Restaurant occupies an elegant second-floor space with amazing views of Michigan Avenue. Atmosphere feels funky and cool yet allows easy conversation without yelling. Offers masterfully made exotic cocktails and a lively bar with sports TVs.
Signature cocktails stand out with an old fashioned praised for its quality and a watermelon cocktail that suits hot days. Unique options like the truffle martini offer interesting and refreshing flavors alongside other mixed drinks.
An incredible meal with Lake Superior fish stands out for couples. Staff help pick dishes that make the experience memorable.
Good to know
Happy hour runs from 4-7pm on weekdays with half-price appetizers.
Reservations are recommended, especially for larger groups.
The restaurant has a dress code; business casual is preferred.
Small, intimate jazz club with phenomenal acoustics and a speakeasy atmosphere. Live performances happen up close, creating a relaxed and welcoming vibe. Cocktails stand out as among the best, complementing the music well.
Cocktails here are consistently excellent and very good, with the bartender crafting delightful drinks including non-alcoholic options that stand out for their flavor.
Offers a cozy atmosphere with live jazz performances that set a relaxed mood. Frequented for intimate date nights and enjoyable evenings with friends or family.
Good to know
Tickets can be purchased online, with VIP seating available for $40.
Winter's Jazz Club does not serve food or snacks.
Getting to the club can be somewhat hidden and may require some effort.
Modern design blends with traditional Asian aesthetics to create a cozy and inviting atmosphere. Plenty of private booths and comfy seating support intimate dining and easy conversation. A well-stocked sauce station encourages creativity with personalized dipping sauces.
Happy hour offers $10 cocktails and $5 drafts on Saturdays from 3 to 6 pm. Todd at the bar crafts tasty cocktails and shares samples of his Japanese whiskeys before ordering. The five spice cocktail stands out as especially flavorful.
Isolated and private seating suits couples well. Options cater to vegetarian and peanut allergy needs. Staff help newcomers enjoy the hotpot experience.
Good to know
Happy hour on Saturday from 3:00 to 6:00 pm offers $5 drafts and $10 cocktails.
Reservations are recommended to avoid long wait times, especially on weekends.
The kitchen closes at 10pm, so make final orders before then.
Classic bar and restaurant with an old-school charm and 1930s cozy atmosphere featuring live piano and jazz performances. The space feels dark and crowded, often lively with music and sports on TVs. It attracts a mix of guests seeking a timeless, elegant vibe with a touch of history.
Specialty cocktails like the Gold Coast and Cran Sparkle stand out on the menu. Drinks come well prepared and pair nicely with food or lunch.
Refined, understated vibe suits a date night or formal dinner. Wine and beer options are easy to choose and pair well with the setting.
Good to know
Live jazz music is offered on Friday and Saturday nights.
Reservations are recommended during busy holiday seasons.
Expect higher prices due to the restaurant's location in a hotel.
Space combines vintage scholarly decor with modern touches and thousands of old books. Atmosphere feels vibrant and lively with live music from guitar duos or three-piece bands enhancing the mood. Guests enjoy outdoor seating and a full bar offering standout cocktails like the Smokey Old Fashioned.
Bartenders Matt, Chris, and Patrick craft fabulous cocktails like the Smokey Old Fashioned and Smoke and Mirrors. The Vesuvius cocktail features a fun smoke release, and the Rhuby Slippers stands out as well.
Celebrations include complimentary prosecco and olive oil cake, adding a special touch. The prime beef meatball with roasted garlic and chili stands out as a favorite dish for couples.
Good to know
Wednesdays feature live music, enhancing the dining experience.
Unlimited mimosas for two hours at $26 are available during brunch.
Happy hour offers three daily bar specials, perfect for budget-friendly drinks.
Open, light-filled space blends stylish decor with Aussie sunshine vibe and welcoming neighborhood feel. Bar area features a massive TV and offers knowledgeable cocktail service with unique drinks. Indoor and outdoor seating create a relaxed atmosphere suited for casual meals and socializing.
Cocktails here show creative flair with drinks like Bloody Rippa and The Kirk. The bartender crafts well-balanced, strong cocktails and knows classics like the old-fashioned inside out.
Good to know
Happy hour runs from 4-6pm with great deals on drinks and appetizers.
Trivia night is every Monday at 7pm with a $5 entry fee.
Expect a wait time of about 40 minutes during peak hours.
Spacious hotel with stunning skyline and lake views offers an atmosphere of quiet elegance and luxury. Amenities include a well-equipped gym, a unique wellness spa with indoor pools and a Finnish sauna, and a kid-friendly environment. The bar provides an inviting and exciting space for drinks.
Expertly crafted cocktails come from bartenders at a cool bar in the main lobby. The setting feels relaxed yet upscale, ideal for pre-dinner drinks with friends or family.
Rooms feature thoughtful touches like neatly arranged belongings, slippers on the floor, and fresh water bottles. The setting suits celebrations and quiet moments with loved ones.
Good to know
The pool closes at 8 PM, which may limit evening access.
Expect 2-3 minute wait times for lifts on weekends and public holidays.
The hotel is dog-friendly, allowing pets during your stay.
Comedy club offers an intimate, cozy venue with a circular stage that brings performers close to the audience. The atmosphere feels electric and fun, encouraging interaction and laughter. Small round tables provide comfortable spacing, creating a relaxed setting for enjoying lively acts.
Mouthwatering cocktails stand out here, especially the "punchline" cocktail. The drinks consistently impress with their great flavors.
Laughter and live comedy set the tone for date nights here. Couples enjoy classic Chicago deep dish alongside beers, making it a solid spot for celebrations and regular outings.
Good to know
There is a two-drink or food minimum at the venue.
The entrance is located at the back of the building.
Parking can be an issue near the venue.
Bar atop a skyscraper offers 360-degree city views and a rooftop lounge with ample seating. Atmosphere shifts from relaxed during sunset to lively as night falls, with a mix of tourists and locals. Entry requires a ticket, and the setting includes unique attractions like a thrilling tilt experience.
Cocktails here come fast and delicious, with a mango margarita standing out. Sipping drinks while enjoying the skyline views creates a special vibe.
Observation decks offer great spots for date night photos and selfies. This place suits special occasions rather than everyday hangouts.
Good to know
Entry to the bar requires a general admission ticket costing around $40.
Expect a 30-60 minute wait for seating during peak hours.
Drinks take about 15 minutes to arrive after ordering.