
Places to stay near Wintrust Arena
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Top-rated holiday rentals near Wintrust Arena
Guests agree: these stays are highly rated for location, cleanliness and more.

Modern 2BR South Loop Apt, McCormick & Wintrust
Modern 2BR 2 Full bath South Loop Apt | Walk to Lake, Museums, Aquarium | Pool, Gym, WiFi, Parking. Experience Chicago at its best from this stylish 2-br apartment, perfectly located across from McCormick Place and Wintrust Arena. Enjoy easy walks to the Lakefront, Field Museum, Shedd Aquarium, and Museum Campus. Amenities include: • Resort-style pool and fitness center • High-speed WiFi, CTA Access. Perfect for business travelers, families, or anyone looking to explore the heart of Chicago.

Unique Chinatown 2BR Apt DWTN/McCormick
Unique comfy home situated in the heart of Chinatown. It's beautiful, modern & newly furnished 2 bedrooms, 1 bath, with spacious living room & well-appointed kitchen for family and vacation travel. One FREE private parking andmany street parking. This home has 4 beds & 1 sofa bed can accommodate up to 6 guests. Walking distance to Ping Tom Park w/Water Taxi. Minutes to Downtown and popular attractions. Near by public Transportation, Starbucks, McCormick Place Convention Center, Wintrust Arena.

Bronzehaus - near McCormick, UChicago & Downtown
Welcome to Bronzehaus – a chic retreat in the heart of historic Bronzeville. Bronzehaus is a newly renovated, thoughtfully designed 2-bedroom, 1-bath garden-level apartment blending comfort and class. Inspired by the rich jazz legacy and artistic soul of the area, this stylish space features modern amenities and a cozy layout. Whether exploring nearby galleries, museums, a day at the beach, or heading downtown - Bronzehaus offers a comforting stay. Come stay where heritage meets hospitality.

Quiet Pilsen Sunlit Apt W/D Queen Near Downtown
This lovely bright apt in the ❤️ of Chicago / Pilsen neighborhood ft. vintage decor & a welcoming vibe in a quiet, family-owned building. The 3rd FL apt is perfect for couples or friends, with easy access to transit, restaurants, grocery stores, local murals, & museums. Downtown is a short 15-minute drive. Amenities: Key less entry, in-unit W/D, fully equipped kitchen, & shared yard. The 1-BR apt sleeps two, with a queen air mattress available to accommodate up to four guests upon request.

Unmatched Urban Retreat Close to 18th Strip & Loop
This stylish Airbnb in the very popular Pilsen neighborhood is perfect for small and large travel groups. There are 2 bedrooms with queen size beds, and the couch folds out for an additional sleeping area. The 2 full bathrooms will have everything you need to get ready to hit the town. The tall ceilings make this space for larger than life, and the unique décor gives this Airbnb a great urban feel. The fully equipped kitchen and updated appliances are perfect for those quiet nights in.

Kasa | Spectacular City Views | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Luxéry Stay "Chicago" - McCormick & Wintrust Area
Staying in one of Chicago's Historical Buildings, you can now experience living in the famous South Loop neighborhood conveniently located across from McCormick Place! South loop has a teeming restaurant scene with front row access to Grant Park, the lakefront Museum Campus and Soldier Field! this area is unmatched by most urban neighborhoods. Explore the celebrated jazz clubs, and other historic areas like industrial Motor Row and the charming Prairie Avenue District.

Lovely Garden Studio in Chicago
Kick back and relax in this calm, stylish space. Located in historic Bronzeville, our modern studio boasts open-plan living, stylish finishes and plenty of room to accommodate up to 3 guests. Our garden studio is located walking distance to the Green Line station, a 10 minute drive to downtown loop, 15-20 minutes away from Midway Airport, 5 minutes to Lake Michigan, and 5 minutes away from McCormick Place Convention Center, IIT, and Hyde Park/University of Chicago.

Spacious 1-bedroom South Loop Loft I Sleep 5
Enjoy Chicago in our modern & spacious 1-bedroom loft in the South Loop. Central location to Grant Park, Soldier Field, Museum Campus, McCormick Place and more! Our location has a walk & transit score of 97, providing easy access to all the hot spots on your itinerary! Expect lovely natural light, luxuriously tall ceilings and room to accommodate your entire group. Guests are always pleasantly surprised by the size of the space and the modern amenities we provide!

LIVN West Loop Chicago Queen Studio Apartment
Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Loop Loft-Subway & Art Institute
Urban Elegance Meets Prime Location! Welcome to our chic hard loft in the heart of the Chicago Loop. Experience city living at its finest, where industrial charm marries modern luxury. Features: - Authentic loft with polished concrete floors - Soaring high ceilings - Elegantly furnished Location: - Right in Chicago's vibrant Loop district - Walk to Millennium Park, Art Institute of Chicago, Mag Mile, Riverwalk, and more

South Loop Studio Hotel (309)
Stay in the center of the action in this one-of-a-kind place! You’ll be within walking distance of Chicago's most iconic landmarks. ⚠️ Please Note: Our elevator is currently undergoing repairs. All guests will need to use the stairs to access the unit. We apologize for the inconvenience and appreciate your understanding as we maintain our unique space!
Popular amenities for holiday rentals near Wintrust Arena
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Lovely top floor 2BR/2BA, steps from everything!

Modern Izakaya Studio in Wicker Park

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Your perfect place looks like?

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Entire first floor in Lincoln Square!

Get Cozy at a Powder-Blue Residence in the Heart of Pilsen

Vibrant, Spacious Chinatown Home

Chicago Row House Garden Apartmt
Apartment rentals with air conditioning

Designer Garden Unit in Bridgeport

Modern 3BR with Private Rooftop & Free Parking

Level Junior Two Bedroom Suite | Fulton Market

South Loop 3BD 2BA Condo with Balcony and Parking

Cozy & FREE parking 2BR apt in Chicago Chinatown!

The Picasso: #1 Chicago Location

Spacious 2BR in Little Italy, Near West Loop

Belmont Pleasures - hot tub / arcade gaming room
Other great holiday rentals near Wintrust Arena

Comfy suite w/ steam shower near McCormick Place

Stylish 2BR Near McCormick |Rooftop, Gym & Parking

Concise Comfortable Warm place free parking 3B/2Ba

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La Casita Norte

Modern 2BR Unit w Patio & Gym Near McCormick Place
Destinations to explore
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Washington Park Zoo
- Illinois Beach State Park
- Loyola University Chicago





