Urban park offers panoramic city skyline views and a huge central fountain surrounded by spacious green lawns and walking paths. Atmosphere balances peaceful lakeshore relaxation with lively areas like a skatepark and playground. Frequent events and live entertainment bring diverse crowds together in a vibrant yet calm setting.
Wide open spaces invite picnics and outdoor activities. Kids have plenty of room to run and play while enjoying the natural setting within the city.
A green space axis stretching nearly 2.5 km along Lake Michigan offers wide open areas for picnics, hiking, and outdoor exercise. Kids find plenty of room to run and play, making it a hub for outdoor activities and a peaceful escape within the city.
"It's a beautiful, spacious park with great walking trails."
"I loved the open green spaces and walking trails here."
"I enjoyed the beautiful greenery and fountains during my outdoor seating experience."
Good to know
Parking costs $30 per day near Grant Park.
Public restrooms are not available in Grant Park.
Consider using Uber or bus transportation when visiting Grant Park.
Outdoor seating offers stunning river views and a large covered patio that stands out in the city. Atmosphere shifts from quiet and romantic during slow times to lively after work and happy hour. The setting suits both casual dining and event receptions with a fun, upscale vibe.
A large covered patio sits right on the river, offering stunning views and a great spot to watch boats pass by. Outdoor seating feels spacious and perfect for groups.
A large covered patio sits right on the river, offering stunning views and a spot to watch boats pass by. The outdoor space feels open and perfect for seating guests comfortably.
Good to know
Reservations are recommended for larger groups, especially during busy hours.
The kitchen closes at 7pm, so plan your visit accordingly.
The restaurant can be busy after work hours, especially on Fridays.
Classic dive bar with dark wood decor and extensive beer selection including rare taps like Pabst Blue Ribbon and Belgian beers. Friendly, down-to-earth vibe with a lively local crowd and rock music playing from a jukebox. Offers outdoor seating and allows bringing in food, featuring popular pizza and crispy wings.
Outdoor seating includes a nice patio on the street. Both outdoor and indoor areas offer good options. The patio works well in warmer months.
Outdoor seating includes a nice patio on the street. Both outdoor and indoor areas provide good space. The patio works well in warmer months.
Good to know
Contactless pay isn't available at Kasey's Tavern.
Customers can bring in outside food if they prefer.
Kasey's Tavern has several gluten-free options, including ciders and beers.
Ice skating ribbon features a unique track shape with varying elevations that create a more fun experience than typical oval rinks. Skating offers amazing city skyline views and a vibe that feels like skating on a river in the woods. The atmosphere is lively with music and crowds, especially during evening sessions when city lights enhance the scenery.
Outdoor seating includes a small cafe located in the middle of the ice skating ribbon. The area offers a mix of outdoor activities with spots to rest and enjoy the surroundings.
Outdoor activities include a skating ribbon that suits all skill levels, even beginners. The space offers a family-friendly environment where kids and adults can enjoy an immersive outdoor experience.
Good to know
Reservations are required in advance as time slots fill up quickly.
Ice skating is available from mid-November through mid-March.
The park has two entrances, one with lockers and restrooms.
Hotel offers modern, eclectic design with vibrant colors and creative communal spaces including a bar and terrace with city views. Rooms feature smart home technology and blackout shades, providing a quiet, well-insulated environment. Gym and workstations add to the functional, trendy atmosphere.
Rooftop and patio areas offer relaxing outdoor seating. The patio provides a calm spot after walking the city.
Rooftop and patio areas offer a very relaxing atmosphere. The outside patio works well for unwinding after a long day of walking.
Good to know
The hotel is located in the heart of Chicago, close to major attractions.
Parking costs around $50 a night and is located a block away from the hotel.
The gym is one of the best hotel gyms available.
Spacious chicken restaurant with modern decor and a relaxing atmosphere featuring plenty of seating and city views from window and outdoor patio areas. Music and colorful art contribute to a casual, pleasant vibe even when busy. A futuristic ordering process streamlines dining.
A lovely outdoor patio offers a great spot for dining. The garden outside adds a brilliant touch to the outdoor seating area.
A lovely outdoor patio and a brilliant garden create a great spot for dining outside. The outdoor seating area offers a nice place to enjoy meals when the weather is good.
