Category Chicago Loop & Pedway Tours

Chicago · CHICAGO LOOP & PEDWAY TOURS

The 10 Best Chicago Loop & Pedway Tours

10 reviewed

Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Chicago Loop District Food Tour with Deep Dish & Beef Sandwich - Stop 2: The Financial District on LaSalle Street and Board of Trade Energy

1.Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

★★★★★★★★★★5.0 · 870 reviews · 3 hours (approx.) · from $84Our pick

3-hour Chicago Loop food walk with deep-dish pizza, Italian beef, hot dog, sweets, and architecture stops ending at Millennium Park.

“There’s a lot of food. Our tour took 3.5 hours, but we were stuffed by the end! But no beverages are included (at the basic rate) so consider bringing your own with you.”

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Chicago Architecture Tour: Underground Pedway and the Loop

Chicago Architecture Tour: Underground Pedway and the Loop - Meeting at LaSalle and Ending Near Millennium Park

Chicago: Underground Pedway & Downtown Secrets Walking Tour

Chicago: Underground Pedway & Downtown Secrets Walking Tour - Meeting at 120 N. LaSalle and getting your bearings fast

Chicago Walking Tour: Art Deco Skyscrapers Loop

Chicago Walking Tour: Art Deco Skyscrapers Loop - The Loop route: from 30 N LaSalle to the Board of Trade

4.Chicago Walking Tour: Art Deco Skyscrapers Loop

★★★★★★★★★★5.0 · 138 reviews · from $35

A 90-minute Loop walk focused on Chicago’s Art Deco skyscrapers, with interior looks and Chicago Architecture Center galleries included.

“We had a very interesting tour of art deco buildings. Mary Ann, our guide, was very knowledgeable and clearly explained the features of the buildings and history.”

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Holiday Walking Tour: Underground Chicago via the Pedway

Holiday Walking Tour: Underground Chicago via the Pedway - Pedway Practical Tips: Stairs, Shoes, and When You’ll Go Outdoors

6.Holiday Walking Tour: Underground Chicago via the Pedway

★★★★★★★★★★5.0 · 27 reviews · 3 hours (approx.) · from $65

Walk Chicago’s Pedway and downtown icons in a small group, with transit included and quick L train Loop views for $65.

“This tour was conducted by a true Chicago native who knew all about secret passage ways and wonders of Chicago. I especially enjoyed the stop at Marshall Fields where we found floors we didn't know they have. Take the tour, you'll know what I mean ;) All worth it!”

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Walking Tour: Historic Chicago Pubs in River North and the Loop

Walking Tour: Historic Chicago Pubs in River North and the Loop - Stop at The Berghoff Restaurant: oldest-running-restaurant energy and a brewery inside

7.Walking Tour: Historic Chicago Pubs in River North and the Loop

★★★★★★★★★★5.0 · 9 reviews · from $65

Historic Chicago pub walk in the Loop and River North with four tavern stops, architecture moments, and local stories for $65.

“This is a great tour! It has a little of everything - architecture, skyscraper history, pubs, the L, stories, pubs, nice views, oh, and pubs! The tour guide had tons of great information and fun stories.”

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Chicago Loop: Art, Skyscrapers, Millennium Park & “The Bean”

Chicago Loop: Art, Skyscrapers, Millennium Park & "The Bean" - Meeting at Chicago Theatre and easing into State Street history

8.Chicago Loop: Art, Skyscrapers, Millennium Park & “The Bean”

★★★★★★★★★★5.0 · 6 reviews · from $49

A 2-hour guided walk through Chicago’s Loop: Macy’s on State, Daley Plaza art, Millennium Park, Crown Fountain, and Cloud Gate.

“This tour was fantastic! Our guide was extremely knowledgeable and shared interesting stories about the city's history and the places we visited. The pace was just right. It was a great way to see the city and appreciate its architecture!”

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Chicago Foods Tour with The Loop, Skyline, Millennium Park

Chicago Foods Tour with The Loop, Skyline, Millennium Park - The Loop sights: getting context before the big icons

Self-Guided Chicago Loop Tour Explore the City at Your Own Pace

Self-Guided Chicago Loop Tour Explore the City at Your Own Pace - How the offline GPS audio works (and why it matters)

10.Self-Guided Chicago Loop Tour Explore the City at Your Own Pace

★★★★★★★★★★5.0 · 3 reviews · 2 hours to 2 hours 30 minutes (approx.) · from $9Best value

Self-guided Chicago Loop walk with GPS audio, free sights, and flexible timing from DuSable Bridge to Willis Tower for $9.99.

“This was a great way to see downtown Chicago at our own pace. We saw things we would have missed on our own. And could spend time taking photos and exploring. Instead of two hours we spent 4 or 5. Well worth it!”

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