A river with a yellow boat, surrounded by tall buildings and a bridge.

Find Ski Hotels in Chicago, IL from CA $129

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Check availability on Chicago Ski Hotels

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.

1. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Alpine adventures await in Chicago's luxury ski hub where wintry pursuits meet urban elegance.
CA $358
CA $476 total
includes taxes & fees
Oct 31 - Nov 1
JW Marriott Chicago
A spacious lobby with a reception desk, seating area, and a large glass door entrance.
A large indoor swimming pool with multiple lounge chairs and a blue chair in the center.
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.

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

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Deerfield
CA $122
CA $136 total
includes taxes & fees
Nov 19 - Nov 20
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A multi-story hotel with a prominent "WESTIN" sign on the top.
A long corridor with a patterned carpet, large windows, and a bench on the left.
A modern hotel room with a large bed, a desk, a chair, and a TV.
A terrace with round tables and chairs, a view of a lake, and a building with a white facade.

3. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Alpine ski haven with winter thrills and cozy comforts at this upscale Westin retreat.
CA $210
CA $233 total
includes taxes & fees
Nov 1 - Nov 2
The Westin Chicago Lombard
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.
A swimming pool with lounge chairs and tables, surrounded by a building with large windows and brick walls.
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.

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.
CA $191
CA $214 total
includes taxes & fees
Oct 30 - Oct 31
Lincolnshire Marriott Resort
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 hotel room with a large bed, a desk, a chair, a TV, and a view of the outdoors.
A spacious hotel lobby with multiple seating areas, a central bar, and a high ceiling with skylights.

5. Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville
Lisle
CA $134
CA $149 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Regency Lisle near Naperville
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.
An outdoor seating area with wicker furniture, a central fire pit, and string lights.
A kitchen with blue cabinets, a central island with a coffee machine, a refrigerator, and a glass display case with pastries.

6. 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.
CA $114
CA $129 total
includes taxes & fees
Oct 27 - Oct 28
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 modern living room with a fireplace, a flat-screen TV mounted on a brick wall, and a dining area with a table and chairs.
A hotel room with a sofa, a desk, a television, a bed, and a fireplace.

7. 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.
CA $176
CA $198 total
includes taxes & fees
Oct 27 - Oct 28
Residence Inn by Marriott Chicago Bloomingdale
An outdoor seating area with blue and yellow cushions, a fire pit, and a pergola.
A hotel lobby with a reception desk, seating area with round tables and chairs, and a kitchen in the background.
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.

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.
CA $189
CA $212 total
includes taxes & fees
Nov 20 - Nov 21
TownePlace Suites by Marriott Chicago Waukegan/Gurnee
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.
A spacious living area with a round dining table, multiple chairs, a sofa, and a TV.
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.
CA $175
CA $426 total
includes taxes & fees
Oct 21 - Oct 22
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 stone pathway leading to a fire pit with Adirondack chairs.
A modern building with large glass windows and a well-lit entrance.

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

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
CA $317
CA $707 total
includes taxes & fees
Oct 28 - Oct 29
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
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