Good to know
Parking is validated, making it free if you park in the garage.
You order at the counter, which makes it easy for a quick bite.
Expect smaller food portions than what the menu images suggest.
Small Mediterranean spot offers outdoor seating with breezy patio and views of Lake Michigan and Navy Pier. Atmosphere feels like Europe, with a relaxed vibe suited for people watching. Crowd tends to be upscale, reflecting high prices.
Outdoor seating offers a nice breeze and a cute patio decorated with gorgeous flowers.
Outdoor seating feels nice and breezy with a cute patio decorated by gorgeous flowers.
Good to know
Prices for food and drinks are generally high, with some items costing over $10.
Expect to pay around $40 for four ice creams.
Credit cards are accepted, but check for any additional charges.
Space combines art deco style with southern France beachy decor, creating an upscale, classy atmosphere. Music features French pop and chill house, setting a low-key but lively vibe. Cocktails and French-inspired dishes attract those seeking a luxurious dining experience with a trendy touch.
Outdoor seating includes a patio and an outdoor terrace where oysters and brunch are served. Bottomless mimosas are available for $30 during patio brunch.
Outdoor seating includes a patio and an outdoor terrace where oysters and brunch are served. Bottomless mimosas are available for $30 during patio brunch.
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.
Outdoor seating offers beautiful river views and a scenic urban backdrop with architecture and bridges. The atmosphere stays chill and cozy, with a relaxed weekend vibe that suits larger groups and casual gatherings.
Plenty of outdoor seating sits under shade trees with a nice view of the River Walk.
Plenty of outdoor seating sits under shade trees with a nice view of the River Walk.
Good to know
Happy hour features a special menu with discounted drinks and appetizers.
The venue is seasonal and only operates for a limited time each year.
Outdoor seating is plentiful, providing great views of the river.
Outdoor seating under umbrellas offers a calm garden view with the Bean sculpture and city skyline in the backdrop. The atmosphere stays relaxed and touristy, attracting those who enjoy scenic breaks with Mexican fare and margaritas.
Outdoor seating offers a marvelous view and a chance to relax under an umbrella. Food and drinks arrive with unexpected table service, enhancing the casual vibe.
Outdoor seating includes tables under umbrellas with views of a bean sculpture. Food and drinks come with table service despite a self-serve setup.
Good to know
The entry and venue are accessible for all visitors.
Restrooms in the park area are also accessible.
Expect to spend around $35-$50 per person for dining.
Small coffee shop with bright outdoor seating and a cozy, luxurious vibe. Atmosphere feels welcoming and fun, often busy and not ideal for working inside. Offers unique coffee flavors and a variety of tasty pastries.
Sunny and mostly outdoor seating creates a pleasant spot to sip and work. The patio space takes advantage of nice weather for a relaxed vibe.
Sunny patio space offers mostly outdoor seating with a fire pit nearby. The area suits sipping drinks and working while enjoying nice weather.
Good to know
The cafe does not accept cash; only credit cards and mobile payments are allowed.
Free parking is available for up to 2 hours near the shop.
The menu is not fully available online, which may limit pre-visit planning.
Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.
A lovely patio deck offers a nice spot to relax. The outdoor terrace works well for drinks with views of the city lights.
A small cafe outside serves very good chai lattes and other drinks. The patio deck and outdoor terrace offer lovely spots to enjoy city views and drinks.
Good to know
Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.
There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.
The hotel is located near Riverwalk, providing easy access to attractions.
Small Mexican restaurant with legit Mexican decor and Latin vibes offers both indoor and outdoor seating on a quiet street. Atmosphere is chill but music inside can be very loud. Known for fantastic margaritas and underrated vegetarian options.
Outdoor seating includes a nice size patio on a super quiet street. The space offers a pleasant ambiance with both indoor and outdoor options.
A quiet patio sits on a calm street, offering a nice size outdoor space. Seating options include both indoor and outdoor areas, creating a relaxed ambiance.
Good to know
Happy hour runs from 3-6pm with a 20% discount on drinks.
Brunch is now offered on weekends with a special menu.
A 3% surcharge applies for credit card payments.
