Find Affordable Party Venues in Chicago: Event Spaces for Every Celebration

Search and book thousands of unique Party venues to rent for your event in Chicago, IL.
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  • 728
    Locations in Chicago, IL
  • 4.8/5
    Rating on Reviews.io
  • $327 /hr /hr
    Average cost

Top Party venues in Chicago, IL

  • SuperHost
    New Space | Tables & Chairs Included | Free Hour
    New
    4.9 (66)
    60+ guests
    Chicago, IL
    Responds within a few hours
    $85/hr Instant book
    10 Tables 50 Chairs Included 4 hour Minimum 1 free hour for setup! Bluetooth Speaker. Walk in Closet Kitchen Bathroom Freshly Remodeled Belmont Craigin venue just now available! Spacious, beautifully newly renovated store front. New laminate wood flooring, large east facing windows letting in lots of natural light. 15ft high ceilings with modern ceiling fans. Plenty of recessed ceiling lighting to illuminate your event. 100 sf Kitchen space with sink, work space, to store/prep catered food fo
  • SuperHost
    Spacious & Modern Event Space with Sleeping Loft
    New
    4.9 (47)
    60+ guests
    Chicago, IL
    Responds within a day
    $77/hr Instant book
    [LINK TO 3D TOUR: https://www.zillow.com/view-3d-home/49eb5633-2243-45d8-896f-b7fbbae832c9?setAttribution=mls&wl=true&utm_source=dashboard] About: — Bright & Spacious: 15' ceilings, modern design, seats up to 19 with additional furniture available. — Full Kitchen: Cook anything but seafood! — Sleeping Option: Two bedrooms + bath on mezzanine level for overnight stays (+ $275, checkout 10 am). — Flexible Use: Ideal for events, gatherings, and more (up to 50 guests).
  • SuperHost
    West Town Gallery/Loft Space
    New
    4.86 (22)
    60+ guests
    Chicago, IL
    Responds within a few hours
    $175/hr Instant book
    Over 1800 sq ft of open loft space with so much natural light and character beyond belief! At our space, there is also a little lounge area just inside the large rolling door that has access to shelves, mirrors, fridges, extra seating, etc. If you're looking for this space for a wedding or larger event, you may also have access to our foyer and lobby area for light decor and signage! Hardwood floors, exposed brick walls and 30-foot ceilings encapsulate a rustic and unique space for any phot
  • SuperHost
    Handy Space (photo, film, and event space).
    New
    5.0 (23)
    60 guests
    Chicago, IL
    Responds within a few hours
    $80/hr Instant book
    This 620 sq ft space is located in Bronzeville 3 doors south of Chicago's home of chicken and waffles. It's an ideal space for photoshoots, film shoots, meetings, and small events. This Handy Space accommodates 50 people or less and it is just the right size for your event.
  • SuperHost
    Mox.E Coworking
    New
    5.0 (7)
    5 guests
    Chicago, IL
    Responds within a day
    $95/hr Instant book
    The Venue is a historic building in the South Loop of Chicago. It features original brick walls and our recent renovation was designed by Gensler Design. Overflow features high ceilings with exposed beams and brick. The design is inspired by the rich history of our building which was once owned by VeeJay Records, at one point the largest Black-owned record label in the world. The space is perfect for music nights, art shows, networking events, and book signings. The event space can fit up to 8
  • SuperHost
    Converted Factory Loft Space with NYC Vibes
    New
    5.0 (15)
    60+ guests
    Chicago, IL
    Responds within a few hours
    $195/hr Instant book
    **PRICING Events: $175/hr Flat Rate Photoshoots & Productions: Base rate of $125/hr for Mon-Th before 7pm, and Friday before 3pm. Evening and weekend pricing is $175/hr. Cleaning Fee $85 Please note that larger bookings are subject to an increased cleaning fee.** Minimum Hours: 3hr min Monday-Thursday, 4hr minimum Friday-Sunday This unique loft is housed on the second floor of a converted factory rich with history and character. Our West Side boasts a 2,400 sqft floor plan that can be u
