Five Bars for a Pedway Pub Crawl

A Pedway pub crawl strikes us as the perfect way to bring some cheer to those mysterious underground passages. We’ve been touring the Pedway for years and, in that time, noted its many drinking establishments. The idea of creating a bar crawl down there occurred to us while researching for an update to the Pedway Map. We designed this to be a self-guided tour experience. So download our map, grab your work pals  and kick off the weekend this winter with some drinks on our Pedway pub crawl.

We research stories from Chicago history, architecture and culture like this while developing our live virtual tours, in-person private tours, and custom content for corporate events. You can join us to experience Chicago’s stories in-person or online. We can also create custom tours and original content about this Chicago topic and countless others.

City Social at 120 North LaSalle

Begin your Pedway pub crawl in this fine establishment at the Pedway’s western terminus, 120 North LaSalle. You probably know this building as the one with Roger Brown’s mosaic of Daedalus and Icarus right across the street from City Hall. The inference of the mosaic is a bit abstract to me, but it sure feels like some sort of message to the politicians.

Anyway, City Social is the classy sort of place where financial types from LaSalle Street mingle with the political fixers from City Hall and the Thompson Center. One presumes that many a bond sale has gone down in this joint. I’d recommend sampling one of their cocktails. Pricier, for sure, than some later drink stops on the Pedway pub crawl. But you’ll be sober enough to appreciate it at this point.

Latinicity at Block 37

Latinicity cocktails Block 37 pedway pub crawl
Plenty of tropical cocktails at the Latinicity stop on the Pedway pub crawl. Photo courtesy of Latinicity.

Dive down into the Pedway at 120 North LaSalle and proceed through its City Hall and Daley Center segments. One presumes plenty of drinking goes on in those buildings, but none that has an official liquor license. After progressing past the Blue Line station you’ll be in Block 37. This shopping mall’s chaotic development history is one of the key stories we share on many custom private tours of downtown Chicago.

Hop into one of the elevators and zip up to Latinicity. A gargantuan food hall which serves delicious fare from all over Latin America, it also has a pretty kickin’ bar. There’s lots to choose from, but I’d definitely stay in and around the tequila/mezcal section of the menu. Indeed, their Oaxaca Old Fashioned just made my personal “to-drink” list. Be sure to check out the view of the Daley Center and Washington Street while enjoying your drinks. It’s the last of the outer world you’ll see for a while on this Pedway pub crawl.

Bonus bar: Simply Thalia in the Pedway level of Block 37 serves a mean martini alongside their signature sushi donut. On a Pedway pub crawl you’ve gotta pace yourself so add this to your itinerary at your own discretion.

InField’s at Marshall…Macy’s. I guess it’s at Macy’s.

Chicago Pedway compass
If you encounter our tour group at this spot in the Pedway, then turn right. You’ll find yourself at InField’s.

Take the elevators back down to the Pedway and continue through the Red Line station. Follow the tunnels until you find yourself in a long hall along the north edge of the old Marshall Field’s. Just inside Field’s you will find InField’s, an ingeniously-named sports bar.

This little sports pub is a nice Pedway hiding spot. The seating is tucked away from passing foot traffic and scurrying Macy’s shoppers. So you can order a round of whatever looks good on tap, eyeball SportsCenter, and let the world roll by for a little while. A nice, chill spot at the halfway point of this Pedway pub crawl.

Bonus bar: Take the express elevator from the Pedway level up to the 7th floor for the Wine Bar at the Walnut Room, for a classier alternative to the sports bar aesthetic at InField’s.

MBar at Millennium Station

Keep roving past Macy’s until you feel the tingle of cold air in the Pedway. That means you’ve reached the t-junction below Michigan Avenue. Follow the signs for Millennium Station. Once you’ve fought through the stream of South Shore Line commuters, you can settle in for a drink at MBar. An old haunt from my Groupon days, MBar is probably the dive-iest of the stops on the Pedway pub crawl.

Which is, of course, its own sort of compliment. MBar has little of the pretense from earlier stops. The folks down here are just downing something while waiting for their train to come. In fact, I recommend making that part of the adventure here. Chat up your fellow barflies and see who is traveling farthest on the train after leaving the bar. Whomever in your group finds the furthest destination has their drink bought by the others.

BIG Bar at the Hyatt Regency

The directions for taking the Pedway from Millennium Station to the Hyatt Regency are too complicated to spell out here. Rely on your Pedway Map, trust your gut, bring carrier pigeons for when you’re lost, and you’ll be fine. Once you reach the Hyatt, sidle up to the BIG Bar, with its gorgeous view onto the river. Congrats, you’ve made it back into the outer world. Cheers to that.

BIG Bar gets its name from the claim that it’s the longest free-standing bar in North America. Which…is oddly specific. That should mean there’s plenty of space for you and your crew to relax in after a long Pedway pub crawl though. Plus, you can make others go through extraneous effort at this point. Bartenders here have to scale the “liquor tower” to retrieve bottles. Quite the spectacle to conclude with.

