Private Chicago City Tour
Chicago, USA
Office phone number: +1 312 973 3877
Private Chicago City Tour
Chicago, USA
Culture shock rating
Worried we’re going to shock your senses? Relax! We believe part of the fun of travel is immersing yourself in the destination and its culture, meeting the people, and learning what makes the place tick. We’ve got a wide range of tours with something for everybody. The cultural shock rating ranks how different the experience is from most Western cultures. But no matter the level, don’t worry, you’ll have a local, in-the-know guide with you every step of the way.
Low
Consider these tours your 101 intro to a place. Transportation might be private or a very comfortable public option, and the activities are usually visits to iconic sites and locations that are familiar to most Western cultures – but that will still give you fantastic insight into a destination.
Medium
Expect to rough it for parts of this tour, whether that’s on a packed public bus or in a local market off the tourist trail. There might be a few language barriers or unfamiliar cultural customs, and you’ll get an experience different from what you're used to at home.
High
You're out there in the global community! We’re going to take you down streets you’d rarely explore on your own, introduce you to local customs and languages, and take you for a ride in whatever transport is available. Get ready to take it as it comes, whatever comes. There might be a shock, but oh man, it’s worth it.
Physical rating
Worried our tours are too tough? Relax! From leisurely strolls to muscle-burning treks, we’ve got a wide range of tours with something for everybody. The physical grading gives you an idea of how much huffing and puffing you can expect on the tour.
Low
Slow and steady is all you need here. These tours have very limited physical activity, such as walking relatively flat streets, sites, or markets, and climbing in and out of the transport provided.
Medium
Not too hard, not too soft, these tours are just right! You can expect a bit of physical activity, but nothing overly challenging – perhaps walking up and down hills, riding a bike for up to 30 kilometers along mostly flat terrain, or jumping in a kayak for a gentle paddle on flat water.
High
Get ready for a workout! These tours are our most challenging and involve intense walking, hiking, kayaking, swimming, or bike riding. You could be making steep climbs by foot or pedal, or working your core in the water. We recommend you have a good level of fitness to join this tour.
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Tour snapshot
Whether for a few hours or a full day, exploring Chicago never disappoints – especially if you’re doing it with a local by your side. This private, customized tour will take in as many must-see spots and city landmarks as time allows, and give you a great overview of what makes Chicago such a vibrant destination – with a few stops for photo ops along the way.
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Highlights
- Enjoy the most famous Chicago landmarks and neighborhoods on this private tour with a local guide
- Connect with locals and discover what gives Chicago the reputation of being one of the friendliest cities in the country
- Discover the very best spots in the city for epic skyline views and photo ops
- Tap into Chicago’s deep-rooted culture (think sports, art, music, food, history, and shopping) completely customized to your interests
- Check off items on your bucket list, while at the same time creating memories at Chicago’s hidden gems with your guide
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Schedule details
- Duration: Traveler’s Choice
- Pickup location:
Traveler’s Choice
- Pickup time: Various
- Drop off location:
Traveler’s Choice
Language: English
Inclusions: We will work with you to include whatever you need in accordance with your wishes and budget. In addition to your local English-speaking guide, we can include prices to cover transportation, admission to various sights, and food and drink tastings.
Exclusions: You'll discuss what will be included in your tour with your local guide. Exclusions will simply be anything outside of the inclusions you've agreed upon. Typical exclusions are additional food and drinks, souvenirs and personal shopping, and tips/gratuities for your guide.
A private tour with Chicago Urban Adventures is always a completely custom itinerary, created just for you and your group! A private city tour of Chicago can be from 2 hours to 10 hours, depending on the destination. Pick-up and drop-off locations are the group’s choice. While many visitors to Chicago have specific sites they would like to see, many are happy to let our team create a custom itinerary that fits their interests, budget, mobility, and timeline. Typically, tours spend most of their time in and around downtown Chicago, but we welcome any ideas for your dream tour.
No two groups are alike, and we will plan a trip tailored to your group's interests, budget, and needs. Below are some sample itineraries to use as inspiration for your perfect sightseeing tour of Chicago:
Highlights Tour: A tour designed to hit some of Chicago’s must-see spots may include a ride along Michigan Avenue and The Loop to see incredible Chicago architecture like the Sears Tower and the Hancock Building. We can include a stop for a photo at the world-famous Bean sculpture or the Art Institute of Chicago, or take a spin past Wrigley Field. You’ll also be able to enjoy views of Lake Michigan and the Chicago Skyline from several points. These 2 or 3-hour-long tours are usually focused on driving, with limited time to explore on foot.
Half-Day Tour: A half-day tour allows more opportunity for you to take full advantage of being on a driving tour. You'll visit all of the must-see spots, as well as having time to explore even more famous sights – for example the United Center (where the Bulls and the Blackhawks play) and Soldier Field (home of da Bears) for sports fans, the Museum of Science and Industry from the 1893 World’s Fair for history buffs, and the Navy Pier for families. If photography is your passion, we can accommodate for one of the best photo-ops in the city at Promontory Point. You will also have more time to get out on foot, and maybe even to head up the Sears Tower for the most iconic view in town!
Full-Day Tour: A full-day tour gives you the chance to explore all of the must-see spots of Chicago to their fullest: shop along the Magnificent Mile, take a spin through the beautiful Lincoln Park neighborhood, grab a deep-dish pizza or Chicago-style hot dog for lunch at a one of the many delicious Chicago restaurants, cruise by Second City Comedy Club, or head a little ways out of downtown to Oak Park for the incredible Frank Lloyd Wright homes. Your wish is our command!
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Additional information
Inclusions: We will work with you to include whatever you need in accordance with your wishes and budget. In addition to your local English-speaking guide, we can include prices to cover transportation, admission to various sights, and food and drink tastings.
Exclusions: You'll discuss what will be included in your tour with your local guide. Exclusions will simply be anything outside of the inclusions you've agreed upon. Typical exclusions are additional food and drinks, souvenirs and personal shopping, and tips/gratuities for your guide.
Dress standard: Please dress comfortably and casually in weather-appropriate attire. Wear comfortable shoes for walking.
Your Trip: For your Urban Adventure you will be in a small group of a maximum of 12 people.
Confirmation of booking: If you have your voucher, your booking is confirmed. We'll see you at your hotel for pick up. Please check your hotel details are correct on the voucher. If your details are not correct, it is very important to please email us to confirm your correct pick up hotel using the contact details on the voucher. If you prefer you may also phone the change through to us during business hours.
Additional Information: This tour runs year-round and will proceed rain or shine unless such weather constitutes a dangerous situation.
Closure of sites: In the event of road or attraction closures, your guide will do their best to work around the obstacles or take your tour to alternate locations.
Child Policy: This is a child-friendly tour. Children between the ages of 6 and 11 inclusively are permitted on this tour at the rate listed above. Please select ‘child’ above when booking. Children under the age of 6 are permitted to join this tour free of charge. Please inform us at the time of booking if you’ll be bringing a child under the age of 6. You can do so in the special request box on the checkout page.
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Dietary Notes
We can accommodate vegetarians and other dietary restrictions. Please notify us in advance if you have any dietary requests. You can do so in the ‘Additional information’ box at checkout, or by emailing us at info@chicagourbanadventures.com
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Local contact
Office phone number: +1 312 973 3877
Email address: info@chicagourbanadventures.com
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