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A wonderful cross-section of Chicago converges in Boystown for the Northalsted Halloween Parade.
A wonderful cross-section of Chicago converges in Boystown for the Northalsted Halloween Parade each year. From drag queens to kids to pets, this annual Boystown event inspires some of the most stunning costumes in Chicago. So make sure you swing by the costume store beforehand!
- Stay close to Northalsted and enjoy the Halloween Parade at its best. Try the Majestic Hotel on West Brompton, or the Hotel Zachary on North Clark Street. Check out the top 10 hotels in Lakeview for more options.
Haunted Halsted, The Main Parade
When it comes to the holy day of Halloween, Chicago’s gayborhood is dead serious. This is the only parade in the city that happens on Halloween night, whenever Halloween falls. Chicagoans bring out their weird, wild and spooky every year in Boystown.
- The annual parade kicks off on October 31.
- $4,000 in Prizes & After Party
- $500 First Place, $250 Runner Up in 5 Categories!
- Scary,Drag,Creative,Youth,Cosplay,Group <6 and Large Group 6+
- Registration & Parade Starts at: Halsted & Belmont
- Parade Ends at: Halsted & Brompton
- Awards Show & After Party at: Halsted & Roscoe
Marching in and attending the parade is free, but you’ll have to register if you want to march or perform in the parade. The costume contest is also free, but with over 2,000 entrants, you’d better have a damn good costume.
- Stay at the Best Western Plus Hawthorne Terrace Hotel: This is a comfortable choice with a fitness center and spa. It’s situated close to Boystown and within walking distance of many bars and clubs. It is also a “Travel Proud” certified hotel.
Event Schedule
- 6:30PM Costume Contest Registration – Halsted & Belmont
- 7:30PM Parade Kickoff at Halsted & Belmont
- 8:00PM Parade Ends at Halsted & Cornelia
- 8:30PM Awards Show: Halsted & Brompton (3514 N. Halsted; parking lot)
- 10:00PM End of Event
The Lead Up Contests & Parties
- Many of the districts gay bars host their own costume competitions during the week leading up to the Halloween parade.
- Top tip! See as many costume contests at local clubs as possible. If you’re coming with an elaborate costume, there are lots of prizes to be won. Sidetrack host some amazing Halloween pre and after parties.
- Circuit mom hosts a stunning Halloween party with amazing light, sound, costumes and theatrical production.
- Cuntea also host a special Halloween Tea Dance edition at Fantasy Night club.
- Stay at the “Exceptional” rated, Guesthouse Hotel: Situated a bit further north in Andersonville but still close to the LGBTQ+ scene, this hotel offers spacious apartment-style rooms with kitchens.
Popular Gay Bars in Chicago during Halloween
Located in the Lakeview neighborhood on the North Side of Chicago, Boystown was one of the first officially recognized gay villages in the United States. Centered along North Halsted Street from Belmont Avenue to Irving Park Road, it’s filled with rainbow pylon landmarks that celebrate the LGBTQ+ community. The area is home to numerous gay bars, clubs, restaurants, and businesses.
- Sidetrack: One of the most popular bars in Boystown, Sidetrack is known for its sizable space, multiple rooms, and large video screens that play a mix of music videos and other fun clips. Their themed nights, like “Show Tunes,” are particularly popular.
- Roscoe’s: A longstanding favorite, Roscoe’s features a dance floor, a quieter front bar area, and a back room for performances, including drag shows.
- Berlin: Known for its eclectic crowd and inclusive environment, Berlin has themed dance parties and late-night hours. It’s a spot known for embracing the alternative and edgy side of the gay scene.
- Scarlet Bar: This bar is famous for its fun theme nights, like “Frisky Fridays,” and energetic dance floor.
- The Call: Located a bit north of Boystown in Andersonville, another LGBTQ+-friendly neighborhood, The Call offers a mix of music video programming and drag performances.
- Big Chicks: Also in Andersonville, Big Chicks is a welcoming bar known for its mix of clientele, from younger folks to older regulars. Their companion diner, Tweet, serves brunch and is also popular.
- Cell Block: A leather and Levi’s bar with a more relaxed feel than some other Boystown venues. They have a pool table and theme nights, catering to a specific subset of the LGBTQ+ community.
- The Baton Show Lounge: Legendary for its drag performances, The Baton has been hosting shows for decades and is considered one of the premier drag venues in the country.
