Top Chicago Wedding Outdoor Spaces

• 2 Wedding Albums
• Spaces for 50-320 Guests
• 2 Outdoor Spaces
• 1 Hotel
• 4 Total Spaces

The Gwen, a Luxury Collection Hotel, Chicago offers an Art Deco-inspired setting along the Magnificent Mile for weddings, corporate meetings, conferences, receptions, rehearsal dinners, and private celebrations. Set within the historic McGraw-Hill building, the hotel features 15,901 square feet of event space across 13 rooms, including The Gallery Ballroom for up to 400 guests, The Grand Salon, intimate boardrooms, and a rooftop terrace overlooking the city. Custom catering, adaptable audiovisual technology, high-speed Wi-Fi, and dedicated event planning support gatherings of varying styles and scales. With art-filled interiors and panoramic city views, The Gwen creates a distinctive backdrop for memorable Chicago events.

• 8 Wedding Albums
• Spaces for 15-250 Guests
• 1 Outdoor
• 1 Event Space
• 1 Meeting Space

A rooftop ballroom and open-air terrace, The Penthouse Hyde Park offers Art Deco-inspired design with expansive views of the Chicago skyline and Lake Michigan. Sleek, sophisticated, and simple, our venue acts as a blank slate to make your dream event come to life. Whether you’re planning a seated reception for 150 with dinner and dancing or a cocktail-style gala for 200, The Penthouse Hyde Park provides the perfect setting. A Century in the Making The Penthouse Hyde Park, located atop the former Piccadilly Hotel & Theater, offers an air of refined elegance that nods to its 1920’s roots. Our north and east walls feature 20’ arched windows that showcase skyline and lakefront views, unlike anything you’ve ever seen. Intricate crown molding has been restored to its original glory to provide just a touch of character. The space has been outfitted with modern lighting and a sound system to provide guests with a high-end experience they’ll remember for years to come.

• 25 Wedding Albums
• Spaces for 40-250 Guests
• 3 Outdoor Spaces
• 1 Restaurant
• 13 Total Spaces

Waldorf Astoria Chicago is a sanctuary of Parisian-inspired elegance nestled in the heart of the city’s Gold Coast neighborhood. With its chateau-style courtyard, apartment-style rooms and suites featuring private terraces and fireplaces, an award-winning spa, and exceptional dining, the property offers a luxurious escape just steps from Chicago’s finest attractions. Whether you're planning a wedding, reception, birthday celebration, baby shower, corporate meeting, or private dinner, Waldorf Astoria Chicago provides a timeless setting for life’s most memorable moments. From intimate salons to a grand ballroom adorned with jeweled chandeliers, each space is thoughtfully designed to reflect your vision. Our dedicated team, personalized menus, and signature service ensure every event is effortlessly elegant and truly unforgettable. Elegant Venues - From a unique outdoor courtyard to enchanting ceremonies in the Sinclair Ballroom to intimate gatherings in our refined salons, Waldorf Astoria Chicago offers the perfect backdrop for your event. Expert Wedding and Event Planning - Our dedicated team of specialists collaborate with you to infuse personal touches and the signature Waldorf Astoria style and service into every detail. Comprehensive Wedding Packages - Relax as we bring your vision to life. Our thoughtfully designed packages include everything needed for a seamless celebration, delivered with the renowned Waldorf Astoria hospitality.

• 46 Wedding Albums
• Spaces for 1-275 Guests
• 1 Outdoor
• 3 Event Spaces
• 4 Total Spaces

The Ivy Room is a modern oasis in the heart of River North at Medinah Tree Studios, just two blocks from the Magnificent Mile, and in close proximity to the Loop, Navy Pier, and Millennium and Grant Parks. When you host your event at The Ivy Room, your guests will appreciate the beauty and convenience of such an incredible Chicago venue. The Ivy Room embodies a history of artistic elegance. The ballroom windows offer picturesque views of the courtyard garden, transforming every event into an extraordinary experience. Host your intimate dinner party, engagement party, or shower in our event spaces, or choose The Ivy Room for your luxury wedding ceremony and reception.

• 22 Wedding Albums
• Spaces for 50-700 Guests
• 1 Outdoor
• 2 Ballrooms
• 4 Total Spaces

Host Unforgettable Events at Builders BLDG – A Landmark Chicago Venue Located in one of Chicago’s most iconic landmark buildings, Builders BLDG is a premier private event space operated by Prime & Provisions. This architecturally stunning venue features a dramatic four-story atrium, exposed original brick, elegant marble floors, and a sweeping staircase with ornate gold handrails — offering the perfect backdrop for luxury events in downtown Chicago. Builders BLDG is ideal for a wide range of occasions, including corporate events, networking receptions, fundraising galas, product launches, weddings, mitzvahs, and more. The venue’s flexible floor plan and historic charm allow for creative event design, while the Prime & Provisions team provides world-class catering and seamless planning support. Whether you’re hosting an intimate celebration or a large-scale affair, Builders BLDG delivers timeless elegance, modern amenities, and unmatched service in the heart of the city. Contact us today to plan your next unforgettable Chicago event.

