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Chicago stands a strong chance of being everyone's kind of town. With world-class museums and performing arts venues, legendary jazz and blues clubs, more than 7,000 restaurants serving everything from haute cuisine to hot dogs, and 29 magnificent miles of lakefront, the "City of Big Shoulders" offers something for everyone.
For gravity-defying architecture, a world-class music scene fueled by thousands of restaurants, and cosmopolitan comforts without the big-city attitude.
$109+: Chicago-area resort w/bowling alley, spa, pool & more Eaglewood Resort and Spa
$109+: TownePlace Suites in Chicago city center Marriott Hotels
$99+: Weekend packages at Chicagoland hotels Marriott Hotels
$135+: Chicago Marriott deals w/airport shuttle Marriott Hotels
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$169+: Chicago family hotel stay, kids eat free Marriott Hotels
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$447+: Budget Chicago airport hotel w/spa, airfare included Holiday Inn O'Hare
$542+: Chicago 3-nt trip at modern hotel w/health club Hotel Arista at CityGate Centre
$472+: 4-star The Allerton Hotel on Magnificent Mile Expedia
$10/day+: Cheap car rentals from major US airports CarRentals.com