| 197 | Villa Dubois Guest House | 90 | 226 | Chicago, United States | $$$$ |
| 198 | Apache Motel | 80 | 135 | Chicago, United States | $$$$ |
| 199 | The Polo Inn Bridgeport U.S.A. | 80 | 47 | Chicago, United States | $$$$ |
| 200 | Sonder By Marriott Bonvoy Greektown Apartments | 70 | 147 | Chicago, United States | $$$$ |