Top Chicago Sweet 16 Rooftops

• Spaces for 18-225 Guests
• 2 Rooftops
• 1 Restaurant
• 7 Total Spaces

Set along the tree-lined Midway Plaisance and framed by University of Chicago's iconic Gothic architecture, The Study offers a setting for gatherings that feel elevated, timeless, and unmistakably Chicago. Opened in 2021, the hotel features approximately 10,500 square feet of thoughtfully designed event space with on-site catering and seamless indoor-outdoor flow. WINTER GARDEN The heart of the hotel’s event offerings, the Winter Garden is a striking space where art and architecture meet. Guests are welcomed by a dramatic mural by Dean Barger and a sculptural light installation by John Pomp. Expansive windows create an atmosphere that is airy and luminous, while a private walled terrace offers an intimate outdoor extension. The Winter Garden is ideal for weddings, receptions, and large celebrations, accommodating up to 160 guests for a seated dinner or 225 for a standing reception. SECOND FLOOR STUDIOS & TERRACE Accessible via a photo-worthy grand staircase or private elevator, the second floor provides a versatile environment for both social and corporate gatherings. Function spaces include a terrace overlooking the leafy Midway Plaisance, a generous pre-function area with built-in bar, and four studios flooded with natural light from floor-to-ceiling windows. Airy, bright, and fully A/V equipped, these rooms are popular for board meetings, baby showers, and everything in between. GUEST ROOMS & SUITES The property’s 167 guest rooms and suites feature warm wood finishes, curated artwork, and sweeping views of campus, the downtown Chicago skyline, and Lake Michigan. For wedding parties or VIPs, suites boast generous layouts ideal for hosting pre-event preparations or intimate in-room gatherings. TRUTH BE TOLD, The hotel’s British-inspired pub and lounge offers a cozy yet refined setting for rehearsal dinners, farewell brunches, or fireside cocktails. Its inviting atmosphere and approachable menu make it a natural complement to any event.

• Spaces for 40-150 Guests
• 1 Rooftop
• 4 Restaurants
• 4 Total Spaces

The Canvas by Ever is perfect for wedding receptions, ceremonies, rehearsal dinners, family celebrations, company meetings and business dinners. This large room is a blank canvas, a customizable space in which you can create an elegant, unforgettable event. The Canvas is located right next door to Ever restaurant and After lounge in Chicago's West Fulton Market. The Canvas is an extension of two-Michelin-starred Ever and thus pursues Chef Curtis Duffy's vision of unparalleled food, wine, ambiance and service. Our events team will go above and beyond to bring your personal vision to life and help you create a stunning event, whether your celebration is for eight or 100 people. In addition to the main Canvas room, we offer six other luxe private event spaces that can accommodate various aspects of your special event—from private rooms in Ever restaurant and After lounge, to a gorgeous rooftop space with stunning views of the downtown Chicago skyline. All of our spaces are in the same building We are in the business of giving guests once-in-a-lifetime experiences. It would be our honor to host your important event.

• Spaces for 350-750 Guests
• 1 Rooftop
• 1 Outdoor
• 1 Event Space

Host Unforgettable Events at Offshore Rooftop & Bar — Chicago’s Premier Waterfront Venue Located at the iconic Navy Pier, Offshore Rooftop & Bar is one of the top event venues in Chicago for corporate events, client receptions, social activations, product launches, and private parties. As the world’s largest rooftop venue (officially recognized by Guinness World Records), Offshore offers sweeping panoramic views of Lake Michigan and the Chicago skyline — providing an unmatched backdrop for both daytime and evening events. Whether you’re planning a high-impact brand activation, summer networking mixer, company holiday party, or executive dinner, Offshore’s expansive indoor space and surrounding outdoor terraces offer unmatched flexibility and wow factor. Guests can mingle by cozy fire pits, enjoy games in our entertainment zones, and take in the skyline from our breezy open-air decks. Our expert events team will streamline planning with customizable catering packages, full-service bar options, and dedicated support. Offshore is more than a rooftop — it’s where Chicago celebrates.

