Eleven City Diner is one of The 15 Best Places for Cocktails in South Loop, Chicago.

1. Eleven City Diner

8.9
1112 S Wabash Ave (btwn 11th St & Roosevelt Rd), Chicago, IL
Diner · South Loop · 299 tips and reviews

Julie K.Julie Kieras: Bloody marys olives salami cheese celery lemon spicy delish

Quernzy SocialQuernzy Social: Awesome for brunch or anytime and they have a cocktail bar!

Kevin B.Kevin B: Bloody Mary is a must! Had the Deli Scramble it was so good!!

Weather Mark Tavern is one of The 15 Best Places for Cocktails in South Loop, Chicago.

2. Weather Mark Tavern

8.1
1503 S Michigan Ave, Chicago, IL
Bar · South Loop · 66 tips and reviews

AndreaAndrea: bottomless mimosas. yes please.

Lindsay M.Lindsay M: Brunch on Saturday & Sundays is excellent!! $15 unlimited mimosas :)

David R.David Rice: Chicken and Waffles for brunch, Bottomless Mimosas

Tapas Valencia is one of The 15 Best Places for Cocktails in South Loop, Chicago.

3. Tapas Valencia

8.0
1530 S State St, Chicago, IL
Tapas Restaurant · Dearborn Park · 55 tips and reviews

Nicole C.Nicole Catalano: For cocktails get the Sangratini or the champagne (cava) sangria. Bacon wrapped dates are amazing!

Tommy T.Tommy Thornton: I highly recommend the Pomegranate Martini, skirt steak w/ bleu cheese and the stuffed mushroom caps.

Vithida S.Vithida Sueblinvong: Ask for special price drink, love the mojito

ShowPlace ICON at Roosevelt Collection is one of The 15 Best Places for Cocktails in South Loop, Chicago.

4. ShowPlace ICON at Roosevelt Collection

8.4
1011 S Delano Ct E (at W Roosevelt Rd), Chicago, IL
Movie Theater · South Loop · 244 tips and reviews

Mario P.Mario Ponce: See Avatar at this theatre ... perfect venue ... afterward, stop at Kleiners bar for cocktails and food (not expensive) ... too cool that its in the South Loop; ENJOY Read more.

Daniel S.Daniel Simmons: Make sure to enjoy cocktails and great food upstairs in the bar. The tenderloin sliders are a definite must!

Brian G.Brian Greenberg: Tasty bloody marys, and try one spicy!

Lobby Lounge at ICON is one of The 15 Best Places for Cocktails in South Loop, Chicago.

5. Lobby Lounge at ICON

7.1
1011 S Delano Ct E, Chicago, IL
Lounge · South Loop · 43 tips and reviews

David M.David Martin: The name of the car is martini icon- now get your free bacon popcorn sample!

Cyn J.Cyn Jemi: Martini Icon is the name of the Fiat, and Ari is the best bartender ever! Be sure to ask for her and tell her Cynthia sent you :)

Scott S.Scott Sachnoff: No more free bacon popcorn! Martini Icon, why you do me like that?

Chicago Firehouse Restaurant is one of The 15 Best Places for Cocktails in South Loop, Chicago.

6. Chicago Firehouse Restaurant

7.5
1401 S Michigan Ave, Chicago, IL
Steakhouse · South Loop · 39 tips and reviews

Chicago magazineChicago magazine: Check out the house specialties for affordable treats such as whole-wheat fettucine carbonara with kale and smoked duck breast. Thick Key lime tart nails the experience. Serious martinis and wines. Read more.

Derrick Z.Derrick Z: Great cocktails Awesome Steak

Kendall W.Kendall Waldie: Steaks and cocktails are great! Portions are generous and the atmosphere is wonderful.

Grant Park Bistro is one of The 15 Best Places for Cocktails in South Loop, Chicago.

7. Grant Park Bistro

8.7
800 S Michigan Ave (8th & Michigan), Chicago, IL
Breakfast Spot · South Loop · 2 tips and reviews

Ada C.Ada Chiu: Awesome brunch deal: $30 for an entree and bottomless mimosas for 2 hours. Great service and the brunch is good too.

America G.America Geenens: American breakfast was excellent and the service is exceptional.

Binny's Beverage Depot is one of The 15 Best Places for Cocktails in South Loop, Chicago.

8. Binny's Beverage Depot

9.2
1132 S. Jefferson St. (at W Roosevelt Rd), Chicago, IL
Liquor Store · South Loop · 33 tips and reviews

Kelly K.Kelly Kniewel: McClure's Pickles, Bloody Mary mix, relish and chips! Get some Detroit spice in yo mouth!

Shannon J.Shannon Jeropke: Check out the bar... Yes they have a bar! They have several great craft beer on tap and they'll let you taste different wines, liqueurs, or beers for free!

