Historic building offers European charm and elegant design with a cozy, stylish vibe. Live jazz music sets a relaxing mood while a skilled bar serves creative cocktails like melon sour and dealerโs choice. Perfect for those seeking a refined dining and drinking experience.
Cocktails stand out for their delicious flavors and creative mixes. The melon sour and a dealerโs choice cocktail/mocktail crafted by Eric the bartender highlight the menu's variety and quality.
Good to know
Reservations are recommended, especially on weekends, to avoid being turned away.
Happy hour runs from 4-6pm on weekdays with discounted drinks and appetizers.
Expect a $10 charge for each cheese on the charcuterie board.
Stylish escape with a large bar offers cozy seating and a lively vibe by night. Cocktails shine with strong cucumber flavors and aged classics like an espresso martini. Affordable meals and a strong whiskey selection make it perfect for after-work drinks.
Cocktails feature strong cucumber flavors in large glasses and aged spins on classics. Options include a well balanced gin-based drink, an espresso martini, and a cocktail similar to an old fashioned.
Good to know
Reservations are essential for happy hour due to high demand.
Happy hour specials include discounted drinks and slider options.
Copper Club is only open on weekdays.
Sleek 21st-floor spot offers an art deco vibe with soft live jazz. Booths fit small groups well, making it elegant and cozy. Bourbon-based Old Fashioned shines among cocktails, with staff ready to guide your choice.
Old Fashioned stands out with its bourbon base. Cocktail and wine menus offer a good variety. Staff share menu knowledge and recommend drinks.
Good to know
Live jazz performances happen every Friday and Saturday evening.
A 20% gratuity is automatically added to bills for parties of two.
Sourdough bread is often out of stock, so consider alternatives.
Vibrant Mexican-inspired decor and live mariachi music create a lively atmosphere. Guests enjoy self-serve tequila stations for a unique tasting experience. Cocktails like the Carajillo offer strong, well-crafted flavors served with friendly smiles.
Cocktails come in a diverse range with strong flavors and careful preparation. The Carajillo stands out for espresso martini fans, and bartenders serve drinks with a friendly smile.
Good to know
Happy hour runs from 4-7pm with great deals on drinks and appetizers.
Friday night features live Mariachi performances starting at 8pm.
The venue plans to host live DJ performances in the future.
Hidden underground bar glows with a soft red light and a jazzy atmosphere. Creative cocktails like the fruity fernet and espresso martini with Parmesan stand out. Intimate, cozy vibe draws an upbeat crowd for fun nights or romantic dates.
Cocktails here show a creative spin with options like a fruity fernet and an espresso martini with Parmesan. Signature drinks include the creamy, salty Reggiano and the gin-based Purple Monster, all crafted with a speakeasy vibe and a jazzy atmosphere.
Good to know
Happy hour offers discounted drinks and bites after work.
The bar features a rotating menu of small shareable plates and pasta.
Reservations are recommended for busy evenings, especially weekends.
Rooftop restaurant offers stunning city views and a relaxed vibe with friendly staff. Cocktails like bourbon blackberry and blackberry whiskey sangria are well-crafted and affordable. Small plates and a charming ambiance make it great for quiet meals or lively happy hours.
Cocktails feature bourbon blackberry and blackberry whiskey sangria styles like Running with the Bulls. Gin and vodka drinks come out impeccably crafted and refreshing with reasonable prices.
Good to know
Happy hour runs from 3:30 to 5:30pm on weekdays.
Happy hour offers great deals on food and drinks.
The restaurant is located on the 16th floor of the Hilton hotel.
Art deco lobby creates a stylish, cozy atmosphere with a retro-modern vibe. Signature cocktails feature expertly crafted flavors like smoked old fashioned and creative gin options. Low music and a spacious bar draw a relaxed, upscale crowd perfect for unwinding.
Signature cocktails stand out with expertly crafted flavors and inventive twists like a smoked old fashioned. A variety of gin cocktails and a daily special at happy hour offer creative options at good prices.
Good to know
The bar is open every day from 4 pm to 11 pm.
The restroom is spotlessly clean.
The menu has a nice variety without being overwhelming.
