These are the 11 best private city tours in Chicago, United States we could find on Viator and Get Your Guide.
Topics
1. Chicago Private Tours
Key Details
Cost: From $489.00
Review Score: 5.0
Number of Reviews: 174
Tour Length: 3 to 4 hours
Languages
English
Tour Description
Have only a short stay planned in Chicago? Make the most of your time in the Windy City, and see more of the city in less time, when you book a private driving tour of Chicago. Pick between several convenient tour times, and meet your guide and driver directly at your hotel. Over the course of your excursion, you’ll make stops at highlight attractions like the Lincoln Park Conservatory, Millennium Park, and Museum Campus. You’ll also learn about Chicago’s history and can spy other remarkable sights as you go.
- See the best of Chicago in just a few hours on this seamless driving tour
- A private tour makes for the most personal, luxurious way to explore
- Round-trip transit from your hotel takes the hassle out of sightseeing
- Learn all about Chicago and its history from your guide’s commentary
What’s Included
- Driver/guide
- Local guide
- Professional guide
- Private transportation
- Pick up at your Downtown Hotel
What’s Not Included
Gratuities
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
2. Skip-the-Line Art Institute of Chicago Exclusive Guided Museum Tour
Key Details
Cost: From $115.54
Review Score: 5.0
Number of Reviews: 125
Tour Length: 2.5 hours
Languages
English
Tour Description
The Art Institute of Chicago houses one of the finest American and Impressionist painting collections in the world, but it can be overwhelming to explore on your own. Remove the guesswork and maximize your time inside the museum on a private tour that covers major highlights by Picasso, Chagall, Warhol, Hopper, and others. Plus, there’s no waiting to get inside, as the tour includes a skip-the-line ticket.
- See the best of the Art Institute of Chicago in one visit
- Learn the background behind famous paintings
- Private tour can be customized based on your interests
- Skip-the-line museum ticket included in tour price
What’s Included
- Skip-the-Line Private Museum Tour
- Professional Tour Guide Exclusively For You
- Duration 2.5 Hours
- Wheelchair Friendly
- All Entrance Fees
What’s Not Included
- Tour price does NOT include hotel pickup or drop-off (we recommend UBER or Taxi)
- Tour price does NOT include gratuities (optional)
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
3. Private 45-Minute Chicago Skyline Helicopter Tour
Key Details
Cost: From $849.00
Review Score: 5.0
Number of Reviews: 107
Tour Length: 45 minutes
Languages
English
Tour Description
Take in sweeping views of Chicago from the air during a scenic helicopter flight that offers a premier experience of the Windy City. This private 45-minute flight provides an aerial look at landmarks such as Millennium Park, Navy Park, and Wrigley Field. Ideal for a special occasion, this helicopter tour accommodates up to three people and includes the use of noise-cancelling headsets to hear the pilot clearly.
Scenic helicopter flight in Chicago
Get great photo ops of Chicago from the air
Pass by sites such as John Hancock Center and Willis Tower
Includes use of headsets in flight and parking
What’s Included
- All Fees and Taxes
- Live commentary on board
- Noise cancelling headsets
- Free Parking
- Free photos of and in front of the helicopter! (Our pilots are great photographers.)
What’s Not Included
N/A
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
4. Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago
Key Details
Cost: From $483.96
Review Score: 5.0
Number of Reviews: 52
Tour Length: 2 hours
Languages
English
Tour Description
If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.
- The choice is yours: morning, afternoon or evening departures available
- BYOB, but no glass containers. Keep cool with included ice and fridge
- Itineraries are fully customizable to your group’s interests
- Bring a Blue tooth enabled device to get your tunes playing
What’s Included
- Professional US Coast Guard licensed captain
- Use of Bluetooth speakers
- All applicable taxes
What’s Not Included
- Gratuities
- Food and Drinks
- Parking
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
5. Private Chicago Highlights Driving Tour
Key Details
Cost: From $190.00
Review Score: 5.0
Number of Reviews: 37
Tour Length: 3 hours
Languages
- Portuguese
- English
- Spanish
Tour Description
Get an insider’s look at the Windy City’s most iconic monuments during this 3-hour private tour. Travel through Chicago aboard a private vehicle as you discover some of the city’s top neighborhoods, including the Loop, River North, the Magnificent Mile (along Michigan Avenue), Streeterville, the Gold Coast and much more. Your private driver-guide and vehicle, bottled water and round-trip hotel transport are all included.
