• Private Tour
• Instantly Confirmed
• Carbon Neutral

Ready for a jam-packed tour, full of history, culture, stories, and sights? Checkmark from your travel bucket list all your must-sees of Chicago, because if there’s a Withlocals tour that shows you all the city's ins and outs, it’s this complete and personalized tour of Chicago.

Destination

Chicago, United States

Category

City Highlight Tours

Duration

5 horas

Transport mode

Walking tour

Available languages

English

Included

• Private Guide
• 1 Local Snack or Drink
• All Withlocals Tours are Carbon Neutral

Excluded

• Entrance to attractions

What you can expect

Choose your local

Get to know these 2 passionate locals, each bringing unique perspectives and talents. Choose your favorite, check their availability, and book to create an unforgettable adventure tailored to you.

This is the plan

Check out the plan below to see what you'll get up to with your local host. Feel free to personalize this offer with the host of your choice.

1. Meeting point

   Meet at At the corner of Randolph street and Michican avenue right outside the Millemium Station - Chicago to start your journey

   View on Maps

2. Itinerary

   This is what our experience could look like, but it’s not set in stone! Once you book, you can chat directly with your host to make small tweaks to suit your preferences.

3. Puntos destacados de la ciudad

   Vea The Bean, Art Institute of Chicago, Riverwalk y más visitas obligadas de la ciudad. Su anfitrión local lo llevará a los lugares principales de la ciudad para que pueda obtener una visión general perfecta de lo que hace que Chicago sea tan especial.

4. Gemas ocultas

   A lo largo del camino, su anfitrión local le mostrará tesoros escondidos a simple vista que solo los lugareños conocen. Conoce la ciudad desde una perspectiva diferente, la local, y descubre lugares e historias que no muchos turistas llegan a experimentar

5. Trato especial

   Siga a su anfitrión a uno de sus restaurantes favoritos para tomar un refrigerio o una bebida amada por los lugareños. Tómese un descanso y póngase al día con su nuevo amigo local y obtenga las respuestas a todas sus preguntas sobre viajes

6. Más cosas para ver

   Con más tiempo, tendrá la oportunidad de ingresar a algunos de los puntos de referencia y atracciones que su anfitrión ha planeado para usted. Póngase en contacto con el anfitrión de su elección para obtener más información sobre su plan

7. Make it yours

   Want to tweak the itinerary? Book directly & chat afterwards with your host to adjust highlights, skip stops, or make small changes to fit your preferences.

   Book risk-free: Cancel within 24 hours for a full refund.

   Need something special? Personalize your experience for more time, alternative locations or a completely tailored plan.

Flexible cancellation policy

• Feel confident booking

  Cancel within 24 hours for a full refund. Even up to 7 days before your experience, you’ll receive a refund, minus the service fee.

• Change of plans?

  Reschedule your experience to a date and time that works best for you.

• Loved by travelers worldwide

  Simple and flexible – your plans, your way.

Reviews from guests

Emma

(About local Mike)

23 abril 2025

I would highly recommend a walking tour with Mike. He was so interesting and methodical in his approach and it was the best start to our Chicago trip - strongly advise a day one booking. Def go before you do the boat tour, it was so helpful. The architectural history of Chicago gives the whole history of the growth of the Chicago to present day. Thank you so much Mike. Memorable and educational. Great advice going forward.Must do!

Kristen

(About local Colm)

10 marzo 2025

We did a three hour walking tour with Colm and had a great time! We learned so much and had a lot of fun along the way. Colm has a great way of storytelling that keeps you entertained the whole time - definitely book a tour with Colm on your next visit to Chicago! Simply fantastic!

Louise

(About local Mike)

15 octubre 2024

Mike was a fantastic guide and very informative. Would thoroughly recommend this tour. We went to places we would never have found on our own. Faboulous Chicago Tour

Dawn🇺🇸 United States

(About local Mike)

17 septiembre 2024

We enjoyed our time with Mike and learned so many interesting facts about history and architecture of Chicago! Excellent Walking Tour of Chicago!

