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Check availability on Chicago Ski Hotels

Tonight
Oct 11 - Oct 12
Tomorrow
Oct 12 - Oct 13
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

Our top choices for Chicago ski hotels

A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A historic building with large windows and a marquee sign for a hotel.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.
A luxurious hotel lobby with marble columns, a polished floor, and ornate chandeliers.

1. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Alpine adventures await in Chicago's luxury ski hub where wintry pursuits meet urban elegance.
￥40,211
￥53,453 total
includes taxes & fees
Oct 30 - Oct 31
JW Marriott Chicago
A multi-story hotel with a prominent "WESTIN" sign on the top.
A spacious lobby with a central seating area, large wooden columns, and potted plants.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.
A long corridor with a patterned carpet, large windows, and a bench on the left.

2. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Alpine ski haven with winter thrills and cozy comforts at this upscale Westin retreat.
￥22,163
￥24,597 total
includes taxes & fees
Oct 23 - Oct 24
The Westin Chicago Lombard
A spacious lobby with a reception desk, seating area, and a large glass door entrance.
A hotel room with a large bed, a desk, a chair, a television, and a sofa.
A spacious dining area with multiple tables and chairs, large windows, and a central decorative plant.
A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.

3. La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Deerfield
￥13,322
￥14,784 total
includes taxes & fees
Oct 25 - Oct 26
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.
A spacious restaurant with high ceilings, exposed beams, and a variety of seating options including tables, chairs, and sofas.
A modern hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A hotel with a pool, outdoor seating, and a greenhouse structure.

4. Lincolnshire Marriott Resort

Lincolnshire Marriott Resort
Half Day
  • Ski across pristine resort trails and return to warm up by the lobby fireplace at this Lincolnshire retreat with rentals available.
￥20,105
￥22,513 total
includes taxes & fees
Oct 30 - Oct 31
Lincolnshire Marriott Resort
A multi-story hotel with a covered entrance and a landscaped driveway.
A modern living room with a fireplace, a flat-screen TV mounted on the wall, and a comfortable seating area with a sofa and chairs.
A hotel room with a large bed, two bedside lamps, a headboard, and a window with curtains.
A kitchen with blue cabinets, a central island with a coffee machine, a refrigerator, and a glass display case with pastries.

5. Country Inn & Suites by Radisson, Hoffman Estates, IL

Country Inn & Suites by Radisson, Hoffman Estates, IL
Hoffman Estates
  • Winter retreat near ski areas with plentiful breakfast options and a seasonal outdoor pool for après-ski relaxation.
￥13,322
￥15,051 total
includes taxes & fees
Oct 18 - Oct 19
Country Inn & Suites by Radisson, Hoffman Estates, IL
A modern kitchen with a large window, wooden cabinets, and a glass countertop.
A brick building with a sign reading "Residence Inn Marriott" and a well-maintained flower bed in front.
A compact hotel room with a kitchenette, a dining area with bar stools, a bed, and a TV.
A hotel room with a sofa, a desk, a television, a bed, and a fireplace.

6. Residence Inn by Marriott Chicago Bloomingdale

Residence Inn by Marriott Chicago Bloomingdale
Bloomingdale
  • Alpine bliss in a renovated retreat with ski-access and complimentary breakfast.
￥18,380
￥20,581 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Chicago Bloomingdale
A large, modern hotel with a prominent entrance and a well-maintained garden area.
A spacious lobby with blue and beige seating, large windows, and two televisions.
A spacious lobby with multiple seating areas, a bar, and a reception desk.
A spacious hotel lobby with multiple seating areas, a central bar, and a high ceiling with skylights.

7. Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville
Lisle
￥15,071
￥16,726 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Regency Lisle near Naperville
An outdoor seating area with blue and yellow cushions, a fire pit, and a pergola.
A hotel room with a grey sectional sofa, a small table, a lamp, a bed, a window with sheer curtains, a radiator, and a cityscape painting on the wall.
A hotel with a modern design, featuring a prominent sign for Towneplace Suites by Marriott.
A hotel lobby with a reception desk, seating area with round tables and chairs, and a kitchen in the background.

8. TownePlace Suites by Marriott Chicago Waukegan/Gurnee

TownePlace Suites by Marriott Chicago Waukegan/Gurnee
Waukegan
  • Ski from your doorstep at TownePlace Suites Chicago; enjoy a mountain adventure with nearby skiing, theme parks, and indoor pool access.
￥22,638
￥25,349 total
includes taxes & fees
Oct 18 - Oct 19
TownePlace Suites by Marriott Chicago Waukegan/Gurnee
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.
A living room with a glass coffee table, leather sofa, and a red accent wall.
A room with a bunk bed, a red rug, a white door, and a small trash can.

9. PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central

PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
Lisle
  • Warm up to winter adventures in this cozy family home, complete with snow sports gear and a peaceful backyard sanctuary.
￥21,942
￥50,265 total
includes taxes & fees
Oct 14 - Oct 15
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern living room with a dining area, a sofa, a TV, and a fireplace.
A spacious living area with a sofa, a dining table with chairs, a kitchen in the background, and a large sliding glass door leading to an outdoor area.
A modern building with large glass windows and a well-lit entrance.
A stone pathway leading to a fire pit with Adirondack chairs.

10. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
￥35,620
￥78,349 total
includes taxes & fees
Oct 12 - Oct 13
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
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