Top ChoiceMuseum in The Loop

Art Institute of Chicago

Art Institute of Chicago

The Art Institute is the second-largest art museum in the USA. Its collection of impressionist and post-impressionist paintings rivals those in France, and the number of surrealist works is tremendous. Download...

Top ChoiceStadium in Lake View & Wrigleyville

Wrigley Field

Wrigley Field

Built in 1914 and named for the chewing-gum guy, Wrigley Field is the second-oldest baseball park in the major leagues. It's known for its hand-turned scoreboard, ivy-covered outfield walls and neon sign over the...

Top ChoiceMuseum in Hyde Park & South Side

Museum of Science & Industry

Museum of Science & Industry

Geek out at the largest science museum in the Western Hemisphere. Highlights include a WWII German U-boat nestled in an underground display (adult/child $18/14 extra to tour it) and the Science Storms exhibit...

Top ChoiceMuseum in Pilsen & Near South Side

Field Museum of Natural History

Field Museum of Natural History

The Field Museum houses some 30 million artifacts and includes everything but the kitchen sink – beetles, mummies, gemstones, Bushman the stuffed ape – all tended by a slew of PhD-wielding scientists, as the...

Top ChoicePark in The Loop

Millennium Park

Millennium Park

The city's showpiece is a trove of free and arty sights. It includes Pritzker Pavilion, Frank Gehry’s swooping silver band shell, which hosts free weekly concerts in summer (6:30pm; bring a picnic and bottle of...

Top ChoiceBrewery in Chicago

Lagunitas Brewing Company

Enter this jovial brewery – the city’s largest – via a blue glowing hallway with trippy art painted on the walls and the Willy Wonka theme song playing overhead. The beer-hall-esque taproom is a bit far flung,...

Top ChoiceMuseum in Gold Coast

Museum of Contemporary Art

Consider it the Art Institute’s brash, rebellious sibling, with especially strong minimalist, surrealist and conceptual photography collections, and permanent works by René Magritte, Cindy Sherman and Andy...

Top ChoiceWaterfront in Near North & Navy Pier

Navy Pier

Navy Pier

Half-mile-long Navy Pier is one of Chicago's most-visited attractions, sporting a 196ft Ferris wheel and other carnival rides ($9 to $18 each), an IMAX theater, a beer garden and lots of chain restaurants. A...

Top ChoiceGallery in Hyde Park & South Side

Stony Island Arts Bank

Artist-activist Theaster Gates bought a tumbledown bank building for $1 in Chicago's neglected South Shore neighborhood, and transformed it into a fascinating African American cultural center and gallery. Staff...

Top ChoiceGastronomy in Lincoln Park & Old Town

Alinea

One of the world's best restaurants, the triple-Michelin-starred Alinea purveys multiple courses of molecular gastronomy. Dishes may emanate from a centrifuge or be pressed into a capsule, à la duck served with a...

Top ChoiceMuseum in Pilsen & Near South Side

National Museum of Mexican Art

National Museum of Mexican Art

Founded in 1982, this vibrant museum – the largest Latinx arts institution in the US – has become one of the city’s best. The vivid permanent collection sums up 1000 years of Mexican art and culture through...

Top ChoiceTower in The Loop

Willis Tower

Willis Tower

It's Chicago's tallest building, and the 103rd-floor Skydeck puts you high into the heavens. Take the ear-popping, 70-second elevator ride to the top and then step onto one of the glass-floored ledges jutting out...

Top ChoiceBurgers in Near North & Navy Pier

Billy Goat Tavern

Tribune and Sun Times reporters have guzzled in the subterranean Billy Goat for decades. Order a 'cheezborger' and Schlitz beer, then look around at the newspapered walls to get the scoop on infamous local...

Top ChoiceJazz in Andersonville & Uptown

Green Mill

Green Mill

The timeless – and notorious – Green Mill was Al Capone's favorite speakeasy (a trap door behind the bar accessed tunnels for running booze and escaping the feds). Sit in one of the curved booths and feel his...

Top ChoiceArchitecture in Hyde Park & South Side

Robie House

Robie House

Of the numerous buildings that Frank Lloyd Wright designed around Chicago, none is more famous or influential than Robie House. Because its horizontal lines resembled the flat landscape of the Midwestern prairie,...

Top ChoiceDistillery in West Loop & Near West Side

CH Distillery

This slick tasting room has a cool, naturalistic look with exposed concrete posts and knotty wood beams across the ceiling. Slip into a seat at the bar and watch the silver tanks behind the big glass window...

Top ChoiceTheater in Lincoln Park & Old Town

Steppenwolf Theatre

Steppenwolf is Chicago’s top stage for quality, provocative theater productions. The Hollywood-heavy ensemble includes Gary Sinise, John Malkovich, Martha Plimpton, Gary Cole, Joan Allen and Tracy Letts. A...

Top ChoiceMicrobrewery in Logan Square & Humboldt Park

Metropolitan Brewing

An elder of the local beer scene, Metropolitan has expanded into a striking, retrofitted old tannery overlooking the Chicago River. The floor-to-ceiling windows provide water views, while the tables made of...

Top ChoiceLounge in Gold Coast

Signature Lounge

Take the elevator to the 96th floor of the building formerly called the John Hancock Center and order a (pricey) beverage while looking out over the city from some 1000ft up in the sky. It’s especially...

Top ChoiceMicrobrewery in Hyde Park & South Side

Marz Community Brewing

Marz started as a group of home brewers whose friends demanded more. The small brewery is known for its peculiar creations, such as Potion #1 (aged in absinthe barrels), Diliner Weisse (with fresh dill) and...