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Check availability on Chicago Ski Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chicago ski hotels

A multi-story hotel with a prominent "WESTIN" sign on the top.
A modern hotel room with a large bed, a desk, a chair, and a TV.
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.

1. The Westin Chicago Lombard

The Westin Chicago Lombard
Lombard
  • Alpine ski haven with winter thrills and cozy comforts at this upscale Westin retreat.
￥20,608
￥22,871 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 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 multi-story building with a parking lot in front.

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

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
Deerfield
￥13,238
￥14,692 total
includes taxes & fees
Oct 4 - Oct 5
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
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.
A historic building with large windows and a marquee sign for a hotel.

3. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Alpine adventures await in Chicago's luxury ski hub where wintry pursuits meet urban elegance.
￥58,099
￥74,689 total
includes taxes & fees
Oct 23 - Oct 24
JW Marriott Chicago
A large, modern hotel with a prominent entrance and a well-maintained garden area.
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.
A spacious lobby with blue and beige seating, large windows, and two televisions.

4. Hyatt Regency Lisle near Naperville

Hyatt Regency Lisle near Naperville
Lisle
￥14,976
￥16,621 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Regency Lisle near Naperville
A multi-story hotel with a covered entrance and a landscaped driveway.
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.
A hotel room with a large bed, two bedside lamps, a headboard, and a window with curtains.

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.
￥14,870
￥16,800 total
includes taxes & fees
Oct 22 - Oct 23
Country Inn & Suites by Radisson, Hoffman Estates, IL
An outdoor dining area with a fire feature, tables, chairs, and red umbrellas.
A hotel with a pool, outdoor seating, and a greenhouse structure.
A modern hotel room with a large bed, a desk, a chair, and a view of the outdoors.
A spacious restaurant with high ceilings, exposed beams, and a variety of seating options including tables, chairs, and sofas.

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.
￥25,327
￥28,362 total
includes taxes & fees
Oct 16 - Oct 17
Lincolnshire Marriott Resort
A modern kitchen with a large window, wooden cabinets, and a glass countertop.
A hotel room with a sofa, a desk, a television, a bed, and a fireplace.
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.

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.
￥18,264
￥20,451 total
includes taxes & fees
Oct 18 - Oct 19
Residence Inn by Marriott Chicago Bloomingdale
An outdoor seating area with blue and yellow cushions, a fire pit, and a pergola.
A hotel with a modern design, featuring a prominent sign for Towneplace Suites by Marriott.
An indoor swimming pool with clear water, a lifeguard station, and a pool lift.
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.

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.
￥21,098
￥23,625 total
includes taxes & fees
Oct 11 - Oct 12
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 living room with a glass coffee table, leather sofa, and a red accent wall.
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.
PROMO 15% MONTHLY DISCOUNT! Cozy House, Close to Benedictine & North Central
A modern living room with a sofa, armchair, coffee table, and artwork on the wall.
A modern hotel room with a large window, a dining area with a table and chairs, a sofa, and a fireplace.
A modern hotel lobby with a large window, a seating area with a sofa and chairs, and a small table.
A modern bedroom with a bed, bedside table, lamp, and a window with curtains.

10. Elegant Retreat in Historic Oak Park

Elegant Retreat in Historic Oak Park
Oak Park
￥47,443
￥88,741 total
includes taxes & fees
Sep 25 - Sep 26
Elegant Retreat in Historic Oak Park
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