Hellooooo, Milwaukwe! Known for its breweries, Summerfest, Bucks, and architecture, Milwaukee can be considered a mid-west melting pot. With diverse communities, dedicated sports fans, and local restaurants, it's no wonder why almost 600,000 people call Milwaukee home.

If you're looking for a way to get out and explore the Cream City, we have just what you need. Happy hours are the perfect way to enjoy yourself without breaking the bank. Lucky for you, Checkle has you covered. Checkle is your new, go-to, local happy hour finder. We've searched high and low to find the best happy hour spots around Milwaukee so all you have to do is sit back, relax, and enjoy! As the Black Eyed Peas would say, Let's Get It Started!

Monday: Cocktail Hour @ The Jazz Estate

Located on Milwaukee’s Eastside, the Jazz Estate has been one of Milwaukee's favorite music lounges for over 40 years. The Jazz Estate intimate's lounge attracts some of the best jazz musicians locally and nationally. With it's daily cocktail hour, this Milwaukee spot also attracts the happy hour crowd! From 5-7 p.m. and 11:30 p.m.-1 a.m., the Jazz Estate offers guests select $3 bottles, $4 taps, $5 wine, and $6 highballs. If you're looking for a place to unwind, stop by this Milwaukee happy hour to enjoy some soulful music and cheap drinks any night of the week.

Daily from 5-7 p.m. and 11:30 p.m.-1 a.m., the Jazz Estate offers guests select $3 bottles, $4 taps, $5 wine, and $6 highballs.
Feeling the Monday Blues? Nothing a little jazz and booze can't fix!

Tuesday: Happy Hour @ McGillycuddy's Bar

For 20 years, McGillycuddy’s has become the home of many Milwaukee friends; a meeting place in the heart of downtown where you can meet up for any occasion and let the night happen. With a friendly, warm, and upbeat atmosphere, McGillycuddy's is also a beloved Milwaukee happy hour spot. Stop in any weekday from 3-7 p.m. to score $1 taps, $2 specialty taps, $4 Double Deep Eddys, $4 Smirnoff Drinks, and select $5 appetizers. McGillycuddy's is the perfect spot to catch up with friends, enjoy an after work drink with coworkers, or explore the city on a first date.

Stop by McGillycuddy's any weekday from 3-7 p.m. to score $1 taps, $2 specialty taps, $4 Double Deep Eddys, $4 Smirnoff Drinks, and select $5 appetizers.
Celebrating "Where Milwaukee Meets" for over 30 Years!

Wednesday: Happy Hour @ Harry's Bar & Grill

If you're looking for a mid-week hump day treat, we've got just what you need. Every weekday from 3-6 p.m., Harry's Bar & Grill is serving up your favorite happy hour eats & drinks. If you're looking to grab a bite of dinner, choose from $5 small plates like Harry's Pulled Pork Sliders, Char-Grilled Chicken Wings, Blackened Chicken Sliders, Pomme Frites, Harry's Micro Sliders, Three Cheese Pesto & Spinach Flatbread, Ginger Dusted Shrimp, Thai Peanut Chicken Satays, Jalapeño Poppers, and Buffalo Chicken Nachos. Don't worry, we didn't forget about the drink specials. Score $5 martinis, $5 cocktails, $4 Copperidge Wine, $3 craft & import taps, and $2 macro brew taps. This Milwaukee happy hour is the perfect one-stop-shop for after work dinner & drinks.

Every weekday from 3-6 p.m., Harry's Bar & Grill offers guests $5 small plates, $5 martinis, $5 cocktails, $4 Copperidge Wine, $3 craft & import taps, and $2 macro brew taps.
Keep calm & happy hour on.

Thursday: Happy Hour @ SafeHouse

Enter the world of espionage at SafeHouse, a hidden restaurant and bar located in Downtown Milwaukee! Home to the world's largest mechanical puzzle, Cold War artifacts, and spy paraphernalia, SafeHouse allows you to escape the stress of everyday life and become a spy while you enjoy dinner and drinks. Every weekday from 3-6 p.m., SafeHouse offers spies happy hour specials featuring 1/2 price appetizers, well drinks, draft beer, and house wine! PLUS enjoy $5 favorites like Tito's Tall, Cazadores Tequila Shots, Tullamore Dew Irish Whiskey Shots, Fireball Cinnamon Whiskey Shots, and Cool Colada Shots.

Every weekday from 3-6 p.m., SafeHouse offers spies happy hour specials featuring 1/2 price appetizers, well drinks, draft beer, and house wine!
I spy a Milwaukee happy hour!

Friday: Happy Hour @ JB's on 41

After a long work week, you deserve to unwind, let loose, and enjoy yourself! Lucky for you, JB's on 41 is home to bowling, an in-center restaurant, arcade, outdoor volleyball, and more. Every weekday from 4-6 p.m., JB's on 41 offers guests happy hour specials featuring $2.50 domestic beer, $3 wine, $4 rail mixers, and 1/2 off select appetizers. Choose from the Wisconsin classic, hand-battered cheese curds— or be bold with Dynamite Shrimp. Even quesadillas are 1/2 off, for the perfect fuel between frames. Start your weekend off the right way with this beloved Milwaukee happy hour!

Every weekday from 4-6 p.m., JB's on 41 offers guests happy hour specials featuring $2.50 domestic beer, $3 wine, $4 rail mixers, and 1/2 off select appetizers.
We love bowling and happy hours, it's right up our alley!

Saturday: $5 Mimosas @ Art Bar & Wonderland

Art Bar & Wonderland is a Milwaukee staple for anything and everything ABC (art, booze, & coffee). Every weekend, Wonderland Diner serves up all your favorite brunch plates while Art Bar serves up your favorite brunch drinks. Every Saturday from 10-3 p.m. and all day Sunday, Art Bar offers guests $5 mimosas. Grab your crew and get going! If that doesn't get you up on a cool Milwaukee Saturday morning in the fall, nothing will!

Art Bar & Wonderland offers guests $5 mimosas every Saturday from 10-3 p.m.
Mimosas in Milwaukee just hit different!

Sunday: Sunday Funday @ Brunch Milwaukee

Located in the heart of downtown, Brunch Milwaukee is a modern cafe serving mix of classic and innovative brunch cuisine amid cheery, colorful decor. Bright colors, brunch, and booze— just what you need to sip those Sunday Scaries away. Every weekend, Brunch Milwaukee serves up $7 mimosas, $16 mimosa flights, $8 bloody marys, and $15 bloody mary flights! Treat yourself to a delicious brunch with friends or family to reset for the work week ahead.

Every Weekend, Brunch Milwaukee serves up $7 mimosas, $16 mimosa flights, $8 bloody marys, and $15 bloody mary flights!
Sip the Sunday Scaries away!

Well, MKE, there you have it. Milwaukee is home to hundreds of restaurants that are waiting to be explored. As we adjust to this new normal, it's more important than ever to come together and support local and small businesses. So, what are you waiting for? The melting pot of the mid-west is waiting for you! If you have a local favorite or go-to spot on your list, we'd love to hear about it in the comments! Until next time, Milwaukee!

— Ashley

Food Lover & Pun Enthusiast