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Chicago, IL

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Leaving Thu, Dec 10
Returning Sun, Dec 13 from $285 per person
Returning Mon, Dec 14 from $324 per person
Returning Tue, Dec 15 from $368 per person
Leaving Fri, Dec 11
Returning Sun, Dec 13 from $246 per person
Returning Mon, Dec 14 from $281 per person
Returning Tue, Dec 15 from $320 per person
Leaving Sat, Dec 12
Returning Mon, Dec 14 from $241 per person
Returning Tue, Dec 15 from $281 per person
Leaving Thu, Dec 17
Returning Sun, Dec 20 from $271 per person
Returning Mon, Dec 21 from $284 per person
Returning Tue, Dec 22 from $333 per person
Leaving Fri, Dec 18
Returning Sun, Dec 20 from $237 per person
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Returning Mon, Dec 21 from $229 per person
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Leaving Wed, Dec 23
Returning Sun, Dec 27 from $287 per person
Returning Mon, Dec 28 from $333 per person
Returning Tue, Dec 29 from $372 per person
Leaving Thu, Dec 24
Returning Sun, Dec 27 from $258 per person
Returning Mon, Dec 28 from $287 per person
Returning Tue, Dec 29 from $336 per person
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Returning Sun, Dec 27 from $232 per person
Returning Mon, Dec 28 from $269 per person
Returning Tue, Dec 29 from $300 per person
Leaving Sat, Dec 26
Returning Mon, Dec 28 from $238 per person
Returning Tue, Dec 29 from $271 per person

Chicago, IL: Why Go

Chicago, IL: Our Kind of Town
Breeze into the Windy City, where you'll be blown away by a skyline of famous skyscrapers, miles of magnificent shopping, and nothing less than that spirited, Mid-Western charm.

Where the locals go: Chug an "Old Style" and bite into a hot dog while cheering the Cubbies at Wrigley Field, arguably the country's most charming ball park. Hard-core fans may sit in the bleachers in hopes of catching a homerun hit, but there's hardly a bad seat at the "Friendly Confines."

History lesson: Chicago is the birthplace of the modern skyscraper. Opt for the Chicago Architecture Foundation's River Cruise--touristy, but undoubtedly the most awe-inspiring perspective on everything from Art Deco masterpieces to Ludwig Mies van der Rohe's minimalism.

Did we mention it's free? From tropical skinks and salamanders to arctic penguins and polar bears, a visit to Lincoln Park Zoo is a crowd-pleaser. Open 365 days a year, this zoo, established in 1868, is among the nation's oldest.

Local flavor: You can't go wrong with porterhouse, rib-eye, or any other slab of meat at the original Mortons, the paradigm of Chicago-style steakhouses. And whether you take yours deep-dish or stuffed, you've got to try the "pot pie" pizza at Chicago Pizza & Oven Grinder.

As seen on TV: Channel John Belushi's short-order cook stint on SNL with a "Cheezburgah, Cheezburgah, Cheezburgah...," at the skit's inspiration, the Billy Goat Tavern, home to a killer double-cheeseburgah on a Kaiser roll.

The real deal: Lighten up at The Second City, the comedy club where the likes of Dan Aykroyd, Mike Myers, Bill Murray, and Chris Farley got their big breaks -- we think it's a national treasure, no joke.

Get your bearings: If you want to get around Chicago like a Chicagoan, get to know "the Loop" and "the L." Think: the Loop is the business district that is circled by the mass-transit, elevated train called the L (and the Chicago River).

Place we love, even if it's touristy: With 110 stories rising a quarter mile into the sky, the Sears Tower is the tallest building in North America. On a clear day you can see four states from the skydeck on the 103rd floor.

Where to blow a paycheck: Rain, snow, or shine, shopaholics flock to the Magnificent Mile, packed with department stores, boutiques, and specialty shops. Nearby on State Street is the historic, ornate Marshall Fields with a Tiffany ceiling and a lavishly decorated Great Tree during the holidays.

Recommendations & Suggestions

Adler Planetarium Friday Sky Show

Peer into distant galaxies with a close-circuit monitor connected to the Observatory’s telescope. Contemplate the planets, wish on the stars! The impressive planetarium, housed in a 12-sided zodiacal structure, will awaken the astronomer within you. Spend the hour in space during the Sky Show but, please come back to earth.

Charlie Trotter's
816 West Armitage Avenue Between Armitage and Halsted
Phone: 773.248.6228

The best of all worlds, Charlie Trotters offers a new breed of American cuisine which subtly integrates ethnic influences. There is an Asian-inspired first course of no less than 10 delicate dishes and the lobster brandade will make you bray at the moon. Passport not required.

Chicago Architecture Foundation
Chicago Architecture Foundation 224 S Michigan Avenue
Phone: 312.922.3432

These highly regarded tours offer an opportunity to see highlights of Chicago's renowned downtown architecture. The Foundation organizes 65 tours, led by 450 volunteer docents. Along with a tour of the Loop's historic or modern skyscrapers, you can visit the historic Pullman community and other notable neighborhoods, including Streeterville, Hyde Park and Oak Park, home to many of Frank Lloyd Wright's buildings.

Sears Tower
233 S. Wacker Drive
Phone: 312.875.9696

Scrape the sky and surpass King Kong! Get over that fear of heights in what was until recently the world?s highest building. Make like Ferris Bueller and check out the ant-like Windy City below. Orient yourself in Chicago with magnificent 80 mile, four state-spanning views from the sky deck. Be grateful for elevators. Recently renovated, the Sear Tower Skydeck also houses an array of Chicago memorabilia and a multimedia exhibit on the city.

Admission is $9.95 for adults, $6.95 for children 3-11, and $7.95 for seniors.