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Check availability on Chicago Ski Hotels

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
Sep 18 - Sep 20

Our top choices for Chicago ski hotels

A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.
A luxurious hotel lobby with marble columns, a polished floor, and ornate chandeliers.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.

1. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Alpine adventures await in Chicago's luxury ski hub where wintry pursuits meet urban elegance.
￥58,568
￥75,100 total
includes taxes & fees
Oct 3 - Oct 4
JW Marriott Chicago
A multi-story hotel with a prominent "WESTIN" sign on the top.
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.
A modern hotel room with a large bed, a desk, a chair, and a TV.

2. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Alpine ski haven with winter thrills and cozy comforts at this upscale Westin retreat.
￥22,845
￥25,354 total
includes taxes & fees
Oct 11 - Oct 12
The Westin Chicago Lombard
A spacious lobby with a reception desk, seating area, and a large glass door entrance.
A multi-story building with a parking lot in front.
A hotel room with a large bed, a desk, a chair, a television, and a sofa.
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
￥13,163
￥14,608 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A large, modern hotel with a prominent entrance and a well-maintained garden area.
A spacious lobby with multiple seating areas, a bar, and a reception desk.
A spacious lobby with blue and beige seating, large windows, and two televisions.
A spacious hotel lobby with multiple seating areas, a central bar, and a high ceiling with skylights.

4. Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville
Lisle
￥18,245
￥20,249 total
includes taxes & fees
Oct 4 - Oct 5
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.
A hotel room with a large bed, two bedside lamps, a headboard, and a window with curtains.
An outdoor seating area with wicker furniture, a central fire pit, and string lights.

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.
￥14,099
￥15,929 total
includes taxes & fees
Sep 30 - Oct 1
Country Inn & Suites by Radisson, Hoffman Estates, IL
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.

6. 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.
￥24,685
￥27,642 total
includes taxes & fees
Oct 4 - Oct 5
Lincolnshire Marriott Resort
A modern kitchen with a large window, wooden cabinets, and a glass countertop.
A compact hotel room with a kitchenette, a dining area with bar stools, a bed, and a TV.
A brick building with a sign reading "Residence Inn Marriott" and a well-maintained flower bed in front.
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.
￥19,180
￥21,478 total
includes taxes & fees
Oct 3 - Oct 4
Residence Inn by Marriott Chicago Bloomingdale
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 lobby with a reception desk, seating area with round tables and chairs, and a kitchen in the background.
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.
￥20,598
￥23,066 total
includes taxes & fees
Sep 27 - Sep 28
TownePlace Suites by Marriott Chicago Waukegan/Gurnee
A backyard with a barbecue grill, a dining table with chairs, and a fire pit.
A room with a bunk bed, a red rug, a white door, and a small trash can.
A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.
A spacious living area with a round dining table, multiple chairs, a sofa, and a TV.

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.
￥25,275
￥52,296 total
includes taxes & fees
Sep 13 - Sep 14
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 stone pathway leading to a fire pit with Adirondack chairs.
A modern building with large glass windows and a well-lit entrance.
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.

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

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
￥26,440
￥66,615 total
includes taxes & fees
Oct 1 - Oct 2
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
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