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Top Chicago Walking Tours

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Millennium Park Photo Shoot and Walking Tour

clock 30 to 120 minutes
  • Come and join us on a Chicago loop walking tour
  • Main attraction is the Chicago Cultural centre Read more
  • This loop is the heartbeat of Chicago
  • Seize the moment to see beautiful stunning spaces
  • What You'll Do:

  • The tour takes the tourists to the Cloud gate which is one of the most noted tourist attractions
  • Tourists are taken to an outdoor concert venue Jay Pritzker Pavilion which gives a marvellous photo backgrouund
  • At the BP Pedestrian Bridge, tourists get some good shots as they walk along the bridge
  • Enjoy the beautiful skylline shots at the Maggie Daley Park
  • Queen's Landing offers a mesmerizing lakefront view
  • Buckingham Fountain is a splendid venue for clicking attractive pictures
  • The Art Institute of Chicago provides various photoshoot locations
  • What It Includes:

  • This tour lasts for 1-2 hours at max
  • A private gallery of excellent pictures for all the tourists is delivered to them within a time frame of 24-48 hours
  • This is a private walking tour
  • A professional photographer walks beside the travellers the whole day.
  • In this one hour trip, 10 digital pictures are stipulated
  • 20 digital images are stipulated in a 2 hour tour package
  • High resolution, edited pictures are given to the customers
  • This tour is accessible even to tourists using wheelchairs
  • The tourists having back issues are not allowed on this tour
  • Moderate physical fitness is mandatory to participate in this tour
  • Travellers Talk:

  • The tourists said this is a must-go trip for celebrating any occassion
  • They get the opportunity of clicking some awesome pictures clicked
  • They collect several loving memories captured in frame
  • Is It Right:

  • Love to hear stories about the culture of a city? Then this tour is just the thing one needs.
  • All travellers, be it young or old, can come and join as well as take part in this incredible journey with us
  • Read lessRead more

Underground Donut Tour - Wicker Park Edition

clock 2 hours
  • Take a tour of the underground doughnut shops famous in the city
  • Trip involves a walking tour through the various unknown places of the city and allows the travellers to explore various options of delicious food as well as various architectural and historical monuments. Read more
  • Learn more about the history of all the places that you get to visit during the tour.
  • What You'll Do:

  • The tour begins at 9 am
  • Get an understanding as to why we love doughnuts
  • Go ahead and visit Wicker park
  • One also gets to visit 4 different doughnut stores
  • Start the day at Wormhole Coffee
  • End the exciting day at Mindy's Hot Chocolate
  • Take a bite of the best doughnuts that are available as samples
  • One is free to purchase additional drinks and doughnuts from the shops
  • The tour usually takes place on Saturdays and Sundays.
  • What It Includes:

  • Time duration is 4 hours
  • A professional tour guide is provided to make your trip more enjoyable
  • Sample doughnuts are distributed for tasting purposes
  • Gluten and nut free variants are also available at many shops
  • Specific dietary requirements can be managed by the company
  • Get a refund of the money invested if you are not contented with this tour.
  • Travellers Talk:

  • Tourists found this one a superb food tour
  • Tourists loved the doughnuts a lot
  • The information that they received on this tour was also very interesting
  • Tourists loved their guide and had a gala time throughout the entire trip.
  • Tourists have recommended this tour to every doughnut lover who is planning a trip to Chicago.
  • Is It Right:

  • Definitely! As one gets to satisfy their sweet-tooth through a journey worth remembering
  • All travellers get to take part in this tour, including anyone with a walking disability or who requires a wheelchair to travel
  • Read lessRead more

Famous Tastes of Chicago Food Tour

clock 3 hours
  • Love food? Well go ahead and book this fantabulous food tour in Chicago.
  • Explore the food, history, architecture as well as culture that the Windy City is famous for. Read more
  • Pamper yourself by tasting 5 to 6 types of classic dishes of Chicago.
  • What You'll Do:

  • A walking tour offers more than enough for every traveller, as this tour can be considered a lunch tour.
  • Experience the world famous Chicago - Deep Dish Pizza.
  • For satisfying the sweet-tooth, delve into the chocolate dessert from the local bakery and cafe, after which you can take a bite of the Chicago Style Popcorn.
  • Stop at the famous Fannie May Chocolates to try several flavourful chocolates.
  • What It Includes:

