Chicago's Endangered Landmarks: From Pope Leo’s Church to the Art Institute’s Trading Room (2026)

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The list of Chicago’s most endangered landmarks is packed with local history, to the point where Preservation Chicago’s annual ranking shows eight entries instead of seven. The booster shot of history comes from including Pope Leo XIV’s childhood church alongside the well-known Art Institute’s trading room, plus other historic sites around the city.

In a moment reminiscent of a famous scene from This Is Spinal Tap, Preservation Chicago’s executive director, Ward Miller, explained the anomaly with a witty remark: it’s seven plus one because there was an extra entry this year.

Beyond the eight entries, there are more endangered Chicago structures when you consider the iconic bridges and tender houses along the Chicago River, which together count as a single item on the expanded list. At the top of Preservation Chicago’s 24th annual list are two features at the Art Institute that could be sidelined if the campus expansion plan moves forward along South Michigan Avenue.

1) The Chicago Stock Exchange Trading Room and McKinlock Court at the Art Institute

The Art Institute of Chicago began a master plan in 2019 with Barcelona-based Barozzi Veiga to broaden the museum’s footprint, opening the campus to Grant Park, the lake, and even the railroad lines that slice through the 17-acre site.

In 2024, the museum announced a $75 million gift to construct a new building aimed at housing the institution’s late 19th-century modern and contemporary art collection. While specifics are still developing, Preservation Chicago fears these expansion plans could threaten the Chicago Stock Exchange Trading Room and the adjacent McKinlock Court Garden.

The Chicago Stock Exchange Building, designed by Louis Sullivan and Dankmar Adler, stood on the site until its 1972 demolition. A portion of its history was saved, moved, and rebuilt at the Art Institute, where the two-story trading room reopened in 1977 as a reception hall at the museum’s eastern end.

For nearly 50 years, the room has hosted weddings, corporate events, and art openings, drawing visitors to its ornate columns, stained-glass skylights, and decorative wall treatments. Miller notes that the clock may be ticking on its continued use.

Likewise, McKinlock Court — a century-old outdoor garden featuring a replica of Carl Milles’ Fountain of the Tritons — has long served as a distinctive events venue and a peaceful retreat for visitors, but it may be vulnerable to redevelopment.

Preservation Chicago advocates for both the trading room and the McKinlock Court Garden to be designated Chicago landmarks and proposes relocating the new building to sit above the property’s railroad trench rather than demolishing these structures. A Change.org petition to save both features is also being launched.

The Art Institute has acknowledged that expansion plans could displace the Trading Room but said it would seek a new home for the space if that happens. A spokesperson emphasized that there are no current intentions to remove McKinlock Court.

2) Chicago River Bridges and Tender Houses

Chicago possesses the world’s largest collection of bascule bridges, spanning the main channel and its branches and occasionally pausing traffic to let boats pass. However, the steel bridges and its tender houses — some adorned with intricate carvings — are deteriorating. The LaSalle Street Bridge’s tender house, for example, is a symbol of the problem, with chunks of stone missing from the structure.

Miller laments the neglect of these elegant gateways and argues they should be landmarked and preserved; if replacement is unavoidable, modern replicas should be built to honor the originals.

The Cortland Street Bridge, North Branch, built 124 years ago, is Chicago’s oldest bascule bridge and is currently undergoing restoration to preserve its historic character.

3) The Pope’s Church — St. Mary of the Assumption Church and School

St. Mary of the Assumption Church and School on Chicago’s Far South Side closed in 2011 and has remained vacant and deteriorating for 15 years. Preservation Chicago hopes that the recent elevation of Robert Francis Prevost, a Dolton native, to lead the Catholic Church could help revive these buildings, including the site where Pope Leo XIV once studied and served as an altar boy.

The Gothic school and church, opened in 1917 with a 1957 midcentury church nearby, sits on East 137th Street in Riverdale. The buildings have suffered from neglect, with a large hole in the roof underscoring years of disrepair.

Miller says restoring a site tied to the first American pope who hails from Chicago could energize a neighborhood that has faced decades of disinvestment. Preservation Chicago envisions designating the church as a local landmark and partnering with community groups to restore it as a pilgrimage site highlighting the South Side’s religious roots. In July, the village of Dolton bought the pope’s childhood home for potential tourism and pilgrimage use.

4) Chicago’s Labor Union Halls

Chicago’s rich labor history runs deep, dating back to the Haymarket affair of 1886, which grew from a strike at McCormick Reaper Works and became a landmark event in labor rights. As unions settled in Chicago, many halls sprang up on the Near West Side in the mid-20th century, giving rise to what was once known as “Union Row.” Today, several halls across the city need repair, face sale, or risk demolition.

Examples include the 1951 Amalgamated Meat Cutters and Butcher Workmen building on North Sheridan and the 122-year-old United Electrical Workers Building on South Ashland, which was recently sold and repurposed. Preservation Chicago recommends creating a thematic Chicago Landmark designation to protect these buildings and celebrate their history.

5) Chicago Loop Synagogue

The Chicago Loop Synagogue opened its current midcentury building in 1957 on South Clark Street. Designed by Loebl, Schlossman & Bennett, the structure features a striking eastern stained-glass window and the bronze sculpture Hands of Peace by Gabriel Loire at the entrance. Once home to more than 8,000 members in the 1950s, today the congregation has fewer than 400 members. The cold winter has strained the boiler system and finances.

The organization suggests possibilities like selling unused air rights to fund repairs, preserving the historic facade while expanding capacity through development upper stories.

6) South Park Terrace Apartments

Built in 1905 in the Washington Park neighborhood, the South Park Terrace Apartments were designed by Harry Hale Waterman, an associate of Frank Lloyd Wright, in the Prairie School style. The central courtyard building on Martin Luther King Jr. Drive has suffered from neglect, with leaks, structural issues, and rotted floors. A fire in March 2025 forced residents to leave after damage to the brickwork.

Preservation Chicago seeks landmark designation and urges the city to acquire the property through a public housing authority to restore it as affordable housing.

7) Yukon Building

The Yukon Building, completed in 1898 and designed by Holabird & Roche, originally envisioned a taller structure but remained two stories due to nearby elevated tracks. Once part of Chicago’s Old Chinatown, the building survived redevelopment largely because its placement beneath the L limited other options. The building is up for sale, and Preservation Chicago recommends designating it a Chicago Landmark to protect this compact yet significant piece of architectural history.

8) St. Mark Roman Catholic Church Campus

In Humboldt Park, the St. Mark Roman Catholic Church campus comprises a midcentury modern church built in 1963, along with a 1896 greystone rectory and a 1906 red-brick school. After the Archdiocese of Chicago closed the church in 2022, the site has stood vacant and for sale. Preservation Chicago supports adaptive reuse of the church building into a library, community center, or other public use to keep the site active and relevant.

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Chicago's Endangered Landmarks: From Pope Leo’s Church to the Art Institute’s Trading Room (2026)
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