Hannah H.
Oct 7, 2026
Would book again
Everything was well organised. The meeting point was easy to find and we started exactly on time. The children loved it, which is the real test.
10 found this helpful · ReportInstant confirmationFlexible cancellation
A day in Chicago with a private guide
A private guide who knows Chicago properly — a working lakefront, Prairie School architecture and a deep-dish argument. No coach, no rush, and the day bends to what you actually want to see.
4.2
16 reviewsMore photos on request
What you’ll do
- A guide who lives in the city, not a tour dispatcher
- Private — your group only, at your own pace
- A table reserved for lunch on request
- Hotel pickup and drop-off included
About this experience
Your guide is a historian or an architect who has lived in Chicago for years. The day is yours: they will show you what they would show a friend, skip the parts that are only worth a photograph, and find you a table for lunch somewhere locals eat. Because it is private, the pace is whatever suits you, and you can change the plan as the day goes on.
Pick your date
October 2026
Mon
Tue
Wed
Thu
Fri
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AvailableLimited availabilitySelected
Meeting point
the Skydeck lobby on Wacker Drive
233 S Wacker Dr, Chicago, IL 60606
Wheelchair accessibleIncluded
- Licensed private guide
- Hotel pickup and drop-off
- Museum and site entries
- Lunch reservation on request
Not included
- Meals
- Hotel accommodation
- Travel insurance
- Gratuities
Cancellation policy
Free cancellation up to 24 hours before the guide is confirmed, with no fee at any point.
Less than 24 hours before0% refund
24 hours – 3 days before90% refund
More than 3 days before100% refund
Good to know
Duration7 hours
Languagesenglish, en, zh, fr, de
CountryUS
Traveller reviews
4.2
16 reviews
1 star0%
2 star6%
3 star13%
4 star38%
5 star44%
Aisha A.
Aug 25, 2026
Better than expected
One of the best experiences of our trip. Everything ran on time and the staff were genuinely helpful. Went as a group of four and everyone was happy.
27 found this helpful · ReportMia M.
Feb 11, 2026
Excellent
Worth every penny. We had looked at a few options and this was clearly the right one. The children loved it, which is the real test.
41 found this helpful · ReportLiam L.
Dec 24, 2025
Good, with caveats
Enjoyed it, but the meeting point could be clearer — we walked past it twice. Went as a group of four and everyone was happy.
28 found this helpful · ReportReviews are only accepted from guests who completed a booking with EasyTrip.
