Places to stay near Wintrust Arena

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Top-rated vacation rentals near Wintrust Arena

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Guest favorite
A spacious kitchen features modern cabinetry and stainless steel appliances. An island with bar seating for eight is complemented by sleek blue chairs. Natural light fills the area from large windows, illuminating the open layout that transitions into a cozy dining space.
Home in South Loop
4.89 out of 5 average rating, 127 reviews

Large Home | Free Parking | Near Downtown

• HUGE Single Family Home | 3 Floors • Parking Garage | 2 Cars! • Chef's Kitchen | Cookware | Utensils • Basement | Two Living Rooms • 4 Bedrooms | 5 Beds | Sleeps 10 • Downtown | McCormick Place: 10min(drive) • Soldier Field | Sox Stadium: 10min(drive) • Chinatown | Pilsen Nightlife: 5min(drive) • Lakefront | Beach | Museums: 10min(drive) • Outdoor Surveillance | Noise Monitoring • Washer | Dryer | Dishwasher in unit (free) • Rideshare(Uber/Lyft) | Bikeshares(Divvy) • Working Class Neighborhood

Guest favorite
The open living space features a modern kitchen with wooden cabinetry and stainless-steel appliances. A comfortable sofa faces a TV unit, and a small coffee table sits in front. Natural light floods the room through large windows, illuminating the warm wood floors.
Apartment in Chinatown
4.87 out of 5 average rating, 52 reviews

Bright Apt In Heart of Chinatown

New unique apartment space for a group or small family This home has 3 beds, 1 Queen & 2 Full Sleeps 6 max - registered guests only Full kitchen & washer/dryer Trendy Chinatown area Walking distance to a variety of Asian food Hotspot for shops, restaurants, cafes, dim sum spots, tea houses. Local Ping Tom park has water taxi service to Magnificent Mile and West Loop 10 minutes by car to McCormick conventions and downtown Chicago / South Loop Steps to Red Line train station 2 blocks, public bus

Guest favorite
Apartment in South Loop
4.89 out of 5 average rating, 28 reviews

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.

Guest favorite
A comfortable seating area features a plush sectional sofa adorned with soft throw pillows. Light beige cushions contrast against the deep green walls. A large television is mounted opposite the seating, while sheer curtains frame the window beside a door that leads outside.
Apartment in Bridgeport
4.97 out of 5 average rating, 74 reviews

Designer Garden Unit in Bridgeport

Welcome to Bridgeport! You're a short walk from the best coffee shops, vintage stores, cocktail bars, art galleries, parks, restaurants, and Rate Field, the home of the White Sox! The neighborhood has so much to offer! Just minutes from Chinatown, McCormick Place, and 10 minutes to downtown Chicago! Be sure to check out my guidebook for recs! I look forward to hosting you! -Free street parking -easy Uber/Lyft 24/7 -easy access to public transit -15-25 mins from Midway -30-45 mins from O'Hare

Guest favorite
A comfortable living room area is presented, featuring a gray sofa adorned with decorative pillows, accompanied by a wooden coffee table. Natural light filters through sheer curtains, casting a soft glow on the hardwood floor. A plant adds a touch of greenery, while artwork decorates the walls.
Apartment in Downtown Chicago
4.89 out of 5 average rating, 102 reviews

Concise Comfortable Warm place free parking 3B/2Ba

-located in Chicago Chinatown. - just 5 min walk away from a bus stop(62 bus) and the CTA Red line train station. -close to Ping Tom Memorial Park, from there you can take a water taxi to enjoy the beautiful city views. -About 5 min drive to the McCormick place, Willis tower, Field Museum, Soldier field, Guaranteed rate field(White Sox), and Navy Pier. -Just 3 min walk can set your foot in the historic Old Chinatown and Chinatown Square, here you can experience Chinese food and shop.

Guest favorite
Condo in Downtown Chicago
4.9 out of 5 average rating, 77 reviews

condo in Chicago Chinatown/McCormick

location, location, location! we are inside the Chicago Chinatown. Restaurants, grocery shops, gift shops, bakeries, boba teas is just a step a way. Transportation is very accessible. Bus line is right downstairs and redline train is within 5 min walk. McCormick, Wintrust Arena, soldier Field and Guaranteed Rate Field is just 1 mile away. Downtown, Riverwalk, magnificent miles, millennium park, museums, and attractions is around 3 miles. Midway airport is within 10 miles away.

Superhost
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Downtown Chicago
4.81 out of 5 average rating, 1047 reviews

Kasa | Views from your Private Balcony | 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.

Guest favorite
Apartment in Downtown Chicago
4.93 out of 5 average rating, 245 reviews

South Loop 3BD 2BA Condo with Balcony and Parking

Discover this modern 3-bedroom condo on Michigan Avenue, ideally situated in the South Loop, one of Chicago’s most convenient and well-connected neighborhoods. Enjoy easy access to Grant Park, Museum Campus, Soldier Field, McCormick Place, with CTA trains and buses just steps away. This walkable home features updated bathrooms and kitchen, hardwood floors throughout, a nice front deck, and an in-unit full-sized washer and dryer—perfect for families, groups, or business travelers.

Guest favorite
A spacious living area is highlighted by large windows that provide ample natural light. A contemporary sofa faces a round black table, complemented by a vibrant red area rug. A striking mural adorns the wall behind the seating, adding a bold artistic touch to the space.
Apartment in The Loop
4.89 out of 5 average rating, 305 reviews

1BR South Loop Loft I SuperHost + Top Rated!

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!

Guest favorite
A modern kitchen is showcased, featuring sleek cabinetry in dark tones and stainless steel appliances. An island with a light countertop provides ample space for meal preparation. Natural light enters through large windows, brightening the inviting atmosphere of the open layout.
Apartment in West Side
4.95 out of 5 average rating, 132 reviews

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.

Superhost
Apartment in West Loop
4.83 out of 5 average rating, 191 reviews

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.

Guest favorite
Apartment in South Side
5.0 out of 5 average rating, 29 reviews

Stylish Hyde Park/Kenwood Brownstone Garden Apt

Enjoy a stylish experience in Chicago's historic Hyde Park/Kenwood neighborhood in this updated brownstone garden apartment. You'll have an entire tastefully designed speakeasy chic 2-bedroom/1.5-bathroom unit with a separate entrance to yourself. Great location off South DuSable Lakeshore Drive- you're minutes away from Lake Michigan's scenic lakefront, the University of Chicago, McCormick Place and downtown Chicago.

Popular amenities for vacation rentals near Wintrust Arena