clock menu more-arrow no yes

Chicago's Cheap Cocktails: Where To Drink Up

Get your buzz on for under 10 bucks

View as Map

Was the tax fairy good to you this year? Whether you were blessed with a big ole refund or a bill for Uncle Sam, you could probably use a drink. Dive bars aren't the only places offering up discount libations. Here, for your drinking pleasure, is our updated list with 20 bars where you can find a quality cocktail for under $10.

Read More
Note: Restaurants on this map are listed geographically.

1. Matchbox

Copy Link
770 N Milwaukee Ave
Chicago, IL 60622
(312) 666-9292
Visit Website
One of the smallest bars in Chicago, at 462-square-feet, has some of the smallest prices of cocktails. Most of the signature call drinks, including the sidecar, are $9.50 every day.

2. Brando's Speakeasy

Copy Link
343 S Dearborn St
Chicago, IL 60604
(773) 216-3213
Visit Website
Not only does Brando’s offer karaoke every day, but also has a dozen cocktails for under $10. These include a $6 gin fizz, $7 mint julep, and $8 margarita.

3. Scofflaw

Copy Link
3201 W Armitage Ave
Chicago, IL 60647
(773) 252-9700
Visit Website
On this ever-changing menu, one can always find a few standbys: A Swizzle (currently, the Swizzle #16 with Scofflaw Old Tom Gin, Atxa Blanco, grenadine, lime, Creole bitters, and mint) and $8 cocktails such as The High/Low, made with Reposado tequila, Malort, grapefruit, lime, soda, Peychaud’s bitters, and a green tea ice spear.

4. Big Star

Copy Link
1531 N Damen Ave
Chicago, IL 60622
(773) 235-4039
Visit Website
It's difficult to beat a classic. We're talking about the classic margarita, made with tequila Lunazul tequila, lime, and orange curacao. It, along with the paloma, only cost $9.

5. Longman & Eagle

Copy Link
2657 N Kedzie Ave
Chicago, IL 60647
(773) 276-7110
Visit Website
Looking for something on the stirred and stiff side? The house old fashioned clocks in at $9, with Buffalo Trace bourbon; cherry, orange, and Old Fashioned bitters; Demerara sugar; and citrus zest.
Clayton Hauck

6. The Whistler

Copy Link
2421 N Milwaukee Ave
Chicago, IL 60647
(773) 227-3530
Visit Website
One of the OG cocktail spots keeps things real and cheap with a menu of house cocktails ranging in price from $6-$10. On the dirt cheap side of things is the Wildcat, made with chai-infused bourbon, sweet vermouth, Génépy, lemon, and Angostura bitters.
The Whistler

7. Sportsman's Club

Copy Link
948 Western Ave
Chicago, IL 60622
(872) 206-8054
Visit Website
While the menu changes daily at this hot spot, one item stays the same and that's the Sportsman's cocktail — a booze blend of amaro for $8.
Marc Much

8. Beef & Barley

Copy Link
3001 N Ashland Ave
Chicago, IL 60657
(773) 248-0990
Visit Website
Any of the seasonal cocktails at this Lakeview tavern only cost $9, including the current favorite, Spiced Kessel Rum (86co. Cana Brava Rum, Domaine de Canton, cinnamon simple, lemon juice, clove tincture, and candied ginger).
Beef & Barley

9. Game Room Chicago

Copy Link
12 S Michigan Ave
Chicago, IL 60603
Paul McGee's take on a cheap drink takes the shape of a highball. it currently features scotch, lemon, and ginger beer.
Clayton Hauck

10. Izakaya Mita

Copy Link
1960 N Damen Ave
Chicago, IL 60647
(773) 799-8677
Visit Website
Named after David Bowie's kimono designer for the Ziggy Stardust tour, Kansai Yamamoto, this $9 cocktail is made with Chicago's own Finn's gin, homemade hibiscus syrup, Tsukasabotan "Yamayuzu Shibori" citrus infused saké, and lemon juice.
Izakaya Mita

11. Parson's Chicken & Fish

Copy Link
2952 W Armitage Ave
Chicago, IL 60647
(773) 384-3333
Visit Website
Once patio season arrives, pound as many negroni slushies as your heart desires. Each boozy and refreshing drink costs $9.
Clayton Hauck

12. Pub Royale

Copy Link
2049 W Division St
Chicago, IL 60622
(773) 661-6874
Visit Website
When perusing the drink menu at this Anglo-Indian pub, there are many cheap options to be found, including four Royal Cups, each costing $9. Currently, these range from the #1 with gin, cucumber, and strawberry to the #3 made with rum, passionfruit, and cinnamon-menthi.
Martha Williams

13. Punch House

Copy Link
1227 W 18th St
Chicago, IL 60608
(312) 526-3851
Visit Website
From classic to contemporary, a glass of punch always costs $8. House favorites include the Milk Punch (cognac, whey, lemon, and nutmeg) and Space Juice for Jered (blanco tequila, grapefruit, lime, Luxardo bitter, black pepper, sparkling wine, and sage).