Small, intimate bar with upscale dรฉcor and a craft cocktail vibe offers creative drinks like Danteโs Inferno. The space feels LGBTQ+ friendly with a chill, eclectic atmosphere and live music from emerging bands.
Creative cocktails stand out here with drinks like Danteโs Inferno and Beeside offering a balanced mix of liquor and other flavors. The spot nails a craft cocktail vibe perfect for pregame drinks and small bites.
Good to know
Happy hour runs from 4 to 7 PM with special pricing on drinks and appetizers.
Enjoy a burger and beer deal for $20 during happy hour.
Live jazz music is featured on Saturday nights, starting at 9 PM.
Small bar offers a cozy fireplace and plush seating for a warm vibe. Period-inspired cocktails like Crimson and Carbide deliver perfect flavors. Music stays low, creating a laid-back atmosphere ideal for afterwork drinks and quiet chats.
Period-inspired cocktails stand out with interesting flavors. Many drinks, like the Crimson and Carbide, taste perfect and suit afterwork vibes well.
Good to know
Bar Pendry Chicago can get packed during happy hour.
The bar's small size makes it not suitable for larger groups.
Expect a busy atmosphere in the evenings.
Intimate jazz club with historic dรฉcor and excellent acoustics creates a cozy vibe. Talented musicians perform live, honoring jazz legends. Cocktail menu offers great choices but no signature drink.
Jazz and great cocktails come together here. The cocktail menu offers excellent choices, though it lacks a signature house cocktail.
Good to know
Admission is $20 per person for entry.
Jazz Showcase does not serve food but allows patrons to bring their own.
It is advisable to buy tickets in advance as shows often sell out.
Cozy American spot offers sleek design and lively outdoor seating. Creative cocktails like Casa Tamarind blend fruity flavors with tequila. Packed after-work crowd enjoys lunch, dinner, and a unique co-working vibe.
Cocktails feature creative blends with a strong focus on fruity flavors. Drinks like the very cherry and Casa Tamarind cocktails balance sweetness with tequila for a distinct taste.
Good to know
Happy hour runs from 3-8pm, Monday to Friday, with various drink specials.
The happy hour food menu includes a few taco and fries options.
The restaurant is conveniently located across from the Lyric Opera.
Urban space with Tulum-inspired decor offers a lively Mexican vibe. Cocktails are delicious and affordable, pairing well with the food. Seating varies from stools to intimate spots, creating a welcoming atmosphere energized by great music.
Delicious cocktails stand out with a mix of flavors that complement the food well. Drinks come at a reasonable price, adding to the overall enjoyable experience.
Good to know
Happy hour runs daily from 2 to 6 pm.
$3 Taco Tuesdays offer great value for visitors.
Wednesday features a special margarita deal.
Venetian-Gothic style creates a stylish hotel with ornate woodwork. Active guests enjoy basketball and yoga amid historic charm. Bars offer custom cocktails with attentive service and rooftop views.
Extensive bar offerings include custom cocktails crafted with the in-house restaurant. Both rooftop and indoor bars serve delicious cocktails alongside attentive service.
Good to know
Happy hour runs daily from 4-6pm with discounted drinks.
Expect wedding crowds on weekends due to the hotel's wedding venue status.
Reservations are required weeks in advance for dinner at Cindy's Rooftop.
Space blends art deco style with southern France beach vibes for an upscale feel. Bartenders like Cesar craft dark, brooding cocktails such as the Black Manhattan with smoky, complex flavors. French pop and chill house music create a low-key but lively vibe perfect for a trendy night out.
Dark, brooding cocktails like the Black Manhattan offer a smoky, slightly sweet, and complex flavor. Bartenders like Cesar and Brian craft drinks with care, including the Manhattan Noir featuring bourbon and chocolate bitters.
Good to know
Reservations are recommended for dinner, especially on weekends.
Happy hour runs from 4 to 6 PM with great deals on drinks and appetizers.
The rooftop menu starts at 3 PM, perfect for afternoon gatherings.
Bar blends vintage decor with games like pool and skeeball. Specialty cocktails shine with crafted care. Atmosphere shifts from relaxed upscale to loud, matching the crowd.
Specialty cocktails crafted with care stand out here. Classic drinks come well made, making it a solid spot for a cocktail.
