Marty's Martini Bar is one of The 15 Best Places for Cosmopolitans in Chicago.

1. Marty's Martini Bar

8.1
1511 W Balmoral Ave (at Clark St.), Chicago, IL
Lounge · Andersonville · 48 tips and reviews

JamesJames: The cosmopolitan was perfect!

Gil S.Gil Shepherd: Cosmo And Lemon Drop Martinis

Paul G.Paul Gallagher: Good martini's. Gets busy. Nice friendly & professional service.

The Peninsula is one of The 15 Best Places for Cosmopolitans in Chicago.

2. The Peninsula

9.2
108 E Superior St, Chicago (at N Michigan Ave.), Chicago, IL
Hotel · Streeterville · 71 tips and reviews

Alexandra H.Alexandra Hoover: Try the Cosmolini at the Peninsula Bar... delicious twist on a classic Cosmopolitan!

Mandy S.Mandy Swanson: Beautiful lobby, went to the bar for drinks. Bar is cozy, masculine, and has a fireplace. Luxurious without being pretentious! Great retreat for the winter.

Crain's Chicago BusinessCrain's Chicago Business: Afternoon tea downtown doesn't get any more refined or memorable than this.The pastries are exquisite and numerous, including a teeny, tangy lemon meringue tart. Read more.

The Pasta Bowl is one of The 15 Best Places for Cosmopolitans in Chicago.

3. The Pasta Bowl

8.3
2434 N Clark St (at Arlington Pl.), Chicago, IL
Italian Restaurant · Park West · 46 tips and reviews

ChristyChristy: They make a great Cosmo and the pasta with fresh mozzarella and tomatoes was awesome!

Emily H.Emily Hom-Nici: Cheese garlic bread (on the house for being firsttimers). Tortellini Crema! Farfalle pollo! Chicken parm! All Amazinggggg. Very nice staff.

Sean B.Sean Barrins: It's all about Farfalle Pollo!

Fig & Olive is one of The 15 Best Places for Cosmopolitans in Chicago.

4. Fig & Olive

8.6
104 E Oak St, Chicago, IL
Mediterranean Restaurant · Streeterville · 61 tips and reviews

Antoinette A.Antoinette Arnold: The cucumber Cosmo is really good. You can go wrong with the truffle mushroom croquette for an appetizer.

ChanthanaChanthana: Go during lunch for a leisurely meal. Crudo tasting, cheese plate, Summer in Provence (gin cocktail) and chocolate soufflé were all wonderful!

StefanieStefanie: Absolutely gorgeous space inside and out! Lobster bisque special was disappointing...wish I ordered the pasta!

Hugo's Frog Bar & Fish House is one of The 15 Best Places for Cosmopolitans in Chicago.

5. Hugo's Frog Bar & Fish House

8.7
1024 N Rush St (Bellevue), Chicago, IL
Seafood Restaurant · Gold Coast · 104 tips and reviews

Alli ByeAlli Bye: Best drink at this bar: YES Vodka Cosmo!

MindiMindi: The crab cakes are great! Actual real lumps of crab. Not much filler. The filet is incredibly tender. And the chargrilled shrimp is well seasoned. Be sure to get a reservation, even on weeknights!

Joe H.Joe H: They put crab ON the swordfish. They put crab in the Mac and Cheese. They put crab in the asparagus. My waiter was an Alaskan King Crab. If you have the means, I highly recommend it. So choice.

Bobby Love's is one of The 15 Best Places for Cosmopolitans in Chicago.

6. Bobby Love's

7.5
3729 N Halsted St, Chicago, IL
Gay Bar · Lakeview · 19 tips and reviews

Vic W.Vic W.: ... Ricky makes the best cosmo on the block and they're only $5 on Wed.

Rick R.Rick Rapp: Can be warm and cozy like Cheers or like something out of Cuckoo's Nest!

Damian D.Damian Denson: $12 for a long island iced tea?! Good and strong, but still...$$$

Roscoe's is one of The 15 Best Places for Cosmopolitans in Chicago.

7. Roscoe's

7.9
3356 N Halsted St (at Roscoe St), Chicago, IL
Gay Bar · Lakeview · 112 tips and reviews

Clementine M.Clementine Mottola: Pool to play. Delicious 12$ cosmopolitan pitchers? YES PLEASE! We changed the music to dance. Jack the bartender is great! Also bartender with same bahumbug hat I have (drunk & forgot his name :(

Jason T.Jason T: I love their burgers, mini corn dogs, and frozen drinks! Good beer on tap too.

Daniel M.Daniel McCoy: Great spot to observe the homosexual mating rituals of the intoxicated unattractive middle-aged homosapien.

Green Mill Cocktail Lounge is one of The 15 Best Places for Cosmopolitans in Chicago.

