Car Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$559
per group
THE 10 BEST Chicago Private Tours
Private Tours in Chicago
Revenue and your browsing history impact the experiences featured on this page, learn more.
Category types
Product Categories
Product categories and sub-categories are ranked based on revenue made by Tripadvisor, popularity of tours and activities, and seasonal trends.
Time of Day
Price
$0 - $900 +
Duration
Traveller rating
Languages
Filter to see tours in the language(s) you’re looking for.
Accessibility
Special offers
Experiences you don’t want to miss
Products in this shelf are the top products picked from the current list and based on the existing sort
81 results sorted by featured
- Our Featured sort order ranks tours, activities, and experiences by several factors including the revenue generated by Tripadvisor from these bookings, your individual user browsing history and preferences while using Tripadvisor, the frequency of user clicks generally, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.
We perform checks on reviews.
Tripadvisor’s approach to reviews
Before posting, each Tripadvisor review goes through an automated tracking system, which collects information, answering the following questions: how, what, where and when. If the system detects something that potentially contradicts our community guidelines, the review is not published.
When the system detects a problem, a review may be automatically rejected, sent to the reviewer for validation, or manually reviewed by our team of content specialists, who work 24/7 to maintain the quality of the reviews on our site.
Our team checks each review posted on the site disputed by our community as not meeting our community guidelines.
Learn more about our review moderation.
Private Sightseeing Tours
2–3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$236
per adult
Historical Tours
45 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 97% of travellers
97% of reviewers gave this product a bubble rating of 4 or higher.
from
$1,507
per group
Private Sightseeing Tours
15 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$1,154
per group
Car Tours
3–4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 97% of travellers
97% of reviewers gave this product a bubble rating of 4 or higher.
from
$957
per group
Private Sightseeing Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$382
per adult
Likely To Sell Out
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$375
per adult
Bus Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$533
per group
from
$16
per adult
E-Bike Tours
45–60 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$123
per adult
Car Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$559
per group
Sailing
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$859
per group
Sailing
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$859
per group
TV Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$559
per group
Historical Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$1,562
per adult
Historical Tours
48–78 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$13
per adult
Sailing
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$963
per group
Ghost Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$13
$10
per adult
Likely To Sell Out
4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$511
per adult
Ghost Tours
60–75 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$13
per adult
Car Tours
3 hours
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$355
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 97% of travellers
97% of reviewers gave this product a bubble rating of 4 or higher.
from
$435
per group
LIKELY TO SELL OUT*
24. Chicago’s Festive Lights: A Magical Christmas Journey
24. Chicago’s Festive Lights: A Magical Christmas Journey
Likely To Sell Out
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$584
per adult
Private Sightseeing Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$13
per adult
Private Sightseeing Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$426
per adult
Historical Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$1,562
per adult
LIKELY TO SELL OUT*
28. 2 Hour Private Chicago Soul House Tour
28. 2 Hour Private Chicago Soul House Tour
Likely To Sell Out
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$116
per adult
Likely To Sell Out
5 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 100% of travellers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$484
per adult
Christmas
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
from
$886
per group
*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.
What travellers are saying
- amy g10 contributionsWe are huge Chicago Fire, PD and Med fans and this private tour was perfect for a birthday gift. Two hours was just the right length and the best part was talking to actual CFD firemen and getting a tour of the working firehouse. We got to sit in the engine and take all the photos we wanted. Deen was a great guide and made sure we got to visit lots of additional Chicago landmarks during the tour. Worth every penny for tv show fans!Written 18 November 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- RaftingVeggieDayton, OH19 contributionsHaving visited the museum some years ago we decided to try a guided experience this time. To our surprise, and good fortune, we had Mandy as our tour guide to ourselves ! (nobody else had signed up on this blustery first snow of the season day).
Mandy applied her art knowledge & the museums history, sharing it in her upbeat and conversational way. It allowed us to focus so much more on the art while flowing through the museum with ease.
The overall experience was so much better with a guide. Mandy added real value and we were grateful for the time spent with her.
THANKS MANDY (aka Amanda)Written 29 November 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews. - Lori M1 contributionThe helicopter was nice. The trip was very smooth, and the city was amazing. It would have been nice to stay over the city a little longer, but for the price, it was too short. The pilot was great, and the facility was excellent.Written 23 November 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- D G1 contributionGreat experience and awesome views.
Had a great time. It was a great early Christmas gift.
Employees super friendly. All around great experience.Written 29 November 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews. - motherpwFlorence, OR130 contributionsWorth every penny!!! Such a fantastic experience discovering Chicago. Our guide, Todd, was excellent! We got the best pictures ever because he tells you where to stand.Written 27 August 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Fiona C1 contributionOur group booked a tour of the Art Institute while in town for business. Bernie and Colm from Chicago Museum Tours were so helpful and accommodating when assisting me with scheduling our tour. Our tour guide Brian was wonderful and extremely knowledgeable. It is obvious that he is passionate about what he does. He gave us so many insightful tidbits of information about the different art works in the museum. We will definitely be booking again!Written 4 December 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Marce_LChMexico City112 contributionsVery knowledgeable and friendly guide. Took us to a lot of beautiful buildings. The tour is nicely timed. I highly recommend it!!Written 14 December 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- A M1 contributionAverage very repetitive, no real research, not recommended. Need to do better job. Waste of money. Had to call India to get a email confirmation to get the tour startedWritten 18 March 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- HarrieCPrairie Village, KS17 contributionsI HIGHLY RECOMMEND - SUPER FUN! The electric bikes make this so easy and enjoyable. Great way to see the lake side activity! We will do this again for sure!Written 13 October 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Ritu S1 contributionDeen was the best tour guide to happen to us during our short stay in Chicago. He accommodated all our needs and even gave some very useful recommendations. He is very knowledgeable and kind. We highly recommend Deen Ajeigbe!Written 29 October 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Shawna G3 contributionsFun Safe Family Sailing in a Private Sailboat with. Great Captain. My boys and their friends visiting from out of state had a great time on the lake. Beautiful views and lovely weather and we felt safe the whole time. The boat was extremely clean and well cared for!Written 2 September 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Jane J2 contributionsThis sailing experience was worth it! The sunset views were unparalleled. Will definitely be doing it againWritten 12 June 2023This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Jazzmine T3 contributionsIt was amazing! Deen was very informative & took us to all the main locations! Even got the bar to allow us to take a picture in the back of the bar!Written 13 December 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Trevor S8 contributionsGreat private tour! The guide was a local from Chicago and knows the history of this city inside and out. We could ask the guide any questions without 20 other people shrugging. He even went off the normal route to take us to some landmarks we wanted to see.Written 11 September 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