- Discover Chicago’s diverse neighborhoods and sights during this private tour
- Check out iconic Chicago areas like Magnificent Mile, the Loop and Streeterville (home to Navy Pier)
- Gaze up in wonder at Chicago’s towering skyscrapers
- Admire the beautiful architecture of neighborhoods like the Gold Coast
- Private guide ensures personalized service and attention
- Great way to experience Chicago’s top sights with the help of an expert local
What’s Included
- Hotel/port pickup and drop-off
- Driver/Guide
- Private transportation
- Private tour
What’s Not Included
- Food and drinks, unless specified
- Gratuities
Cancellation Policy
This experience is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.
6. Your Way or the Highway: 2-hour Customized Private Walking Tour in Chicago
Key Details
Cost: From $220.00
Review Score: 5.0
Number of Reviews: 26
Tour Length: 2 hours
Languages
- English
- French
- Dutch
Tour Description
Explore Chicago your way and on your own schedule on a private walking tour that’s completely customized based on your interests. Whether you want to learn Windy City history or focus on architecture, street art, or Chicago’s food scene, your local guide knows all the best places to see, shop, and dine. Plus, get plenty of personalized recommendations on where to go once the tour ends.
- Get oriented to Chicago attractions on a private walking tour
- Themed tours can focus on art, food, shopping, and architecture
- Every tour is different and tailored just for private groups of up to 6
- Tours are available in English, French, and Dutch
What’s Included
CTPA Licensed Guide
What’s Not Included
Alcoholic Beverages
Lunch
Snacks
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
7. Private Sunset Sail on Lake Michigan with Breathtaking Views of Chicago
Key Details
Cost: From $483.96
Review Score: 5.0
Number of Reviews: 21
Tour Length: 2 hours
Languages
English
Tour Description
Soak up the views of Lake Michigan and the Chicago skyline with a 2-hour sailing tour. This private charter is completely customizable, giving you the chance to choose your music, route, and up to 5 additional guests. Sail into the sunset with your own drinks and snacks (refrigerator and ice on board) and your family or friends by your side.
- Stunning views of Lake Michigan and the Chicago skyline
- Private sailboat with US Coast Guard licensed captain
- Small group ensures personalized experience
- Choose your adventure by selecting your route
What’s Included
- Professional captain licensed by the US Coast Guard
- Use of Bluetooth speakers
- All applicable taxes
What’s Not Included
- Gratuities
- Food and Drinks
- Parking
Cancellation Policy
You can cancel up to 24 hours in advance of the experience for a full refund.
8. Chicago Private Walking Food Tour With Secret Food Tours
Key Details
Cost: From $188.52
Review Score: 5.0
Number of Reviews: 20
Tour Length: 3 hours
Languages
English
Tour Description
Chicago is renowned for its dynamic dining scene—and this private walking tour offers a personalized introduction to its must-eats. Pick a time that works best for you, and head to Gino’s East: one of the city’s classic deep-dish pizzerias. From there, set off on a tour of the Loop, where you’ll taste sweet and savory treats—and learn about the city’s architecture, history, and culture as you go.
- Enjoy enough treats and samples to add up to a generous lunch
- A private tour gives you a personalized experience and extra flexibility
- Follow your guide to foodie businesses that many visitors overlook
- Exploring on foot lets you experience the Loop’s dynamism first-hand
What’s Included
- Lunch
- Deep Dish Pizza with Sausage
- Gourmet Popcorn
- Chicago-style Hot Dog
- Italian Beef Sandwich
- Brownie
- Our delicious Secret Dish
What’s Not Included
Hotel Pick Up and Drop Off
Cancellation Policy
This experience is non-refundable and cannot be changed for any reason. If you cancel or ask for an amendment, the amount you paid will not be refunded.
