When you think of Chicago, you probably think of pizza and cold weather, as well as friendly people and lots of history, most notably its gangster past. You probably don’t think about luxury and decadence but you know what? Chicago really is a city that knows how to do luxury well, and it does it without you necessarily having to pay through the nose or go for flashy experiences. No, Chicago’s luxury is quiet; it’s in its design, its world class service and its unforgettable moments.

From iconic hotels to fine dining and curated cultural experiences, Chicago offers a refined side that is worth exploring in detail, and if all that sounds good to you, then read on as we explore the luxury side of Chicago and why it would make the perfect destination for your next trip.

Stay somewhere that sets the tone

Your choice of hotel is one of the things that shapes your whole travel experience, so in a city like Chicago, which has lots of smaller neighborhoods each with their own unique personality, picking the right location with the right atmosphere is of paramount importance to your trip.

A stay at a boutique hotel Chicago downtown, for example, offers a more curated, and design-focused stay when compared to larger chain hotels. With proximity to the Chicago River, Millennium Park, and the Magnificent Mile, you are perfectly positioned to explore without the stress of long travel times.

Boutique stays often focus on details that elevate your trip, from thoughtfully designed rooms to inviting communal spaces where you can unwind after a day out.

Indulge in fine-dining experiences 

You might be surprised to hear that Chicago is home to one of the best luxury dining scenes in the country, and it is not just their steakhouses and pizza places that are great.

If you want to indulge, a good p;laxe to start is at Alinea in Lincoln Park. This is one of the most celebrated restaurants in the city and with good reason. It’s not just dinner you get there, but a whole sensory experience. Each course is presented with creativity and precision, which makes it a must for anyone who values high-end dining when they are traveling.

For something equally refined but with a slightly more relaxed feel, visit Smyth, located in the West Loop. With a focus on seasonal ingredients and beautifully crafted dishes, it offers an intimate and memorable dining experience.

If you are in the mood for a luxurious brunch or lunch, The Allis at Soho House provides a stylish setting with a menu that balances comfort and sophistication.

Shop along the Magnificent Mile and Oak Street

Chicago is also a great place to visit if luxury dining is your thing, and the action takes place in two key areas, the Magnificent Mile and Oak Street.

The Magnificent Mile is fabulous because it offers a great mix of high-end department stores and smaller designer boutiques where you can find things that would be hard to get elsewhere. It is perfect for those of you who want to shop in a place that offers variety but also has a really lively atmosphere.

If it’s an exclusive shopping experience you’re after, however, Oak Street is the place to head for. This area is home to brands such as Prada, Hermès, and Dior. The streets are quieter, the service is more personal, and the overall experience feels more refined.

Taking your time to explore these areas can turn shopping into an experience rather than just an errand, and you’re sure to pick up some truly luxurious pieces along the way.

Enjoy the city from the water

One of the most luxurious ways to see Chicago has to be from the water. The city’s architecture is world-famous, and taking it all in from the vantage of the Chicago River or Lake Michigan gives it a whole new perspective and one that is much more romantic, too.

Private boat charters are available for a more exclusive experience. You can cruise along the river with a guide, learning about the city’s iconic buildings while enjoying a relaxed and comfortable setting.

If you are lookingm though, for something a bit more structured, then premium architecture boat tours are a great choice. They’re more expensive, but they do offer reserved seating and a higher level of services, which makes the experience feel truly grand.

Experience world-class art and culture

Chicago is also home to a thriving cultural scene, which is rich and diverse and perfect for those of you who are culture vultures looking to soak in as much as you can on your travels.

The Art Institute of Chicago is a must visit, but to truly enjoy it, consider a private or guided tour. This allows you to explore key pieces in depth without feeling overwhelmed. If it’s contemporary art you’re after, then the Museum of Contemporary Art is very much worth your time as it offers tons of thought-provoking exhibitions in a sleek modern space that is worth a visit in its own right.

If you prefer performing arts, a night at the Lyric Opera of Chicago or a performance by the Chicago Symphony Orchestra provides a truly sophisticated evening out, and one that you will not soon forget.

Relax in style

 Of course, luxury is not just about the activities you do, but it is also about taking time to relax and doing so in style, and to that end, Chicago has a lot to offer, especially in the form of its high-end spac experience. For example, the Peninsula Spa is known for its tranquil atmosphere and exceptional treatments. It is the perfect place to recharge after a busy day in the city.

If that’s not your thing, then visiting one of the many rooftop lounges that give you a stunning view of Chicago’s skyline is sure to help you unwind. Spaces like Cindy’s Rooftop offer stunning views of Millennium Park and Lake Michigan, paired with expertly crafted cocktails.

Luxury and Chicago go hand in hand so enjoy life to the fullest on your trip!