Central Park Bar in Avondale will offer patio hangs and happy hour on Monday, September 2. Starting at 4 p.m. until 7 p.m., all drinks will be half-price (excluding shots). The Frozen Mango Spicy Margarita with Ghost Spicy Blanco Tequila, mango, triple sec and lime (regularly $12).
Weather-permitting, guests can use the full 3,500 square foot Backyard Bar complete with a covered outdoor bar, bumper pool table, picnic tables, porch swings, photo booth, claw machine, and a fire pit.
Downtown
Cindy's Rooftop
Brunch service on Monday, September 2 from 11am-2pm.
Photo courtesy of Central Park Bar
Lakeview
Cody's Public House
Cody’s Public House in West Lakeview will host a Cubs vs Pirates pregame party on Labor Day. Open at 12 p.m., guests can join Cody’s for game day specials like $5 Old Style tall boy cans, $6 Spiteful Brewing Bleacher Bum Blonde and $7 Cubby Bombs before heading to the game at 6:40 p.m.
Cody’s will broadcast the game on 16 65-inch TVs throughout the space including six outside. Weather permitting, Cody’s beer garden offers seating, darts and bean bags. For reservations, email events@codyschicago.com.
The Graystone Tavern
Chicagoans headed to the 6:40 p.m. Cubs vs Pirates game on Labor Day can pregame at The Graystone Tavern located a block from Wrigley Field. The bar will offer Cubs game day specials like $8 Sam Adams Summer Ale 22-ounce steins, $8 Twisted Tea 22-ounce steins, $10 Tito's Lemon Shake Up, $12 Super Claw (White Claw Seltzer + shot of White Claw Vodka), and $3 to $4 specialty tacos.
Graystone will broadcast the games on 9 TVs throughout the bar and newly weatherproofed patio that features string lights overhead, six TVs, and games like bags, giant Jenga and giant Connect 4.
Wake 'N Bacon
Brunch all weekend from 8 a.m. to 4 p.m. at Wake ‘n Bacon, in East Lakeview.
Guests may choose from a Labor Day Weekend Combo featuring The Phatty and a Mexican Coke for $15. The Phatty is a flour tortilla rolled with crispy potatoes, scrambled eggs, black beans, rice, cheddar cheese, maple peppercorn bacon, and fresh salsa verde.
In celebration of National Waffle Week, which kicks off on Labor Day, Wake ‘n Bacon Executive Chef Will Silas has created a special chorizo and cheddar stuffed bubble waffle, topped with cilantro lime cream and pickled fresno chilies. The special will be available Monday, September 2 through Friday, September 6 for $15.
Lincoln Park
All Too Well
All Too Well is offering party-size sandwich specials on Labor Day. They will have housemade 13”x18” focaccia sandwiches cut into square slices available as turkey pesto, Italian, or turkey, ham, and chipotle mayo for $38 each.
aliveOne
After the Labor Day barbecues, patrons can head to aliveOne in Lincoln Park at 8 p.m. to sip on $7 PBR and whiskey shot combos while they play free music trivia with Whaddayaknow Trivia. Afterwards, guests can stick around to play free pool until close.
Americano
Americano offers weekend brunch service from 10 am - 3 pm on Saturdays and Sundays. Breakfast classics on the covered patio, which overlooks Lincoln Park, seats 81, and is dog-friendly. The “Griff & Bones” corner provides fresh water and tasty treats, and the servers are equipped with personal dog bowls for those dining on the dog-friendly "pawtio." Reservations are available on OpenTable.
Lincoln Square
The Getaway
The Getaway, will open at 8 p.m. on Labor Day. Guests will find cocktails ($13 each) like the Spicy Bonkey with Sombra mezcal, lime juice, hot honey syrup, pineapple juice, ginger beer, and Angostura bitters or the Chai Chai Slide with Tito's vodka, Mr. Black coffee liqueur, Averna Amaro, housemade chai syrup, Bitter Truth Pimento Dram, and black walnut bitters.
