Chicago Skyline Tour: Private Guide and Iconic Landmarks

Experience the best of Chicago on a small group tour with See Sight Tours. Explore the iconic Skydeck and take a scenic shoreline cruise, all while enjoying personalized insights and skip-the-line access. Book now!

Duration: 4 hours
Cancellation: 24 hours
Highlights
  • Cloud Gate - We will start our tour with a view of the Cloud Gate also known as the Chicago Bean, British artist Anish Kapoor’s first public outdoor work installed in the United States.
  • Shoreline Sightseeing - Chicago’s famous architecture! There’s nothing like seeing these world-famous skyscrapers from the Chicago River. Aboard the…
What's Included
  • All attraction admission fees
  • Hotel pickup and drop-off (Downtown Chicago, IL)
  • Small-group tour (6 maximum)
  • In-vehicle air conditioning
  • Professional driver/guide
What's Not Included
  • Food and Drinks
  • Gratuities
Additional Information

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations.
You and your…

Location
238 E Monroe St
East Monroe Street
If you are driving into Downtown Chicago and require parking, we recommend parking in the Millennium Park Garage located, 5 S Columbus Dr, Chicago, IL 60601, United States. It is an underground parking garage where you can park for the duration of your tour.
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.6
(160 Ratings)
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Sstanding
Sep 26, 2024
Best tour ever! - Robert was the hands down the best tour guide we have ever had. He was professional, pleasant, and knowledgeable about the city. Everything was lined up for us, including tickets to the observation deck of the Willis (Sears) Tower, and the architectural boat tour. He accompanied us right through the check-in process. I would take this tour again in a heartbeat.
Review provided by Tripadvisor
Kimberly_l
Aug 31, 2024
Great tour for 1st timers - It was great! Our first time to Chicago. Lots of good information, plenty of time for pictures at the stops. Great views from Willis tower. The architecture tour was amazing. 10/10 recommend!
Review provided by Viator
Jen_w
Aug 21, 2024
Robert was a fantastic... - Robert was a fantastic guide, and this exceeded our expectations. This was a lot of fun, it's a great activity to do as a couple...my wife and I really really enjoyed this.
Review provided by Viator
Christine_c
Jul 3, 2024
Worth It! - Tony was an amazing guide and super flexible with the itinerary due to road closures for the upcoming NASCAR event. We had a great day!
Review provided by Viator
Carole_p
Jun 18, 2024
Fascinating City - My first visit to Chicago, this tour covered so much that day. Our driver Robert was knowledgeable about his city. When I return again I will be taking another tour with Viator. It was pricey but worth every penny.
Review provided by Viator
Joyce_c
Jun 11, 2024
An unexpected and wonderful adventure, brought to you by Viator! - I love how my tour guide made sure I saw as much of Chicago in the time allotted. Tony was great! Chicago is beautiful.
Review provided by Viator
375lillyg
Jun 5, 2024
Chicago Downtown Tour - This trip was amazing. We did not feel rushed and our guide was super amazing. The fact that we did not have to drive or park in the various places we visited was wonderful. At the end of the trip our guide was nice enough to drop us off where we had left our car and it was seamless. Constantly communicating we felt very well taken care of. We would do this again
Review provided by Tripadvisor
Ginny_b
Apr 21, 2024
Skydeck, architural tour - This was one of the best exoeriences we had while visiting chicago. The skydeck was just breathtaking and iur tour guide, Sadie was do animated and fun when discussing the architecture of chicage and the history. Both those excursions were well woth it. Unfortunately the bean was being repaired, the buckingham fountain was running yet. Our driver sensed our disappointment and took us to navy pier, where we got to ride the ferris wheel, visit the shops and catch a bite to eat. It was a very satisfying experience Visit
Review provided by Viator
Claudia_g
Jul 26, 2024
Expensive and not a good trip - We were extremely disappointed could not see any of the sights because we were 3 people in the backseat and did not fit.into the small car. We had to rush through the Willis Tower so we could make the boat cruise standing in line for all we paid $1,000 and could have done the hop on hop off for $200 and actually would have been able to see the the sights our tour guide was nice and knowledgeable but was worst trip ever
Review provided by Viator
Douglas_r
Jul 22, 2024
Scammed - I showed up to the pick up spot 15 minutes earlier like advised and no one showed up. I tried to contact Viator, the operator of the tour, and I even responded to the automated text reminding me about pick up. It says in the description that the tour operator will attempt to reach out if they cannot find you. No one reached out to me which leads me to believe the event didn’t happen. Still not one person has reached out regarding this.
Review provided by Viator
From $254
up to 6 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).