8. Green Mill Cocktail Lounge

8.8
4802 N Broadway St (at W Lawrence Ave), Chicago, IL
Jazz and Blues Venue · Uptown · 135 tips and reviews

Haydee V.Haydee Valdes: Came here because of Anthony Bourdain tip. Great Cosmo and Great music. But why o' why do jazz musicians Always have to do solos in every song?

Joseph B.Joseph B.: An excellent and authentic place for jazz, but get here early as the place fills up fast.

Explore ChicagoExplore Chicago: This Chicago landmark presents jazz nightly, from traditional to experimental, amid a "speakeasyesque" décor. Read more.

Petterino's is one of The 15 Best Places for Cosmopolitans in Chicago.

9. Petterino's

8.0
150 N Dearborn St (at Randolph St), Chicago, IL
Italian Restaurant · The Loop · 62 tips and reviews

Samantha S.Samantha Szczender: Pre-show menu will save you money. Delicious Cosmopolitans!

Matthew S.Matthew Supert: Try the crab cake - Really well done. A lot of crab and the corn is a nice addition

Gerardo A.Gerardo Aguilar: Excellent! Ask for John he is great!!!

Maggiano's Little Italy is one of The 15 Best Places for Cosmopolitans in Chicago.

10. Maggiano's Little Italy

8.0
516 N Clark St (at W Grand Ave), Chicago, IL
Italian Restaurant · River North · 68 tips and reviews

Rozanne M.Rozanne Michaels: Maggianos Chicago - excellent kettle one Cosmo !!!

Rozanne M.Rozanne Michaels: Lucas makes an excellent kettle one Cosmo at the bar!!!

Lindsey M.Lindsey Moss: Portions are huge! Great place for large groups. All dishes are delicious but the rigatoni D and toasted poundcake for dessert are some of the best.

Adler Planetarium is one of The 15 Best Places for Cosmopolitans in Chicago.

11. Adler Planetarium

8.6
1300 S Lake Shore Dr (at Solidarity Dr), Chicago, IL
Planetarium · Museum Campus · 173 tips and reviews

Panos M.Panos Markopoulos: Really good Cosmos Wonder.

Allison K.Allison Kaminski: Awesome scenic view of the city!!! Great museum as well

HISTORYHISTORY: This Planetarium was founded in 1930 by Max Adler, who was so impressed by a European machine replicating the night sky that he decided to build one.

Gyu-Kaku Japanese BBQ is one of The 15 Best Places for Cosmopolitans in Chicago.

12. Gyu-Kaku Japanese BBQ

8.5
210 E Ohio St (at N St Clair St), Chicago, IL
Japanese Restaurant · Streeterville · 134 tips and reviews

Shania L.Shania Lin: the white peach cosmopolitan here is really good! pretty refreshing not overly sweet

Kathia C.Kathia Cruz: The food it’s excellent! Spicy tofu is really good!

Margaretha G.Margaretha Gunawan: Check the washroom. No more worries about those garlic/scallion/onion breath, they have tequila like mouthwash just for you. How thoughtful

House of Blues is one of The 15 Best Places for Cosmopolitans in Chicago.

13. House of Blues

9.0
329 N Dearborn St (btwn Kinzie St & Wacker Dr), Chicago, IL
Music Venue · Near North Side · 197 tips and reviews

Claudia C.Claudia Castro: Awesome Cosmos!

Joseph D.Joseph Delhommer: The ribs and the cornbread are amazing. It's definitely one of the best places to get these in Chicago.

Explore ChicagoExplore Chicago: Track down the sound that evolved from the Blues at the House of Blues' Gospel Brunch on Sundays, complimented by a Southern-inspired buffet and blues memorabilia on the walls. Read more.

The Matchbox is one of The 15 Best Places for Cosmopolitans in Chicago.

14. The Matchbox

8.6
770 N Milwaukee Ave, Chicago, IL
Bar · River West · 73 tips and reviews

Tim R.Tim Ressmeyer: Who doesn't love a matchbox cosmo!?!

ben m.ben m: Pretty much can't go wrong with any of the cocktails. The music is always good and the beer list is always strong.

Time Out ChicagoTime Out Chicago: Drink this: Matchbox's excellent cocktails, such as its margaritas, come with powdered sugar. Read more.

Sakura Teppanyaki & Sushi is one of The 15 Best Places for Cosmopolitans in Chicago.

15. Sakura Teppanyaki & Sushi

7.3
730 W Diversey Pkwy, Chicago, IL
Japanese Restaurant · Lake View East · 34 tips and reviews

Ashley M.Ashley Mears: The French Cosmo is delicious!!!

Shawn S.Shawn Shufelt: Excellent food and service. Been here a dozen times and never had a problem! Favorite place in the city!

Peter K.Peter Katz: Service is not good!