Magnificent Mile Architecture Walking Tour With 360 Chicago Upgrade

Marvel at skyscrapers and the stories and intricate designs behind them

$39 per adult €35 per adult £29 per adult C$54 per adult A$60 per adult
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  • Local experts

    Personal stories and insider travel tips
  • Top-rated

    Thousands of reviews averaging 4.9 stars
  • Worry-free booking

    Flexible scheduling and refunds

$39 per adult

€35 per adult

£29 per adult

C$54 per adult

A$60 per adult

$39 per adult €35 per adult £29 per adult C$54 per adult A$60 per adult
review-star
  • Local experts

    Personal stories and insider travel tips
  • Top-rated

    Thousands of reviews averaging 4.9 stars
  • Worry-free booking

    Flexible scheduling and refunds

Highlights

  • Enjoy scenic lakeside vistas overlooking Millennium and Grant parks.
  • Walk through history as you pass the Chicago Cultural Center, Wrigley Building, and Tribune Tower.
  • See stores that dazzle, from the stainless steel design of Burberry's flagship store to the world's largest Starbucks.
  • Explore luxury off the Mag Mile on neighboring Rush and Oak streets.
  • Admire Art Deco and contemporary architecture at The Drake Hotel, the PalmOlive Building, and more.
  • Upgrade to enjoy panoramic views 1,030 feet up from 360 Chicago.

What you'll do

Explore Chicago’s most iconic street — Michigan Avenue, aka the Magnificent Mile — on a walking tour that blends lakefront views, luxe storefronts, and stunning architecture. We’ll start near Millennium Park with a look at the city’s historic shoreline. 

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Explore Chicago’s most iconic street — Michigan Avenue, aka the Magnificent Mile — on a walking tour that blends lakefront views, luxe storefronts, and stunning architecture. We’ll start near Millennium Park with a look at the city’s historic shoreline. 

Be dazzled by the Italian-inspired Chicago Cultural Center. Then cross the river into Art Deco and Beaux-Arts landmarks from the Roaring 1920s. Along the way, your guide shares stories of rebuilding, reinvention, and the city’s unique role in shaping modern architecture.

As you stroll the Magnificent Mile, you’ll see the street’s grand facades through a new lens — from the glint of Burberry’s stainless steel exterior to the country’s largest Starbucks. Learn how the Chicago School paved the way for skyscrapers, admire the towering Tribune Tower, and spot everything from luxury flagships to a Harry Potter-themed shop. Just off the main drag, the glamour continues on Rush and Oak streets with high-end brands like Porsche, Aritzia, and Cartier.

The tour wraps up at the base of the former John Hancock Center, where you’ll hear about the building’s design and engineering. If you’ve chosen the upgrade, you’ll head up 1,030 feet to 360 Chicago. Enjoy sweeping views of the skyline and Lake Michigan from the observation deck. It’s the perfect finale to our Chicago architecture tour!

Itinerary

  • Millennium Park

    A scenic park featuring 40-foot-tall Federal Building Columns

  • Chicago Cultural Center

    An outside view of a neoclassical gem with Italian Renaissance flourish, built in 1871

  • Chicago Riverfront

    For stunning architecture ranging from Art Deco to modernist

  • Magnificent Mile

    One of America’s most expensive retail districts, featuring the world’s largest Starbucks and more

  • Optional upgrade: 360 Chicago

    Panoramic views from 1,030 feet above the Magnificent Mile

Meeting and drop-off

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Meeting point

Federal Building Columns, East Randolph Service Street, Chicago, IL, USA

Open map

Meet your guide at Federal Columns. Your guide will be wearing an orange hat that says ExperienceFirst.

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End point

360 CHICAGO, North Michigan Avenue, Chicago, IL, USA

Open map

360 Chicago

FAQs

How much walking is there?

This tour covers 2 miles at a leisurely pace.

Is this tour wheelchair accessible?

Yes, this tour is accessible for both wheelchairs and strollers.

How does the 360 Chicago upgrade work? 

If you purchased the upgrade, you can enjoy a self-guided 360 Chicago visit after the walking tour. You’re welcome to spend as long as you like on the observation deck. This ticket doesn’t include TILT. If you feel up to the challenge, you can purchase the TILT upgrade on-site. 

What is the cancellation policy?

We understand plans change. We offer a 100% refund or the option to reschedule up to 24 hours before your tour start time. Cancellations within 24 hours aren’t eligible for refunds or rescheduling.

When should I get there?

Plan to show up 15 minutes early. The tour starts promptly, and you may not be able to catch up if you arrive late.

What if it rains?

Our tours run rain or shine. If there’s extreme weather and we have to cancel, you’ll get a full refund.

Are gratuities included?

Tips aren’t included but are always appreciated by our guides. If you think your guide did an outstanding job, a tip is a great way to show that.

Do you have gift certificates?

Yes! If you want to give the gift of Chicago (or any of our destinations) to someone else, you can purchase a tour gift card. Our gift cards are good for any of our tours, and they never expire.