Night view of the Chicago Theatre marquee with people walking in front, surrounded by tall buildings and city lights.

Chicago – The Elevated Experience

4–5 Days | The Windy City in Style
A blend of architectural brilliance, rooftop indulgence, and cultural highlights.

Highlights:

  • Rooftop welcome dinner at LondonHouse Chicago.

  • Private architecture boat tour along the Chicago River.

  • Spa retreat at Waldorf Astoria Chicago.

  • VIP private access at the Art Institute of Chicago.

  • Exclusive evening at a jazz lounge with curated cocktails.

Hotel Recommendations:

  • Waldorf Astoria Chicago

  • The Langham Chicago

  • Four Seasons Chicago

Optional Enhancements:

  • Helicopter flight over Lake Michigan and skyline.

  • Michelin dining at Alinea with private kitchen visit.

Starting at $500 USD per itinerary (Final pricing depends on trip length, activities, and customization.)

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