> The Deal Experts Travel Tips Blog > Chicago This Weekend: Hot Winter Deals

Chicago This Weekend: Hot Winter Deals

Embrace the season and enjoy a wintry weekend. Explore the Northwoods on a snowmobile tour, hit the slopes at Raging Buffalo or warm up with specialty cocktails overlooking the Magnificent Mile -- all for as much as 50% off regular prices.

Here's a full list of our Chicago weekend deals: 


  • Raging Buffalo Snowboard Park: All-day lift ticket for Algonquin ski and snowboard area ... $22 (reg. $45)
  • Steppenwolf's "Tribes": Friday evening performance of Wall Street Journal-praised play ... $34 (reg. $68)
  • Ritz-Carlton Cocktails: Specialty drinks for two at rooftop lounge overlooking Mag Mile ... $35 (reg. $56)
  • Willis Tower Dinner: Exclusive meal for two at members-only club on 67th floor, Friday & Saturday only; sale ends Thursday ... $79
  • Baking Class: Three- to four-hour bread or pastry course in Flossmoor, Saturday & Sunday only ... $55 (reg. $120)
  • Mag Mile Steakhouse: Luxurious steak dinner for two with award-winning wine at Stetsons ... $75 (reg. $150)
  • Michelin-Praised Wine: Flights with charcuterie and cheese for two at "gourmet's paradise" BIN 36 ... $29 (reg. $58)
  • Lakeview Spa Day: Hourlong massage and facial with blowout at top-rated spa ... $89 (reg. $188)
  • Sunday Cocktail Brunch: Breakfast entrees and bloody marys for two at Centerstage-praised "Old Town gem" ... $25 (reg. $52)
  • Hard Rock Staycation: Swanky 4-star hotel on Michigan Avenue with free Fender guitar rental ... $89 (40% off)


  • Wisc. Northwoods: Four-hour snowmobile trip for one including helmet, fuel and guide* (pictured) ... $169 (reg. $320)
  • Minneapolis: Downtown hotel with heated indoor pool including Wi-Fi and on-site dining credit ... $89 (40% off)
  • Kansas City: Hotel adjacent to Power & Light District nightlife and shopping ... $189 (30% off)
  • Delavan, Wisc.: Northwoods lake resort with skiing, ice skating and nightlife bonfires, including $50 credit ... $129 (reg. $227)
  • New York City: 4-star Midtown hotel near Rockefeller Center and Broadway theaters; sale ends Wednesday ... $161 (35% off)
  • Denver: 4-Diamond downtown hotel including breakfast, parking and Rocky Mountain views ... $179 (30% off)
  • Boston: Upgraded room with Wi-Fi at 4-star hotel adjacent to Quincy Market and near Freedom Trail ... $149 (40% off)
  • Huntington Beach, Calif.: 4-star boutique hotel near beach including wine, dining credit and Internet ... $199 (reg. $334)
  • Last-Minute Weekend Fares from Chicago: Including East Coast, Denver & SoCal ... $221 & up (roundtrip, incl. tax)

Already have plans? Not to worry, most of these deals are also available beyond this weekend.

Elisabeth Barker contributed to this report.

Share with friends

  •  Facebook Facebook
  •  Twitter Twitter
  • RSS Feeds RSS Feeds »
Tips by

Deal Expert, Chicago
Wednesday, February 5, 2014
See more Tips from
Heidi Stallings