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The Cheekiest Perks
City Soles is one of The Cheekiest Perks.

1. City Soles

2001 W North Ave (at N Milwaukee Ave), Chicago, IL
Shoe Store · Wicker Park · 8 tips and reviews

Cheeky C.Cheeky Chicago: 20% off and Wine While You Shop

Ganesha Yoga and Adventures in Fitness is one of The Cheekiest Perks.

2. Ganesha Yoga and Adventures in Fitness

6.7
3113 N Lincoln Ave (Barry), Chicago, IL
Yoga Studio · Lakeview · 2 tips and reviews

Cheeky C.Cheeky Chicago: $10 Classes

HUB 51 is one of The Cheekiest Perks.

3. HUB 51

8.5
51 W Hubbard St (at Dearborn St), Chicago, IL
New American Restaurant · Near North Side · 249 tips and reviews

Cheeky C.Cheeky Chicago: Free carrot cake!

EPIC is one of The Cheekiest Perks.

4. EPIC

112 W Hubbard St (btwn N Clark St & N La Salle Blvd), Chicago, IL
New American Restaurant · River North · 94 tips and reviews
Paris Club Bistro & Bar is one of The Cheekiest Perks.

5. Paris Club Bistro & Bar

59 West Hubbard Street (btwn N Clark & N Dearborn St.), Chicago, IL
French Restaurant · Near North Side · 114 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Parisian Crêpes

25 Degrees is one of The Cheekiest Perks.

6. 25 Degrees

736 N Clark St (at W Superior St), Chicago, IL
Burger Joint · River North · 113 tips and reviews

Cheeky C.Cheeky Chicago: Wine Jug with Cheese and Charcuterie for $25 (reg. $63!)

Big Bowl is one of The Cheekiest Perks.

7. Big Bowl

6 E Cedar St (at State St.), Chicago, IL
Asian Restaurant · Gold Coast · 62 tips and reviews

Cheeky C.Cheeky Chicago: Sangria & Satays for $7

Crossing is one of The Cheekiest Perks.

8. Crossing

2548 N Southport Ave (btwn Wrightwood Ave & Lill Ave), Chicago, IL
Sports Bar · North Side · 37 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Mimosa or Bloody Mary

Deuce's Major League Bar is one of The Cheekiest Perks.

9. Deuce's Major League Bar

5.7
3505 N Clark St (at W Cornelia Ave), Chicago, IL
Night Club · Wrigleyville · 74 tips and reviews

Cheeky C.Cheeky Chicago: Line Jump and $100 off Bottle Service

Drumbar is one of The Cheekiest Perks.

10. Drumbar

8.0
201 E Delaware Pl (at Mies van der Rohe Way), Chicago, IL
Cocktail Bar · Streeterville · 68 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Glass of Rosé

ESTATE Ultra Bar is one of The Cheekiest Perks.

11. ESTATE Ultra Bar

1177 N Elston Ave (at W Division St), Chicago, IL
Bar · 20 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Skinny Cocktail

Fish Bar is one of The Cheekiest Perks.

12. Fish Bar

8.7
2956 N Sheffield Ave (at W Wellington Ave), Chicago, IL
Seafood Restaurant · Lakeview · 103 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Sea Sipper at Fish Bar

Flirty Girl Fitness is one of The Cheekiest Perks.

13. Flirty Girl Fitness

2215 N Halsted St (Webster and Halsted), Chicago, IL
Gym · Lincoln Park · 36 tips and reviews

Cheeky C.Cheeky Chicago: 5-Class Punch Card for $50

Goodman Theatre is one of The Cheekiest Perks.

14. Goodman Theatre

8.9
170 N Dearborn St (at Randolph St), Chicago, IL
Theater · The Loop · 60 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Access and a Cocktail

Justin's is one of The Cheekiest Perks.

15. Justin's

3358 N Southport Ave (at W Roscoe St), Chicago, IL
Bar · Lakeview · 35 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Glass of Bubbles

Glowout, a Golden Girl Salon is one of The Cheekiest Perks.

16. Glowout, a Golden Girl Salon

8.2
529 N Milwaukee Ave (At Green Street), Chicago, IL
Hair Salon · Fulton Market · 6 tips and reviews

Cheeky C.Cheeky Chicago: $100 Cut and Color Combo and 20% Off Waxing

Kit Kat Lounge & Supper Club is one of The Cheekiest Perks.

