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Estelle’s has half off happy hours on weekdays.
Estelle’s [Official Photo]

Chicago's Essential Happy Hours

The tried and true after work deals

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Estelle’s has half off happy hours on weekdays.
| Estelle’s [Official Photo]

There’s something special about a really good happy hour. The feeling of a good deal is great, but when it’s paired with a great atmosphere and good friends, there are few things that match it for a casual weekday out. For a great happy hour, it needs to be reliable, nothing that changes every day or has funky hours. And, if it can be unusual on top of a good deal, even better. Here are the most essential happy hours in Chicago, the ones worth counting on to help abate the post-work blues.

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Note: Restaurants on this map are listed geographically.

1. Mini Mott

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3057 W Logan Blvd
Chicago, IL 60647

If dinner’s up in the air and everyone’s in the mood for burgers, head to Mini Mott. There’s a $3 daily draft beer, like Hopewell First Lager and a $3 can of beer with a shot.

Tuesday – Sunday, 4 – 7 p.m.

Barry Brecheisen/Eater Chicago

2. Quiote

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2456 N California Ave
Chicago, IL 60647
(312) 878-8571
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For a fancier happy hour, head to Quiote. At-cost caviar service with tortilla chips, avocado, crema and lime plus a sparkling cocktail comes to $60 during happy hour. Or, go more casual and grab a Tecate and mezcal shot for $5 and $2 rock shrimp fritters.

Sunday, Monday, Wednesday, Thursday 5 – 7 p.m.

Quiote [Official Photo]

3. Parson's Chicken & Fish

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2952 W Armitage Ave
Chicago, IL 60647
(773) 384-3333
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For a longer happy hour to start the evening off right, both locations of Parson’s have excellent food and drink specials, like $4 hush puppies, popcorn chicken, and pimiento toast. Dollar PBRs, $2 whiskey and tequila shots, and $5 negroni slushies make the deal even sweeter.

Monday – Friday, 3 – 6 p.m.

Clayton Houck/Land & Sea Dept.

4. Dos Urban Cantina

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2829 W Armitage Ave
Chicago, IL 60647
(773) 661-6452
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Five dollar margaritas and $2 beers make the happiest hours at Dos Urban Cantina. Bites during happy hour range from $3 to $8, and there’s a Taco Tuesday special with two lamb barbacoa and carnitas tacos for $10.

Tuesday – Friday, 5 – 7 p.m.

Dos Urban Cantina Photos Logan Square Mexican Brian Enyart Marc Much/Eater Chicago

5. Estelle's Cafe & Lounge

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2013 W North Ave
Chicago, IL 60647
(773) 782-0450
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Estelle’s and its sisters Remedy, the Owl, aliveOne, and Easy Bar make happy hour a breeze. Everything is half off, excluding shots and food. Yes, that includes cocktails, craft beer, and wine. Hours vary by location, but all end at 7 p.m.

Monday – Friday, 5 – 7 p.m.

Estelle’s [Official Photo]

6. Sparrow

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12 W Elm St
Chicago, IL 60610
(312) 725-0732
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Mondays are the biggest hit at Sparrow, where daiquiris are just $5 all day long. To stack on top of that, every weekday from 4 to 7 p.m., all wines and draft beer are half price for those looking to skip cocktails for the night.

Monday – Friday, 4 – 7 p.m.

Sparrow Marc Much/Eater Chicago

7. Funkenhausen

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1709 W Chicago Ave
Chicago, IL 60622
(312) 929-4727
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Kolsch service is the main draw at Funkenhausen’s happy hour, which takes place in the bar area of the restaurant. Servers come by with seven ounce pours of cold Kolsch for $3 per glass and will rotate them out until asked to stop. Rib tips and chicken wings sweeten the deal, and a doner kebab is even available to turn the whole thing into dinner.

Monday – Thursday, 5 – 7 p.m.

Barry Brecheisen/Eater Chicago

8. Broken Shaker at Freehand Chicago

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19 E Ohio St
Chicago, IL 60611
(312) 940-3699
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For those who like to leave it up to chance, Broken Shaker’s $7 daily-changing cocktail and punch are the way to go. $5 drafts and house wines are also available during happy hour, and for those who make it a little late but still want to try today’s cocktail, it’s available all night for $10.

Monday – Friday, 4 – 6 p.m.

Broken Shaker Chicago Marc Much/Eater Chicago
505 N Michigan Ave
Chicago, IL 60611
(312) 321-8738
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With a large wine by the glass selection, happy hours at ENO are a great way to wind down. Select glasses come 50% off during happy hour and a menu of snacks is available as well.

Sunday – Thursday, 4 – 6 p.m.

Eno [Official Photo]

10. Il Porcellino

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59 W Hubbard St
Chicago, IL 60654
(312) 595-0800
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13 different cocktails on the negroni list (including a sbagliato and boulevardier) for $8 a piece make this happy hour special. Plus, $5 wines by the glass are available and $3 Italian sub sandwiches (choose from meatball, Italian, or vegetarian) make a great pre-dinner snack.

