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Chicago: Architecture, Lakefront & Culture

Custom Groups of 10+

Tour, Escorted tour
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Iconic Landmarks Discover the essence of Chicago on this VIP experience, featuring guided tours, exclusive dining, and stunning city views, from the 360 Chicago Observatory to the River Cruise.

Trip Overview:

This exclusive Chicago experience offers private transfers, guided tours, and luxury dining. From panoramic city views at 360 Chicago Observatory to a private architecture river cruise and visits to top landmarks like Millennium Park, Willis Tower Skydeck, and Lincoln Park Zoo, each day combines cultural exploration with unforgettable sights.



Highlights:
  • Take in sweeping city views from the 360 Chicago Observatory high above the skyline.
  • Cruise the Chicago River on a private architecture tour, admiring the city’s iconic design legacy.
  • Stroll through Millennium Park and stand before the gleaming curves of Cloud Gate.
  • Feel the thrill atop the Willis Tower Skydeck, gazing across the vast expanse of the Midwest.
  • Unwind in Lincoln Park Zoo’s leafy surroundings, rounding out your Chicago journey with calm and charm.


Included Services:
  • Meet & Greet on arrival by our local representative
  • 4 nights premium accommodation in Chicago
  • Group airport transfers
  • Transportation in a modern, air-conditioned vehicle with experienced driver
  • All local / government taxes based on current rates
  • Breakfast daily (excluding Day 1), 3 Dinners

This itinerary includes daily breakfasts and three expertly selected dinners, giving you the perfect balance of guided experiences and free time for lunch to discover the city's vibrant food scene on your own.


Excluded Services:
  • Airfare, departure taxes, fuel surcharges & Seat Selection
  • Personal expenses such as laundry, telephone calls, mini-bar etc
  • Optional Tours
  • Meals not specified as included; beverages, bottled water
  • Hotel Porterage
  • Tips & Gratuities
  • Early check-in & Late check out of rooms (standard check-in time is 2pm and check out 11am)
  • Travel / Medical Insurance
  • Visa / Passport related fees

4 Nights Starting From
Per Person

August 29, 2026 through December 31, 2028
Book by:
December 17, 2028 12:00 AM GMT
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About Goway Travel
Goway Travel logo

Goway is a family-run business and trusted partner of travel advisors for over 55 years, offering dedicated support when planning tailor-made trips to over 115 countries on all seven continents. We cater to globetrotters, the perfect repeat clients. 

With Goway, you get: 

  • A Curated Vacation to Match Your Client’s Passions 
  • An Authentic Expert in Your Corner Who Knows Destinations Inside & Out 
  • 24/7 Customer Experience Support from a Dedicated Team 
  • Knowledge to Grow Your Business with the GowayPro Travel Academy 
  • Rewards for Your Hard Work Earned on Every Booking 
  • Commission at Time of Full Payment

It’s time to get more with Goway.

Read More

About Goway Travel

Goway is a family-run business and trusted partner of travel advisors for over 55 years, offering dedicated support when planning tailor-made trips to over 115 countries on all seven continents. We cater to globetrotters, the perfect repeat clients. 

With Goway, you get: 

  • A Curated Vacation to Match Your Client’s Passions 
  • An Authentic Expert in Your Corner Who Knows Destinations Inside & Out 
  • 24/7 Customer Experience Support from a Dedicated Team 
  • Knowledge to Grow Your Business with the GowayPro Travel Academy 
  • Rewards for Your Hard Work Earned on Every Booking 
  • Commission at Time of Full Payment

It’s time to get more with Goway.

Read More

Prices are per-person based on double occupancy, unless otherwise noted.