
Places to stay near Wintrust Arena
Book unique holiday rentals, homes and more on Airbnb
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.

Royal Coach House Cottage
Royal Coach House Cottage- Nestled in Bronzeville community and nearby Historic Hyde Park neighborhood that is safe and family oriented. Our space is quite cozy, quaint and ideal for relaxation, peace & quiet. Flower and vegetation garden landscape. Centrally located 1.5 miles from lake front, nearby shopping, movie theater, and restaurants. Seconds from park, walking track and playground. Minutes from downtown and Magnificent Mile. Local transportation accessible including bicycle rental.

Prime Bridgeport – McGuane Park
Located by Halsted Orange Line in Bridgeport, our Airbnb has is CENTERED around all the action in the neighborhood; surrounded by Grocery Stores, Fast Food, Drug Stores, Restaurants, and Iconic Parks. With a short commute to the Loop, UIC, Chinatown, we are especially sustainable for longer-term tenants! Enjoy the luxury of firm memory-foam mattresses and pillows and High-speed Internet, Central Heat and A/C and unlimited complimentary coffee for an amazing stay! 1 Queen Bed 1 Full Bed

Entirely Private Suite - Urban Oasis - Pilsen/UIC
Pilsen - McCormick Place - Soldier Field - Thalia Hall - UIC - Chinatown - South Loop - Radius Welcome to a brand new, entirely private, spacious and peaceful oasis in Pilsen-UIC with a smartlock system and self check in. Central location near some of the hottest neighborhoods, restaurants, concert and tourism venues, and minutes from the Loop! Full bath with a luxurious spa shower, cable, wifi, flatscreen tv, refrigerator, iron, desk, coffeemaker, toiletries and a lovely private deck.

West Loop Urban Chic Coach House
Welcome to this historic neighborhood in Chicago, a cultural tapestry, rich in history and bursting with energy. Enjoy strolling along the streets lined with historic buildings, savor diverse culinary delights. Bronzeville is not just a place to stay; it is a community experience Enjoy, this one-bedroom, full bathroom historic coach house with a full kitchen, smart TV, and dedicated living space. Unwind in comfort with an in-unit washer/dryer. Plenty of street parking available.

Lovely 1-bedroom serviced apartment near Museums!
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!

Spectacular Pilsen Studio for 2!
This chic studio in the heart of Pilsen is the perfect space to kick back and relax during your visit to the Windy City! The vibrant neighborhood always has something to offer to any type of traveler, and it's a quick trip to see most of the iconic Chicago sights. Easily walk to historic Thalia Hall, or drive to the Loop in just 5 minutes! You'll love the thoughtful touches and modern decor in the apartment, as well as the bright and welcoming main space.

Comfy suite w/ steam shower near McCormick Place
Welcome to the landmark! Our well appointed studio space is situated in the historic Calumet-Giles-Prairie District; minutes from McCormick Place, Sox Park, Wintrust Arena, IIT, and downtown. Walk to 31st St Beach, bike to Museum Campus. Perfect for business or leisure; enjoy steam shower, Wi-Fi, smart TV, and full kitchen. Easy access to major highways and public transit. We also offer a Honda Accord rental car on Turo for your convenience upon inquiry.

Peaceful Modern Full House in Trendy Bridgeport
Kick back & relax in your home away from home in our modern & peaceful space in the heart of the Bridgeport neighborhood. Featuring incredible natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on popular Morgan Street, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Pilsen Modern Chic Retreat
Welcome to your perfect getaway! This stunning 2-bedroom home is the epitome of modern chic; offering an unforgettable blend of style and comfort. Designed for up to 6 guests, the space is crafted with thoughtful architectural details and an eye for eclectic decor. Located in the heart of Pilsen, known for its vibrant art scene, trendy restaurants, & local culture, you'll be perfectly situated to explore everything Chicago has to offer.

Chicago Living: Your Home Away From Home
Historic Landmark Frank Lloyd Wright Townhouse built in 1894. Great Location! Newly renovated private living quarters with separate entrance. This historic townhouse has the distinction of being the only townhouse designed by famed architect Frank Lloyd Wright that was ever built.

Near McCormick Place and Minutes from Downtown!
My place is close to McCormick Place, Mercy Hospital, Downtown Chicago, Chinatown. You’ll love my place because of the location. My place is good for couples, solo adventurers, and business travelers.
Popular amenities for holiday rentals near Wintrust Arena
Condo rentals with Wi-Fi

816 PLZN Luxury Apartment| Rooftop| Garage Parking

Ukrainian Village 3BR/3BA • Private Patio, Parking

Private hot tub - King bed suite - Free parking

Stylish 2-bedroom flat in Vibrant Bucktown.

1 #11 - 2 Bedroom 1 Bath Condo - McCormick Place

Secluded 2BR APT in Chinatown by McCormick/DWTN

The Oasis / Free street parking

Trendy Stay Thats Close to Loop, UC & McCormick Pl
Family-friendly house rentals

Chicago Home (1st floor) by Midway near Downtown

Flat in Lincoln Park 2-Flat Central to Everything

Division St Designer Home In Heart of Wicker Park

Modern Boho house in Lombard 7 min to Metra

Cool Quiet Coach House, Private Access + Patio

Entire first floor in Lincoln Square!

Wrigleyville Southport Studio

3 bed/2 bath by United Center w/ private parking
Apartment rentals with air conditioning

Designer Garden Unit in Bridgeport

Stylish 2BR Near McCormick |Rooftop, Gym & Parking

Sunny Penthouse - Oakwood Beach

Upscale High-Rise Apt · Rooftop Pool + Views

LIVN West Loop, Chicago, 2 BR

Kasa | Spectacular City Views | Chicago

Kasa | Studio, Walk to Grant Park | South Loop

Cozy smoking unit Downtown | McCormick | Lakefront
Other great holiday rentals near Wintrust Arena

Cozy Private 1BR • 10 Min to Downtown Chicago

Modern Stylish 1BR, Free Parking, Prime Location

Shared home / Parking / McCormick Place Center - L

Apartment near McCormick w/ gym & workspace

Skylit Penthouse | Luxe Rain Shower, Church View

Vibrant, Spacious Chinatown Home

Stylish Hyde Park/Kenwood Brownstone Garden Apt

condo in Chicago Chinatown/McCormick
Destinations to explore
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach
- Illinois Beach State Park





