Labor Day Weekend Happenings, September 2 – 5

The simple words getting you through this week: Three Day Weekend.

Monday is Labor Day, usually known as the official end of summer. Although bitter-sweet, we all deserve this three day weekend to properly close out one of the most eventful summers we’ve had in years. Whether you use this time for relaxation or to go ALL out, here is how you can spend the long weekend locally.

Brickhouse Tavern

Friday: Kick off the weekend with $6 Tito’s mules and $6 Tito’s John Daly!

Sunday: During Cub’s away games, Brickhouse hosts Away Game Brunch! This Saturday and Sunday, watch the Cubbies at Brickhouse and get the $30 all-you-can-eat buffet, and treat yourself to $20 bottomless mimosas.

Click here to make reservations.

El Nuevo Mexicano

This Clark Street Spanish spot usually opens at 4 pm on Mondays, but in honor of the holiday, El Nuevo is opening at 2 pm on Monday! Enjoy extended happy hour and dinner bundles. Vegan and gluten-free options are available so everyone can enjoy!

Click here to make reservations.

Berlin Nightclub

Berlin has two great shows this weekend! Friday night is STRAPPED. Dance all night from 10 pm to 4 am, and cheer on performers. The Saturday Night Drag Show is back! From 10pm to 2am, dance your heart out and support local queens! There will be a live DJs both nights. Both shows are $10 each!

Click here for tickets to STRAPPED.

Click here for tickets to The Saturday Night Drag Show.

Old Crow

On Sunday, Old Crow is hosting Morning Wood Drag Brunch! From 12 to 3 pm, be amazed by performances by Angelica Grace, Bambi Banks Coulee, and Secret Queen. Buy your tickets here.

Click here to see Old Crow’s brunch menu. 

Rizzo’s Bar and Inn

On Saturday, Rizzo’s is offering $20 White Claw Buckets


As usual, Sidetrack has a jammed-packed weekend. Friday night, join Rupaul’s Secret Celebrity Drag Race Viewing Party starting at 7 pm! This Saturday is Dog Day Afternoon, bring your pup to play! Dog Day runs from 1 to 5 pm. On Sunday, join in for Sunday Show Tunes!

Moe’s Cantina

Moe’s Cantina invites you to Sunday Funday. From 3 to 9 pm Moe’s is hosting a Jumanji All White Party on their rooftop! Enjoy cold drinks and live music. The party continues from 10 pm to 2 am with V5 Djs spinning reggaeton & Latin hits!

Wrigley Field

Saturday is the last concert at Wrigley Field this summer! See The Lumineers live at the Cubbies home turf. The show starts at 6:30 pm, and tickets to the show cna be found here.

Drew’s on Halsted

Brunch is always better with bottomless mimosas! For just $45, Drew’s on Halsted is offering six different mimosa flavors with a brunch entree! Click here to make your reservation. 

Sundae Shop

Cool off from your never-ending weekend festivities. Mention the Lakeview East Chamber and receive a free waffle cone with your ice cream purchase!

Windy City Sweets

Enjoy sweet ice cream deals all weekend! Friday, get any ice cream soda for $5.03. Saturday root beer floats are just $4.40, and Sunday hot fudge sundaes are $5.44! Stop by on Labor Day for double scoops of any ice cream for $5.49

The Colette Collection

It’s time for the Summer Sell-Out Sale! Colette Collection is selling ALL summer items for $30 or less! They are open Friday – Sunday and will be closed Monday for the holiday.

CRAM Fashion

CRAM is giving up to 60% off select summer styles for the beginning of their end of summer sale!


RICHARD DAYHOFF Underwear is fully crafted in the USA with the least resource consumption, and from high quality, environmentally-friendly materials. Its minimal design provides maximum impact; the wearer exudes provocative, yet elegant, sophistication. They are doing BOGO on trunks and briefs
in the colors black and carbon gray!

Click here to shop online.

Bonus Round Cafe

In honor of Labor Day, Bonus Round Cafe is giving 10% off all retail items on Monday. They’ll be open from 12 pm to 10 pm, so stop by and pick up a game or bring one home!


Calling all Dolly Parton fans! This Saturday and Sunday, Lark is hosting a Dolly themed drag brunch! From 11 am to 3 pm, join in for free-flowing mimosas, bloody Mary’s, sangria, bellinis, and $5 Bud Lights. Make sure to book a reservation ahead of time!


On Monday, Mordecai is hosting a dinner special! For just $25 get the Mordecai Burger, a side of fries, a beer, and a shot of Four Roses Bourbon.