Your Inside Guide to: Chicago

Dining and Entertainment

Classic Dining
Chicago is home to some of the nation's most beloved dining institutions. A Gold Coast classic for nearly 70 years, the award-winning Pump Room is renown for its fine American fare. The famed Chicago Chop House serves sensational steaks in an inviting Victorian brownstone filled with vintage photo … Read More
Performance Arts
If your tastes run to the fine arts, Chicago is your kind of town. The Chicago Symphony Orchestra, Lyric Opera and the Joffrey Ballet are famous for their first-class performances. Chicago is also a city that celebrates: Time your trip to take in the annual Taste of Chicago, Air and Water Show, Ja … Read More
Chicago-style Comfort Food
Those long, cold winters make residents and visitors alike crave comfort food. The Billy Goat Tavern — immortalized in John Belushi's Saturday Night Live "cheeseburger, cheeseburger, cheeseburger" skit — is famous for, what else?, its double cheeseburgers served amidst Chicago Cubs memor … Read More
Fine Dining
Chicago is known for world-class dining, much of it clustered along "restaurant row" on West Randolph Street, around the Magnificent Mile and in the Wicker Park/Bucktown neighborhoods. Incredibly tender, dry-aged beef and a 300-bottle wine list are just part of The Capital Grille's claim to fame & … Read More
Be a good Sport!
The Bears, the Bulls, the Cubs, the White Sox, the Blackhawks, the Fire. Sports and Chicago go hand in hand. Whether you get out to a game at Wrigley Field or simply hang out at a neighborhood sports bars, you'll get a sense of the sports mania that pervades the city. Just behind Wrigley Field, Mu … Read More
Comedy
Some the nation's top comedians got their start in Chicago's famed comedy clubs, still top-rated showcases for established and up-and-coming talent. The famed improv-comedy theater Second City — the launch pad for Gilda Radner, Bill Murray, John and Jim Belushi and Mike Myers — encour … Read More
Cups of Joe — or Tea
A steaming cup of caffeine helps takes the chill off in winter and fuels city residents year-round, which is why coffee and teashops abound here. Caffe de Luca transports you to an Italian village while serving array of coffee drinks as well as frittatas, paninis, salads and more. Another popular … Read More
Jazz and Blues
Jazz and blues abound in the Windy City. For more than 50 years, Joe Segal's Jazz Showcase has hosted jazz greats in a cabaret setting. Another old-time favorite is Kingston Mines, where blues legends take two stages nightly. Al Capone and other notorious gangsters were drawn to the jazz at Green … Read More
Italian Fare
The city's Italian influence makes for some memorable dining. Start with pizza at Gino's East, Bon Appetit's top pick, where 40 years in the business have yielded an addictively delicious deep-dish pie with a "secret crust." The original Pizzeria Uno, now a worldwide franchise, is reputed to have … Read More
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Medieval Times Dinner & Tournament in Chicago - Medieval Times is an adventure unlike any you have ever experienced before. During each live performance, guest enjoy an authentic medieval four-course feast while valiant knights battle to the death on horseback.
Chicago Lunch Cruise - Welcome aboard Chicago's largest luxury yacht at Navy Pier! Tantalize your taste buds and discover Chicago's wonderful city skyline on this two-hour lunch cruise. While you cruise, and enjoy a freshly prepared three-course meal, you’ll enjoy magnificent views of the Windy City skyline and hear your favorite music from a live trio.
Chicago City Hop-on Hop-off Tour - Your fully-narrated trolley or double decker bus will tour 13 magnificent miles of Chicago's downtown and The Loop, taking you by the city's premier shopping, dining and attractions.
Chicago Dinner Cruise - Enjoy a three-hour escape on Lake Michigan. Relaxing in the elegant ambiance that only a true luxury cruising vessel can provide, you'll sail along the lake shore and have unmatched views of the world-famous Chicago skyline.
Tommy Gun's Garage Dinner & Show - Enjoy this musical comedy revue with Gangsters, Flappers and YOU! After dinner join "Vito", "Gloves", da "Mugs" and da "Molls" for non stop comedy and dangerous fun.
Go Chicago Card - Go Chicago Card is the perfect way to save on your Chicago Vacation. You'll get unlimited FREE admission to over 25 attractions and tours for one low price!
 
Chicago's Sears Tower is the tallest building in the United States.
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