Private Chicago Guided Tour with Hotel Pickup

See the best of the Windy City, all in just half a day’and learn the stories behind its best-known sights’on this private tour. In the morning, meet your driver at your Downtown hotel, hop aboard your private vehicle, and set off with a tour guide in tow. You can look forward to seeing sights like Grant Park, Navy Pier, and Buckingham Fountain’and stopping for photo opportunities along the way.

This private tour makes it easy to see the sights without the crowds
Discover many of Chicago’s best-known landmarks, all in half a day
Travel in comfort and ease aboard your own private vehicle
Your guide’s stories will bring the city’s rich history to life

 

What To Expect

Richard J. Daley Center

View at the Loop’s Daley Plaza. This stop will be at the square.
Catch an eyeful of The Picasso. Have a view at the sculpture which is in the Loop’s Daley Plaza.

20 minutes • Admission Ticket Free

Lakefront Trail

The Lakeside Trail is a 19 mile long pathway which goes from the Lake Michigan shoreline to the South Shore Cultural Center in Chicago and also to the city’s Kathy Osterman Beach.

20 minutes • Admission Ticket Free

South Michigan Avenue

We will head towards East Adams Street, just off South Michigan Avenue in Downtown Chicago. Once there, you will have time to get out of the vehicle and of course look up and take a photo at the Historic Route 66 Sign.

20 minutes • Admission Ticket Free

Grant Park

Stop by this Park for a photo stop. Grant Park is the Loop’s three-hundred and nineteen-acre green space which is bordered by Lake Michigan.

20 minutes • Admission Ticket Free

Cloud Gate

A stop at the Cloud Gate will also be arranged. Take time to walk around the square, take pictures and explore it. The Cloud Gate is one public sculpture you can’t walk past without noticing.

20 minutes • Admission Ticket Free

Downtown / The Loop

We will arrange a stop here as well to explore and get to know the downtown and the Loop Retail Historic District.

20 minutes • Admission Ticket Free

South Riverside Plaza

There will also be some time to take photos and explore with a walk, the Riverside Walk.

30 minutes • Admission Ticket Free

The Art Institute of Chicago

Outside view only. Entrance tickets not incldued and cannot be purchased on the day of the tour.

• Admission Ticket Free

Navy Pier

Navy Pier is a 3,300-foot-long pier on the Lake Michigan shoreline, located in the Streeterville neighborhood of Chicago’s Near North Side community area.

30 minutes • Admission Ticket Not Included

Buckingham Fountain

Stop by here for a must taken photo of the Buckingham fountain in the Grant Park

30 minutes • Admission Ticket Free

Chicago

Enjoy a 4 hour guided tour with a driver-guide and get to know the best of Chicago

30 minutes • Admission Ticket Free

Highlight

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Near public transportation
Infant seats available
Most travelers can participate
This is a private tour/activity. Only your group will participate

Include

Private vehicle with driver for 4 hours
Taxes
Private tour guide for 4 hours

Exclude

Gratuities
Entrance tickets

  • Scroll to Top