Logan Square
The Owl
Guests looking for a late-night Labor Day party can head to The Owl in Logan Square from 10 p.m. until 4 a.m. on Monday, September 2. Guests can sip on seasonal cocktails like the Moonstruck with Old Overholt Rye Whiskey, Aperol, Meletti Amaro, pineapple, lime, and simple syrup or the Legally Blonde with Beefeater Gin, New Deal Ginger Liqueur, passionfruit, lemon, and simple syrup.
Photo courtesy of All Too Well
Navy Pier
Reunion
Labor Day Brunch will be available on the Reunion patio. Starting at 11am, dishes like Deviled Eggs, Fried Chicken with whipped mashed potatoes and housemade hot sauce, Chicken & Waffles with a potato cheddar waffle and maple syrup, and Steak & Eggs with fries and gravy. Live music with Bottomless LaMarca Prosecco Mimosas and Tito’s Bloody Marys, for $35 per person (90-minute limit).
Photo courtesy of Kristen Mendiola for Reunion
Noble Square
Frontier
Labor Day Weekend Brunch on Saturday, August 30th & Sunday, September 1st. From 12:00 pm - 4:00 pm, a brunch entree, pastry, and a Mimosa or Cowboy Punch for $39.
River North
Flight Club
Flight Club Chicago will extend its weekend brunch hours to include Monday, September 2. All Labor Day Weekend long bottomless mimosas, flatbreads and brunch bites, and Social Darts from 11am – 3pm.
Guests can make a 90-minute reservation and choose from packages featuring bottomless or à la carte food and beverage offerings.
La Grande Boucherie
La Grande Boucherie offers their special Lunch Prix Fixe menu for $29 available Monday - Friday 11am - 4pm.
Olio e Piu
Olio e Piu’s Labor Day Lunch Prix Fixe for $32. Available Monday through Friday from 11 AM - 4 PM.
Sunda New Asian
Celebrate Labor Day weekend brunch at Sunda New Asian River North, Saturday & Sunday from 11am-2pm.
The Smith
The Smith is extending its brunch menu to Fridays, available from 9:30 am to 4:00 pm so that guests can jumpstart their holiday weekend early. Plus, they will be open on Labor Day Monday, offering four full days of brunch.
Choose from a variety of offerings, including Churro Waffles, Vanilla Bean French Toast, Avocado Toast, Grilled Chicken Sandwich, Mac & Cheese, and more. As an added bonus, with the purchase of any entrée, guests will receive a complimentary brunch cocktail of their choice.
Ukrainian Village
Heritage Restaurant & Caviar Bar
Heritage (Sunday, September 1 from 12p-6p) will roast two whole hogs throughout the day.
Photo courtesy of Frontier
Wicker Park
Ina Mae Tavern
Ina Mae Tavern will host on Monday, September 2nd from 11:00 am - 5:00 pm a Labor Day Patio Party. $25 plates include boiled shrimp, corn, & potatoes as well as a Hurricane or Ina Whiskey Punch. Live music from 1:00 pm - 4:00 pm alongside $10 boozy frozen cocktails.
Lottie's Pub
Lotties Pub offers on Monday, September 2nd a Maker's Mark BBQ and cornhole toss. Happy hour from 12:00 PM - 5:00 PM with $4 Mich Ultra, $5 Kona Big Wave, $9 Maker’s Lemonade Mason Jars, a $10 Kentucky Mule cocktail menu, $10 BBQ Chicken Tenders, and $10 Smokehouse Burgers. Maker’s Mark sampling at 2:00 PM and Labor Day Trivia at 7:00 PM with first place receiving $100, second place receiving $50, and third place getting a Maker’s Mark gift pack.
Easy Bar
Easy Bar will open late on Labor Day at 8 p.m. featuring specials like $4 Montucky Cold Snacks, $5 shots of Espolón Blanco, $5 Underberg and $9 beer and shot combos. Weather permitting, guests can partake in drinks throughout the weekend on Easy Bar’s dog-friendly sidewalk patio with seating for 15 to 20 guests.
