loading . . . THE LOOP — If you’ve ever been to the Sky Ride Tap, you’ve undoubtedly seen Kyriakos “Carl” Damianides. Since he bought the bar in 1972, he’s been a near-constant presence inside.
“For the first 25 years, I worked from 7 a.m. to 2 a.m., seven days a week,” he said.
Since then, Damianides has slowed down a bit. Currently, the Sky Ride, 105 W. Van Buren St., is open on weekdays, usually 10 a.m.-8 p.m., but if the doors are open, he’s there tending bar, stocking the coolers and chatting with the regulars.
Besides the shorter hours, not much else has changed about the bar since Damianides took over. It still doesn’t take credit cards. There’s no cocktail list. Renovations have been kept to an absolute minimum. He did add floor tile in 1974, but he learned early on not to make too many changes.
His self-proclaimed biggest mistake was putting up wood paneling back in 1978.
“The wall was crumbling and dusty, so I put in the paneling,” he said. “Immediately, I lost 50 percent of my business. The regulars felt like this was their house. And they didn’t like the change.”
Located under the “L” tracks a block from the LaSalle Street station, the Sky Ride always had a committed commuter crowd in need of a quick drink or two before the ride home. Early on, the bar also catered to the many men’s-only hotels that used to operate around the southern end of the Loop. A dedicated morning crowd would line up out front waiting for Damianides to open the doors.
That’s changed as the hotels closed. Though the Sky Ride still draws people getting off overnight shifts, now it’s mostly an after-work spot.
And more change may be on the horizon for Damianides and the bar: The Holabird & Roche-designed building it’s in, which dates to 1898, is for sale.
A patron sips a beer at Sky Ride Tap, 105 W. Van Buren St., in the Loop on June 22, 2026. Credit: Colin Boyle/Block Club Chicago
## An Unexpected Owner
Damianides didn’t grow up wanting to own a bar.
He was born in Northern Greece in a town called Yannitsa (also spelled Giannitsa), and eventually served in the Greek military for exactly 30 months. Afterward, he decided to join his brother who had moved to Chicago in 1956.
Damianides moved in 1970, though he didn’t have a job lined up. For the next couple of years, he worked various jobs, but nothing permanent. Then he got a call from an attorney friend, asking if he’d like to buy a bar.
“You have to understand, I was green about the bar business,” Damianides said. “I only knew it was a place where people drank.”
Before buying it, he dropped by to get an impression.
“When I walked in the front door, I couldn’t even see people sitting at the bar because there was so much smoke,” Damianides said. “Those days, every person smoked. It was hell.”
But he needed a job. He was able to secure a bank loan for $25,000. The first thing he did was put in an exhaust system. Then he got to work figuring out how to run a bar.
Kyriakos ‘Carl’ Damianides, owner, takes a call at Sky Ride Tap, 105 W. Van Buren St., in the Loop on June 22, 2026. Credit: Colin Boyle/Block Club Chicago
## The Sky Ride’s Nightclub Past
The Sky Ride Tap’s history stretches back to 1933.
That’s the year Chicago held its second world’s fair, the Century of Progress Exposition. As a main attraction, the planners concocted a massive aerial tramway dubbed the Sky Ride. Designed to transport visitors across the lagoon to Northerly Island, its scale was striking. To cover the 1,850-foot span, organizers constructed two massive metal towers, each 628 feet tall. Visitors took elevators up, before boarding rocket-shaped cars that traversed the span on massive cables connected to the towers.
View of the Sky Ride at A
Century of Progress,
Chicago World’s Fair,
Chicago, Illinois, 1933.
Credit: Chicago Sun-Times Media, Inc. / Chicago History Museum
The Sky Ride didn’t have a lasting impact, especially not compared to the Ferris Wheel that debuted at the city’s first world’s fair, the 1893 Columbian Exhibition — but it did inspire the name of a small nightclub that opened at the southern end of the Loop.
According to Damianides, the Sky Ride was originally a semi-formal nightclub, though not exactly one you’d want to be caught visiting.
“I heard it was a gathering place for guys to bring their mistresses with them,” he said. “Single people weren’t allowed to come in. But it was nice. Everyone wore a sports coat.”
Aside from the incredible craftsmanship of the long wood bar, not much of the Sky Ride’s nightclub past remains. The booths along the wall were eventually removed. The towering ceiling was covered with drop ceiling tiles. The sign outside promises the existence of sandwiches, which haven’t been served inside for decades.
