Lake in the Hills

Cantigny is just off KDPA in Wheaton; from the air it's a 500-acre estate with formal gardens, and on the south lawn a row of US Army armor sitting in the grass: a Sherman, a Patton, a Bradley, and the guns that worked with them. That armor is the tell for what this place is. Robert McCormick, the Chicago Tribune publisher, led artillery supporting the 1st Infantry Division at the Battle of Cantigny in France in 1918, the first American victory of World War I, and it marked him for life. He named his estate after the battle, hosted Big Red One reunions here for decades, and willed the 500 acres to the people of Illinois. The First Division Museum on the grounds tells the division's story from WWI to now, with recreated environments you walk through: a Western Front trench, the cliffs above Omaha Beach, a Vietnam jungle. Alexander Hamilton commanded the same field artillery regiment during the Revolution; it's one of the oldest in the Army.

Frank Lloyd Wright built his own house in Oak Park in 1889 when he was 22, financed in part by a $5,000 loan from his employer Louis Sullivan. He lived there for the next 20 years and added a studio in 1898, where he developed what would become the Prairie School — the first uniquely American architectural style of the 20th century. The suspended drafting balcony in the studio was one of his earliest structural innovations. Oak Park has the highest concentration of Wright-designed buildings anywhere — more than 25 within walking distance of the Home & Studio. Among them is Unity Temple (1908), one of the most influential public buildings of the early 20th century: a poured-concrete cube with no traditional front door, designed to dissolve the boundary between interior and exterior space. Wright called it his "little jewel." The Robie House (1910) in Hyde Park is the consummate Prairie style — designed at the Oak Park studio for manufacturing executive Frederick Robie. Its dramatic horizontal cantilevered roof, banded art-glass windows, and three-car garage (exceedingly rare in 1910) made it a complete departure from traditional residential architecture. The seminary that owned it twice proposed demolition (1941 and 1957); Wright himself joined the protest, supposedly quipping that the episode showed the danger of entrusting anything spiritual to the clergy. In 2019 UNESCO designated eight Wright buildings as a World Heritage Site — "The 20th-Century Architecture of Frank Lloyd Wright." Two of those eight are in Illinois: Unity Temple and the Robie House. The Oak Park Home & Studio is separately a National Historic Landmark.

Wrigley Field opened in 1914 as Weeghman Park, home of the Federal League's Chicago Whales. The Cubs moved in two years later, and chewing-gum magnate William Wrigley Jr. bought the team and renamed the park in 1927. It is the second-oldest active ballpark in Major League Baseball, behind only Fenway in Boston (1912), and the oldest National League park. The ivy on the outfield walls was planted by Bill Veeck Jr. in 1937. The hand-operated scoreboard above the center-field bleachers was built the same year and is still operated by hand — the only major-league scoreboard that still is. Lights were installed in 1988, making Wrigley the last MLB park to host night baseball. For 108 years between 1908 and 2016, the Cubs did not win a World Series — the longest championship drought in major American professional sports. The story of the supposed Curse of the Billy Goat (1945, when a goat was ejected from a Series game) became part of Chicago folklore. The drought ended November 2, 2016. The "W" flag that flies after every Cubs win is visible from blocks away. The rooftops on Waveland Avenue (left field) and Sheffield Avenue (right field) have hosted bleacher-seating businesses since the 1980s — uniquely Chicago — and were the subject of a long copyright fight before the Cubs reached a 2004 royalty agreement. Today the rooftops are licensed and many were rebuilt with proper grandstands. Field capacity is approximately 41,650.

The Chicago skyline is one of the great urban approaches in American aviation. From any general aviation field in the western Chicago suburbs, the city rises as a vertical wall of steel and glass out of an otherwise flat prairie — visible from 25+ nautical miles on a clear day. Willis Tower (formerly Sears Tower from 1973-2009) is the anchor at 1,450 feet to the roof and 1,729 feet to the antenna tips. It was the tallest building in the world from 1973 until 1998 (passed by the Petronas Towers in Kuala Lumpur) and remains the third-tallest in the US. The diagonal X-bracing tower north of it is 875 N Michigan (formerly the John Hancock Center) at 1,128 feet — the second-tallest in Chicago and an easier visual reference because of its tapered black profile. Trump Tower (1,388 feet) and the St. Regis Chicago (1,191 feet, the tallest building in the world designed by a woman, Jeanne Gang) round out the high points. Lake Michigan provides the eastern boundary — an inland sea so large it has its own horizon. Lake Shore Drive curves along the shore from Hyde Park in the south to Lincoln Park in the north, with Navy Pier projecting into the lake like a hook. The Loop street grid sits at roughly 45 degrees offset from the surrounding citywide grid — a tell that you are over downtown. Class B airspace is the principal constraint. Most GA pilots either request Class B transition with ATC, transit the VFR corridor along the lakefront when published, or stay clear by skirting the southern or western shelves. The City of Chicago Heliport on the lakefront and the (now-demolished) Meigs Field site are landmarks worth knowing.