Top Uptown Holiday Party Venues

• Spaces for 95-1,000 Guests
• 3 Restaurants
• 2 Event Spaces

Cubby Bear is located across the street from historic Wrigley Field and plays host to local and National acts, in addition to corporate and social events! With plenty of private party rooms overlooking the Wrigley Field marquee, and menus ranging from the Classic Chicago Dog to Prime Rib Carving Stations, there's something for everyone and every budget! Located in the heart of Wrigleyville, the Cubby Bear has deep roots in Chicago’s music and nightlife scene. It has witnessed some of the most historic Cubs victories and has hosted numerous national and local musical acts. Decades later it remains a top destination for year round live music and sports entertainment. Our venue has been recognized as Best Rock Club by the Chicago Music Awards, #1 Neighborhood Bar in Chicago by Maxim magazine and even 7th best sports bar in the United States by Sports Illustrated. Over the years, we have hosted events; large and small. From birthdays to formal Corporate events, we have the ability to accommodate our customer’s needs.

• Spaces for 40-300 Guests
• 2 Event Spaces
• 3 Meeting Spaces

Designed with meetings and special events in mind, the Gleacher Center at University of Chicago’s Booth School of Business features streamlined architecture, versatile room formats and state-of-the-art technology. With stunning views of the Chicago River and Lake Michigan, the location in the heart of Chicago’s business community, just blocks away from the Loop and steps away from the Magnificent Mile, the Gleacher Center offers the perfect atmosphere to conduct impressive meeting and events in prestigious surroundings.

• Spaces for 150-350 Guests
• 2 Hotels
• 2 Ballrooms
• 2 Total Spaces

Warwick Allerton Hotel Chicago is the epitome of historical elegance and timeless class. Since 1924, this landmark on the Magnificent Mile has been a gathering place for Chicagoans and visitors, blending rich history with modern sophistication. Its stunning architecture and legendary past make it one of the city’s most iconic venues for weddings, galas, and milestone events. The crown jewel, the Tip Top Tap Ballroom, sits on the 23rd floor with sweeping views of the Chicago skyline and Lake Michigan. Once a famed lounge and social hotspot of the 1940s and 1950s, it welcomed celebrities and dignitaries from around the world. Today, it has been beautifully restored, accommodating up to 200 guests for weddings, receptions, and special occasions. Alongside Tip Top Tap, the Buckingham Ballroom and Huron Room provide versatile spaces for ceremonies, meetings, and social gatherings. Our full-service catering and events team, led by an experienced Wedding Director with 25+ years in hospitality, ensures every detail is thoughtfully planned and seamlessly executed. From customized menus and tastings to floorplans, timelines, and vendor coordination, couples receive guidance and creativity at every step. We also specialize in cultural and religious traditions—including South Asian, Jewish, Catholic, and multicultural weddings—making each celebration truly personal. Beyond the ballrooms, the Warwick Allerton offers stylish accommodations, dining, and the convenience of hosting all wedding weekend events under one roof. Guests enjoy the hotel’s prime location on Michigan Avenue, surrounded by world-class shopping, dining, and Chicago attractions. Whether planning an intimate ceremony or a grand reception, Warwick Allerton blends historic charm with modern service to create unforgettable experiences. Let our history become part of yours.

• Spaces for 18-115 Guests
• 3 Restaurants
• 3 Bars
• 3 Total Spaces

Located in Chicago’s River North neighborhood, DJ’s Great Room offers a warm, stylish setting for private dinners, cocktail receptions, company happy hours, and social celebrations. The restaurant features three distinct event spaces, including the Great Room, the Anteroom, and the Private Dining Room, with flexible layouts suited to gatherings of varying sizes. Seasonal American cuisine, customizable menus, creative cocktails, and genuine hospitality shape each experience. Blending nostalgic character with contemporary design, DJ’s Great Room creates an inviting backdrop for events that feel polished, comfortable, and thoughtfully hosted.

• Spaces for 50 Guests

Located in the heart of Chicago’s Wrigleyville neighborhood, The Chicago Hotel Collection Wrigleyville offers a distinctive setting for meetings, corporate gatherings, social events, and group stays. Whether hosting an intimate business retreat, welcoming out-of-town guests, or planning a celebratory event weekend, groups can take advantage of the hotel's central location, modern amenities, and vibrant neighborhood atmosphere. With thoughtfully designed guest rooms and curated local experiences, The Chicago Hotel Collection Wrigleyville provides a memorable backdrop for events of all kinds.

