Happy hours, specials & events

More good plans

Schedules change — always check with venues before heading out.

Happy hour

2Bears Tavern Uptown

Uptown

MondayOpen–close

$5 premium well cocktails and $8 Wynks, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Wells + Wynks
Happy hour

2Bears Tavern Uptown

Uptown

TuesdayOpen–close

$3 house shots and $8 house cocktails, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Shots + cocktails
Happy hour

2Bears Tavern Uptown

Uptown

WednesdayOpen–close

$5 premium well cocktails, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Premium wells
Happy hour

2Bears Tavern Uptown

Uptown

ThursdayOpen–close

$6 premium well cocktails and $7 signature margaritas, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Margaritas
Happy hour

2Bears Tavern Uptown

Uptown

FridayOpen–close

$6 premium well cocktails and $8 Wynks, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Wells + Wynks
Happy hour

2Bears Tavern Uptown

Uptown

SaturdayOpen–close

$6 premium well cocktails and $8 Wynks, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Wells + Wynks
Happy hour

2Bears Tavern Uptown

Uptown

SundayOpen–close

$6 premium well cocktails and $7 signature margaritas, alongside daily $5 Jäger, Fireball, and Malört; $4 Old Style, PBR, and Hamm’s; free pinball and darts; and BYOF.

Margaritas
Dance

Sidetrack

Boystown

Monday8 PM–2 AM

Musical Monday brings show tunes and music videos to Sidetrack's big screens all evening.

No regular cover
Trivia

Sidetrack

Boystown

Tuesday8 PM

Weekly trivia followed by pop-favorite videos through close; OUTspoken LGBTQIA+ storytelling takes over the first Tuesday each month at 7 PM.

Weekly
Dance

Sidetrack

Boystown

Friday3–7 PM

TGIF Show Tunes on the big screens, followed by the Friday dance party from 9 PM–2 AM.

No regular cover
Drag

Sidetrack

Boystown

Saturday3–6 PM

A recurring afternoon of drag and games, followed by Sidetrack’s Saturday Night Dance Party from 8 PM–3 AM.

Drag + dance
Dance

Sidetrack

Boystown

Sunday7 PM–2 AM

Sunday Funday Dance Party follows afternoon Show Tunes and party music across the bars.

No regular cover
Happy hour

Nobody's Darling

Andersonville

Wed–SunVaries by day

Darling Specials: Wed–Thu 5–7 PM, Fri 4–6 PM, Sat 2–4 PM, and all day Sunday.

Sunday all day
Trivia

The SoFo Tap

Andersonville

Wednesday8–10 PM

Nerd Bear Trivia with themed questions, prizes, puns, and free entry at the neighborhood bear bar.

No cover
Dance

The SoFo Tap

Andersonville

Friday9 PM–2 AM

The SoFo Tap’s weekly flagship bear party. All regular weekly programming is free unless otherwise noted.

No cover
Games

The SoFo Tap

Andersonville

Saturday12–3 PM

Dog-friendly patio and bar hangout for four-legged guests and their people.

Dog friendly
Happy hour

The SoFo Tap

Andersonville

Sunday12–3 PM

Sunday hangout with drinks, laughs, and the regular crew; Bearaoke follows later that night.

No cover
Karaoke

The SoFo Tap

Andersonville

Sunday9 PM–1 AM

Weekly bear karaoke at The SoFo Tap.

No cover
Happy hour

Lark

Boystown

Tue–Fri5–6:30 PM

$5 Bud Light, $6 red or white wine, $7 well cocktails, plus 25% off starters and appetizers.

Food + drinks
Dance

Decibel / The Belmont

Boystown

Friday10 PM

Late-night DJ sets and a full dance floor inside The Belmont; check the venue for the week’s DJ and cover.

DJ night
Drag

Second Story

Uptown

Saturday8 PM

An intimate upstairs cabaret night with rotating local hosts and performers; bring cash for tips.

Rotating lineup
Happy hour

Dorothy

West Town

Weeknights6–7 PM

$10 Dorothy menu cocktails, $8 spirit-free cocktails, and an $8 rotating dealer’s-choice drink.

No event nights
Drag

Roscoe’s

Boystown

Saturday12 PM & 2 PM

Weekly drag brunch hosted by Queen Batty Davis, with a $50 bottomless mimosas, bubbles, and brunch package; reservations recommended.

Weekly brunch
Happy hour

Replay Lakeview

Boystown

MondayFrom 2 PM

All-day happy hour every Monday at Replay Lakeview.

Every Monday
Games

Replay Lakeview

Boystown

Monday7 PM

Weekly Mario Kart night at Replay Lakeview.

Weekly
Games

Replay Lakeview

Boystown

Tuesday9 PM

Weekly Super Smash Bros tournament.

Weekly
Karaoke

Replay Lakeview

Boystown

WednesdaySign-ups at 9 PM

Weekly karaoke at Replay Lakeview.

Weekly
Trivia

Replay Lakeview

Boystown

Thursday7 PM

Weekly Thursday trivia, followed by Thicc Thursdays at 9 PM.

Weekly
Dance

Replay Lakeview

Boystown

Thursday9 PM

Weekly late-night Thursday party at Replay Lakeview.

Weekly
Happy hour

Replay Lakeview

Boystown

Sunday12 PM

Weekly Sunday Heat day party at Replay Lakeview.

Weekly
Bingo

The Closet

Boystown

Sunday6 PM

Recurring neighborhood bingo in the compact two-level bar; check same-day socials for the host and prizes.

Verify same day

Save the date

Yearly Events

Two big Chicago weekends worth planning around.

June

Chicago Pride Parade

The annual parade travels through Uptown, Boystown, and Lincoln Park with community groups, floats, and celebrations across the city.

Pride Chicago

August

Northalsted Market Days

A two-day street festival along Halsted with live music, drag, food, drinks, local vendors, and packed patios throughout Boystown.

Market Days

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