Estelle's
Estelle’s in Wicker Park will open at 10 p.m. on Monday, September 2. Guests can choose from a late-night barbecue with half-price burgers, built-to-grill, and $5 domestic beers all evening.
Remedy
Remedy will open on Labor Day at 10 p.m. for a post-barbecue nightcap. On special for the holiday, Remedy will offer $5 drafts all night including Half Acre Green Torch, Surly Mosh Pit, Goose Island Sofie and more. Serving until 4 a.m., guests can also choose from seasonal craft cocktails like Jumex Me Crazy ($14) with Ketel One Vodka, Maraska Maraschino Liqueur, lime juice and Jumex Mango and the Owlington ($14) with Ron Colon Red Banana rum, Koloa coconut rum, Allspice dram, and lime and pineapple juice.
Photo courtesy of Ina Mae Tavern
Multiple Locations
Sweet Mandy B's
Sweet Mandy B’s in Lincoln Park and Streeterville will bring back the Just Dough It, beginning Monday, August 26 through Labor Day. The specialty item, available for $6.95 featuring eggless chocolate chip cookie dough sandwiched between two chocolate chip cookies.
For those looking to grab desserts for their barbecues, both locations will be open from 9 a.m. until 4 p.m. on Labor Day, Monday, September 2.
Old Town Pour House
Old Town Pour House will offer its Rock N Roll Brunch this Labor Day (their weekend brunch extended for Labor Day). Brunch-goers can start with "Jon Bun Jovi" cinnamon rolls or "Donut Stop Believin;" doughnuts, and then on to mains like the "Sweet Child O’ Mine" French toast or "The Boss" steak and eggs.
Brunch will be served from 11 a.m. until 3 p.m. on Labor Day, September 2, at the Wells location (1419 N. Wells St) and from 10 a.m. until 3 p.m. on labor Day, September 2, the Rock N Roll Brunch is available at at these suburban locations: Oak Brook (8 Oak Brook Center) and Naperville (1703 Freedom Drive).
Bodega Taqueria y Tequila
Bodega Taqueria y Tequila (West Loop and River North) is offering $50 off all catering orders over $125 with the code LABORDAY50 on Sunday, September 1. Additionally, guests can select 50% off well drinks and drafts, including beer and margaritas at both locations, also on Sunday September 1.
Avondale
Central Park Bar in Avondale will offer patio hangs and happy hour on Monday, September 2. Starting at 4 p.m. until 7 p.m., all drinks will be half-price (excluding shots). The Frozen Mango Spicy Margarita with Ghost Spicy Blanco Tequila, mango, triple sec and lime (regularly $12).
Weather-permitting, guests can use the full 3,500 square foot Backyard Bar complete with a covered outdoor bar, bumper pool table, picnic tables, porch swings, photo booth, claw machine, and a fire pit.
Downtown
Brunch service on Monday, September 2 from 11am-2pm.
Lakeview
Cody’s Public House in West Lakeview will host a Cubs vs Pirates pregame party on Labor Day. Open at 12 p.m., guests can join Cody’s for game day specials like $5 Old Style tall boy cans, $6 Spiteful Brewing Bleacher Bum Blonde and $7 Cubby Bombs before heading to the game at 6:40 p.m.
Cody’s will broadcast the game on 16 65-inch TVs throughout the space including six outside. Weather permitting, Cody’s beer garden offers seating, darts and bean bags. For reservations, email events@codyschicago.com.
Chicagoans headed to the 6:40 p.m. Cubs vs Pirates game on Labor Day can pregame at The Graystone Tavern located a block from Wrigley Field. The bar will offer Cubs game day specials like $8 Sam Adams Summer Ale 22-ounce steins, $8 Twisted Tea 22-ounce steins, $10 Tito's Lemon Shake Up, $12 Super Claw (White Claw Seltzer + shot of White Claw Vodka), and $3 to $4 specialty tacos.