Wood-fired pizzas use high-quality Italian ingredients and feature exceptional thin crusts that evoke authentic Italian flavors. Cozy, laid-back atmosphere with an adorable patio offers a peaceful setting, though indoor seating can feel hot and muggy due to limited air conditioning. The space balances intimacy and family friendliness, creating a welcoming vibe without much bustle.
An adorable patio offers a pleasant spot to sit outside. Outdoor seating often serves as a cooler alternative when the inside gets too hot due to air conditioning issues.
An adorable patio offers a pleasant outdoor seating area. Outdoor seating often serves as a fallback when the inside gets too hot due to air conditioning issues.
Good to know
Reservations are not accepted; seating is first-come, first-served.
The restaurant does not offer takeout or phone orders.
Pizzas are only available in one size, which is 12 inches.
Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.
Patio seating offers beautiful city views including the south side of the Sears Tower. Floor-to-ceiling windows enhance the ambiance, making outdoor dining appealing during warm weather.
Floor-to-ceiling windows offer beautiful city views inside. Outdoor seating on the patio provides a clear sightline to the south side of the Sears Tower during warmer months.
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.
Expansive layout with many high-top tables and a dog-friendly patio creates a relaxed setting. Multiple TVs show sports, attracting a diverse afterwork crowd with a lively vibe. Over 100 beers on tap and affordable menu complement the casual atmosphere.
Patio offers a dog-friendly spot for hanging out on sunny days. Outdoor seating feels nice and comfortable for casual visits.
The dog-friendly patio offers a great spot to hang out with your pup on sunny days. Outdoor seating feels relaxed and inviting for casual gatherings.
Good to know
Happy hour runs every day with great deals on drinks.
Weekend brunch is available with special menu items.
Daily drink specials make it easy to unwind after work.
Outdoor seating offers great views of the park and a bright, clean decor fills the space with natural light. The atmosphere ranges from chill and vibrant to very loud and crowded during events. Bottomless mimosas and well-crafted cocktails add to the lively brunch vibe.
A beautiful patio offers great views of Grant Park with umbrellas for shade. The outdoor seating area feels lovely and suits summer dining well.
A beautiful patio offers great views of Grant Park with umbrellas for shade. The outdoor seating area feels lovely and inviting for lunch or drinks.
Good to know
Happy hour runs from 4-6pm with affordable drink specials.
There is a one and a half hour limit for bottomless mimosas during brunch.
A 20% service charge is added for tables of more than four people.
Modern hotel showcases unique design by Jeanne Gang with breathtaking views and a rooftop pool and track. Spacious rooms feel comfortable and clean despite some maintenance issues. Noise from late-night guests and city sirens creates a lively, sometimes loud atmosphere.
An outdoor terrace offers a spacious garden, walking trail, and pool area, all well maintained. The outdoor pool stays open until 11 pm and sits alongside a third-floor park and trail.
An outdoor park and trail sits on the third floor, paired with a swimming pool that stays open until 11 pm. Rooms feature wall-to-ceiling windows and patio doors with sweeping views of the outdoor space.
Good to know
Parking costs $63 per night with no re-entry or $80 per day with in/out access.
The hotel has a poor cleanliness record, with reports of dirty rooms and maintenance issues.
Expect long lines to enter the hotel, especially during peak times.
Classic deli and pizzeria with brick oven pizza, well-worn wood paneling, and black and white photos creating a local, authentic atmosphere. Indoor and outdoor seating fill up quickly, especially during busy, chaotic rush hours. Regulars gather at small tables, adding to the chill, welcoming vibe.
Cozy sidewalk patio offers a relaxed vibe for dining. Outdoor seating lets you enjoy the city atmosphere while eating.
Cozy sidewalk patio offers a nice spot to eat outside. Outdoor seating lets you enjoy the city views while dining.
Good to know
They charge a 3% admin fee for credit card payments without informing customers beforehand.
Getting the pizza by the slice saves time and avoids long waits.
It can be busy during lunch or dinner rush, making seating challenging.
Stylish restaurant and bar with a modern interior and spacious, beautifully appointed rooms. Atmosphere balances classy and laid-back vibes with a pleasant, quiet bar area that encourages conversation. Features include off-sound televisions and a setup that supports group dining and socializing.