14. Slippery Slope

Copy Link
2357 N Milwaukee Ave
Chicago, IL 60647
(773) 799-8504
Visit Website
Grab a bottled cocktail and then get onto the dance floor. The rainbow of $8 offerings include the tequila-based Clove & Hoof, gin-based Mr. Belding,, rum-filled Spring Fling, and scotch-y The Quickening.
Slippery Slope

15. Tack Room

Copy Link
1227 W 18th St
Chicago, IL 60608
With its taxidermy decor and live piano three nights a week, this bar may seem highbrow but they keep their prices low with $9 cocktails. Opt for a Maple Old Fashioned, Rob Roy, or Sazerac.
Tack Room

16. The Revel Room

Copy Link
1566 N Milwaukee Ave
Chicago, IL 60622
(773) 278-1600
Visit Website
Don't let the impressive canned beer selection distract you from the real star of the menu — the draft cocktails. This rotating selection of classics is served up or on the rocks for $8.
Nick Murway

17. White Oak Tavern & Inn

Copy Link
1200 W Webster Ave
Chicago, IL 60614
(773) 248-0200
Visit Website
There's a new boozy slushie in town, and it goes by the name of the Bourbon Smash Slushie. For $8, sip on a frozen combination of Ezra Brooks, black tea, orange juice, lemonade, and mint simple syrup.
White Oak Tavern

18. Yusho

Copy Link
1301 E 53rd St
Chicago, IL 60615
(773) 288-1010
Visit Website
Boozy citrus soda is the perfect accompaniment to a bowl of ramen. This Hyde Park noodle shop has also been known to put daiquiris, negronis, and Manhattans on draft too.

19. Rogers Park Social

Copy Link
6920 N Glenwood Ave
Chicago, IL 60626
This neighborhood gem on the North Side serves up three cocktails for $9. They include a Mezcal Mule, Cucumber Collins, and the Super Rad (CH Key Gin, Stiegl grapefruit radler, and Pür Likor elderflower liqueur).

20. LYFE Kitchen

Copy Link
1538 N Clybourn Ave
Chicago, IL 60610
(312) 801-5955
Visit Website
Inspired by the wall of fresh herbs located at each location, the Herb Wall is made with gin, basil, rosemary and mint muddled with freshly squeezed orange juice, ginger syrup and lime juice for $8.
LYFE Kitchen

1. Matchbox

770 N Milwaukee Ave, Chicago, IL 60622
One of the smallest bars in Chicago, at 462-square-feet, has some of the smallest prices of cocktails. Most of the signature call drinks, including the sidecar, are $9.50 every day.
770 N Milwaukee Ave
Chicago, IL 60622

2. Brando's Speakeasy

343 S Dearborn St, Chicago, IL 60604
Not only does Brando’s offer karaoke every day, but also has a dozen cocktails for under $10. These include a $6 gin fizz, $7 mint julep, and $8 margarita.
343 S Dearborn St
Chicago, IL 60604

3. Scofflaw

3201 W Armitage Ave, Chicago, IL 60647
On this ever-changing menu, one can always find a few standbys: A Swizzle (currently, the Swizzle #16 with Scofflaw Old Tom Gin, Atxa Blanco, grenadine, lime, Creole bitters, and mint) and $8 cocktails such as The High/Low, made with Reposado tequila, Malort, grapefruit, lime, soda, Peychaud’s bitters, and a green tea ice spear.
3201 W Armitage Ave
Chicago, IL 60647

4. Big Star

1531 N Damen Ave, Chicago, IL 60622
It's difficult to beat a classic. We're talking about the classic margarita, made with tequila Lunazul tequila, lime, and orange curacao. It, along with the paloma, only cost $9.
1531 N Damen Ave
Chicago, IL 60622

5. Longman & Eagle

2657 N Kedzie Ave, Chicago, IL 60647
Clayton Hauck
Looking for something on the stirred and stiff side? The house old fashioned clocks in at $9, with Buffalo Trace bourbon; cherry, orange, and Old Fashioned bitters; Demerara sugar; and citrus zest.
2657 N Kedzie Ave
Chicago, IL 60647

6. The Whistler

2421 N Milwaukee Ave, Chicago, IL 60647
The Whistler
One of the OG cocktail spots keeps things real and cheap with a menu of house cocktails ranging in price from $6-$10. On the dirt cheap side of things is the Wildcat, made with chai-infused bourbon, sweet vermouth, Génépy, lemon, and Angostura bitters.
2421 N Milwaukee Ave
Chicago, IL 60647