- Jackhammer: Located in the Rogers Park neighborhood, Jackhammer is known for its edgier, alternative vibe, particularly in the late-night basement area called “The Hole.”
- Kit Kat Lounge & Supper Club: This spot offers a mix of dining and entertainment, with drag divas performing as you dine.
Recommended Hotels in Chicago
The following hotels are all close to the city’s top attractions, the parade and after party.
The Peninsula Chicago, The Silversmith Hotel, Gray Hotel, Thompson Chicago,
Get an early deal on your hotel
Book now and pay on arrival.
The Hyatt Regency is close to all the
events & offers superior rooms & service.
For further information and advice on
Northalsted Halloween Parade Website
The area in Chicago with the most gay bars is Boys town offering over 20 bar, we have chosen hotels close to this area that have good revues on bookings.
108 E Superior St, Chicago, IL 60611
Located along the Magnificent Mile, this Chicago hotel is 5 minutes' walk from the Museum of Contemporary Art. The hotel offers a full-service Asian-inspired spa, award-winning restaurants, and spacious luxury guest
with city views.A 42-inch flat-screen TV and free WiFi are featured in every room at the Chicago Peninsula. Each room includes a temperature and lighting control console and soaking tub in the en suite bathroom.
21 E Bellevue Pl, Chicago,
Located in the Chicago city centre, this luxury boutique hotel boasts an on-site restaurant and complimentary property-wide WiFi access. Shopping and dining on Michigan Avenue is 2 minutes’ walk away.
A flat-screen cable TV and a mini bar are offered in every modern guest room at Thompson Chicago. The bathrooms feature bathrobes, deluxe bath amenities and modern rain shower-heads.
122 W Monroe St, Chicago,
Just blocks away from the luxury shopping, dining and entertainment of Michigan Avenue’s Magnificent Mile, this boutique hotel is located in the heart of the Loop in downtown Chicago and offers a rooftop bar, complimentary evening
and contemporary-styled guest rooms with free WiFi.Every room at
Hotel includes a flat-screen TV, iPod docking station and a private bathroom with bathrobes and luxury Atelier Bloem bath products. Select rooms offer a separate living room and spa bath.10 S Wabash Ave, Chicago,
Located in the centre of the Loop, near
’s theater and financial district, this hotel is close to dining, shopping, and many . include cable TV and free WiFi.Featuring a contemporary design, each room includes a refrigerator and coffeemaker at The
Hotel. Guests can enjoy pay-per-view movies in the high-ceiling rooms.933 West Belmont AvenueChicago, IL 60657
Located in the city’s Boystown neighborhood, this
hotel features Art Deco style décor, complimentary daily breakfast and free WiFi.Every room at
provides a flat-screen cable TV and a work desk. A fully-stocked minibar and small refrigerator are also included.3434 North BroadwayChicago, IL 60657
This historic hotel is within 10 minutes' walk of
and the Red Line train to downtown . It features a glass-enclosed hot tub and contemporary rooms with free Wi-Fi.A 42 inch flat-screen TV and laptop safe are included in each guest room at Best Western Hawthorne Terrace. A microwave, coffee maker, and refrigerator stocked with free bottled water are provided.
528 West Brompton AvenueChicago, IL 60657
Near Wrigley Field, home to baseball's
Cubs, the historic Majestic Hotel offers to Chicago attractions and a free daily breakfast. It includes complimentary WiFi access and guestrooms with 32-inch flat-screen TV.Built in the 1920s, the completely non-smoking Majestic Hotel provides 24-hour coffee and tea service along with free
. Guests can also enjoy relaxing in the hotel's sitting area in front of a wood-burning fireplace.3558 N Wilton Ave, Chicago, IL 60657
This modern apartment is fitted with air conditioning, a fully equipped kitchen, a living room with a flat-screen TV, and a private bathroom with shower and free toiletries. Boasting free WiFi. Everything you need to enjoy your stay
631 W Roscoe St, Chicago, IL 60657
Luxury apartment offering a living room with flat screen TV, a fitted with a kitchen with a washing machine 1 bedroom with double bed and 1 bathroom with shower, this apartment features free WiFi.
3441 N Halsted St, Chicago, IL 60657
This vintage modern décor 2-bedroom apartment Offers a living room with flat-screen TV, a fully equipped kitchen with dishwasher and 1 bathroom with a shower. Located in middle of all the excitement of Boystown
933 W Newport Ave, Chicago, IL 60657
This lovely 3-bedroom apartment is professionally designed with modern furniture, a spacious living room, a fully furnished kitchen and bathroom. Your ideal accommodation for a perfect getaway.
