Reside Living™
150 N Michigan Ave. Suite 2700
Chicago, IL 60601
How to Get Into the Most Exclusive Restaurants in Chicago
Chicago’s culinary scene is a playground for food lovers, with world-class restaurants that promise unforgettable dining experiences—if you can get a reservation, that is. With vibrant atmospheres, creative chefs, and a dedication to the art of food, these spots are some of the hardest tables to book in the city. From cozy pubs with inventive brews to Michelin-starred fine dining, here’s a guide to Chicago’s most coveted dining destinations, including how to navigate the reservation process to secure a seat at these top spots.
Armitage Alehouse
Nestled in the Lincoln Park neighborhood, Armitage Alehouse brings an old-world charm with its English-style pub decor, dim lighting, and cozy leather seating. Known for hearty fare and craft brews, it offers a warm, inviting atmosphere that’s ideal for a relaxing night out.
How to Book:
Reservations can be tough, but
Resy is the way to go. Reservations are available up to 14 days in advance, with each new date becoming available at 9am CST. Walk-ins are also accepted at the bar and can enjoy the same menu with less hassle.
Monteverde
Monteverde in the West Loop is a must-visit for lovers of Italian cuisine, combining authentic flavors with a modern twist. With its open kitchen and lively, welcoming atmosphere, diners are treated to a memorable, communal experience in a cozy yet elegant setting.
How to Book:
Book reservations on
Resy - they often get scooped up quickly, so set a reminder to check back up to a month in advance. Walk-ins are accepted - try visiting during weekday lunch or dinner for a better chance at snagging a table.
Alinea
Alinea is a Michelin three-star destination known for its theatrical and experimental dining experience, led by Chef Grant Achatz. Every dish is an artistic journey, served in a sophisticated, minimalist space that lets the food truly take center stage.
How to Book:
With
Tock as the platform, reservations are released in two month blocks, and they go quickly. Book as far in advance as possible, or consider joining the waitlist for last-minute openings.
Kasama
Located in East Ukrainian Village, Kasama offers a unique fusion of Filipino flavors in a relaxed, contemporary setting. Created by husband-wife duo Genie Kwon and Timothy Flores, the cafe-style spot serves pastries and other goods during the day and transforms into a 13-course fine dining experience at night. As the world’s first Michelin-starred Filipino restaurant, this is a must-try. It was also featured on the hit TV show The Bear and has only gained popularity since, drawing even more crowds for its celebrated breakfast menu. Ordering online for pickup is a popular way to skip the massive line outside, but be sure to plan ahead—wait times are notoriously long, even for pre-orders!
How to Book:
Dinner reservations can be secured through
Resy on a 45-day rolling calendar and are highly sought after, often filling up within minutes. For the best chance, be ready to book when reservations drop, typically around noon on select dates.
Rose Mary
Chef Joe Flamm’s Rose Mary in the West Loop celebrates Croatian and Italian flavors in a rustic, open space filled with the energy of a bustling bar and dining room. With fresh ingredients and inventive dishes, Rose Mary offers a lively, casual-chic vibe perfect for a spirited night out.
How to Book:
Rose Mary uses
OpenTable for reservations, and new spots open up a month in advance. Book quickly, especially if you’re aiming for a Friday or Saturday night. You can also try walking in and grabbing a seat at the bar.
Oriole
Oriole in the West Loop is a two-Michelin-starred restaurant that offers a sophisticated tasting menu in a chic, industrial space with exposed brick and moody lighting. Each dish is crafted with precision, creating an elevated dining experience that feels both exclusive and welcoming.
How to Book:
Oriole reservations are available on
Tock and are often booked out months in advance. Try your luck on a 90-day rolling basis or check for last-minute cancellations if you’re eager to dine sooner.
Ciccio Mio
Ciccio Mio Ciccio Mio is an intimate Italian spot that exudes vintage charm and elegance. With its rich velvet decor, candlelit tables, and rustic menu filled with pasta dishes crafted from scratch, Ciccio Mio brings a cozy, Old-World Italian dining experience to the heart of River North. This restaurant is a go-to for a romantic dinner or special occasion.
How to Book:
Reservations at Ciccio Mio are highly recommended due to its popularity and limited seating. You can book a table through
Resy, where reservations open 21 days in advance at 9am CST. Lounge seating is also available for walk-in guests - plan ahead for a better chance to secure a spot!
Scoring a reservation at these Chicago hotspots requires a bit of planning, patience, and sometimes flexibility. With these booking tips in mind, you’ll be one step closer to experiencing the city’s most iconic dining spots firsthand!
Reside Living™
150 N Michigan Ave. Suite 2700
Chicago, IL 60601