• Spaces for 32-250 Guests
• 1 Rooftop
• 3 Restaurants
• 3 Total Spaces

Set in Chicago’s Fulton Market District, Fioretta offers a glamorous Italian steakhouse setting for private events, dinners, and social gatherings. The venue features richly layered interiors, dramatic lighting, and stylish dining spaces that blend modern sophistication with old-world inspiration. Flexible layouts accommodate both intimate celebrations and larger receptions, while elevated Italian cuisine, handcrafted cocktails, and skyline views create a lively yet refined atmosphere for memorable events in the heart of the city.

• Spaces for 10-300 Guests
• 1 Rooftop
• 1 Bar
• 11 Total Spaces

Situated along the Chicago River at the juncture of North Michigan Avenue and River North, Trump International Hotel & Tower® Chicago is the city's most enviable address. The lush, contemporary guestrooms start at a spacious 600 square feet, are furnished with kitchenettes and feature 10-foot, floor-to-ceiling windows showcasing breathtaking views of Lake Michigan, the Chicago River and the city skyline. Contemporary, custom-designed furniture grace the living areas and bedrooms. Take your meeting or event to the next level with exceptional views and unparalleled service in each of our Chicago event spaces. Reinventing Chicago meeting space, we offer ideal event venues for both business and pleasure. Whether it's an important meeting, intimate social gathering, or a glamorous formal affair, your event will certainly make the right impression. All of our meeting rooms are easily accessible to guests staying in our Chicago suites and offer a private entrance that is separate from the hotel's main entrance as a convenience for attendees not staying in the hotel, providing a seamless transition between events. With over 26,000 square-feet of function and meeting space, including six salon rooms, several boardrooms, the Skyline Room, Riverside Room, and The Grand Ballroom, we have a space that fits every occasion. Each venue showcases both Chicago’s historic architectural landmarks and spectacular lake, river, and city views. By pairing our spectacularly designed spaces with the hotel's well-appointed amenities and prime location, we ensure that an event at Trump Hotel Chicago is not one to be missed. Going beyond a typical event planning experience, each venue comes equipped with the watchful eye and specialized attention of our team at Trump International Hotel & Tower® Chicago. With experience, expertise, and an endless amount of resources at their disposal, the events specialists at our Chicago Loop hotel will craft your occasion into the incredible affair you’ve always imagined and your guests will never forget. Our culinary team will design a catering menu to accompany the style and mood of your event, offering bold flavors and a brilliant selection and each Chicago conference room comes equipped with top of the line videoconferencing and audiovisual capabilities. Leaving no detail overlooked, our professionals guide you through the entire planning process offering the skills and expertise vital to make your event a success.

• Spaces for 40-380 Guests
• 1 Rooftop
• 3 Restaurants
• 3 Total Spaces

Located in Chicago’s Bucktown neighborhood, Dēliz Italian Steakhouse offers a stylish setting for private dinners, corporate gatherings, cocktail receptions, and milestone celebrations. The two-level restaurant pairs plush seating and dramatic lighting with a lively, contemporary atmosphere designed for memorable evenings. Guests can enjoy handmade pastas, wood-fired steaks, premium Wagyu, seafood, and creative cocktails, with menus shaped around bold Italian flavors. Outdoor dining and flexible group arrangements extend the experience, while the central location near Wicker Park makes Dēliz a sophisticated yet approachable choice for events in Chicago.

• Spaces for 80-120 Guests
• 1 Rooftop
• 1 Restaurant
• 2 Total Spaces

Homestead on the Roof - our cozy, secret rooftop - is tucked away above Roots Handmade Pizza in the heart of West Town. This tranquil and enchanting venue is perfect for a wedding, rehearsal dinner, corporate event, or any other milestone. Chef Bryan Collante and event manager Kelsey Utterback are experienced professionals with vast experience in organizing the perfect evening. Homestead is one of the most exclusive venue spaces outside of downtown. This Chicago hidden gem is sure to charm guests and leave them talking about and remembering your social event for years to come. The magic of Homestead is its 85-seat and 120 standing outdoor rooftop patio with full view of the L-shaped, 1,000 square foot rooftop garden overflowing with beautiful flowers, two massive vertical hanging gardens, a decorative outdoor fireplace, warm edison string lights and a brand new water feature. Our indoor, air conditioned space is equally charming, with warm, rustic decor. Because Homestead is a part of one of Chicago's most respected restaurant groups, we have the unique ability to coordinate Chef Events, bringing together chefs and cuisine from all over our company to create an incredible array of events at Homestead or at off-site venues. Whether it's a special theme, style of cuisine, or interactive experience you are looking for: we have the team to make the experience customized and memorable.

