Private Tour

Private Half Day Highlights of Chicago, with the Hancock Tower Observation Deck

Step out into the windy city and explore the best it has to offer.

Things to know


4 hrs

Suitable for:

Culture Vulture, Family, Friends, Layover Tours

Private Tour:

You and our own professional guide. 100% exclusive

Tickets included:

Entry to the Hancock Tower Observation Deck 

Type of tour:

Walking tour - the cost of all taxis and transfers between sights is included.

Other inclusions:

A slice of deep dish pizza
Meeting points: Next to Crown Fountain in Millennium Park - East Randolph Street, Millennium Park, Chicago, IL, USA

What makes this tour special

Located in America’s Midwest along the Great Lakes shoreline, Chicago - known colloquially as the Windy City - occupies America’s third-largest metropolitan area: a huge vibrant expanse packed with incredible history and architecture and fine public art. Discover the compelling character of America’s third-largest city, renowned for its jazz-and-blues heritage, striking architecture, historic streets and fine array of public art. On your private half-day tour, you will: 

When it was founded in 1837, Chicago’s early buildings were clustered around the mouth of the Chicago River. On your Private Chicago Half Day Highlights tour, explore the city  famed for its bold architecture, past and present, incredible museums, and innovations in a wide variety of fields, from natural history and building to food and science. As the home of the second-tallest building in the Western Hemisphere, Chicago is also where White Castle, America’s ubiquitous cream-filled pastry - the Twinkie, and spray paint were invented. 

On your Private Chicago Half Day Highlights tour, visit all of the city’s major sites, including favorites such as the Magnificent Mile, Navy Pier, Millennium Park and Hancock Tower.  Your guide is a local who has plenty of tales about Chicago life together with an in depth knowledge of its character.  As you journey down the Magnificent Mile, you will learn how Chicago has earned each of its nicknames, including: the City of Broad Shoulders, the Second City, and of course, the Windy City. Over a slice of deep dish pizza, you can decide for yourself why Chicagoans rave about their iteration of this classic. Lastly, your guide will escort you to the Hancock Tower to bid your adieus. You will then travel to the top of the Hancock Tower’s Observation Deck, where you can enjoy the 360 degree views of the entire city. 


QWill there be other people on the tour or is it just us?
AAll of our tours are 100% private and exclusive, which means that it will just be you, your group and your guide on the tour.

Your tour will be completely tailored to your needs and we will make sure to find a guide that best suits your group.
QAre entrance tickets and transport included in the cost of the tour?
AIn the ‘Things to Know’ section at the top of this page you will find details of whatever entrance tickets and transport are included in the tour. If you have any questions about this, then you can either use the chat button in the bottom right hand corner, send an email to <team@travelcurious.com> or call 1-212-710-1322 (US) or +44 20 3009 2392 (UK).
QWhat is your cancellation policy?
AOn tours cancelled more than 48 hours before the scheduled departure time, we are happy to offer our customers a full refund - minus a 5% credit card fee and the cost of any tickets that have been purchased.

For tours cancelled less than 48 hours before the scheduled departure time, we are unfortunately unable to offer refunds. If you would like to reschedule a tour, this is usually possible if we are given enough notice, but we cannot guarantee the same guide.

Changes made to bookings may be subject to rebooking fees to cover the cost of tickets purchased, transport, guide rescheduling and administration.

To cancel or change your booking, please contact us at <team@travelcurious.com> or call 1-212-710-1322 (US) or +44 20 3009 2392 (UK).
QWho do I contact if I have any questions about this tour or if I want to make changes to my tour?
AAt Travel Curious, we provide a free concierge service to help you plan your time abroad and they will be able to answer any questions you may have about this tour or any other tours. We are normally able to customise or personalise tours to suit your needs.

Please do get in touch by either using the chat button in the bottom right hand corner, sending an email to <hello@tourioicity.com> or calling 1-212-710-1322 (US) or +44 20 3009 2392 (UK).
QAm I able to book more than one tour?
AAbsolutely, you can book as many tours as you like! You can add them to your cart by clicking the ‘Book Now’ button or you can get in touch and we can put together an itinerary for you. To get in touch, you can either use the chat button in the bottom right hand corner, send an email to <team@travelcurious.com> or call 1-212-710-1322 (US) or +44 20 3009 2392 (UK).

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