Patio seating offers an amazing view of the city. Outdoor dining happens amid the hustle and bustle of a great city, combining good food with a lively atmosphere.
Outdoor seating offers an amazing view of the city. The patio lets you enjoy a good meal outdoors amid the city's hustle and bustle.
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.
Small space with quaint Parisian decor and warm lighting creates a cozy, charming atmosphere. Outdoor terrace offers a lovely view of the Bean and nearby park. Self-service ordering and cashless payment speed up visits despite occasional crowding.
Plenty of outdoor seating lets you enjoy meals outside. The patio looks beautiful when the weather is nice.
Cozy terrace and patio offer plenty of outdoor seating. Breakfast often enjoyed outside when weather is nice.
Good to know
Parking is available nearby in an underground garage.
Expect a wait time of 15-30 minutes during busy brunch hours.
The menu features a variety of pastries, including croissants and éclairs.
Architecture features Frank Gehry's dancing metal design with indoor and outdoor seating offering views of the ice rink and cityscape. Atmosphere ranges from festive and chill to lively with large projection TVs showing sports. Popular for group outings and casual dining with a bar-focused vibe.
Outdoor seating offers a beautiful setting with a nice ambience. Both indoor and outdoor options are available for dining.
Outdoor seating offers a beautiful setting with a nice ambience. Both indoor and outdoor options exist, providing flexibility after events like concerts.
Good to know
Reservations are recommended for pizza-making courses and private events.
Happy hour runs from 4-6pm with discounted drinks and appetizers.
Karaoke night starts at 10pm on Thursdays with a two-drink minimum.
Small cafe with cozy indoor seating and a delightful outdoor patio overlooking a park. Atmosphere stays calm and relaxing despite occasional loud music. Offers plenty of electrical outlets and a retro aesthetic that creates a chill vibe.
Outdoor seating includes a terrasse and a delightful patio overlooking Millennial Park and Michigan Avenue. These areas offer space to relax, sip coffee, enjoy pastries, and do some people watching.
Outdoor seating includes a patio overlooking Millennial Park and a terrasse for coffee and pastries. Both indoor and outdoor options offer space to relax, people watch, and hang out with friends.
Good to know
They offer a special—free drink with a purchase of coffee beans.
The shop emphasizes carry out, so there is limited seating available.
Expect long wait times on weekend mornings due to high tourist traffic.
Old diner inside an elegant 1930s building offers a cozy atmosphere with a quiet morning vibe and architectural charm. Seating is ample, including outdoor spots with an amazing view. The setting feels like a calm oasis amid a bustling city.
Outdoor seating features a cozy patio feel with a terrace facing an interior patio. Tables outside offer an amazing view of the Pittsfield Building and a beautiful area with an amazing chandelier near the doors.
Outdoor seating features a cozy patio feel with a terrace facing an interior patio. Tables offer an amazing view of the Pittsfield Building, and pets or service dogs must stay outside.
Good to know
They have early bird specials until 11am every day.
Credit card payments incur a 3% charge without prior notice.
The bathrooms require a key from management for access.
Cozy coffee shop with park views and outdoor seating offers a chill atmosphere perfect for relaxing or working late. Friendly vibe includes local events and pet-friendly moments. Interior feels tucked away and warm, though some areas can be cold.
About 4 or 5 tables sit outside near the front door. The area faces a park and a dog snack truck often parks nearby. Wifi does not reach the outdoor tables.
About 4 or 5 tables sit outside, letting you watch the park and a dog snack truck nearby. Wifi does not reach the outdoor tables just outside the front door.
Good to know
Happy Hour runs from 4:00 to 6:00 PM every day except Saturdays and Sundays.
Comedy shows happen on Tuesday nights, offering free entertainment.
The cafe has a nice selection of healthy breakfast options.
Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.
Outdoor seating includes a rooftop patio with gorgeous views. The hostess offers to arrange terrace seating upon request.
Outdoor seating includes a rooftop patio with gorgeous views. The terrace offers a nighttime rooftop view that stands out.
Good to know
Reservations are required to secure a table at LH Rooftop due to limited space.
Expect long wait times during peak hours, especially on weekends.
Bring your ID as it is required for entry; no photos accepted.