• Spaces for 1-330 Guests
• 1 Rooftop
• 4 Restaurants
• 12 Total Spaces

TheWIT Chicago. Located in the heart of downtown Chicago’s theater district, theWIT provides guests with unparalleled access to Chicago’s greatest sites. Known for the unique blend of upscale, resort amenities, with the feel of a boutique hotel, theWIT expertly cultivates a luxury experience for guests. With a famed rooftop deck and sophisticated fifth floor spa, theWIT caters to all your needs. Nine private rooms (including a private, multimedia theater, rooftop space, tavern and dining space) are available to book for your next meeting or event. The ROOF at theWit was voted by the Illinois Meetings and Events Magazines as the "Best Outdoor Meeting and Event Space” in the city. With history of hosting countless corporate meetings, exquisite weddings, and an array of other social events, theWIT can make any event unforgettable. Choose theWIT as the venue for your next Chicago extravaganza!

• Spaces for 70-180 Guests
• 1 Rooftop
• 1 Hotel
• 1 space at this venue

Overlooking Chicago’s bustling River North neighborhood, Twenty Six is the ideal destination for your next celebration. With a unique combination of indoor/outdoor space, the venue is complete with an open-air rooftop terrace, custom lounge furniture and two bar areas. No matter the occasion your guests will enjoy the expansive views, delicious food and drink and modern lounge environment. There is no such thing as a boring day of meetings at Twenty Six. Situated on the 26th floor of the Eurostars Magnificent Mile hotel our one of a kind space is guaranteed to get your creative juices flowing. The indoor/outdoor venue is ideal for a day of casual meetings, brainstorm sessions and team building activities. Every event at Twenty Six is expertly catered by our in house caterer, LM Catering & Events. With over 10 years of experience producing events large and small across the Chicagoland area you can rest easy knowing that the team at LM is handling all the details.

• Spaces for 100-700 Guests
• 1 Rooftop
• 2 Outdoor Spaces
• 4 Total Spaces

Ideally situated in Chicagoʼs Pilsen neighborhood, Lacuna Events by LM offers a truly unique setting for your next event. Built in 1897 as what once was the worldʼs largest macaroni factory, the 5 story, 250,000 sq. ft. space maintains much of the original charm as the building has been carefully restored using a variety of the original materials. Lacuna Events by LM is also home to many talented Chicago artists and their one of a kind creations can be found throughout building and used as decor for private events. In the Summer months, the rooftop provides stunning views of the cityʼs skyline and is perfect for an outdoor ceremony or cocktail reception. Every event at Lacuna is catered by our in-house caterer, LM Catering & Events, who expertly handles all food and beverage needs as well as acting as the on-site event management team. The culinary team of experts at LM will work with you to build your menu using only the freshest and most seasonal ingredients.

• Spaces for 12-250 Guests
• 1 Rooftop
• 2 Restaurants
• 9 Total Spaces

Viceroy Chicago is an elegant, romantic space for your upcoming wedding, bridal shower, wedding rehearsal or any other event you plan to host. The Viceroy Chicago has many event spaces, dramatic in style, that are sure to wow your guests, such as a pool complete with its own bar and lounge, and a luxe golden indoor bar. The rooftop of Viceroy Chicago offers sweeping views of Downtown Chicago and Lake Michigan. The suites at the Viceroy Chicago are very impressive with modern, sleek designs and glamorous details. Nestled in Chicago’s historic Gold Coast neighborhood, Viceroy Chicago combines timeless elegance with contemporary sophistication. Built on the site of the original 1920s-era Cedar Hotel, the property seamlessly blends the building’s classic brick and terracotta façade with a sleek glass tower, creating a harmonious mix of old and new. The hotel offers 180 thoughtfully designed guestrooms and suites, each featuring Art Deco-inspired touches, luxurious bedding, marble bathrooms, and stunning views of the Chicago skyline. Guests can unwind at the seasonal rooftop pool or stay active in the state-of-the-art fitness center. Dining at Viceroy Chicago is a highlight, with Somerset serving modern Mediterranean flavors in a chic atmosphere. For an elevated cocktail lounge, Pandan, on the 18th floor offers handcrafted cocktails and Southeast Asian-inspired small plates, all with panoramic city views. Viceroy Chicago’s prime location places guests steps away from the Magnificent Mile’s shopping, dining, and entertainment. Oak Street Beach within easy reach. Whether traveling for business or leisure, Viceroy Chicago delivers a refined, memorable experience that celebrates the city’s rich history and vibrant culture.