Roosevelt CollectionRoosevelt Collection: Sign up for membership card for great discounts, cheese bar, a walk-in cigar humidor and sit down bar area.

Meli Cafe is one of The 15 Best Places for Cocktails in South Loop, Chicago.

9. Meli Cafe

8.4
500 S Dearborn St, Chicago, IL
American Restaurant · Printer's Row · 49 tips and reviews

Beata Y.Beata Yang: Special BLT Benedict.($12)& Peach mimosa.($9)

Cam P.Cam Patton: Went here after a music festival. Great Sunday atmosphere and great brunch. Get a mimosa while you wait to be seated.

Vicki G.Vicki Gerentes: Great breakfast bowls and delicious Nutella crepes!

Little Branch Cafe South Loop is one of The 15 Best Places for Cocktails in South Loop, Chicago.

10. Little Branch Cafe South Loop

7.8
1251 S Prairie Ave (at S. Indiana Ave.), Chicago, IL
American Restaurant · South Loop · 44 tips and reviews

Time Out ChicagoTime Out Chicago: Come nightfall, this coffee shop transforms into a cocktail bar, and the wine, beer and cocktail lists are tightly edited (think classics such as the Corpse Reviver). Read more.

AnnieAnnie: The breakfast burrito was big and great, but the other portions are shitty and this clearly caters to yuppie assholes. Bloody Mary was a strange color with too much lime juice, too.

VeezworldVeezworld: Mmmm...Lentil burger w/ caramelized onions! The turkey reuben panini is good too!

Kasey's Tavern is one of The 15 Best Places for Cocktails in South Loop, Chicago.

11. Kasey's Tavern

8.5
701 S Dearborn St (btwn Harrison & Polk St), Chicago, IL
Pub · Printer's Row · 71 tips and reviews

ShannonShannon: Bottomless Mimosas!

Alex N.Alex N: Danny makes a mean Manhattan!

Patrick B.Patrick Buggy: Cozy south-loop spot with a very impressive beer list!

Burger Bar is one of The 15 Best Places for Cocktails in South Loop, Chicago.

12. Burger Bar

8.2
1150 S Michigan Ave (at E Roosevelt Rd), Chicago, IL
Burger Joint · South Loop · 31 tips and reviews

Maxwell S.Maxwell Spread: Fried Pickles are great. Burger was delicious and they have a great selection of craft beers & cocktails.

Tyler K.Tyler Kung: Great amazing burgers. Server Kenny is really nice and helpful. Best server there. Below is a sample of the build your own burger half pound angus with fried egg and mushrooms. Love this place.

Lindsay M.Lindsay M: Been here on multiple occasions - great food, however every time I've been here it's taken over 30 minutes to get our food (both when it's busy and not).

Bar Louie is one of The 15 Best Places for Cocktails in South Loop, Chicago.

13. Bar Louie

7.0
47 W Polk St, Chicago, IL
Gastropub · Dearborn Park · 78 tips and reviews

Akili L.Akili Lee: $5 mojito situation on thursdays..sounds good but mint in a glass of tap water should be a BIT less than 5 bucks...no?

Roosevelt CollectionRoosevelt Collection: $5.99 martinis on Thursdays.

Jenn L.Jenn LeFlore: Wed $5 martinis. They are all real sweet. I stuck with the dirty martini extra dirty

Jazz Showcase is one of The 15 Best Places for Cocktails in South Loop, Chicago.

14. Jazz Showcase

9.0
806 S Plymouth Ct (at W Polk St.), Chicago, IL
Jazz and Blues Venue · Dearborn Park · 31 tips and reviews

ChicagoistChicagoist: Jazz Showcase is cozy, sounds great and has amazing sight lines. Sit back and tear into a couple martinis as you enjoy some adventurous music. Read more.

michelle j.michelle jimenez: Very intimate place to listen to amazing music! I'm never disappointed. Sitting is very limited but if you show up early you can get good seats.

MetroSeeker.comMetroSeeker.com: Great music from newcomers and legends alike. Sunday matinee at 4 p.m. is always a kid friendly show!

The Blackstone, Autograph Collection is one of The 15 Best Places for Cocktails in South Loop, Chicago.

15. The Blackstone, Autograph Collection

8.4
636 S Michigan Ave, Chicago, IL
Hotel · South Loop · 61 tips and reviews

Robert C.Robert Cartwright: Check out the Art Hall. Mention th Outlaw Art Exhibit at the bar for a free Effen Graffiti Cocktail. Tell them survive185 sent you.

Joan B.Joan Blumenthal: The food was excellent, but it was very noisy. Difficult to carry on a conversation, especially during the cocktail hour.

Missy A.Missy Aguilar: Shannon at the Navigator desk always goes over the top to make our experience great!