iStock International
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.
$143/nt+: Chicago hotel w/$50 dining credit & upgrade Perfect Escapes
$229/nt+: Family Chicago stay w/free camera Affinia Chicago
$169+: Affordable rates on stays in DC, NY & more Affinia Hotels
30% off: Chicago hotel nr Grant Park from $111/nt Chicago's Essex Inn
Up to $400 resort credit: Luxury US hotel stays Waldorf Astoria/Conrad Collection
$99/nt+: Low advance rates at dowtown Chicago hotel Hilton Garden Inn
$209/nt+: Magnificent Mile hotel w/$50 Gift Card InterContinental Chicago Hotel
$173+: Chicago fares from top cites (round-trip) Expedia
$172+: Discount summer fares to NYC (round-trip) Expedia
$49+: Rock-bottom fares to Boston & more (one way) Southwest Airlines
$351+: Chicago 3-nt vacation with hotel, flight Travelocity
$384+: 3-star Doubletree Hotel Chicago Magnificent Mile Expedia
$402+: 4-star Renaissance Chicago O'Hare Suites Hotel Expedia
$10/day+: Cheap car rentals from major US airports CarRentals.com