Graystone will broadcast the games on 9 TVs throughout the bar and newly weatherproofed patio that features string lights overhead, six TVs, and games like bags, giant Jenga and giant Connect 4.
Brunch all weekend from 8 a.m. to 4 p.m. at Wake ‘n Bacon, in East Lakeview.
Guests may choose from a Labor Day Weekend Combo featuring The Phatty and a Mexican Coke for $15. The Phatty is a flour tortilla rolled with crispy potatoes, scrambled eggs, black beans, rice, cheddar cheese, maple peppercorn bacon, and fresh salsa verde.
In celebration of National Waffle Week, which kicks off on Labor Day, Wake ‘n Bacon Executive Chef Will Silas has created a special chorizo and cheddar stuffed bubble waffle, topped with cilantro lime cream and pickled fresno chilies. The special will be available Monday, September 2 through Friday, September 6 for $15.
Lincoln Park
All Too Well is offering party-size sandwich specials on Labor Day. They will have housemade 13”x18” focaccia sandwiches cut into square slices available as turkey pesto, Italian, or turkey, ham, and chipotle mayo for $38 each.
After the Labor Day barbecues, patrons can head to aliveOne in Lincoln Park at 8 p.m. to sip on $7 PBR and whiskey shot combos while they play free music trivia with Whaddayaknow Trivia. Afterwards, guests can stick around to play free pool until close.
Americano offers weekend brunch service from 10 am - 3 pm on Saturdays and Sundays. Breakfast classics on the covered patio, which overlooks Lincoln Park, seats 81, and is dog-friendly. The “Griff & Bones” corner provides fresh water and tasty treats, and the servers are equipped with personal dog bowls for those dining on the dog-friendly "pawtio." Reservations are available on OpenTable.
Lincoln Square
The Getaway, will open at 8 p.m. on Labor Day. Guests will find cocktails ($13 each) like the Spicy Bonkey with Sombra mezcal, lime juice, hot honey syrup, pineapple juice, ginger beer, and Angostura bitters or the Chai Chai Slide with Tito's vodka, Mr. Black coffee liqueur, Averna Amaro, housemade chai syrup, Bitter Truth Pimento Dram, and black walnut bitters.
Logan Square
Guests looking for a late-night Labor Day party can head to The Owl in Logan Square from 10 p.m. until 4 a.m. on Monday, September 2. Guests can sip on seasonal cocktails like the Moonstruck with Old Overholt Rye Whiskey, Aperol, Meletti Amaro, pineapple, lime, and simple syrup or the Legally Blonde with Beefeater Gin, New Deal Ginger Liqueur, passionfruit, lemon, and simple syrup.
Navy Pier
Labor Day Brunch will be available on the Reunion patio. Starting at 11am, dishes like Deviled Eggs, Fried Chicken with whipped mashed potatoes and housemade hot sauce, Chicken & Waffles with a potato cheddar waffle and maple syrup, and Steak & Eggs with fries and gravy. Live music with Bottomless LaMarca Prosecco Mimosas and Tito’s Bloody Marys, for $35 per person (90-minute limit).
Noble Square
Labor Day Weekend Brunch on Saturday, August 30th & Sunday, September 1st. From 12:00 pm - 4:00 pm, a brunch entree, pastry, and a Mimosa or Cowboy Punch for $39.
River North
Flight Club Chicago will extend its weekend brunch hours to include Monday, September 2. All Labor Day Weekend long bottomless mimosas, flatbreads and brunch bites, and Social Darts from 11am – 3pm.
Guests can make a 90-minute reservation and choose from packages featuring bottomless or à la carte food and beverage offerings.
La Grande Boucherie offers their special Lunch Prix Fixe menu for $29 available Monday - Friday 11am - 4pm.
Olio e Piu’s Labor Day Lunch Prix Fixe for $32. Available Monday through Friday from 11 AM - 4 PM.
Celebrate Labor Day weekend brunch at Sunda New Asian River North, Saturday & Sunday from 11am-2pm.