Good to know
Reservations are recommended for large groups to ensure space availability.
The venue has a minimum food and beverage requirement for private events.
Expect a surcharge if you exceed the agreed-upon food and beverage minimum.
Small theater offers intimate seating and lively Shakespeare plays with close audience interaction. Signature cocktail blends homemade lemonade and blackberry liqueur, paired with snacks like caviar. Drinks arrive via QR code, keeping the vibe relaxed and fun.
Signature cocktail features homemade lemonade, makers, and blackberry liqueur. Drinks come with a welcome shot and pair well with snacks like caviar.
Good to know
Must be 21 to enter; ID checked for all ages at the door.
The show is rated R and not suitable for the faint of modesty.
Expect a fun and unique experience with a comedic twist on Shakespeare.
Urban club buzzes with cool lighting and a diverse crowd enjoying hip hop beats. Cocktails shine with creative mixes offering bold flavors. Rooftop adds a lively atmosphere perfect for celebration and fun.
Creative mixes define the cocktail menu. Expect exceptional flavors and good variety throughout.
Good to know
Entry is $100, but free tickets are available before 11pm.
Social Saturdays are a popular event at the club.
Parking can be risky; consider using Uber instead.
Small, cozy spot with an intimate vibe and live R&B DJ sets a lively tone. Lamb chops stand out as a spectacular dish, paired perfectly with margarita flights. Bartenders Tee and Jada deliver top-notch cocktails with great care and hospitality.
Cocktails feature beautiful presentation and excellent service. Bartenders like Tee and Jada craft top-notch drinks with care and hospitality.
Good to know
Reservations are required for parties of 10 or more.
Expect a two-hour wait without a reservation.
The kitchen closes at 7pm, so arrive early.
Steakhouse shines with high-quality steaks and a sophisticated atmosphere featuring warm lighting and leather accents. Cocktails impress with the Boop-a-licious signature and expert staff recommendations. Music stays low, creating a romantic vibe perfect for relaxed dining.
Boop-a-licous signature cocktail stands out as a unique option. Happy hour features a variety of cocktails including a seasonal cranberry cocktail. Staff provide fabulous recommendations for drinks.
Good to know
Happy hour offers drink specials from 4-6pm on weekdays.
Reservations are recommended, especially for weekend dining.
A 3% surcharge applies for credit card payments.
Lively rooftop bar offers Sushi and vodka cocktail with great city views and vibrant atmosphere. Funky artwork and comfy design fill rooms and common areas. Nighttime brings energetic crowds and street noise near the club and light rail.
Sushi and vodka cocktail stands out at the rooftop bar. The drink list features cocktails, draft beers, bottles, and cans with solid local options. Cocktails are also available on the first floor.
Good to know
The rooftop bar hosts a brunch buffet on weekends.
Private events frequently close the rooftop bar, limiting access.
Valet service is recommended as there is no parking available.
Space centers on a cozy bar with seated dining and a small patio. Expertly crafted cocktails like The Hancock with smoked pineapple shine. Quiet music and city views create a modern vibe welcoming families and solo diners.
Expertly crafted cocktails show attention to detail and deep knowledge of drinks. Unique options like The Hancock with smoked pineapple and The Botanic Gardens with hibiscus tea stand out.
Good to know
Happy hour menu is available with discounted drinks and appetizers.
The restaurant is conveniently located within the Royal Sonesta hotel.
Expect a 20-minute wait for food pickup after ordering.
Dining room shines with historic decor and a stunning Christmas tree that sets a magical mood. Fairy princesses add a whimsical touch while attentive staff serve egg nog cocktails promptly. Space feels elegant and spacious, rich with Chicago history.
Attentive service keeps drinks refilled promptly and offers solid suggestions. The eggnog cocktail stands out as a great recommendation and is consistently well received.
Good to know
Reservations are required for holiday dining at least two months in advance.
The Walnut Room hosts a popular drag brunch every Sunday at 11 AM.
Parking costs $28 for three hours, so plan accordingly.
Circular bar anchors a stylish lounge with eclectic furniture and spacious seating for quiet talks. Cocktails are well-crafted but a bit pricey, fitting a downtown hotel vibe. Atmosphere stays chill but classy with a slow, relaxed pace.