• 1 Wedding Album
• Spaces for 18-225 Guests
• 1 Outdoor
• 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.

• 25 Wedding Albums
• Spaces for 10-300 Guests
• 1 Outdoor
• 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.

• 11 Wedding Albums
• Spaces for 32-900 Guests
• 1 Outdoor
• 4 Restaurants

Host your event in Urban Wine Country. City Winery Chicago provides a full service event program with head to toe planning. Our spaces tailor to any event or occasion. Contact our team today and turn your event into an experience with City Winery Chicago. Offer your guests a unique wine experience to make your event unforgettable. We offer food and wine pairings, wine blending, custom wine labels and more!

• 7 Wedding Albums
• Spaces for 20-79 Guests
• 1 Outdoor
• 1 Restaurant
• 5 Total Spaces

Whether you’re planning a corporate meeting or private event, Hotel Zachary is the perfect location in the heart of the iconic Wrigleyville neighborhood. The Drawing Room is a nontraditional event space ideal for corporate meetings, presentation-style sessions, board meetings, industry conferences and social events of all types. The pool table and adjacent Den lounge space allow for prefunction mingling and networking. Our clean, simple modern design is infused with subtle nods to Wrigley Field architecture, baseball history, our city and its neighborhoods. Hotel Zachary is honored to receive two recognitions on this year's World's Best Awards from Travel + Leisure. Hotel Zachary was named one of the "Best 15 City Hotels in the Continental United States" and came in at No. 2 for the "10 Best Hotels in Chicago." The Word’s Best Awards are among the most prestigious in the travel industry and are selected entirely by Travel + Leisure readers.

• 19 Wedding Albums
• Spaces for 350-750 Guests
• 1 Outdoor
• 1 Rooftop
• 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.

• 54 Wedding Albums
• Spaces for 16-1,300 Guests
• 2 Outdoor Spaces
• 4 Restaurants
• 5 Total Spaces

Situated in the heart of the city, with striking views of the Chicago River and city skyline. RR Events offers an impressive setting for your next party or meeting. Run by a successful and seasoned Culinary team, RR Events is a lively social house and gathering place. Experienced event planning and service teams aim to accommodate and anticipate your needs for a flawless event. Whether you’re planning a grand gala for 600 people or an exclusive affair for 8, the delectable, customized menus and exceptional views will impress! The RR Events team offers assistance with all aspects of planning, including booking, menu design and beverage pairing, audio-visual needs, parking, floral and event decor, and additional logistics as requested. With seven event spaces to choose from – each featuring sophisticated decor that pays tribute to the historical landmark building the restaurant is housed in – the options for corporate and social events are endless at RR Events.

• 25 Wedding Albums
• Spaces for 56-3,500 Guests
• 1 Outdoor
• 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.

• 40 Wedding Albums
• Spaces for 37-190 Guests
• 1 Outdoor
• 1 Rooftop
• 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.

• 49 Wedding Albums
• Spaces for 100-700 Guests
• 2 Outdoor Spaces
• 1 Rooftop
• 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.

• 13 Wedding Albums
• Spaces for 12-250 Guests
• 1 Outdoor
• 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.

• 34 Wedding Albums
• Spaces for 1-500 Guests
• 3 Outdoor Spaces
• 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.

• 8 Wedding Albums
• Spaces for 1-330 Guests
• 1 Outdoor
• 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!

• 132 Wedding Albums
• Spaces for 175-20,000 Guests
• 4 Outdoor Spaces
• 1 Restaurant
• 8 Total Spaces

Imagine gorgeous indoor and outdoor space all in one venue! Café Brauer is one of Chicago’s most highly prized rental venues for good reason. This timeless Prairie School- style landmark, completed in 1908 and listed on the National Register of Historic Places, offers both earth-toned elegance and unparalleled location. Its second-floor Great Hall is the centerpiece, with its soaring, skylit roof, Tiffany-inspired glass chandeliers, stained-glass windows, tile mosaics and flanking, curved oudoor loggias providing spectacular views of the surrounding park and city skyline. A newly landscaped circular drive greets guests on Stockton Drive, but the horticultural pièce de résistance lies immediately to the east and south: Nature Boardwalk at Lincoln Park Zoo, a thriving prairie pond ecosystem teeming with native plants and wildlife.

• 8 Wedding Albums
• Spaces for 80-120 Guests
• 1 Outdoor
• 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.

• 8 Wedding Albums
• Spaces for 70-180 Guests
• 1 Outdoor
• 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.