  • SuperHost
    Blackall Events
    New
    5.0 (11)
    60+ guests
    Chicago, IL
    Responds within a day
    $175/hr Instant book
    More than just a space- a gathering experience where art, materials, and history mix. Our venue is an unexpected event space and step outside the ordinary. It’s just off the bustle of Avenue at the tip of Wicker Park - part of “hipsterville” with a dash of flavor from the Puerto Rican sensibilities of Humbolt Park. This unique space can be used for a range of activities including private events, off-site meetings, photoshoots, and much, much more! Space and accommodation for: Off-Site
  • SuperHost
    CHARMING FIXER UPPER: Great Lighting!
    New
    4.75 (13)
    60+ guests
    Chicago, IL
    Responds within 1 hr
    $125/hr Instant book
    This is a wonderful 6 flat apartment building, around 100 years old, in need of much repair. The front of the apartments have beautiful French Door Windows, Juliette Balconies, and the lighting is so wonderful. The back of the apartments were demolished after the flood from the storm. 4 of the units are unfurnished, but we are flexible, and could provide furniture if desired. The building is mostly vacant, except for myself and my big dog. There are also two huge basements, and 5 garage space
  • SuperHost
    Studio Fit Chicago
    New
    5.0 (9)
    60+ guests
    Chicago, IL
    Responds within 1 hr
    $150/hr Instant book
    We have a boutique event rental space located in Old-Town Triangle/ Lincoln Park Chicago. It can be used for personal trainers, personally taught class rentals, many people use it for pre-bachelorette parties, kids fitness events, photoshoots, and more.
  • SuperHost
    Prenatal Fit
    New
    5.0 (12)
    30 guests
    Chicago, IL
    Responds within 1 hr
    $36/hr Instant book
    Open for rentals for yoga, meditation, meetings, photoshoot, filming, and more for small group of people. Stuido room 1 can accommodate 20 guests if without equipment. With AC, wifi, and street parking available.
  • SuperHost
    Bright Flex Space in Bucktown
    New
    5.0 (3)
    45 guests
    Chicago, IL
    Responds within 1 hr
    $75/hr Instant book
    Bright space in Bucktown with lots of free add-ons. Surrounded by resources and big box stores to cover any needs you might have. 12 foot ceilings, 4 large round tables, 7 rectangular tables with 50 heavy duty folding chairs. Loveseat and chair with 50" frame TV. Sonos bluetooth speaker. Functional kitchen in back with refrigerator, large sink and microwave. Large 7'x4' island with lots of other counter space for presenting food. Coat rack. 9' wide by 11' tall felt cork
  • SuperHost
    Tri-Taylor Banquet Hall, Conf. Center & Chapel
    New
    5.0 (11)
    60+ guests
    Chicago, IL
    Responds within a day
    $100/hr Instant book
    The banquet hall and chapel is located just a few minutes west of West Loop. The space has hosted countless weddings, photo shoots, film/digital productions, quinceañeras, birthday parties, baby showers, corporate/nonprofit events, and more! The space can host up to 180 guests for seated dinner, up to 300 guests for seated ceremonies, and up to 350 guests for standing room events. In addition to the banquet hall/chapel space, we have an outdoor patio adjacent to the space that seats 50 for din
  • SuperHost
    The Up Spot Home Of Uptown Nutrition
    New
    5.0 (6)
    60+ guests
    Chicago, IL
    Responds within a few hours
    $75/hr Instant book
    This space is a beautiful 975 square foot storefront cafe with natural light. The deco has an industrial - modern look, with very high ceilings and large windows that allow natural light into the space. Before there was Hollywood there was Chicago and although the neighborhood is known as Uptown, the actual location of the storefront used to be considered the theatre district in the early days.