Daily 4 – 6 p.m.

Il Porcellino
Il Porcellino
Marc Much/Eater Chicago

11. Waydown

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7th floor, 311 North Morgan Street
Chicago, IL 60607
(312) 764-1919
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On Mondays, Waydown has a special menu with $6 everything all day. It includes a burger, classic cocktails like a daiquiri or gimlet, and a beer and shot special. For the night owls, happy hour gets reversed the rest of the week, with $3 Old Styles, $6 rosé and $8 Old Fashioneds.

All day Monday, Reverse Happy Hour Sunday – Thursday, 10 p.m. – 2 a.m.

A bar space inside a hotel. Lyndon French

12. Lone Wolf

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806 W Randolph St
Chicago, IL 60607
(312) 600-9391
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Those on a budget can grab a $5 Chicago dog and fries, and a $5 rotating beer, wine, or cocktail at Lone Wolf for happy hour.

Monday – Wednesday, 4 – 6 p.m.; Sunday, 11 a.m. – 4 p.m.

Lone Wolf
Lone Wolf [Photo: Marc Much]
Marc Much/Eater Chicago

13. Sepia

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123 N Jefferson St
Chicago, IL 60661
(312) 441-1920
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For the high brow set still looking to score a deal, Sepia’s “Greatest Hits” happy hour features the West Loop stalwart’s signature cocktails, select bites, wines, and beer all for $7 a piece. Pick from blistered shishito peppers or pork and rabbit pate, and if choosing one drink seems just too hard, grab a wine flight of three for $10.

Monday – Friday, 4 – 7 p.m.

Sepia Barry Brecheisen/Eater Chicago

14. El Che Steakhouse & Bar

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845 W Washington Blvd
Chicago, IL 60607
(312) 265-1130
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Starting a night out with a cocktail is an easy yes at El Che, where happy hour happens every single day with $2 empanadas and other snacks, plus $7 cocktails like a classic martini and caramelized rum Old Fashioned.

Every night, 5 – 6 p.m.

El Che Steakhouse & Bar [Official Photo]

15. Brando's Speakeasy

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343 S Dearborn St
Chicago, IL 60604
(773) 216-3213
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It doesn’t get much cheaper than $5 cocktails, but at Brando’s, happy hour comes with a $5 Old Fashioned and a $4 Moscow Mule. $4 Three Floyd’s bottles and $3 small pizzas are also available, along with more drinks and snacks.

Every night, 5 – 7 p.m.

Brando’s Speakeasy/Facebook

1. Mini Mott

3057 W Logan Blvd, Chicago, IL 60647
Barry Brecheisen/Eater Chicago

If dinner’s up in the air and everyone’s in the mood for burgers, head to Mini Mott. There’s a $3 daily draft beer, like Hopewell First Lager and a $3 can of beer with a shot.

Tuesday – Sunday, 4 – 7 p.m.

3057 W Logan Blvd
Chicago, IL 60647

2. Quiote

2456 N California Ave, Chicago, IL 60647
Quiote [Official Photo]

For a fancier happy hour, head to Quiote. At-cost caviar service with tortilla chips, avocado, crema and lime plus a sparkling cocktail comes to $60 during happy hour. Or, go more casual and grab a Tecate and mezcal shot for $5 and $2 rock shrimp fritters.

Sunday, Monday, Wednesday, Thursday 5 – 7 p.m.

2456 N California Ave
Chicago, IL 60647

3. Parson's Chicken & Fish

2952 W Armitage Ave, Chicago, IL 60647
Clayton Houck/Land & Sea Dept.

For a longer happy hour to start the evening off right, both locations of Parson’s have excellent food and drink specials, like $4 hush puppies, popcorn chicken, and pimiento toast. Dollar PBRs, $2 whiskey and tequila shots, and $5 negroni slushies make the deal even sweeter.

Monday – Friday, 3 – 6 p.m.

2952 W Armitage Ave
Chicago, IL 60647

4. Dos Urban Cantina

2829 W Armitage Ave, Chicago, IL 60647
Dos Urban Cantina Photos Logan Square Mexican Brian Enyart Marc Much/Eater Chicago

Five dollar margaritas and $2 beers make the happiest hours at Dos Urban Cantina. Bites during happy hour range from $3 to $8, and there’s a Taco Tuesday special with two lamb barbacoa and carnitas tacos for $10.

Tuesday – Friday, 5 – 7 p.m.

2829 W Armitage Ave
Chicago, IL 60647

5. Estelle's Cafe & Lounge

2013 W North Ave, Chicago, IL 60647
Estelle’s [Official Photo]

Estelle’s and its sisters Remedy, the Owl, aliveOne, and Easy Bar make happy hour a breeze. Everything is half off, excluding shots and food. Yes, that includes cocktails, craft beer, and wine. Hours vary by location, but all end at 7 p.m.