3439 North Halsted Street Chicago, IL
Replay gay bar is the premier entertainment establishment. An extensive collection of the finest bourbons and a huge selection of craft beers (over 20 on tap alone!), Replay also boasts the largest collection of vintage arcade games in the East Lakeview!
3359 North Halsted Street Chicago, IL 60657
Progress Bar Chicago. Boystown neighborhood bar located at the corner of Roscoe & Halsted. Progress Bar features a friendly staff, great DJs, music videos, your favorite libations & 16 draft beers to choose from!
3452 North Halsted Street Chicago, IL 60657
Whether a date, casual night out with friends or a private party to celebrate a special occasion, elixir gay bar is an ideal spot for cocktails, conversation & small plate dining.
3729 North Halsted Street Chicago, IL 60613
Bobby Love's gay bar has been active in the Chicago community since 1999. It is the only karaoke bar in Boystown, and during the day is a neighborhood bar home to beloved regulars. A variety of specials happen day-to-day, and the occasional event. Bobby's is a favorite during pride season, as the parade runs right past our door, and is just down the block from the Market Days festival.
3352 North Halsted Street Chicago, IL 60657
D.S. Tequila Co. is a contemporary casual, full service, tex-mex restaurant and bar in the heart of Lakeview, Chicago. polular with gay boys
3325 North Broadway Street Chicago, IL 60657
Popular Lesbian bar always busy
3726 North Broadway Street Chicago, IL 60613
Great staff, killer drink specials, and good music. Charlie's is a fun place to bring all your friends. Regular events like Kareoke, drag queens, Two Stepping and line dancing
3733 North Halsted Street Chicago, IL 60613
Chicago's neighborhood gay sports bar since 1983! Offering cold drinks, a great beer selection, pool, darts, and all the games on TV.
3320 North Halsted Street Chicago, IL 60657
The go to gay dance bar in Boystown. Great place to go if you're looking for a fun, energetic atmosphere with an incredibly friendly staff.
3339 N Halsted St, Chicago, IL 60657, United States
Gay bar with a diverse crowd open late offeing drah shows & dancing.
3641 North Halsted Street Chicago, IL 60613
Chicago's Premier Gay Dance Club, Featuring the Incredible Phazon Sound System from the Legendary Twilo-NYC, Laser Lights, Visual Effects and a Friendly Staff.
3169 North Halsted Street Chicago, IL 60657
Gay Night Club Featuring Hot male dancers!
3702 North Halsted Street Chicago, IL 60613
Cell Block is the only Leather/Fetish bar in Chicago’s Boystown neighborhood and has been serving the community for 25 years. Originally opened as “The Loading Dock” bar it has always attracted a wide range of people from Chicago’s diverse gay community. When The Loading Dock ceased to operate it was sold and re-opened as Cell Block. Today, Cell Block thrives and is still an important part of the neighborhood in addition to serving the leather and fetish interests of Chicago’s LGBTQ community. Cell Block is known throughout the country for its monthly puppy patrol parties.
3458 North Halsted Street Chicago, IL 60657
Boystowns hottest Dj line up and best 21+ gay dance club!
3356 North Halsted Street Chicago, IL 60657
Chicago’s leader in nightlife and entertainment best drag queens in town
3349 North Halsted Street Chicago, IL 60657
Sidetrack has welcomed Chicago's LGBTQ+ community, and the world, for 38 years with a unique mix of your favorite music videos. Join us for our famous Frozen Cocktails, Show Tunes 3 times a week, our fabulous rooftop deck and our fun nightly parties.
3317 North Broadway Street Chicago, IL 60657
Gay Bar and Cocktail Lounge Boystown Chicago
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We have chosen hotels in Chicago that keep you close to all the shops, restaurants & bars
Highlights of the North Halsted Street Halloween Parade
Chicago, affectionately known as the “Windy City,” is a must-visit destination for LGBTQ+ travellers seeking a vibrant, welcoming, and diverse experience. The city is home to Northalsted (formerly Boystown), one of the first officially recognized gay villages in the United States. Remember, Chicago has an efficient public transit system, so you’ll have easy access to all the city offers no matter where you stay.
The heart of Chicago’s downtown and home to some of its most iconic landmarks with great hotels.
A great place to stay if you’re a foodie or a fan of the arts, and close to the city’s best shopping.