• 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.

• Spaces for 40-168 Guests
• 2 Restaurants
• 3 Bars
• 3 Total Spaces

Located in Chicago's River North neighborhood, Monty's Chicago and Motel Bar Chicago offer two distinct hospitality experiences under one roof, seamlessly transitioning from a bright daytime café to an intimate evening restaurant and cocktail bar. Guests can gather for everything from morning meetings and casual lunches to private dinners, cocktail receptions, holiday parties, and corporate events. Contemporary interiors, warm wood finishes, vintage-inspired design, and flexible private event options create an inviting backdrop for celebrations of all kinds. Whether hosting a small gathering or a full venue buyout, the space combines thoughtful service, elevated cuisine, and handcrafted cocktails in a welcoming setting.

• Spaces for 12-85 Guests
• 4 Restaurants

Located in the heart of Lakeview, Ella Elli is a charming space full of conversation and globally inspired cuisine. Our private and semi-private events spaces can host 10 - 85 guests for cocktail reception and buffet style events.

• Spaces for 200-600 Guests
• 3 Hotels
• 3 Ballrooms
• 3 Total Spaces

Located in the heart of Chicago’s iconic Gold Coast, The Westin Michigan Avenue is a premier destination for luxury weddings, corporate events, social gatherings, and private parties. Just steps from the Magnificent Mile, our hotel offers convenient access to top attractions like Navy Pier, The Art Institute of Chicago, Grant Park, and upscale shopping and dining. With over 36,000 square feet of flexible event space, including 20 meeting rooms and the stunning Great Lakes Grand Ballroom, we can accommodate everything from large-scale weddings and galas to intimate bridal showers, rehearsal dinners, and boardroom meetings. Our light-filled venues feature skyline views, custom layouts, and premium amenities that create the perfect backdrop for any celebration or conference. Let our experienced Chicago wedding planners and event coordinators help you bring your vision to life. From personalized event planning and award-winning catering to on-site spa services at Body Rituals Boutique Spa, we offer a full-service experience for your special day or corporate occasion. Whether you’re planning a downtown Chicago wedding, a corporate retreat, or a milestone celebration, The Westin Michigan Avenue delivers impeccable service, modern elegance, and a prime location. Ask about our wedding packages, group rates, and event promotions today.

• Spaces for 180-450 Guests
• 2 Ballrooms
• 2 Event Spaces
• 1 Meeting Space

Set along the Chicago River near Navy Pier, Loews Chicago Hotel offers a contemporary setting for meetings, weddings, and social events. The venue features more than 31,000 square feet of flexible event space, including elegant ballrooms, modern meeting rooms, and a rooftop terrace with sweeping skyline views. Floor-to-ceiling windows bring in natural light, creating a polished backdrop for both intimate gatherings and large-scale celebrations. With elevated design, thoughtful service, and a prime downtown location, the hotel delivers a seamless and memorable event experience.

• Spaces for 150 Guests
• 2 Event Spaces

• Spaces for 80-120 Guests
• 1 Restaurant
• 1 Outdoor
• 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 32-250 Guests
• 3 Restaurants
• 1 Bar
• 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 14-500 Guests
• 5 Restaurants
• 3 Bars
• 4 Event Spaces

Located in the heart of the Fulton Market District, Swift & Sons is the premier dining destination in the West Loop. The floor plan includes an upper and lower level Tavern, an expansive main dining room as well as two private dining rooms with adjacent private bar, and the Wellington Room. World-renowned design firm AvroKO has created a space indicative of a classic Chicago style steakhouse updated with modern finishes and décor. Our private dining rooms can accommodate parties of up to 30 guests each or the rooms can be combined to accommodate parties up to 64 guests. The rooms feature lofty ceilings, expansive windows that overlook Fulton Market Street, wood paneled walls, and beautiful wood floors. The rooms share a private bar and sitting area. Located off of our main dining room, our Upper Tavern space can accommodate up to 20 guests. This semi-private dining nook is comprised of two fixed walls, a pony wall, while the fourth wall opens to main dining floor of Swift & Sons. This space offers a lively, yet intimate entertaining option. The Wellington Room is an extension of our Swift & Sons dining room, and your destination for elevated private dining for up to 40 guests. Through this room’s private entrance, guests are greeted by shining brass, lush upholstery, and a bespoke bar, guaranteeing a truly singular event in an exclusive setting. For a larger scale event, Swift & Sons is available for buyouts of our main dining room as well as the upper and lower Tavern. With seating for up to 300 and accommodations for up to 500 guests for a reception style event, a full buyout at Swift & Sons will certainly make a grand statement. The West Loop of Chicago—and more specifically, Fulton Market—is where American steak was born. The team of Boka Restaurant Group, B. Hospitality, Executive Chef Chris Pandel, and world renowned designers, AvroKO, have created Swift & Sons—a place that not only elevates what has already been done, but evolves the American steakhouse for the modern diner. The experience mirrors that of walking into a luxury, old boys club—turn of the 20th century office building with high ceilings, stained glass lighting, and mosaic marble floors. Raw concrete columns and mushroom capitals are left exposed, providing peeks to the original architecture of the building which was (not un-ironically) once a Cold Storage facility in the middle of the meatpacking center of Chicago.