Enjoy your Pedway Pub Crawl Responsibly

Go have a good time on this Pedway pub crawl, but remember to be good guests along the way. Leave the SantaCon and TBOX shenanigans for Wrigleyville. After all, you’ll probably be commuting through these Pedway passages again in the future. You don’t want your regular route to the Metra to become a walk of shame. 🙂

– Alex Bean, Content Manager and Tour Guide


Chicago Detours is a boutique tour company passionate about connecting people to places and each other through the power of storytelling. We bring curious people to explore, learn and interact with Chicago’s history, architecture and culture through in-person private group tourscontent production, and virtual tours.


Share on facebook
Share on twitter
Share on pinterest
Share on linkedin

be a



Private Tour Coordinator and Tour Guide

There is no shortage of things to discover in Chicago—I love being an urban explorer and uncovering its hidden places. I have an MA in Public History from Loyola University Chicago, and I have worked as a museum educator and kindergarten teacher. My desire to learn new things fuels my passion for educating others, which I get to experience every day as a Chicago tour guide. I live in the northern neighborhood of Rogers Park.

“Our guide Ellen was exceptional and gifted with a great personal touch.”


Tour Guide

Whether you are a first-time visitor or a lifelong resident, the vibrant history and modern majesty of Chicago never ceases to amaze. I’m a graduate of Columbia College with an M.A. in Interdisciplinary Art. I’ve worked for many years as an educator at City Colleges of Chicago. As tour guide at Chicago Detours, I integrate my enthusiasm for culture and architecture with my passion as an educator. West Town/Noble Square area is home for me.

“Jen was a perfect storyteller and kept us spellbound for hours.”


Tour Guide

With our Chicago neighborhoods, vibrant cultural institutions and nearly two centuries of larger-than-life stories, there’s never a dull moment here! I’m a fifth generation Chicagoan and a graduate of Washington University in St. Louis. In addition to guiding tours, I’m a creative writer and amateur genealogist. I also enjoy the city’s dynamic theater scene. You can also read overlooked stories from 19th-century newspapers on my “Second Glance History” blog. I live in River North.


Tour Guide

Chicago is unique as it always evolves into the future while holding on to the past. I’m fascinated by how people latch on to old architecture but happily pave over others. My background is in theater and performance and I’ve been a tour guide here for more than 10 years. Currently I’m finishing my Master’s in Public History at Loyola University because I love to teach the history of this scrappy city. I’m in the Edgewater neighborhood.


Operations Coordinator and Tour Guide

Chicago’s history is so fascinating, you could spend a lifetime uncovering its secrets…I’m willing to give it a try! I have an M.A. in US History from the University of Nevada-Las Vegas and then pursued doctoral studies in Urban History at the University of Illinois at Chicago. I love to learn new aspects of Chicago’s rich history and then share my knowledge as a tour guide with Chicago Detours. I live in Ravenswood.

“Marie was a bubbling fountain of information and contagious enthusiasm.”


Operations Coordinator and Tour Guide

As a fourth generation Chicagoan, I have been living and loving Chicago by bike, on foot, public transit or automobile. I am a graduate of UIC where through the College of Urban Planning and Public Affairs, began my eagerness to understand the nature, history and impacts of urban planning and development. It is incredibly rewarding to give back to this wonderful city by helping out in the office of Chicago Detours. I live in the incredibly diverse neighborhood of Albany Park.
“Sonny was extremely knowledgeable about all things Chi-town.”
Wade K


Content Manager and Tour Guide

Chicago has so many neighborhoods, buildings, and by-ways that it’s hard to go long without seeing something new, or something familiar from a new angle. I studied Cinema History for my M.A. from the University of Chicago. I’ve worked as a culture writer for various publications and as an educator of the humanities at the City Colleges of Chicago. I’m thrilled to share my love of this city’s busy past and unique architectural spaces with Chicago Detours. I live in the Chicago neighborhood of Lincoln Park.

“Alex was fascinating to listen to. He clearly knows his history and it shows.”
Katie K

Amanda Scotese

Executive Director and Tour Guide

I’m an interpreter of personal stories from the past and the city’s landscape. I love to imagine what originally happened inside old unmarked buildings, and what forces have shaped their design. I studied Chicago history, architectural history, and anything Chicago-related through my M.A. in the Humanities at the University of Chicago. My love for stories was enriched by my B.A. in Literature from the University of Michigan. I’ve written travel articles for publications like Rick Steves’ Italy best-selling travel guides, the San Francisco Bay Guardian, and The Chicago Food Encyclopedia. I live in the Chicago neighborhood of West Avondale.
“You can TELL Amanda is hyper-passionate about doing the research and getting the story that nobody’s heard before.”
Shelby F

Book a chicago event

Let’s Connect!