  • Led by a professional local guide.
  • This food excursion is approximately 3 hours long
  • Visit six famous eateries and enjoy the food.
  • All entry tickets are included in this trip.
  • Wear comfortable shoes as the tour involves extensive walking
  • Trip is not wheelchair accessible.
  • Last minute cancellation is not permitted
  • Doesn't include hotel pick up and drop off.
  • Alcoholic beverages are not included in this tour
  • Travellers Talk:

  • Travellers liked the walking tour and were satisfied with the knowledgeable guide.
  • One of the travellers told that the food samples was of a great variety.
  • Many have commented that it's an excellent tour and they enjoyed all of the food stops as well as all of the architectural sites and their history
  • Everyone appreciated how the trip balanced the combination of delicious food tasting stops and Chicago's history.
  • Is It Right:

  • Take your taste buds on a trip that will leave you craving for more by taking part in this fun-filled journey
  • People with certain walking disabilities, are recommended not to take part in this trip
  • Read lessRead more

Chicago in a Day: Food, History and Architecture Walking Tour

clock 5 hours
  • Come on as we help you discover some of the best sights and food Chicago has to offer with a local guide by your side.
  • Join an epic tour of some of the city's greatest hits: incredible architecture, both old and new, delicious local treats and iconic Chicago dishes, along with a unique Chicago transit ride, stunning river views, and much more Read more
  • Enjoy a couple of classics made-in-Chicago snacks like Chicago-style popcorn and homemade chocolates
  • Realise why locals have so much passion for their Chicago-style classics
  • What You'll Do:

  • Visitors on this trip have to meet at The Chicago Theatre, 175 N State St, Chicago, IL 60601, USA
  • Everyone needs to be there at 10:00 AM to meet their guide
  • Learn more about the history, cuisine, and culture of Chicago with some of the finest details this city has to offer with fun activities and food
  • What It Includes:

  • Visit places like The Chicago Theatre, Chicago Pedway, Chicago Riverwalk, Chicago River, Cloud Gate, and many more
  • Water Taxi or Subway Tickets are included
  • Entry/Admission for Chicago River is also included
  • Travellers will be provided with enough food to satisfy their hunger for the day
  • Trip is wheelchair friendly and all age groups are welcomed to participate
  • Travellers Talk:

  • Travellers liked the local guides and their presence and knowledge
  • They loved the city, its architecture, food and the tour itself
  • Is It Right:

  • Rediscover the city of Chicago by booking this journey
  • Other than weather conditions, nothing can stop you from taking part while you are enjoying yourself on this trip
  • Read lessRead more

Best in Chow: Chicago River North Food Tour

clock 150 to 180 minutes
  • Enjoy being a foodie with this exotic Chicago River North Food Tour
  • Experience the five iconic dishes prepared by the famous restaurants in downtown Chicago. Read more
  • Learn more about the in's and out's of River North & Streeterville.
  • Fall in love with every "Chicago Style" dish in the menu including the classic deep dish pizza, hot dog, Italian beef, popcorn and of course, last but not the least, brownies.
  • What You'll Do:

  • Navigate the busy River North and Streeterville neighbourhoods
  • Enjoy VIP access and therefore skip long and tiring queues on this culinary adventure.
  • Stroll through the main streets of Chicago
  • What It Includes:

  • Time taken to cover this tour is 2 hour and 30 minutes to 3 hours (approx.)
  • Guide is knowledgeable and courteous as well as eager to explain everything to everyone in full details.
  • Travellers with walking disability or those who require wheelchair can also take part in the trip
  • Maximum of 16 travellers can take part at one time.
  • Don't forget to carry sunglasses, sunscreen and a hat during the scorching summer months.
  • Remember to wear comfortable clothing and walking shoes. Flip-flops, high heels, and dress-shoes are not recommended for this tour.
  • Pick up and drop off facilities are excluded from this tour.
  • Travellers Talk:

  • The tour was great
  • Guide was excellent and very knowledgeable.
  • Travellers also liked, how this tour imparts immense knowledge related to the history of the restaurants and the neighbourhoods of this city
  • Is It Right:

  • If a traveller loves food as much as the next person then this trip will certainly leave them satisfied
  • Indulge in the food and cultural diversity of the city of Chicago
  • Read lessRead more

