Sleeping

By Budget: $

  • Found Hotel Part hostel, part hotel with good-time common areas.
  • Wicker Park Inn Cozy B&B in the thick of Wicker Park's social scene.
  • Holiday Jones Good-value, off-the-beaten-path hostel with a sense of humor.
  • Freehand Chicago Super-hip hostel-hotel hybrid with spiffy, high-tech dorms.
  • HI-Chicago You can't beat the Loop location and free city tours.

By Budget: $$

By Budget: $$$

  • Viceroy Chicago Chicago's newest luxury hotel wows with plush rooms, gracious amenities and attentive service.
  • Waldorf Astoria A name synonymous with classic hotel opulence lives up to its five-star reputation.
  • Fairmont Top-shelf accommodations a stone's throw from Millennium Park with unbeatable views.
  • Peninsula Chicago One of the city's most prestigious hotels, in demand by visiting movie stars.

Families

  • Guesthouse Hotel Enormous modern suites with kitchen and laundry near Andersonville's hip shops and cafes.
  • Swissôtel Chicago Young guests will love specially dedicated family suites in a riverside location.
  • Wicker Park Inn Apartments with full kitchens in one of Chicago's most desirable residential neighborhoods.
  • Residence Inn Chicago Downtown Laundry, kitchen and location near American Girl and Lego shops.

Architecture Buffs

  • Stayinpineapple Chicago In the landmark Reliance Building, which laid the groundwork for modern skyscraper design.
  • Radisson Blu Aqua Hotel In the undulating Aqua Tower, an 82-story whopper designed by local Jeanne Gang.
  • Blackstone Hotel In a neoclassical, beaux-arts beauty known as the 'hotel of presidents.'
  • Silversmith The 1897 building designed by Daniel Burnham was once home to Chicago's jewelry and silver trade.
  • Palmer House Hilton Walk into history – and a jaw-dropping lobby – at the USA's oldest continually operating hotel.

Contemporary Cool

  • Sophy Hyde Park A truly novel-looking, art-focused hotel with a location not like the others.
  • Virgin Hotel Large rooms, clever and playful design, and a bed you can work from.
  • Sofitel Chicago Magnificent Mile Glassy high-rise with a minimalist vibe and international clientele.
  • Ivy Hotel Cozy boutique hotel with big soaking tubs in chic rooms.
  • Hotel Palomar Funky art, a rooftop pool and free wine social hour each evening.
  • Wit Swanky mod decor and a riverside location at one of the Loop's most popular hotels.