  • SuperHost
    Thrift LLC
    New
    5.0 (10)
    60 guests
    Chicago, IL
    Responds within a few hours
    $100/hr Instant book
    History of our space By day our space is a trendy upbeat secondhand store. We have been in business since 2017 serving the immediate members of the Chicago Lawn and Gage Park community. By night we transform our store into a multipurpose event space. Neighborhood details Our event space is surrounded by an eclectic mix of restaurants and shops, as well a culturally diverse community. Logistics Our space is able to accommodate 75 people cocktail style. Guest will have access to the main eve
  • SuperHost
    Hip, Creative, Stylish Loft Space
    New
    5.0 (9)
    60 guests
    Chicago, IL
    Responds within a few hours
    $175/hr Instant book
    **PRICING Events: $150/hr Flat Rate Photoshoots & Productions: Base rate of $100/hr for Mon-Th before 7pm, and Friday before 3pm. Evening and weekend pricing is $150/hr. Base Cleaning Fee $85 Please note that larger bookings are subject to an increased cleaning fee.** Minimum Hours: 3hr min Monday-Thursday, 4hr minimum Friday-Sunday *All guests MUST use the buzzer system for entry. The downstairs door is not to be propped open for ANY reason. There is a hallway camera monitoring this doo
  • SuperHost
    Centre Construction Group
    New
    5.0 (9)
    5 guests
    Chicago, IL
    Responds within a day
    $500/hr Instant book
    Located in the West Loop, this event space offers clients an event space full of possibilities and staff dedicated to providing their clients with the best experience possible. Depending on the event, we offer several different layout options within our space. With our full basketball court, the space can remain open for activities, or we can have tables, couches, and chairs for seating. The space has a container bar with seating for eight and a second level over the bar that overlooks the entir
  • SuperHost
    Heat 3.0
    New
    5.0 (8)
    60+ guests
    Chicago, IL
    Responds within a few hours
    $150/hr Instant book
    This is a stunning spa like studio with a large beautiful lobby. Events with up to 40+ people fit comfortably in this entrance space but open the 2 studios and you can have up to 100 people. There are 2 studios each approximately 1300 sq. ft. with speaker system and amp ready to play off your smart device. We have 2 locker rooms with showers in each. There is also an infrared sauna that can be added to your package. Handicap accessible with elevator to second floor.
  • SuperHost
    Spacious Event Studio w/Natural Light + Wood Floor
    New
    5.0 (6)
    60 guests
    Chicago, IL
    Responds within 1 hr
    $75/hr Instant book
    This martial arts school features an open layout with natural light, wood floors, and endless creative possibilities. We've hosted parties, pop-up events, yoga and dance classes, photo-shoots etc.. We would love to host your event! Space Details/Amenities: - Open 2,000 sq. ft. Layout - Natural Lighting - Hardwood Floors - 2 Six ft tables -10 Six ft benches - Mirrors - WIFI - Small Kitchen w/ Sink, Microwave, Fridge/Freezer - Single Bathroom w/ Shower - Two Changing Booths - Cubbie Storage
  • SuperHost
    RLM Studio
    New
    5.0 (7)
    60 guests
    Chicago, IL
    Responds within a day
    $150/hr Instant book
    Modern, multi-functional kitchen studio space filled with light, and all stainless steel kitchen appliances. Design and create with us in this bright and open studio; perfect for lifestyle photo and video shoots, especially food-related content! The studio provides and intimate setting for Micro Weddings and celebratory gatherings: Bachelorette parties, Baby Showers, Birthdays, Anniversaries. Ask about our Private Chef partners when booking! We work with some of the top Chefs in Chicago, allow