• Spaces for 20-350 Guests
• 1 Restaurant
• 2 Bars
• 3 Total Spaces

Inspired by the coastal regions of Provence and Saint-Tropez, co-founders Luke Stoioff and David Rekhson have tapped French-trained heavy hitters and Mediterranean all-stars to execute the compelling menu at La Serre. Helming the kitchen are Chef Nikitas Pyrgis, hailing from La Guérite in Cannes; plus, Chef Partner Athinagoras Kostakos, formerly of Alain Ducasse in Monaco and Partner in both DineAmic’s LÝRA and VIOLÍ concepts.

• Spaces for 40-750 Guests
• 4 Restaurants
• 1 Outdoor
• 4 Total Spaces

NAIA features Greek-Levantine cuisine from the same chef partner, Athinagoras Kostakos, the culinary force behind some of DineAmic Hospitality’s most notable restaurants, including Lyra, Violi, and La Serre. NAIA is 12,000 square feet. The space is thoughtfully designed to host multiple fully private events at the same time. NAIA is divided into two areas: restaurant and lounge. Each area has its own layout, design, full service bar, and river views. An airwall separates the two spaces and can be opened for a seamless flow between the two or closed to create a fully private area. On the restaurant side, the private dining room accommodates up to 40 guests and features a mirrored wall that allows you to see out while maintaining privacy so outside guests cannot see in. The space is situated toward the back of the restaurant, but guests still have a view of the river. There is also a semi-private round table in the main dining room for 8 to 12 guests. The full restaurant seats around 250 guests. The lounge features soft seating and hosts up to 200 to 250 guests for a cocktail style event, or it can be divided into two private spaces using an additional airwall. The lounge can also be set with dining tables upon request. The full venue accommodates upwards of 750 or more guests for a cocktail style event.

• Spaces for 10-300 Guests
• 1 Bar
• 8 Hotels
• 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 100-1,000 Guests
• 4 Museums
• 1 Landmark
• 4 Total Spaces

The Museum of Contemporary Art in Chicago is an engaging and provocative space that serves as an ideal venue for your private events. The MCA’s iconic, modern building is conveniently located in the heart of downtown Chicago, and is perfectly suited for weddings, corporate, and non-profit events in search of an inspiring, artistic locale. The museum space, designed by Josef Paul Kleihues, is both an innovative and accommodating environment for your event. Our west-facing, four-story windows create both a luminous interior space and panoramic view of Chicago’s skyline. The spacious Kovler Atrium is great for large celebrations, while our galleries allow for unique and intimate experiences where guests can socialize amongst some of the world’s most celebrated contemporary art.

• Spaces for 16-1,300 Guests
• 4 Restaurants
• 1 Landmark
• 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.

• Spaces for 20-400 Guests
• 5 Restaurants
• 5 Bars
• 5 Total Spaces

Jake Melnick’s Corner Tap is Chicago’s favorite hangout famous for our wings, great burgers, terrific salads, home-cooked specialties, decadent desserts and an awesome selection of beer and cocktails — all enjoyed in a comfortable and welcoming neighborhood spot. Whether you’re hosting an intimate get together for family and friends, or a corporate reception, our experienced event planner will customize a menu that is sure to satisfy the cravings of 15 to 400 guests. Great for watch parties for any sport, as an official Bears, Bulls, Blackhawks, and Cubs bar, we’re the spot to catch all the games, no matter the season. Great for post wedding brunches, welcome parties, bachelor parties, company happy hours, and everything in between. The crew at Jake’s will make your event a huge success by providing first-class service in a laid back setting, & enough fun to keep the good times flowing and the party goers going! So don’t miss out on everything we’ve got to offer and start planning your next event with us today!