• Spaces for 30-800 Guests
• 12 Rooftops
• 14 Restaurants
• 14 Total Spaces

Rising above Chicago's Loop, The Bell offers three penthouse floors of refined amenity space and multiple rooftop terraces designed for gatherings of every scale. From executive meetings of 10 to private dinners of 50 and grand receptions for up to 800 guests, each setting is crafted to impress with modern design, sweeping city views, and an atmosphere of understated sophistication. Perfectly situated at Randolph and Franklin, The Bell provides a distinguished backdrop for corporate functions, social soirées, and milestone celebrations alike.

• Spaces for 10-300 Guests
• 1 Rooftop
• 3 Restaurants
• 4 Total Spaces

Hello and welcome to Utopia. Friends, wanderers, and adventurers will find a home here. May you have a drink in your hand and a song in your heart this holiday season. A playground for adults aged 21 and over. Utopian Tailgate delivers high times, chill vibes, and an unforgettable experience where the party never ends...and neither do the views. With a curated menu of elevated tailgate fare and an extensive bar program, Utopian Tailgate delivers high times, chill vibes, and an unforgettable experience where the party never ends...and neither do the views. The tailgate party that lasts the entire year Utopian Tailgate is Chicago's newest never-ending rooftop partyscape, perched high atop Piper's Alley, above world-famous comic enclave The Second City. Our 300-person, 10,000-square-foot indoor/outdoor never-ending tailgate welcomes you with dreamy décor and engaging fun and activities. All year long, giant Jenga, drinking games, a disco dance party, and much more mingle with upscale meals and funny whistle-wetters. Birthdays, corporate retreats, bachelorette parties, and other special occasions are all celebrated at Utopian Tailgate. For groups of 20 to 150 individuals, book a private or semi-private area with us. Only those aged 21 and up are permitted to enter. Please visit Resy.com for the most up to date available reservation times for parties of 10 or less. Hello and welcome to Camp Utopia! Each tent has its own personality. Guests are welcome to hang out with their friends in their own private tent, which is decorated lavishly to fit each theme at Camp Utopia. Camp Utopia is open through early March.

• Spaces for 37-190 Guests
• 1 Rooftop
• 1 Outdoor
• 3 Total Spaces

Loft Lucia is a Chicago West Loop Event Space. We host private events ranging from Weddings, Parties, Showers to Corporate Events and Productions. Loft Lucia is a two level venue with a full commercial kitchen, two bars and big outdoor rooftop. Loft Lucia is divided into three areas: main floor, top floor and a large outdoor space. We also have a very large furniture inventory and plenty of in house decor. Additionally, we are thrilled to announce that we now offer micro-weddings! Our venue harmonizes luxurious urban chic with warmth and brightness. Loft Lucia literally means "Loft of Light." Our space features oversized industrial windows, exposed brick and a dazzling rooftop terrace with incredible landscaping. At Loft Lucia, we’ll make sure the vision for your special event becomes a reality and goes off without a glitch. Our Event Venue offers everything you need to create the stunning occasion you and your guests will always remember. We can’t wait to work with you.

• Spaces for 1-500 Guests
• 4 Rooftops
• 4 Restaurants
• 6 Total Spaces

The Dalcy is a private event hall located in the historic Fulton Market District. Sharing the third floor with Aba, a Mediterranean & California-inspired restaurant, the 6,000-square foot venue and 4,000-square foot rooftop patio is the ideal setting for cocktail receptions, weddings, social and business gatherings and corporate events. Celebrate your special day at The Dalcy. From personalized menu cards to all inclusive packages, The Dalcy's dedicated and experienced team will help make your wedding or special event a memorable experience from the planning process to a flawless execution. The Dalcy's event hall is a transformable space ideal for any type of event from weddings and celebration to corporate gatherings. The dedicated team at The Dalcy has more than a decade of experience in planning memorable events, celebrations, dinners and more.