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Frequently Asked Questions about Party venues

Have a question about Party in Chicago, IL?
  • How much does it cost to rent a party venue in Chicago?
    Several factors like venue type, location, and features can affect hourly rates, which range from $100 to $500. Giggster has rooms from $30 to $300+ with sound systems, lights, and decor. However, you may need to budget for meals or equipment.
  • What kind of venues are available for a party in Chicago?
    Party venues abound in Chicago, from stately mansions and trendy rooftop bars to rural barns and stylish lofts. A property with a stunning skyline is great for cocktail parties, weddings, milestone celebrations, and themed events like urban chic parties. If you don’t know where to begin your search, explore Giggster’s listings to find one-of-a-kind party venues in Windy City.
  • What’s the best neighborhood in Chicago to host a party?
    Chicago boasts unique neighborhoods with distinctive vibes and characteristics. Lincoln Park is a great choice for picturesque outdoor gatherings, whereas the energetic River North area is favored for its trendy urban vibe. You can also head to the historic Gold Coast district to discover intriguing historic sites. Every area has its own charm and features that will make your occasion unforgettable.
  • How much space do I need for my party venue?
    The size of the venue you'll need can vary depending on whether you plan to invite your closest friends only or everyone you know. A good rule of thumb is to allow at least 6 square feet per person. Think of seating arrangements, dance floor space, and any activities you have planned. Start small with a cozy 500 sq. ft. garden for intimate gatherings, or go big with a 10,000 sq. ft. warehouse to make a splash.
  • What’s the best way for guests to travel to Chicago for a party?
    Traveling to Chicago is a breeze. The closest major airport is O'Hare International, which is about 17 miles from downtown. Once in the city, travelers can take public transportation, or navigate the area by taxi or walking. Chicago is highly drivable, so renting a car is an excellent alternative. Choose a conveniently located party venue to make travel easier for your guests.
  • Do I need my own production or event insurance in Chicago?
    Yes. All renters are required to carry Comprehensive Liability and Property Damage insurance with liability coverage of no less than $1,000,000.
  • What protection plans are available for bookings in Chicago on Giggster?
    Giggster offers Damage Protection coverage that you can add to a booking at checkout. Learn more about Giggster's Damage Protection coverage.
  • What types of locations can I book in Chicago?
    You can choose from 42 types! Just search for locations in Chicago at giggster.com, then click 'Filters' to look for something specific.
  • How many Party venues are available in Chicago?
    Right now, there are 443 Party venues available in Chicago.
  • What payment methods does Giggster accept for Chicago bookings?
    You can pay for your booking with a credit card, or with ACH or wire transfer for bookings over $4k.
  • What is the cancellation policy for Chicago guests on Giggster?
    Refund options vary, based on when the booking is canceled. Learn more about Giggster's cancellation and refund policy.
  • What are the cleaning and safety policies for Chicago locations on Giggster?
    Now more than ever, your health and safety is our number one priority. We've outlined specific health and safety requirements for both hosts and guests. Learn more about Giggster's COVID-19 Health & Safety Measures.
  • What locations available near Chicago?
    You'll find up to 42 different types of locations in Chicago. Just start a search at giggster.com and narrow things down with the 'Filter' option.
  • Is there an extra cost to add more attendees to my Chicago booking?
    Yes. Pricing tiers are based on group size. For example, if you booked a space for a group of 1-5 for $30/hr, the price per person is $6/hr. Each additional person would increase the rate by $6/hr.
  • How much are average location rentals in Chicago?
    Rental rates vary with the type and features of the location, but the average rate in Chicago is $327 per hour.
  • Why should I choose Giggster over other platforms offering rentals in Chicago?
    Giggster's got your back — and we know our stuff. Our Customer Support team is knowledgeable and accessible, we offer white glove Select service to help you find the perfect location, and we're experts on the unique needs of production teams.
  • What is the price range for Party venues in Chicago, IL?
    Booking prices vary with the property type, features, and rental length, but generally a 1-hour booking will be in the range of $27 to $3,600.
  • Which Party venues are most popular in Chicago, IL in 2025?
  • How do I book a Chicago location on Giggster?
    When you find the right venue, you can connect with the host to get additional info and work out the details. Once everything is all set, you can book and pay for the location in a couple of clicks. Learn more about booking locations.

Reviews for Party venues in Chicago, IL

Elle M.
5
Beautiful space. Hosts were wonderful to work with. Easy parking. Highly recommend.
Melissa B.
5
It was a great place for my daughters baby shower. It accommodated 50 + guests and was affordable. The tables and chairs were a great addition. The owner was very helpful. Street parking worked out well for my guest. I would use this space again for future parties.
Edwina T.
5
The service, space , and owners were awesome! Thank you to Bill and their special helper!!!
T.J. A.
5
This place was amazing for my 40th birthday party and Michael was a great host. Everything looked great, the rental went smoothly, and it's a gorgeous space. Highly recommend!
LAURA m.
5
Beth and everyone at the coffee shop were so kind and helpful, and the space is very nice. It was just a perfect venue for a small gathering!
Ashley J.
5
Michael was amazing with helping us host my boyfriends 30th surprise party! The space is absolutely beautiful and exactly like the pictures above. He was very considerate in terms of allowing our friends to set up decorations prior to our arrival, and very fast at communicating whenever we had questions. Will definitely come again whenever we need another spot for a surprise party :)
Linda I.
5
This was my first time using a rental space and my experience was a positive experience. My event turned out nice, guest complimented the space, and were pleased with the area. The host were nice.
Alex M.
5
Wonderful space, staff, communication! Thank you. I will look into booking here again.

