Nicolas Sitter
Still in beta. Spot something off or have ideas? Send me your feedback — DM on LinkedIn or email. Bugs forward 🙏
Weekly until 19 Oct 2026, monthly from November 2026November 2026 edition

AI Hotel Landscape

How leading AI assistants recommend hotels: 616 prompts across 56 destinations, a monthly edition checked before it is published.

Data is directional. Some prompts retry due to upstream variance, so absolute counts can shift ±5% between editions.

Hyatt Regency Chicago

How 6 AI assistants recommend this property. Week of November 2, 2026. Tracked for 19 weeks.

Latest edition
2
mentions across 6 AIs
Peak
8
best week
Mentioning AIs
2/6
latest edition
Total links
58
all time
Location
151 E Wacker Dr, Chicago, IL 60601
PROMPTS

Where this hotel showed up

Each prompt below resolved to Hyatt Regency Chicago at least once. The "reason" is the AI's own one-line explanation when it returned the hotel in structured form.

“hotels near Millennium Park, Chicago”
Chicago, US5 of 6 AIs23 weeks44 quotes
Google AI Mode · 11-02
“A massive, modern riverfront hotel sitting within an easy walking distance of Millennium Park.”
Gemini · 10-05
“This vibrant, centrally located hotel provides easy access to Millennium Park along with multiple restaurants and bars.”
Copilot · 10-05
“Modern high-rise hotel with extensive amenities and close access to Millennium Park.”
Google AI Mode · 09-28
“As a large contemporary riverfront hotel, it is just a short, scenic stroll away from Millennium Park and the downtown theater district.”
Copilot · 09-28
“Upscale hotel with modern rooms and dining options, steps from Millennium Park.”
ChatGPT · 09-28
“This large full-service hotel is near the Riverwalk and within walking distance of Millennium Park.”
“best hotels in Chicago for business travelers”
Chicago, US5 of 6 AIs20 weeks42 quotes
ChatGPT · 11-02
“Has large meeting and event facilities and convenient Loop access, which suits corporate conferences and events.”
ChatGPT · 10-19
“Large riverfront hotel with extensive infrastructure and on-site dining, well suited to convention attendees and corporate groups.”
Gemini · 10-19
“As one of the city's largest convention and business hotels, it features extensive meeting spaces, robust digital check-in options, and direct access to downtown.”
ChatGPT · 10-12
“Its central Riverwalk location, large room inventory, and conference facilities make it practical for big corporate events.”
ChatGPT · 10-05
“A particularly strong choice for conferences and corporate travel because of its central location and extensive meeting and event space .”
ChatGPT · 09-28
“Its riverfront Loop location and extensive meeting facilities make it particularly convenient for conferences and corporate travel.”
“family friendly hotels in Chicago”
Chicago, US5 of 6 AIs10 weeks15 quotes
Copilot · 10-05
“Central location near Millennium Park and family dining options make it convenient for kids.”
Google AI Mode · 07-27
“Large, central hotel with family suites and easy walking access to the Chicago Riverwalk and museums.”
Copilot · 07-06
“Large rooms, on-site dining, and easy access to family attractions like Navy Pier.”
ChatGPT · 06-22
“Large family-friendly hotel with spacious rooms and convenient access to downtown attractions.”
Copilot · 06-22
“Central location with family‑friendly dining options and easy access to Millennium Park.”
Copilot · 06-15
“Central location with easy access to Millennium Park and family‑friendly dining options.”
“best hotels in Chicago for solo travelers”
Chicago, US3 of 6 AIs10 weeks10 quotes
Copilot · 10-05
“Upscale hotel with vibrant atmosphere and dining options, ideal for solo city explorers.”
Gemini · 09-21
“Located centrally downtown near major attractions, it provides a safe, vibrant, and accessible base for solo exploration.”
Perplexity · 08-24
“Central location near the Riverwalk with strong safety and great reviews for solo travelers.”
Copilot · 07-20
“Upscale hotel with vibrant dining and city views, providing comfort and safety for solo guests.”
Copilot · 06-29
“A highly rated, centrally located upscale hotel ideal for solo travelers who want walkability and safety.”
Copilot · 06-22
“A large, well‑staffed hotel offering strong safety, amenities, and easy access to the Riverwalk.”
“best hotels in Chicago”
Chicago, US3 of 6 AIs5 weeks6 quotes
Copilot · 09-28
“Vibrant hotel with modern rooms, multiple dining options, and excellent city views.”
Copilot · 08-31
“Large upscale hotel with multiple dining options and stunning city views, ideal for business and leisure.”
Copilot · 08-31
“Large upscale hotel with multiple dining options and stunning city views, ideal for business and leisure.”
Perplexity · 08-24
“Central Loop location with easy access to attractions and excellent conference facilities.”
Copilot · 05-18
“A large, centrally located hotel ideal for both business and leisure travelers.”
ChatGPT · 05-11
“Large, modern hotel in the Loop ideal for business and conferences.”
“best hotels in River North, Chicago”
Chicago, US1 of 6 AIs1 week1 quote
Perplexity · 08-24
“Large, well-rated hotel with extensive meeting spaces and easy access to River North.”
“affordable hotels in Chicago under $200”
Chicago, US1 of 6 AIs1 week1 quote
ChatGPT · 05-25
“Large centrally located hotel near the Chicago Riverwalk with occasional weekday deals under $200.”
PER-AI MENTIONS

Mentions per AI assistant, by edition

One line per AI. Each point is the number of times the assistant named this property across the 11 prompt templates for its city, that week.

02404-2705-0405-1805-2506-0106-0806-1506-2206-2907-0607-1307-2008-1008-2409-2109-2810-0510-19Nov 2026mentions
ChatGPTGeminiPerplexityGrokCopilotGoogle AI Mode

Weekly until 19 Oct 2026, monthly from November 2026

WeekChatGPTGeminiPerplexityGrokCopilotGoogle AI ModeTotal
November 2, 20261————12
October 19, 2026—1————1
October 5, 2026————3—3
September 28, 20262———2—4
September 21, 2026—3————3
August 24, 2026——4———4
August 10, 2026—————22
July 20, 2026————2—2
July 13, 2026————2—2
July 6, 2026————3—3
June 29, 2026——2—226
June 22, 2026————4—4
June 15, 2026————3—3
June 8, 20263—2—3—8
June 1, 2026————2—2
May 25, 2026—2————2
May 18, 20263———3—6
May 4, 2026——2———2
April 27, 2026————1—1
See live ChatGPT data →MethodologyVisit Hyatt Regency Chicago →