Chicago
Meet the Locals

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Our most recommended Chicago Meet the Locals

  • Chicago: History, Culture and Architecture Walking Tour

    1. Chicago: History, Culture and Architecture Walking Tour

    Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago) before heading off into the bustling city. Your first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily to move about the city in a network of underground tunnels. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture. Next, enjoy a sweet treat, and local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. From there, either hop on the ‘L’ train or a water taxi o...

    I had an amazing time on this tour! In my opinion, the walking tour allowed me to see so much more of the city, up close and from my own personal viewpoint. The tour guides were very friendly, funny, and knowledgeable. We were even given "Garrett's Popcorn" and "Fannie May Chocolate" as some sweet treats. I highly recommend this tour, and I'm so glad that I did it!!

  • Chicago: 2.5-Hour Taste of Chinatown Food Walking Tour

    2. Chicago: 2.5-Hour Taste of Chinatown Food Walking Tour

    Explore the complex layers of Chinese culture and the many contributions these people have made to both Chicago and the world. And what better way to show off Chinese culture then through food? Your guide will take the confusion and language barrier away as you sample your way through a variety of Chinatown's best restaurants and well-kept secret recipes. Start your tour at Phoenix Restaurant and begin with some yummy dim sum dumplings and a traditional Chinese tea tasting. Next, it will be time for a sweet treat - buttery custard tarts from Chinatown's oldest bakery. Then, try a unique and delicious spicy meat sandwich from the Xi'an region. Afterward, stroll through the charming Chinatown Square with its ethnic grocery stores and souvenir shops. Finally, taste a sampling of succulent dry chili chicken, followed by the famous spicy Szechuan hot pot. You'll have traveled all over Chin...

    It was interesting and fun. Our tour guide was considerate and funny. Would absolutely do another tour with you.

  • Chicago Underground Donut Tour

    3. Chicago Underground Donut Tour

    Take a donut tour of the windy city, and discover the best Chicago has to offer. At each location, you will taste a curated sample of the best donuts. Some of the stops on this downtown tour include Stan's Donuts, Do-Rite Donuts, and Firecakes Donuts, true donut institutions. This two hour walking tour is led by a passionate donut expert who will guide you to some of Chicago's best donut locales. This tour caters to all size groups, both large and small. The donut tour is great for bachelor and bachelorette parties, birthdays, family reunions, weekend getaways, or even corporate events. There are two versions of the Donut Tour: The Classic Downtown Tour, as well as a local neighborhood tour in Wicker Park. Both are great options if you're excited about donuts. It really just depends on what neighborhood you want to explore: if you want to stay downtown or if you want to venture out to t...

    Our guide, Nick, was great! He was knowledgeable, funny, personable and just overall a great part of our experience.

  • Chicago: Food, Architecture and History Tour

    4. Chicago: Food, Architecture and History Tour

    Start your tour under the dazzling marquee of the Chicago Theater (which you might recognize from the movie-musical Chicago) before heading off into the bustling city. Your first stop is inside one of the best-preserved spaces built for shopping in Chicago, featuring an unforgettable atrium at its core. Then head towards the Chicago Pedway, a uniquely Chicago feature used by locals and commuters daily. Afterward, head back above-ground near City Hall and head inside to see the classic interior design and architecture. Next, enjoy a sweet treat, and local tradition: Chicago-style popcorn. Weather permitting, take a stroll along the Chicago Riverwalk while taking in views of several soaring buildings, including Marina Towers, the Britannica Building, and the Willis Tower. From there, either hop on the ‘L’ train or a water taxi on the Chicago River (depending on the weather and time of y...

    This was my first time to Chicago this tour was absolutely amazing. Kelly was knowledgeable about everything Chicago..she was able to answer all questions & gave great recommendations. Would highly recommend..

  • Chicago: River North Walking Food Tour

    5. Chicago: River North Walking Food Tour

    Come enjoy the luxury and opulence of the Magnificent Mile and Gold Coast on this guided food tour, a tour through the historically affluent River North neighborhood. Explore the remarkable and historic River North neighborhood known for its extreme affluence, typified by the Magnificent Mile and the Gold Coast. Boasting Chicago's highest concentration of restaurants and art galleries, the River North neighborhood has become a favorite destination for foodies. You will taste foods from five unique restaurants and bakeries, and your food tour guides are experts not only at temporarily filling stomachs, but at plumping up tour-goers' local food knowledge too. This 3-hour walking tour offers a look into the history and culture of the neighborhood in between each of your 5 food tastings. While the stops are subject to change, we usually stop to taste at five of the following food places: •...