Cocktails come with a fancy lounge setting and plenty of seating. Drinks are solid but a bit pricy, matching other downtown hotel lounges.
Good to know
Happy hour runs until 7pm with special drink prices.
The lounge is located just inside the hotel to the left.
They do not accept cash; only credit cards are accepted for payment.
Hotel boasts great views and modern rooms with thoughtful amenities. Rooftop bar serves intricate cocktails crafted by a skilled bartender. Loud club atmosphere with bass noise can disrupt quiet stays.
Drinks include classic cocktails and unique house creations. The bartender shows outstanding knowledge and balances speed and quality while making intricate cocktails and chatting.
Good to know
Rooftop parties occur on weekends, featuring house music and a vibrant atmosphere.
Happy Hour offers complimentary drinks for guests from 4-5pm daily.
Reservations for special events like birthday celebrations are recommended for personalized services.
Intimate theater offers close-up magic in an upscale, charming setting. Enthusiastic crowds enjoy interactive shows with clear views. Full bar serves themed cocktails, including a fiery Smoke and Mirrors drink, with one free cocktail per ticket.
A full bar offers a selection of themed cocktails and mocktail options. Tickets include a free cocktail, and drinks like the Smoke and Mirrors add a fun, fiery touch.
Good to know
Doors open one hour before the show.
The show includes audience participation and is highly interactive.
An encore performance offers close-up magic and a chance to ask questions.
Rotating carousel bar creates a unique focal point with a slow, full turn each hour. Cocktails like the old fashioned and French 75 are creative and well made. Jazz duo adds a lively yet approachable vibe, perfect for conversation in an upscale setting.
Cocktails here are very well made and creative, with standout drinks like the old fashioned and French 75. The bar's vibe matches the drinks, looking just like a carnival carousel.
Good to know
On Tuesdays, enjoy a $10 cocktail and oyster night with live jazz music.
Happy hour features discounted drinks and appetizers from 4-7pm on weekdays.
Expect to spend around $60 per person for a meal with drinks and tip.
Classic pub with dark wood and Belgian beer memorabilia offers a cozy, lively spot for socializing. Cocktails shine with a Manhattan that rivals NYC and a bold Rum Punch canned drink. Garage rock and blues music add to the authentic vibe.
Manhattan cocktails here beat those in NYC. The Rum Punch canned cocktail stands out and packs a punch. Beer and cocktail selections are excellent and the overall cocktails are good.
Good to know
Happy hour gets crowded, so arrive early to secure a spot.
Reservations are not accepted after 6pm, so plan accordingly.
Parking is available under the elevated tracks on Lake Street.
Stylish spot with a modern interior and quiet bar area perfect for chats. Strong, smooth cocktails shine alongside tasty non-alcoholic drinks. Spacious rooms support both group dining and socializing with a classy yet laid-back vibe.
Strong but smooth cocktails stand out here. The bar offers a modern interior and a great atmosphere for an evening with friends, including non-alcoholic options.
Good to know
The Marq can host events for up to 100 people with excellent service.
Happy hour is available, making it a great spot for after-work gatherings.
Street parking is available around the corner on Dearborn.
Hotel blends old-fashioned charm with modern style in an elegant setting. Rooms are quiet and cozy with fine details. The 21st-floor bar offers jazz music and creative cocktails alongside city views.
Quiet bar on the 21st floor features a jazz band and better cocktails. The lounge and restaurant serve creative cocktails throughout the day alongside food options.
Good to know
The Grand Ballroom on the 22nd floor hosts weddings and events.
Jazz nights occur every Friday and Saturday at the in-house restaurant.
Check-in is located on the 21st floor, right outside the elevators.
Rooftop bar offers breathtaking views and a cozy lounge for an intimate setting. Signature cocktails come with clear explanations from the mixologist. Live DJ during brunch creates a lively atmosphere perfect for unwinding or starting a night out.
A signature cocktail is crafted when choices stall. The mixologist explains the cocktail list clearly. The spot feels safe and comfortable to unwind with drinks and music.
Good to know
Trivia night happens regularly, providing a fun atmosphere for guests.
Street parking is available, along with nearby garages for convenience.
The steak skillet costs $14, offering great value for a meal.