9. Chicago: 3-Hour Private Speakeasy Cocktail VIP Tour
Key Details
Cost: From $950.00
Review Score: 5.0
Number of Reviews: 6
Tour Length: 3 hours
Languages
- English
- Chinese
Tour Description
Travel back in time to the 1920s, when Chicago was a Prohibition Era hub for lively speakeasies. Your guide, a young, local historian, will lead you through secret entrances to speakeasies once frequented by bank robbers and Chicago gangsters.
- Enter historic speakeasies via secret passages
- Hear the colorful stories behind Chicago’s Prohibition Era past
- Travel around the city in style with a well-versed young guide
What’s Included
- Hotel pickup and drop-off within Chicago city limits
- 3-hour guided tour with historian
- Entry to 3-4 working Chicago speakeasies
- Luxury transportation
- Chauffeur gratuity
What’s Not Included
- Alcoholic beverages (available for purchase)
- Tour guide gratuity
Cancellation Policy
Cancel up to 24 hours in advance for a full refund
10. Chicago: Private 3-Hour Al Capone Gangster Tour
Key Details
Cost: From $880.00
Review Score: 5.0
Number of Reviews: 4
Tour Length: 3 hours
Languages
- English
- Chinese
Tour Description
Visit the notorious hangouts of John Dillinger, the Untouchables, and Al Capone with an expert historian as your guide. Chicago’s mob history has long been immortalized in popular media – embark on this Chicago gangster tour to learn the true story.
- Visit sites important to mafia history and former gangster hangouts
- Learn the true stories behind the city’s mob past
- Explore with a historian guide with expert knowledge of Chicago’s gangster history
What’s Included
- Hotel pickup and drop-off within Chicago city limits
- 3-hour tour
- Gangster historian tour guide
- Luxury transportation
- Chauffeur gratuity
What’s Not Included
Tour guide gratuity
Cancellation Policy
Cancel up to 24 hours in advance for a full refund
11. Chicago: Private Helicopter Tour of Chicago Skyline
Key Details
Cost: From $187.50
Review Score: 5.0
Number of Reviews: 1
Tour Length: 10 to 20 minutes
Languages
English
Tour Description
Join this daytime helicopter tour over Chicago and enjoy views of the city’s famed architecture. Choose between 10 and 20-minute flight options and gaze at sights like Willis Tower and Wrigley Field.
- Marvel at the breathtaking Chicago Skyline as you fly through the sky
- Get your adrenaline pumping with an exhilarating helicopter ride
- Capture one-of-a-kind photos of sights like Willis Tower and Navy Pier
- Take in unparalleled views of the city from a unique perspective
- Allow your pilot to provide fascinating insights into the sights you see
What’s Included
- Helicopter flight
- Pilot
- Live commentary
- Noise cancelling headsets
- Free parking
- Access to customer experience center and helicopter lounge
What’s Not Included
- Food and drinks (available for purchase)
- Photo in front of the helicopter (available for purchase)
- Tips
Cancellation Policy
Cancel up to 24 hours in advance for a full refund
How Much Do Private Tours Cost In Chicago?
The best private tours in Chicago cost between $115.54 and $950.00. However, you can always check the listings below for something cheaper or even more exclusive.
Other Popular Private City Tours
Dallas Private Tours
Denver Private Tours
Fort Lauderdale Private Tours
Fort Myers Private Tours
Golden Gate Park Private Tours
EN 
FR 
DE 
IT 
ES 
ES_MX 
ZH 
ZH_HK 
ZH_TW 
SV 
RU 
RO 
PT 
PT_BR 
PL 
NL 
JA 
FI 
KO 
DA 
NB 
TR