Known as the Windy City, Chicago has the official motto ‘Urbs In Horto’ meaning ‘City in a garden’. With its countless parks and the sparkling waterfront, the city definitely lives up to its motto and nickname. This beautiful city hosts a vibrant tapestry of art and culture drawn from its rich history and various international communities. If you’re coming to the city and you’re looking for exclusive experiences and a luxuries getaway. We’ve got the guide for you. 

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When to visit?

As befitting a midwestern city, Chicago experiences a wide range of temperatures. Visit at different times of the year for a different experience each time. Fall and Spring experience milder temperatures though the weather can sometimes be unpredictable. Summer is generally considered the best time to go, there are lots of festivals, and concerts. But it’s also the busiest season. Winters can get below freezing, but there’s still lots to do and less busy crowds. 

What to wear

When visiting Chicago, dress according to the season. In spring (March to May), temperatures range from 40°F to 60°F, so dress warm with jackets, and sweaters. Also, consider waterproof items or an umbrella for the rain. Summer (June to August) can be hot and humid, with temperatures between 70°F and 90°F. So wear breathable clothing, think: linen, cotton and denim. In fall (September to November), temperatures range from 50°F to 70°F, so layering is key, along with scarves and light jackets. Winter (December to February) is cold, often below freezing. So be sure to bring a warm, insulated coat, gloves, hats, and waterproof boots. Regardless of the season, wear comfortable shoes. Walking is one of the best ways to explore Chicago.

The best ways to get around

To really widen your range, you’ll need to know how to get around. Thankfully, Chicago is pretty easy to navigate. It has an extensive network of buses, trains, and subways that can easily be accessed either through the Chicago Transit Authority – CTA Buses & Train Service – 1-888-YOUR-CTA – CTA website or by finding a CTA station near you. 

If you’re looking for a private transport service, there are Ubers and Lyfts all over the city. And if you’re looking for a more exclusive ride check out the THE TOP 10 Chicago Transportation (w/Prices).

There’s also lots of car rental options including Chicago Car Rental – Book Now | Enterprise Rent-A-Car, Luxury and Exotic Car Rental Chicago from $57/day | KAYAK, Car Rental Comparison, Compare Car Rental Prices – TravelPriceDrops, Car Rental in Downtown Chicago, IL | Avis Rent a Car, and Car Rental at Chicago O’Hare International Airport (ORD) – Alamo Rent a Car.

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Experiences

Chicago offers many experiences that blend the city’s rich cultural heritage with modern luxury. From world-class performances at the Chicago Symphony Orchestra to shopping along the iconic Magnificent Mile, there

Elevated Eats 

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Chicago is a food lover’s paradise. It offers a vibrant and diverse culinary scene that blends world-class fine dining with unique local flavors. For an incredible dining experience try these

Exclusive Stays

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The first step in planning any trip is finding the best place to stay. Below we have curated a list of some of the most exclusive stays in Chicago. These