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Find Party venues in Chicago, IL

Chicago, IL, goes by many names, but the Windy City sticks for many reasons. It describes the city's windy weather, breezy lakefront, and talkative folks. The city has a lot to offer, with fascinating places all over, from downtown Chicago to West Town and the Bridgeport neighborhood. Art and design lovers will love The River North, while restaurant lovers will enjoy visiting West Loop.

The Morgan Arts Complex, Magnificent Mile, Navy Pier, Millennium Park, and International Museum are just a few of the city's top must-visit attractions. These are all hallmarks of an ideal destination to enjoy fun times and create new memories, with numerous event spaces ready to welcome crowds celebrating different functions. Whether for business meetings, corporate events, or cocktail parties, Chicago has an event venue for the occasion!

Giggster has an event space primed for hosting all occasions. With Chicago as the backdrop for your next event, choose from our selection of spaces with beautiful Lake Michigan views, exposed brick walls, or a grand staircase with contemporary art.

Why Giggster for Your Party in Chicago

Our site offers hundreds of listings covering all Chicago event venues, guaranteeing you'll find versatile spaces for corporate functions, baby showers, and other social events. Consider event venue ideas that can inspire your forthcoming special event:

  • Does flexibility top your checklist for an ideal venue for your next event? A darkroom studio fits the bill, with brick walls, mirrors, WiFi, LED, and smart-activated lighting. A contemporary event space suits everything from fitness classes to dance parties.
  • Book a minimalist speakeasy in the West Loop if your party would benefit from a laid-back, casual atmosphere. Modest yet functional party venues are all the trend. Features like a pool table, cafe tables, vintage Sansui stereo system, and off-the-alley loading zone are ideal for mixers, intimate weddings, and photo/video shoots.
  • Check out a contemporary, spacious venue with a sleeping loft for an occasion requiring modern sophistication. Comfortably accommodate many guests for a standing cocktail or fewer people for a seated dinner.
  • Are you looking for a conveniently located venue for your corporate meeting? Consider a small South Loop conference room with high ceilings, exposed brick, and a rich history.

Transform Your Party in Chicago Starting at Just $27/hour

Exceptional Variety & Quality: From charming fixer-uppers to storefront cafes and elegant studio bars, Giggster's 443 listings in Chicago, IL, guarantee a perfect venue for every special occasion. Our site has a suitable setting for your next event.

Hassle-Free Booking: Our user-friendly platform provides every detail you need to know about a venue, including pricing. Best of all, Giggster offers unique party venues starting at $27/hour. You can narrow your search based on event type, venue style, and rental price.

24-Hour Free Cancellation Policy: There's always an off chance that planning private events won't go as expected. Giggster's 24-hour free cancellation policy allows you to postpone your private dining event or intimate gathering.

Platform Protections: Giggster's optional platform protection covers event permit requirements. Book a New Space | Tables & Chairs Included | Free Hour, knowing you can attach an add-on insurance package covering liability and damage.

Pros and Cons of Parties in Chicago

Giggster makes it easy to lock down a Chicago event venue, guaranteeing an outdoor setting or unique venue for your forthcoming gathering. Still, knowing what you are signing up for when booking private event spaces in the Chicago Bears' stomping grounds helps dot your Is and cross your Ts.

Advantages

  • Chicago, IL, rests strategically on Lake Michigan, presenting an opportunity to host a beach party. The best Chicago event venues provide scenic views and striking backdrops for your photos.
  • Chicago's world-class dining options make it an all-around food lover's paradise. From the restaurants in River North serving international cuisine to the dinner spots downtown, you can find dishes that please your palate and caterers for your event.
  • The Hyde Park Jazz Festival, Chicago Theatre, Chicago Jazz Festival, and Art Institute of Chicago shape the city's cultural scene. It's the best place to host a party centered on dance, music, the visual arts, or theater.

Disadvantages

  • The last thing you want is for the traffic in downtown Chicago to delay your event. Most popular venues around the city also tend to have people congestion, so consider these aspects when exploring such areas.
  • Bone-chilling winters make the city a gloomy place where nothing much happens—the below-freezing temperatures peak from December to February.
  • Chicago has environmental challenges from transportation and industrial sources. The poor air quality can impact outdoor events.

The Best Party Venues in Chicago

After assessing what a venue offers and its suitability for your forthcoming gathering, pinning down a versatile event space kickstarts the next step in your planning process. It could be a banquet hall in the West Loop or a unique venue in River North; one thing is for sure: Giggster will help you find a private party space that ticks all the boxes. Our site has 443 event space listings you can rent in Chicago.