• Spaces for 56-3,500 Guests
• 2 Rooftops
• 3 Bars
• 9 Total Spaces

Your guests will love the Historic Lobby, timeless with its 1920s tributes of white marble and gold accents. Paired with our modern reception rooms, Marquee Conference Center, and rooftop, this Chicago landmark provides the perfect back- drop for your event. The Old Post Office Then The Old Post Office is composed of three buildings, the first completed in 1921, with its current form completed in 1934. Its capacity was needed to serve Chicago's great volume of postal business, inflated by the mail-order businesses of Montgomery, Ward, and Sears. ARCHITECTS: Graham, Anderson, Probst, and White The Old Post Office Now The historic art deco structure is 12 stories tall, with a total of 2,500,000 square feet of office-lead mixed-use develop- ment. The completed structure is home to more than 12 event spaces, including the Historic Lobby, which has been restored to its original state, and a 3.5-acre rooftop called the Meadow.

• Spaces for 12-400 Guests
• 1 Rooftop
• 1 Ballroom
• 4 Total Spaces

Discover this unique event space located on the 17th floor of 167 Green, a new 640,000 square foot office building in Fulton Market District. The office amenity space is acclaimed as one of the most innovative floors in the country complete with a Ballroom that doubles as a full-size, professional basketball court (Town Hall), Sitting Room, Game Room, and Terrace with views of the city’s skyline. This venue is perfect for both social and corporate events and can host groups of 50-400 people in a combination of independent spaces. The events menu features the best of Lettuce Entertain You’s culinary offerings. 167 Events is an ideal setting for weddings, receptions, corporate events and social gatherings. Pricing for 167 Events always includes a food & beverage minimum spend and a rental fee for each space. Please inquire for pricing.

• Spaces for 25-5,000 Guests
• 2 Rooftops
• 3 Restaurants
• 9 Total Spaces

The home of the Chicago Blackhawks, the Blackhawks Ice Center, is a unique events venue offering versatile events spaces, a professional events staff to support your event, and a blank canvas for creativity. Whether it be a small intimate meeting, large product launch, corporate hospitality, large-scale trade show, or anything in between the Blackhawks Ice Center has a proven track record of hosting flawless events that are memorable for guests, turn-key for event planners, and on budget. Our versatile venue features four NHL-size ice rinks that can be covered for large-scale events (17,000 sq. ft. per rink), a premium restaurant and bar, outdoor space, multiple meeting spaces, and premium amenities. Guests can also enjoy exclusive access to Blackhawks player facilities, such as the locker room, lounge, training gym—plus behind-the-scenes VIP tours for an elevated experience. This is more than a venue, but is an experience. For the host, it is a turnkey process with our staff providing consultation, management and execution, while being an extension of our team. For your guests, it is a enjoyable and impactful experience with 100 years of Blackhawks tradition serving as the backdrop to your event.

• Spaces for 30-100 Guests
• 2 Rooftops
• 1 Bar
• 4 Total Spaces

Welcome to the Ivy Hotel, one of Chicago’s premiere boutique properties, boasting 63 guest rooms, an outdoor rooftop event space and 2 indoor ballrooms. One block away from the Magnificent Mile and a short walk to the lakefront, the Ivy provides a luxurious setting with modern style tucked away in the center of it all. Hotel Amenities: Non-Smoking Hotel Free Wi-Fi 24-Hour Front Desk Meeting and Event Space (Indoor and Outdoor) In-room Wet Bar and Mini Bar Lobby Lounge and Bar King Suite (Standard Room Type) Amenities: California King Bed Divided Living and Sleeping Area Two TVs Hardwood Floors Work Desk Private Bar & Mini Fridge Switch Powered Drapes Italian Marble Bathroom with: Double Vanity Sinks Rainfall Shower Deep Soak Tub Beekman 1802 Bath Amenities

• Spaces for 15-400 Guests
• 1 Rooftop
• 1 Restaurant
• 7 Total Spaces

Located on Michigan Avenue, Pendry Chicago offers a sophisticated setting for weddings, corporate events, and social celebrations in the heart of downtown. The hotel features art deco-inspired architecture, elegant ballrooms, stylish dining spaces, and polished guest accommodations that create a refined backdrop for gatherings of every size. With flexible event venues, attentive service, and a prime location near Millennium Park and the Chicago River, Pendry Chicago blends historic character with modern hospitality. From intimate dinners to large-scale receptions, the hotel delivers a memorable event experience shaped by timeless design and city energy.