    Brittney was our tour guide and she was awesome. So informative and the food was excellent

  • Chicago: Photo Shoot with a Private Vacation Photographer

    6. Chicago: Photo Shoot with a Private Vacation Photographer

    The tour provider will organize the locations for your photo shoot based on your own unique requirements, whether it be a family getaway, a romantic trip or a livelier one with friends.  Once the details are organized, you will receive confirmation of all the information you need, leaving you to simply meet the photographer on location in Chicago on the day and let them work their magic, capturing your travels in a contemporary and candid style of photography. Your Chicago vacation photographers are handpicked and highly experienced in addition to being local experts and will share their knowledge of the city with you like an old friend. Once your photo tour has finished, you will receive a link to your own personal online gallery (password protected) within 5 working days, containing your professionally edited images, all free to download. This photo tour will allow you to look back o...

  • Lonely Planet Experiences: Chicago History and Food Tour

    7. Lonely Planet Experiences: Chicago History and Food Tour

    Experience the best travel stories for yourself! Join a local expert and uncover hidden gems on this Lonely Planet Experience. Your Chicago food tour will take you through the River North neighborhood — the original Chicago foodie destination — to sample some world-famous Chicago dishes, local favorites and sweet treats. We start with a very well-known Chicago dish: the Chicago-style hot dog. Perfect for summers at a baseball game (cheering on the Cubs or Sox of course), or for a quick lunch on a work day, this local take on a hot dog is a debate-worthy food in Chicago and is taken very seriously by locals. We will also sample the world-famous Chicago deep-dish pizza! An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s when workers and families needed filling dishes at low prices.  After you’ve filled up on pizza and hot dogs, we’ll ...

    The tour is short and informative and geared towards out of towners as indicated. Food was okay, considering some of the original locations were no longer open due too Covid-19.

  • Chicago: West Loop Underground Donut Tour

    8. Chicago: West Loop Underground Donut Tour

    Experience the food scene in Chicago on this underground donut tour in West Loop. Learn how each donut location you visit fits into the larger food scene and history of Chicago. Feed your sweet tooth and try donuts from local shops while exploring Restaurant Row. Start at Chicago's French Market that's styled after European markets like those in Barcelona or Paris. Discover all kinds of delicious food and drinks along with the highlight of the trip: donuts. Then, walk along Restaurant Row in Chicago's West Loop. Learn the history of the area on your way to the next stop, Sawada Coffee, a hidden gem of the neighborhood. Next, visit one of the most popular donut shops in the West Loop, Do-Rite Donuts. Try one of their signature donuts, voted the best donut in the city for several years. End at BomboBar and enjoy a big finish to this sweet tour.

  • Chicago: Riverwalk Guided Walking Tour

    9. Chicago: Riverwalk Guided Walking Tour

    Tag along on this essential Chicago experience: a guided walking tour of the Chicago Riverwalk. Spend your day exploring art, architecture, and all the locals’ favorite spaces. Visit the Meatpacking District, Chelsea Market, DuSable Bridge, and more. Birthed around the banks of the (now) Riverwalk, Chicago is a city teeming with tales. With the help of your local guide, discover the stories behind the sites you visit and see. Visit all four districts of the Riverwalk, each offering its own flavor of Chicago. Pass iconic sites including the Wrigley Building, Tribune Tower, DuSable Bridge, and the Marina Towers. As an added perk, become a Chicago insider with behind-the-scenes access at the McCormick Bridgehouse & Chicago River Museum. Stop at Heald Square and see the city’s many monuments and memorials. Along the tour, spot the touching Vietnam Veterans Memorial. Continue strolling d...

    Very knowledgeable. Hard to hear w all the noise at times. Went well beyond river walk. It was good but long.

  • Xplori 4G SIM Card for US

    10. Xplori 4G SIM Card for US

    Stay connected while traveling around the US with a 4G sim card from the leading mobile operator in the US, AT&T. Use your sim immediately — no need to register. Make calls to over 100 destinations worldwide for just $0.20/ minute.  Activation procedure: Please ensure that data and data roaming are turned on for your mobile device (for iOS: Settings > Mobile Data and Mobile Data Options; for Android: Settings > Mobile Networks). Wait for a few minutes for your mobile device and sim card to sync, restart your mobile device if this takes too long. If the sim cannot find the network by itself, please select ‘AT&T’ manually.

Other Sightseeing Options in Chicago

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What people are saying about Chicago

Overall rating

4.8 / 5

based on 153 reviews

I had an amazing time on this tour! In my opinion, the walking tour allowed me to see so much more of the city, up close and from my own personal viewpoint. The tour guides were very friendly, funny, and knowledgeable. We were even given "Garrett's Popcorn" and "Fannie May Chocolate" as some sweet treats. I highly recommend this tour, and I'm so glad that I did it!!

This was my first time to Chicago this tour was absolutely amazing. Kelly was knowledgeable about everything Chicago..she was able to answer all questions & gave great recommendations. Would highly recommend..

Ravi was a great tour guide. Very knowledgeable. He took us to some great restaurants and Interesting tour around Wicker Park.

It was interesting and fun. Our tour guide was considerate and funny. Would absolutely do another tour with you.

Very informative with a guide that guarantees you get a look into local favorites.