Sin and Suds Chicago Beer Tour

clock 2 hours 45 minutes
  • Take a trip to Chicago's Loop and South Loop neighbourhoods.
  • These three hours entitle the travellers to taste the various types of beer. Read more
  • Along with this,roam around the neighbourhoods and experience the nightlife of Chicago.
  • What You'll Do:

  • The travellers are picked from Exchequer Restaurant & Pub, 226 S Wabash Ave, Chicago.
  • One gets to see the inner life of the famous neighbourhoods and much more on this walking tour.
  • In the Sin & Suds tour, follow your professional guide who leads you through the various neighbourhoods as well as guides you to local bars and breweries.
  • What It Includes:

  • Visit the neighbourhood of The Loop, which is one of the oldest neighbourhoods of Chicago where there is a lot of history to know.
  • Buddy Guy's Legends and South Loop are the other neighbourhoods which are up for a visit by the travellers.
  • There are provisions for beer tasting and food tasting for the travellers.
  • Travellers Talk:

  • One of the travellers was very happy to learn about the various neighbourhoods in the city of Chicago and also learn the history of the places.
  • Another traveller was very happy to have spent a night whisking through the nightlife of Chicago and tasting beer and food as well.
  • A trip that has received a recommendation from all travellers who took part
  • Is It Right:

  • Don't be concerned as there is no age bar on this trip except for the fact that children are not allowed to consume beer.
  • Anyone interested in learning about the neighbourhoods of Chicago and their history is welcome to this tour.
  • Read lessRead more

Chicago Favorites Ultimate Food & Walking Tour

clock 3 hours
  • One can call this trip a perfect one, to explore the favourite cuisines and wonderful sites, across the magnificent city of Chicago
  • Stroll through the beautiful streets of downtown Chicago and taste all of the city's favourite food dishes. Read more
  • Travellers can enjoy this quintessential culinary walking tour that will help them make memories that can last a lifetime
  • What You'll Do:

  • Complete this tour with a slice of deep dish pizza, a Chicago-style hotdog, Italian beef sandwich, chocolates and pastries, as well as locally crafted beer.
  • Visit some of the most iconic landmarks, including Millennium Park, State Street and Chicago Theatre, Chicago Riverwalk, Michigan Avenue, and the Wrigley Building.
  • What It Includes:

  • Time duration of this trip is 2 hours and 30 minutes (approx.)
  • Expert professional guide will lead travellers through downtown Chicago's most iconic landmarks.
  • Guide is informative and has a really sweet and polite behaviour.
  • A maximum of 15 travellers allowed on the tour
  • The trip excludes Alcoholic Beverages - Local craft beer samples can be added for a fee
  • Excludes entry fees
  • Certain amount of fitness required to participate in the tour.
  • Travellers Talk:

  • The appreciative knowledge of the tour guide and his friendly nature made him quite popular among the tourists. Visitors liked how most of the guides knew so much about the fantabulous city of Chicago. The place also welcomes every visitor with warmth.
  • The tourist-guide helped the travellers to explore the exotic food joints. He gave quite insightful knowledge, thus helping them to learn some new facts about the Windy City.
  • Is It Right:

  • Join us! And be a part of a culinary experience that will undoubtedly make you crave for more
  • Bring your closest buddies and take part in this flabbergasting tour of food across the city.
  • Read lessRead more

Chicago Architecture Walking Tour: Dazzling Interiors™ of the Loop

clock 2 hours
  • Sign up for an architectural and walking tour in Chicago which allows a person to explore the mesmerizing beauty of the beautiful city.
  • Learn more about the architectural significance from an expert guide Read more

    What You'll Do:

  • Get a chance to visit some amazing places with exceptionally beautiful architecture
  • Tiffany stained glass dome at Chicago Cultural Center which is the largest in the world is put up for exploration for the people on this cost saving and highly entertaining trip.
  • Get intrigued by art-deco gem at the Chicago Board of Trade Building
  • Starting point for this tour is the 425 S Financial Pl, Chicago, IL 60605, USA
  • Build your stamina to explore every tit-bit of this glorious city and do not leave any corner unseen
  • What It Includes:

  • The tour lasts for approximately 2 hours
  • A efficient local guide is present to lead all who take part throughout the journey
  • The breathtaking beauty of Chicago is enough to make a person speechless in amazement.
  • People of most age groups can participate in the tour
  • Travellers Talk:

  • The people participating on this trip loved their guides and got a lot of information from them
  • One of them found the tour easy to understand and follow
  • Tourists were involved in the tour and the architecture and found it really amusing
  • Is It Right:

  • If one likes learning more about the architectural marvels of any place they visit then this trip is perfect for them
  • Architecture enthusiasts are always welcome to come join this trip
  • Couples and family members can take part in this journey together
  • Read lessRead more

Chicago's Chinatown Food and Walking Tour

clock 3 hours
  • Come join us on a walking tour and get the opportunity to explore as well as try the mouth-watering dishes in Chicago's Chinatown
  • A completely unique culinary experience which is not to be missed at any cost Read more
  • Indulge in the delicious cuisines while listening to the fascinating stories about the early days of Chicago's Chinatown.
  • What You'll Do:

  • Explore some of the most popular shopping and dining destinations in the area.
  • Tingle your taste buds with some of the exquisite cuisines around, including the cantonese dim sum and tea, Portuguese-Chinese bakery treats, Szechuan chicken, and Mongolian hot pot.
  • Explore the outdoor mall in the center of Chicago's Chinatown.
  • What It Includes:

  • Time taken to complete this walk is 3 hours (approx.)
  • Led by an expert local guide, who is best known for being very polite.
  • There is a specified minimum number of travellers that are required, to proceed with the tour. However, in case of cancellation of the tour, the travellers will be offered a different date or a full refund.
  • Maximum number of 15 travellers may take part.
  • Includes all food and drink samples
  • Confirmation will be received at the time of booking.
  • Moderate level physical fitness required and one must be able to ride a bike for 13 miles.
  • Gratuity for the guide is excluded for this trip.
  • Travellers Talk:

  • The services provided by the tour guide were loved and apppreciated very much, as they were knowledgeable, friendly and bubbly.
  • The food was excellent and travellers had a really great time; many travellers even made new friends on the incredible journey.
  • Is It Right:

  • Why wouldn't it be? Because it can't get any better than this
  • Get the opportunity to explore a little bit of China in the lap of Chicago
  • Read lessRead more

Chicago Walking Food Tour With Secret Food Tours

clock 3 hours
  • Come and be a part of a walking tour of 'Chicago Loop " and also taste some exclusive cuisines of Chicago.
  • Discover some hidden gems and great stories about the city. Read more
  • Tour also includes world-famous Italian beef sandwich with delicious dips, which was invented in Chicago.
  • What You'll Do:

  • Grab a bite at the renowned eateries and shops and drop by various theatres as well as parks.
  • Catch a glimpse of the riverside pedestrian path featuring city views, bridges, fishing piers and boat docks.
  • Stop by at one of the world's tallest buildings found here in America
  • What It Includes:

  • Tour time is approximately of 3 hours
  • Led by a local guide
  • Maximum of 12 people will be allowed for this tour
  • Food tasting and lunch is included in this tour.
  • Confirmation of the tour is received at the time of booking.
  • Requires a good weather. If the trip gets cancelled due to bad weather, then you will get full refund of your money.
  • Pick up and drop off are not included in this tour.
  • Moderate physical fitness level is required for this tour.
  • Travellers Talk:

  • One of the tourist said that the tour guide was wonderful, knowledgeable, professional and funny.
  • Highly recommendable walking tour by many visitors.
  • The food and the tour itself was liked by all who took part
  • Many liked the various interesting sites that they saw and learned about the city, in addition to food sampling.
  • Some travellers said that the guide was knowledgeable and the food samples were delicious. The secret restaurant was amazing.
  • Is It Right:

  • If you want a tour that is the perfect combination of food and travel, then book this one right now!
  • Participation of most travellers, except people with some kind of walking disability, is allowed
  • Read lessRead more

Chicago Style Food Tour

clock 3 hours
  • Come join a walking tour that lets you discover the culinary side of Chicago
  • Immerse yourself in the deliciousness of Chicago style food Read more

    What You'll Do:

  • Trip begins at 864 N State St, Chicago, IL 60610, USA and the first stop of the tour is Pizano's Pizza & Pasta, 864 N State St, Chicago, IL 60610, USA
  • Get to taste the traditional deep dish pizza of Chicago at the Pizano's Pizza & Pasta
  • Drop by at the Downtown Dogs in 804 N Rush St, Chicago
  • Enjoy a classic Chicago hot dog at the Downtown Dogs, then head towards Cafe L'Appetito in 3332 N Broadway
  • Near Cafe L'Appetito is the local treasure market where you get to treat yourself to sweet delights, after which , visit the Chicago Kernel Gourmet Popcorn, Millennium Station, and then head towards Fannie May, 343 N Michigan Ave which houses different chocolates
  • Billy Goat Tavern, Lower, 430 N Michigan Ave is the last destination of this tour
  • The day ends at 151 E Randolph St, Chicago, IL 60601, USA
  • What It Includes:

  • The tour lasts for about 3 hours
  • A professional tour guide will be provided
  • Tourists will get a chance to visit a network of walkways which is situated underground, for a round of good snacking
  • A block away from the Magnificent Mile tourists indulge in eating Chicago Style Hot dog
  • Travellers Talk:

  • The tourists got to visit a variety of spots and got to taste a lot ot food
  • Information about the history of the places travellers visit leaves them thoroughly entertained
  • They found the tour guide knowledgeable and friendly and liked the services that they provided
  • Is It Right:

  • If you love food as much as the next person, then booking this tour shouldn't be a problem
  • Take part and visit restaurants as old as 60 years like the Pizano's Pizza and Pasta
  • Read lessRead more

A Storied Neighborhood: A Self-Guided Audio Tour with Bill Ayers

clock 40 to 60 minutes
  • This self-guided audio tour begins at the Laboratory Schools founded by John Dewey, and winds through the University of Chicago. Along the way, walkers will encounter world-renowned architects and Nobel Laureates, robber barons and artists, the DuSable Museum of African American History and the birthplace of the Atomic Age.

    In storied...Read more

Chicago History and Food Tour

clock 3 hours
  • Consider this evening an Edible Education! Roll your sleeves up and get ready to taste the Chicago's quintessential foods in it's Downtown Loop neighborhood on this dinner food tour! Indulge in Chicago’s favorites while involving all the other senses and enjoying the historical sites and stories along your...Read more

Chicago Delicious Donut Adventure by Underground Donut Tour

clock 2 hours
  • An underground donut tour, which is Chicago's first donut tasting tour
  • The tour takes the tourists to Do-Rite Donuts & Coffee, The Loop and many other famous stores that are popular for their donuts Read more
  • Visit Firecakes Donuts & Doughnut Vault to enjoy the delicious taste.
  • What You'll Do:

  • The tour begins at the Do-Rite Donuts & Coffee where the tourists get to taste some tasty donuts and stay there for 30 minutes
  • Loop tourists visit 4 different stores to taste donuts
  • The next stop is Doughnut Vault where the tourists stop for 30 minutes and enjoy the sample donuts
  • A 30 minute stop is given at the Firecakes Donuts where tourists get to taste the dulcet donuts
  • The last stop is the Stan's Donuts & Coffee where tourists get more tasty doughnuts to satisfy their appetite.
  • Additional donuts are purchasable at each stop
  • What It Includes:

  • Time duration for this trip is 2 hours. One gets to pop in as well as pay a visit to various doughnut shops in Chicago
  • Travellers get to taste the samples of marvellous doughnuts for this tour.
  • Moderate physical fitness is required for all travellers who take part in this tour
  • The tour claims to give the money back if the tourists do not enjoy the tour and are not satisfied with their experience.
  • Travellers Talk:

  • The tourists said there were plenty of doughnut samples to taste from
  • They got plenty of information during this tour that were unknown to them previously.
  • Those attending the trip get to know exciting facts about the city's history
  • The tourists said it is a good activity for doughnut lovers
  • Is It Right:

  • This is a perfect tour for travellers who also go by the name "Donut lovers
  • Unless someone has certain dietary restrictions, this is a trip worth spending one's time and money in.
  • Read lessRead more

Chicago Walking Tour: The Magnificent Mile

clock 1 hour 30 minutes
  • Discover how a dirt road known as Pine Street transformed into a "Paris on the Prairie" and later into the Magnificent Mile, the city’s premier shopping district. Hear the secrets and stories behind the striking buildings on North Michigan Avenue that have become architectural icons.

    Developed over the past 100 years, the street includes...Read more
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