The Smith is extending its brunch menu to Fridays, available from 9:30 am to 4:00 pm so that guests can jumpstart their holiday weekend early. Plus, they will be open on Labor Day Monday, offering four full days of brunch.
Choose from a variety of offerings, including Churro Waffles, Vanilla Bean French Toast, Avocado Toast, Grilled Chicken Sandwich, Mac & Cheese, and more. As an added bonus, with the purchase of any entrée, guests will receive a complimentary brunch cocktail of their choice.
Ukrainian Village
Heritage (Sunday, September 1 from 12p-6p) will roast two whole hogs throughout the day.
Wicker Park
Ina Mae Tavern will host on Monday, September 2nd from 11:00 am - 5:00 pm a Labor Day Patio Party. $25 plates include boiled shrimp, corn, & potatoes as well as a Hurricane or Ina Whiskey Punch. Live music from 1:00 pm - 4:00 pm alongside $10 boozy frozen cocktails.
Lotties Pub offers on Monday, September 2nd a Maker's Mark BBQ and cornhole toss. Happy hour from 12:00 PM - 5:00 PM with $4 Mich Ultra, $5 Kona Big Wave, $9 Maker’s Lemonade Mason Jars, a $10 Kentucky Mule cocktail menu, $10 BBQ Chicken Tenders, and $10 Smokehouse Burgers. Maker’s Mark sampling at 2:00 PM and Labor Day Trivia at 7:00 PM with first place receiving $100, second place receiving $50, and third place getting a Maker’s Mark gift pack.
Easy Bar will open late on Labor Day at 8 p.m. featuring specials like $4 Montucky Cold Snacks, $5 shots of Espolón Blanco, $5 Underberg and $9 beer and shot combos. Weather permitting, guests can partake in drinks throughout the weekend on Easy Bar’s dog-friendly sidewalk patio with seating for 15 to 20 guests.
Estelle’s in Wicker Park will open at 10 p.m. on Monday, September 2. Guests can choose from a late-night barbecue with half-price burgers, built-to-grill, and $5 domestic beers all evening.
Remedy will open on Labor Day at 10 p.m. for a post-barbecue nightcap. On special for the holiday, Remedy will offer $5 drafts all night including Half Acre Green Torch, Surly Mosh Pit, Goose Island Sofie and more. Serving until 4 a.m., guests can also choose from seasonal craft cocktails like Jumex Me Crazy ($14) with Ketel One Vodka, Maraska Maraschino Liqueur, lime juice and Jumex Mango and the Owlington ($14) with Ron Colon Red Banana rum, Koloa coconut rum, Allspice dram, and lime and pineapple juice.
Multiple Locations
Sweet Mandy B’s in Lincoln Park and Streeterville will bring back the Just Dough It, beginning Monday, August 26 through Labor Day. The specialty item, available for $6.95 featuring eggless chocolate chip cookie dough sandwiched between two chocolate chip cookies.
For those looking to grab desserts for their barbecues, both locations will be open from 9 a.m. until 4 p.m. on Labor Day, Monday, September 2.
Old Town Pour House will offer its Rock N Roll Brunch this Labor Day (their weekend brunch extended for Labor Day). Brunch-goers can start with "Jon Bun Jovi" cinnamon rolls or "Donut Stop Believin;" doughnuts, and then on to mains like the "Sweet Child O’ Mine" French toast or "The Boss" steak and eggs.
Brunch will be served from 11 a.m. until 3 p.m. on Labor Day, September 2, at the Wells location (1419 N. Wells St) and from 10 a.m. until 3 p.m. on labor Day, September 2, the Rock N Roll Brunch is available at at these suburban locations: Oak Brook (8 Oak Brook Center) and Naperville (1703 Freedom Drive).
Bodega Taqueria y Tequila (West Loop and River North) is offering $50 off all catering orders over $125 with the code LABORDAY50 on Sunday, September 1. Additionally, guests can select 50% off well drinks and drafts, including beer and margaritas at both locations, also on Sunday September 1.
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