The bar at Sky Ride Tap, 105 W. Van Buren St., in the Loop on June 22, 2026. Credit: Colin Boyle/Block Club Chicago Ana prepares a double shot for an incoming regular at Sky Ride Tap, 105 W. Van Buren St., in the Loop on June 22, 2026. Credit: Colin Boyle/Block Club Chicago
There’s also currently no tap beer. Damianides stopped buying kegs during the pandemic, so all the beer comes in bottles now.
The best-selling beer, by far, is Miller Lite.
“It’s probably one other beer for every five Miller Lites,” Damianides said.
Over the years, he’s seen numerous trends come and go. One that has surprised him the most was the resurgence of Jeppson’s Malört.
“In the 1970s, I sold so much of it,” he said. “These older guys would order it. I’d ask them, ‘Why do you drink that? It’s nasty!'”
Demand for Malört faded for the next 20 years until he stopped selling it altogether. Then, about a decade ago, younger customers started asking for it.
“I thought they were crazy, but I brought in three bottles to see what would happen, and I went through nearly all of it in a day. I now buy it by the case,” he said.
Various drink options at Sky Ride Tap, 105 W. Van Buren St., in the Loop on June 22, 2026. Credit: Colin Boyle/Block Club Chicago
## The Future
While the Sky Ride hasn’t changed much in the 54 years Damianides has run it, business has slowed lately, he said. The rise of people working from home since the pandemic has been especially rough.
“Even the ones that come down to work two or three days a week, when they get off work, they don’t stop here,” he said. “People used to stop by, have a beer, and then catch the train. Friday was always the best day. Now it has become the worst.”
The Sky Ride Tap’s building, the Bock Building, is also facing an uncertain future. This year, Preservation Chicago included it on its “Chicago 7 Most Endangered” list.
Originally known as the Yukon Building, the two-story structure was constructed in 1898 by Holabird & Roche, a Chicago firm best known for designing local landmarks like the Marquette Building, the Old Colony Building and the southern section of the Monadnock Building.
Preservation Chicago Executive Director Ward Miller said the building is on the endangered list because there are so many vacancies, and the entire building was recently put up for sale. He acknowledged it’s not in the best shape and needs lots of updates, but he thinks it’s worthy of landmark status.
“Though small, it’s a really forward-thinking building,” said Miller. “In some aspects, it was 50 years ahead of its time. It has bands of windows that allow in a tremendous amount of light, and the cornice is all original.”
Miller said the nonprofit is encouraging prospective buyers of the building to retain the Sky Ride Tap because of its legacy.
Sky Ride Tap, 105 W. Van Buren St., in the Loop on June 22, 2026. Credit: Colin Boyle/Block Club Chicago
Damianides doesn’t seem worried. And he has no intention of retiring any time soon, even though he’s constantly asked to sell the bar.
“All my customers want to buy the Sky Ride,” he said. “But what am I gonna do? I’m still healthy.”
As for how the Sky Ride has managed to stick around, Damianides said it comes down to one thing.
“It’s a very comfortable place,” he said. “That’s the only reason I’ve been in business all these years. I don’t go for any nonsense.
“I’ve never called the police. I don’t need to. If someone looks like they are getting a little crazy, I go up to him and I say, ‘Sorry, I think you had a little bit more to drink than you can handle. Tomorrow is another day, and you’re more than welcome to come back.'”
* * *
**Support Local News!**
**Subscribe to Block Club Chicago, **an independent, 501(c)(3), journalist-run newsroom. Every dime we make funds reporting from Chicago’s neighborhoods. Already subscribe? **Click here to gift a subscription** , or you can **support Block Club with atax-deductible donation.**
**Listen to the Block Club Chicago podcast:**
## 50,000+ Laws Have Been Passed In American History. These Are The Best. – The Block Club Chicago Podcast
1. 50,000+ Laws Have Been Passed In American History. These Are The Best. 40:35
2. The New Laws That Just Went Into Effect 17:11
3. Chicago Could've Bought Back Its Parking Meters. The Mayor Said No. 29:18
4. Why Men Die First — Discussing What Men Need To Know About Their Health 22:07
5. Why Have Two Men Been Able To Assault North Siders For Years? 19:16
https://blockclubchicago.org/2026/07/06/meet-the-man-behind-the-sky-ride-tap-the-loops-last-real-dive-bar/