Monday – Friday, 5 – 7 p.m.

2013 W North Ave
Chicago, IL 60647

6. Sparrow

12 W Elm St, Chicago, IL 60610
Sparrow Marc Much/Eater Chicago

Mondays are the biggest hit at Sparrow, where daiquiris are just $5 all day long. To stack on top of that, every weekday from 4 to 7 p.m., all wines and draft beer are half price for those looking to skip cocktails for the night.

Monday – Friday, 4 – 7 p.m.

12 W Elm St
Chicago, IL 60610

7. Funkenhausen

1709 W Chicago Ave, Chicago, IL 60622
Barry Brecheisen/Eater Chicago

Kolsch service is the main draw at Funkenhausen’s happy hour, which takes place in the bar area of the restaurant. Servers come by with seven ounce pours of cold Kolsch for $3 per glass and will rotate them out until asked to stop. Rib tips and chicken wings sweeten the deal, and a doner kebab is even available to turn the whole thing into dinner.

Monday – Thursday, 5 – 7 p.m.

1709 W Chicago Ave
Chicago, IL 60622

8. Broken Shaker at Freehand Chicago

19 E Ohio St, Chicago, IL 60611
Broken Shaker Chicago Marc Much/Eater Chicago

For those who like to leave it up to chance, Broken Shaker’s $7 daily-changing cocktail and punch are the way to go. $5 drafts and house wines are also available during happy hour, and for those who make it a little late but still want to try today’s cocktail, it’s available all night for $10.

Monday – Friday, 4 – 6 p.m.

19 E Ohio St
Chicago, IL 60611

9. Eno

505 N Michigan Ave, Chicago, IL 60611
Eno [Official Photo]

With a large wine by the glass selection, happy hours at ENO are a great way to wind down. Select glasses come 50% off during happy hour and a menu of snacks is available as well.

Sunday – Thursday, 4 – 6 p.m.

505 N Michigan Ave
Chicago, IL 60611

10. Il Porcellino

59 W Hubbard St, Chicago, IL 60654
Il Porcellino
Il Porcellino
Marc Much/Eater Chicago

13 different cocktails on the negroni list (including a sbagliato and boulevardier) for $8 a piece make this happy hour special. Plus, $5 wines by the glass are available and $3 Italian sub sandwiches (choose from meatball, Italian, or vegetarian) make a great pre-dinner snack.

Daily 4 – 6 p.m.

59 W Hubbard St
Chicago, IL 60654

11. Waydown

7th floor, 311 North Morgan Street, Chicago, IL 60607
A bar space inside a hotel. Lyndon French

On Mondays, Waydown has a special menu with $6 everything all day. It includes a burger, classic cocktails like a daiquiri or gimlet, and a beer and shot special. For the night owls, happy hour gets reversed the rest of the week, with $3 Old Styles, $6 rosé and $8 Old Fashioneds.

All day Monday, Reverse Happy Hour Sunday – Thursday, 10 p.m. – 2 a.m.

7th floor, 311 North Morgan Street
Chicago, IL 60607

12. Lone Wolf

806 W Randolph St, Chicago, IL 60607
Lone Wolf
Lone Wolf [Photo: Marc Much]
Marc Much/Eater Chicago

Those on a budget can grab a $5 Chicago dog and fries, and a $5 rotating beer, wine, or cocktail at Lone Wolf for happy hour.

Monday – Wednesday, 4 – 6 p.m.; Sunday, 11 a.m. – 4 p.m.

806 W Randolph St
Chicago, IL 60607

13. Sepia

123 N Jefferson St, Chicago, IL 60661
Sepia Barry Brecheisen/Eater Chicago

For the high brow set still looking to score a deal, Sepia’s “Greatest Hits” happy hour features the West Loop stalwart’s signature cocktails, select bites, wines, and beer all for $7 a piece. Pick from blistered shishito peppers or pork and rabbit pate, and if choosing one drink seems just too hard, grab a wine flight of three for $10.

Monday – Friday, 4 – 7 p.m.

123 N Jefferson St
Chicago, IL 60661

14. El Che Steakhouse & Bar

845 W Washington Blvd, Chicago, IL 60607
El Che Steakhouse & Bar [Official Photo]

Starting a night out with a cocktail is an easy yes at El Che, where happy hour happens every single day with $2 empanadas and other snacks, plus $7 cocktails like a classic martini and caramelized rum Old Fashioned.

Every night, 5 – 6 p.m.

845 W Washington Blvd
Chicago, IL 60607

15. Brando's Speakeasy

343 S Dearborn St, Chicago, IL 60604
Brando’s Speakeasy/Facebook

It doesn’t get much cheaper than $5 cocktails, but at Brando’s, happy hour comes with a $5 Old Fashioned and a $4 Moscow Mule. $4 Three Floyd’s bottles and $3 small pizzas are also available, along with more drinks and snacks.

Every night, 5 – 7 p.m.

343 S Dearborn St
Chicago, IL 60604

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