New Orleans vs Chicago

New Orleans moves to its own rhythm, and three days is enough to feel it. Start in the French Quarter, where wrought-iron balconies hang over Royal Street, street musicians play outside St. Louis Cathedral on Jackson Square, and a plate of powdered-sugar beignets at Café Du Monde is a rite of passage. By night, skip the Bourbon Street crowds and head to Frenchmen Street in the Marigny, where small clubs host brass bands, trad jazz and funk for little or no cover. Ride the green St. Charles streetcar under live oaks to the Garden District, a neighborhood of antebellum mansions and shady sidewalks, then browse Magazine Street. Save an evening for a long Creole or Cajun dinner of gumbo, shrimp and grits, crawfish etouffee or redfish, and a morning for the French Market. With more time, spend a full day at the National WWII Museum, glide through cypress swamps on a boat tour, visit Whitney Plantation for an honest look at the lives of enslaved people, and explore the murals of the Bywater and the oaks of City Park. Come in spring or fall for the best weather, and pace yourself: in this city, lingering over lunch is the plan.

Chicago is the American city that gave the world the skyscraper, and it still shows off its skyline better than almost anywhere. Glide along the Chicago River on an architecture cruise as guides decode Art Deco towers, glassy modern giants and the movable bridges overhead. Stroll Millennium Park to see your reflection bend in Cloud Gate, then follow the Riverwalk past cafes, kayakers and wine bars tucked below street level. Dinner means deep-dish pizza, a buttery, cheese-loaded pie that takes about 40 minutes to bake and is worth every one, though locals will also steer you toward tavern-style thin crust and an Italian beef. Evenings belong to Lake Michigan: ride a bike along the Lakefront Trail and watch the towers catch the last light at sunset. The L trains make it easy to roam without a car, from Loop landmarks to neighborhoods like Wicker Park and Lakeview. Stay longer and add the Art Institute's world-class collection, Navy Pier, a game at Wrigley Field, the lakeside Museum Campus and the free Lincoln Park Zoo. Summer brings festivals and patio season; winter brings serious cold, but also holiday markets and cozy blues clubs.