Bars – Birthday Parties. Your next birthday party should unfold in a beautiful, multi-faceted space. Chicago has many studio bars that can host photo shoots, yoga classes, and private parties. Most feature cocktail tables, fully stocked bars, and bartenders serving delicious cocktails.

Lofts – Intimate Gatherings. The heart of Chicago has lofts that double as photography studios and event spaces. These versatile venues have high ceilings, cyclorama walls, and surround sound systems.

Cafes – Brunches and Dinner. A cozy and casual storefront cafe creates a great venue for brunch or other food-based gatherings. Book an industrial-style cafe with natural light, colored walls, and high ceilings for private dinners guests won't soon forget.

Homes – Sophisticated Soirees. Do you prefer a homely yet luxurious setting for your party? Chicago, IL, has many cozy and elegant upscale homes. You get all the comforts of a residence, including air conditioning, WiFi, and even a spa bathtub!

Gardens – Receptions. Chicago has sprawling gardens that accommodate all crowd sizes for graduation, wedding, and funeral receptions. They are also ideal settings for tastings, outdoor yoga classes, and photo/video shoots.

Planning Your Party in Chicago

Organizing any gathering starts with researching locations before booking the best event venue. Features that contribute to a seamless event and fun experience should also help you pick the best location. Giggster also assists with selections of thoughtfully curated party locations, and with these tips, you can pull off an epic event.

Pick the Best Venue – Chicago offers a selection of private rooms in upscale restaurants and small party venues with modern amenities. Your budget and the particular occasion are some aspects that can guide your decision.

Work with Local Professionals – Local catering companies, event planners, and decorators can help plan your next gathering. They'll also offer invaluable insights about the lay of the land and point you toward discounts and other incentives.

Pick a Theme – A theme is the glue that holds it all together, from the invitations to the menu. Decade themes suit birthdays and anniversaries, while movies and pop culture references work for all occasions.

Prepare for the Unexpected – Besides the small things like having extra ice and menu items, plan for weather changes. It could mean preparing a secondary venue or tents to shield guests from the sun's rays.

How to Save Money on Your Party in Chicago

Your party budget in Chicago varies depending on the occasion and where you intend to host the event. However, using these tips, you can still pull off an affordably fun gathering in the Windy City.

Have you scouted the best location?

Choosing an event venue in the Fulton River District might cost more than a location in West Town. Therefore, consider this when looking for event spaces around the city for your social or corporate event.

Is there an all-inclusive package?

Most event spaces allow you to bring your own food if they provide something other than in-house catering. However, consider all-inclusive plans that cover event planning, decoration, and catering. Some venues also offer bartending services or beverage packages.

Ask for discounts.

When hiring different vendors or event planners, it doesn't hurt to ask about discounts. Most vendors typically provide favorable group rates, add-on services, or discounts on advance payments. You'll be surprised that all it takes is to ask for available offers to receive great deals and save money!

Chicago Parties with Giggster

Giggster offers a list of venues for all occasions, making it easy to find and book the best possible setting for your forthcoming shindig. The choices are exhaustive, from trendy restaurants and hidden speakeasies to lofts and sprawling estates. We have listings in neighborhoods across Chicago, and an event setting for your scheduled occasion is a click away.

By Emma Madden

Famous party venues from Chicago history

Nearly two centuries ago, on March 4, 1837, Chicago was incorporated. Yet even in its relatively short history, the White City has played host to iconic supper clubs, jazz nights, balls, and overall budget-busting shenanigans.

Most of Chicago's epochal parties hail back to the Gilded Age, when socialites frequented private, swanky clubs that played host to all kinds of decadent and debonair scenes. Remnants of that time still remain, even if the venues have since gone through several transformations. No matter the change, the stories from those heady nights have been recirculating for decades, and there's no doubt those legendary tales will keep being passed down for years to come.

Undeniably, the city's nightlife has played a pivotal role in shaping Chicago into the storied and bustling hub that is today, turning it into the sophisticated metropolis that it's become. To celebrate some of the very best nights out in history, Giggster has spotlighted five iconic party venues—and the shindigs that made them famous—in the Windy City.