Jo🇨🇦 Canada

(About local Colm)

20 abril 2024

Wow....What a smart guy!!! My friends and I loved our time spent with Colm. He met us promptly at our hotel and deposited us directly at the restaurant (he recommended) 3 hours later. Colm was able to tell stories that brought much of what we saw to life. (Ask him about seeing Obama arrive for jury duty). He was also able to hold the attention of 3 very enthusiastic and chatty women! Colm was easy to reach so we could confirm details about our trip and adjusted our tour to US! Thanks Colm!!! Wonderful walk around the loop with Colm!

gimaklein🇬🇧 United Kingdom

(About local Mike)

15 noviembre 2023

Our tour with Mike has been excellent - a great way to explore Chicago! Mike is extremely knowledgeable about all things history, culture and architecture of the city. Even more importantly, he is extremely nice and easy-going, so time flew. We highly recommend Mike! Wonderful experience in Chicago

Michelle🇺🇸 United States

(About local Colm)

26 septiembre 2023

I made a special request tour of Chicagoland with Colm to show us around town and neighborhoods and it was a must-do experience!! Will be relocating my newly graduated kid to Chicago (23 yrs old) and needed a crash course in neighborhoods,CTA transit, demographics, living in Chicago, orienteering and advise. Colm has it all!! He met us at my hotel, and we started the day at State and Madison - which is the "zero point" address for the city and for navigating Chicago overall. All public transportation for entire 5 hour tour. Embarked to several neighborhoods and walked around to get the vibes. Wrigleyville, Southport, Lincoln Park, Old Town, River North and Wicker Park...That's 7 neighborhoods people!! Colm has extensive knowledge and fun facts for every stop. Had a super informative and totally fun day. When time permits - will be seeking more tours with Colm. Newcomers Must-Do City Neighboorhood Tour

Dana 🇺🇸 United States

(About local Colm)

8 septiembre 2023

I highly, highly recommend Colm for a tour. He’s very informative with lots of great details and knowledge about the paintings, the museum and city as well. I have been to the Art Institute many times. This time, my friend who has an MFA in painting, was in town so I wanted an expert to show us around. Colm’a tour was really a special few hours. He knows the museum so well and we saw staggering number of famous works this museum has. It was the highlight of my friend’s visit and a huge highlight for me as well. I highly recommend. Great tour!

Shawn

(About local Mike)

12 abril 2023

Mike is amazing. He knows Chicago like the back of his hand. I had never been there and I took photos of the exact things I had wanted to. Mike is patient, warm and kind. He's also funny with great energy. I wouldn't hesitate to recommend his tours!The best photo opportunities!

Pat

(About local Mike)

5 abril 2023

Chicago's Neighborhoods - Chinatown An excellent tour. It's unlikely I'll ever be able to spend any time in Chicago but I really enjoyed walking through the Chinatown neighbourhood with Mike!!Excellent and very worthwhile!

Chris

(About local Mike)

8 marzo 2023

This is our second tour with Mike, but definitely not our last! The two-hour tour is jam-packed with interesting and well-researched information. Even as native Illinoisans, there was a lot of new anecdotes and perspectives to consider. Highly recommend for native Chicagoans AND visitors alike! Mike has such a friendly and easy-going way of presenting the information and I just love his unique takes on buildings that I've walked past dozens of times.For Native Chicagoans and Visitors Alike

Chris

(About local Mike)

2 marzo 2023

My husband and I went on this tour because we thought it was a unique concept. Money well spent! Not only was this highly entertaining, but Mike was super knowledgeableDefinitely repeat customers!

Rob

(About local Mike)

1 marzo 2023

We just did our second Tour With Mike, this time the Underground Chicago tour. Really fun. We explored the bowels of the city, from familiar spots like the Billy Goat on Lower Michigan to portions of the labyrinthine Pedway. I've lived here over 30 years and saw some things I've never seen before. Mike is great. Knowledgeable, friendly, engaging. He's a fantastic tour guide for visitors and longtime residents alike. Thank you!A Must for Visitors & Locals, Too

Judy

(About local Mike)

4 febrero 2023

Awesome Tour - fantastic blend of architectural knowledge, Chicago history and entertainment - Mike does a great job making this tour fun - and a great value! We will use his tours again in the future!Excellent Tour - Highly Recommended