17. Kit Kat Lounge & Supper Club

7.3
3700 N Halsted St (at W Waveland Ave), Chicago, IL
Gay Bar · Lakeview · 85 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Champagne with Dinner Entree

Osteria La Madia is one of The Cheekiest Perks.

18. Osteria La Madia

59 W Grand Ave (btwn N Clark St & N Dearborn St), Chicago, IL
Pizzeria · Near North Side · 85 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Salad or Appetizer for Lunch

Laudi Vidni is one of The Cheekiest Perks.

19. Laudi Vidni

1007 W Armitage Ave, Chicago, IL
Design Studio · North Side · 3 tips and reviews

Cheeky C.Cheeky Chicago: $50 Off a Handbag Plus Complimentary Champagne

Maxine Salon is one of The Cheekiest Perks.

20. Maxine Salon

8.9
712 N Rush St (btwn Superior & Huron), Chicago, IL
Hair Salon · Near North Side · 39 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Split of Champagne

Las Palmas is one of The Cheekiest Perks.

21. Las Palmas

1835 W North Ave (Honore), Chicago, IL
Mexican Restaurant · Wicker Park · 22 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Glass of Sangria

Leah Chavie Skin Care Boutique is one of The Cheekiest Perks.

22. Leah Chavie Skin Care Boutique

8.1
2457 N Halsted St (Lincoln), Chicago, IL
Spa · Park West · 6 tips and reviews

Cheeky C.Cheeky Chicago: $50 Signature Facial or 20% Off Any Stem Cell Treatment

Mazi Dance Fitness is one of The Cheekiest Perks.

23. Mazi Dance Fitness

8.3
2001 W North Ave, Chicago, IL
Dance Studio · Wicker Park · 6 tips and reviews

Cheeky C.Cheeky Chicago: 30 Classes in 30 Days for $30

Naha is one of The Cheekiest Perks.

24. Naha

500 N Clark St (at W. Illinois St.), Chicago, IL
New American Restaurant · River North · 65 tips and reviews

Cheeky C.Cheeky Chicago: Seasonal, Rockin’ Cocktails

Pin Curls Salon is one of The Cheekiest Perks.

25. Pin Curls Salon

8.0
1656 W Chicago Ave (Chicago & Paulina), Chicago, IL
Hair Salon · East Ukrainian Village · 6 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Deep Conditioning or Keratriplex Treatment

26. RO Skin Studio

2956 N Lincoln Ave (at W Wellington Ave), Chicago, IL
Spa · Lakeview · 5 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Eyebrow Design

Rockit Bar and Grill is one of The Cheekiest Perks.

27. Rockit Bar and Grill

7.4
22 W Hubbard St (btwn N Dearborn St & N State St), Chicago, IL
Bar · Near North Side · 212 tips and reviews

Cheeky C.Cheeky Chicago: Elevated Bar Food at 20% Off

Province Restaurant is one of The Cheekiest Perks.

28. Province Restaurant

161 N Jefferson St (Btw Randolph And Lake), Chicago, IL
American Restaurant · West Loop · 24 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary glass of sparkling wine with the purchase of a lunch or dinner entrée

Salon O Sixty Five is one of The Cheekiest Perks.

29. Salon O Sixty Five

7.6
65 E Oak St (btwn N Rush & N Lake Shore Dr), Chicago, IL
Hair Salon · Streeterville · 6 tips and reviews

Cheeky C.Cheeky Chicago: 50% off Long and Strong Lash Extensions

Sunda is one of The Cheekiest Perks.

30. Sunda

8.9
110 W Illinois St (btwn N LaSalle Dr & N Clark St), Chicago, IL
Sushi Restaurant · River North · 288 tips and reviews

Cheeky C.Cheeky Chicago: Free Chef’s Choice Specialty Roll for Dinner

Vive La Femme is one of The Cheekiest Perks.

31. Vive La Femme

2048 N Damen Ave, Chicago, IL
Boutique · Bucktown · 3 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Scarf or Jewelry with $150 Purchase

Studio Paris Nightclub is one of The Cheekiest Perks.

32. Studio Paris Nightclub

59 W Hubbard Street (btwn. Clark & Dearborn), Chicago, IL
Night Club · Near North Side · 34 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Access to Cheeky’s TechWeek Party

Untitled Supper Club is one of The Cheekiest Perks.

33. Untitled Supper Club

8.5
111 W Kinzie St (btwn N LaSalle St & N Clark St), Chicago, IL
Restaurant · River North · 141 tips and reviews

Cheeky C.Cheeky Chicago: Complimentary Prosecco