The Biggs Mansion

Chicago's historic Biggs Mansion was originally home to the high-flying John DeKoven, a banker who commissioned the eminent architect Edward Burling to design the structure. Burling decked out the mansion in tiered chandeliers and Italian fireplaces—a decadent setting for the extravagant parties DeKoven would host in his home, the likes of which made the city's society pages for decades to come.

Today, the property largely functions as a cigar aficionado's haven. After a renovation project spanning two years that spared no costs and cut no corners, the Biggs Mansion was reopened to the public in September 2014. It now maintains the property's legacy as one of the very finest cigar emporiums, lounges, and member's clubs in Chicago. Fred Latsko, the venue's current owner, poured several million dollars into the restoration project—and it shows. While the building was left in a somewhat sorry state prior to the 2010s, Latsko managed to return Biggs Mansion to its former glory.

Chicago Coliseum

Right at the tail end of the 19th century, Chicago elected two aldermen to serve each ward: John "Bathhouse" Coughlin and Michael "Hinky Dink" Kenna (his small stature earned him that nickname). Their First Ward Ball developed an infamous reputation in the papers for being riotous and obscene, so much that the 7th Regiment Armony banned the pair from hosting the party there again.

The event nevertheless grew an even bigger crowd at the Chicago Coliseum—where circus acts and horse shows were among the biggest events in its early years—and lasted from 1896 until 1908, when prohibition laws spoiled the party. The annual political fundraiser developed an infamously lewd reputation across its two-decade existence, with parties attended by everyone from society thrill-seekers and noblemen to policemen and politicians. Even the waitresses are said to have paid $5 to attend (mostly on account of the tips they'd make).

The drink-guzzling was so legendary that, as soon as invites were issued, merchants began offering discount prices to the party's organizers, knowing they'd make more money than they knew what to do with. In the First Ward Ball's final year, around 20,000 guests drank in excess of 10,000 quarts of champagne and 35,000 quarts of beer, making it a solid candidate for one of the booziest nights in Chicago's history.

London House

Named after the 1920s neo-classical building it occupied, Michigan Avenue's London House encompassed a pair of nightclubs that were founded by brothers George and Oscar Marienthal in the mid-'40s. Toward the end of the decade, London House had become famed for its supper clubs. For a time, it was considered one of the most exquisite eateries in the city, a reputation it earned in part by its ties to the popular Fort Dearborn Grill. In the following decade, the venue became one of the country's foremost jazz venues and welcomed the likes of Dave Brubeck, Erroll Garner, and Frank Sinatra Jr. to its stage.

The history of Chicago jazz wouldn't have been the same without London House. However, in the 1970s, alongside the decline of jazz and the rise of rock 'n' roll, London House transitioned into none other than a Burger King. The suburbanization that overtook the city that decade had certainly dampened the party spirits, though it's since been somewhat revived. Today, the building serves as a high-end hotel that has been welcoming guests since 2016.

The Gaslight Club

If you truly wanted a glimpse into Hugh Hefner's world, you'd sooner enter The Gaslight Club than the Playboy Mansion. The original bachelor's paradise, The Gaslight Club is said to have inspired Hefner's vision for Playboy, what with its va-va-voom girls and atmosphere. A throwback to the decadence of the early 1900s, The Gaslight Club opened in 1953 as an updated form of a speakeasy, handing out exquisite cocktails to its tens of thousands of guests each year.

Dixieland jazz was the venue's specialty, and the genre's contagious fun soon spread throughout the city, though it was sadly short-lived: The glamorous club closed its doors in the 1980s. However, a watering hole bearing the club's name is now in operation at Chicago's O'Hare International Airport in tribute to the glittering venue.

The Tavern Club

Situated on North Michigan Avenue, the Tavern Club has served up shots to some of Chicago's most revered city-dwellers. The 1960s were the club's heyday, when it played host to the likes of Carl Sandburg, Frank Lloyd Wright, as well as Mayor Daley. A vital component of Chicago's high-flying social life, the club boasted some of the city's finest wines and food, which were enjoyed alongside a panoramic view of Michigan Avenue and Lake Michigan, as well as an ice-skating rink that once sat on the terrace of the 26th floor.

Sadly, the club closed shop after losing its lease in 2007. However, it was revived in the 2010s as part of a $60 million renovation and now serves as a luxury social space and tavern with capacity for 125 guests.