7. Sportsman's Club

948 Western Ave, Chicago, IL 60622
Marc Much
While the menu changes daily at this hot spot, one item stays the same and that's the Sportsman's cocktail — a booze blend of amaro for $8.
948 Western Ave
Chicago, IL 60622

8. Beef & Barley

3001 N Ashland Ave, Chicago, IL 60657
Beef & Barley
Any of the seasonal cocktails at this Lakeview tavern only cost $9, including the current favorite, Spiced Kessel Rum (86co. Cana Brava Rum, Domaine de Canton, cinnamon simple, lemon juice, clove tincture, and candied ginger).
3001 N Ashland Ave
Chicago, IL 60657

9. Game Room Chicago

12 S Michigan Ave, Chicago, IL 60603
Clayton Hauck
Paul McGee's take on a cheap drink takes the shape of a highball. it currently features scotch, lemon, and ginger beer.
12 S Michigan Ave
Chicago, IL 60603

10. Izakaya Mita

1960 N Damen Ave, Chicago, IL 60647
Izakaya Mita
Named after David Bowie's kimono designer for the Ziggy Stardust tour, Kansai Yamamoto, this $9 cocktail is made with Chicago's own Finn's gin, homemade hibiscus syrup, Tsukasabotan "Yamayuzu Shibori" citrus infused saké, and lemon juice.
1960 N Damen Ave
Chicago, IL 60647

11. Parson's Chicken & Fish

2952 W Armitage Ave, Chicago, IL 60647
Clayton Hauck
Once patio season arrives, pound as many negroni slushies as your heart desires. Each boozy and refreshing drink costs $9.
2952 W Armitage Ave
Chicago, IL 60647

12. Pub Royale

2049 W Division St, Chicago, IL 60622
Martha Williams
When perusing the drink menu at this Anglo-Indian pub, there are many cheap options to be found, including four Royal Cups, each costing $9. Currently, these range from the #1 with gin, cucumber, and strawberry to the #3 made with rum, passionfruit, and cinnamon-menthi.
2049 W Division St
Chicago, IL 60622

13. Punch House

1227 W 18th St, Chicago, IL 60608
From classic to contemporary, a glass of punch always costs $8. House favorites include the Milk Punch (cognac, whey, lemon, and nutmeg) and Space Juice for Jered (blanco tequila, grapefruit, lime, Luxardo bitter, black pepper, sparkling wine, and sage).
1227 W 18th St
Chicago, IL 60608

14. Slippery Slope

2357 N Milwaukee Ave, Chicago, IL 60647
Slippery Slope
Grab a bottled cocktail and then get onto the dance floor. The rainbow of $8 offerings include the tequila-based Clove & Hoof, gin-based Mr. Belding,, rum-filled Spring Fling, and scotch-y The Quickening.
2357 N Milwaukee Ave
Chicago, IL 60647

15. Tack Room

1227 W 18th St, Chicago, IL 60608
Tack Room
With its taxidermy decor and live piano three nights a week, this bar may seem highbrow but they keep their prices low with $9 cocktails. Opt for a Maple Old Fashioned, Rob Roy, or Sazerac.
1227 W 18th St
Chicago, IL 60608

Related Maps

16. The Revel Room

1566 N Milwaukee Ave, Chicago, IL 60622
Nick Murway
Don't let the impressive canned beer selection distract you from the real star of the menu — the draft cocktails. This rotating selection of classics is served up or on the rocks for $8.
1566 N Milwaukee Ave
Chicago, IL 60622

17. White Oak Tavern & Inn

1200 W Webster Ave, Chicago, IL 60614
White Oak Tavern
There's a new boozy slushie in town, and it goes by the name of the Bourbon Smash Slushie. For $8, sip on a frozen combination of Ezra Brooks, black tea, orange juice, lemonade, and mint simple syrup.
1200 W Webster Ave
Chicago, IL 60614

18. Yusho

1301 E 53rd St, Chicago, IL 60615
Boozy citrus soda is the perfect accompaniment to a bowl of ramen. This Hyde Park noodle shop has also been known to put daiquiris, negronis, and Manhattans on draft too.
1301 E 53rd St
Chicago, IL 60615

19. Rogers Park Social

6920 N Glenwood Ave, Chicago, IL 60626
This neighborhood gem on the North Side serves up three cocktails for $9. They include a Mezcal Mule, Cucumber Collins, and the Super Rad (CH Key Gin, Stiegl grapefruit radler, and Pür Likor elderflower liqueur).
6920 N Glenwood Ave
Chicago, IL 60626

20. LYFE Kitchen

1538 N Clybourn Ave, Chicago, IL 60610
LYFE Kitchen
Inspired by the wall of fresh herbs located at each location, the Herb Wall is made with gin, basil, rosemary and mint muddled with freshly squeezed orange juice, ginger syrup and lime juice for $8.
1538 N Clybourn Ave
Chicago, IL 60610

Related Maps