Citytrip Chicago Like a Local

Chicago Like a Local

Exploring Chicago by bike is the best way to immerse yourself in the lives of real Chicagoans! Every Sunday, we'll take you exploring the city, from beautiful Streeterville to the historic Gold Coast.

CHICAGO NEIGHBORHOODS BIKE TOUR

Experience the city like a Chicagoan on this "live like a local" bike tour
This three-hour bike tour with an English-speaking guide is a wonderful way to discover how Chicagoans enjoy their beautiful city by bike, from the tourist circuit to the quiet streets, city parks and sunny beaches of the North Side neighborhood.

After an introduction to Chicago's extraordinary history, you'll head for the beautiful downtown neighborhood of Streeterville. The route continues along the Magnificent Mile shopping avenue to the historic Gold Coast district. From here, your guide takes you to Lincoln Park, Chicago's largest green space. After passing through Old Town, where you can experience local culture up close, return to Lincoln Park to visit the famous (and free!) Lincoln Park Zoo. You then continue eastwards towards the blue waters of Lake Michigan. On the way back south, along the beautiful paved Lakefront Trail, you'll see why Chicago has repeatedly been voted the best city in the U.S. for cyclists.

Every Sunday afternoon, city bikes await you for a journey that will take you from surprise to surprise. A bike ride through Chicago is a must!

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What's included

  • Neighborhoods bike tour (3 hours) with English-speaking guide*

  • Overnight stay in one of our selected hotels (your choice)

  • Flights Brussels-Chicago-Brussels

Would you like to enjoy advantageous access to numerous museums and attractions in Chicago? Then opt for the Go City Explorer Pass as an option, which is even more convenient if you have it in your pocket before you leave. The price varies depending on the number of attractions you wish to visit, it's up to you to choose!

*This package is available for trips between April 4 and September 21. Both the outward and return flights can be freely chosen any day of the week but beware as the bicycle tour is only on Sundays so when booking your package, Sunday should be part of your stay to enjoy this experience.

For this Citytrip, choose the hotel that suits you
Specially selected for you by our travelers, included in your package

Boutique

IVY BOUTIQUE HOTEL ***

Chic urban getaway and rooftop terrace with skyline views
Located in the heart of Chicago, just two blocks from the stores, restaurants and entertainment of the Magnificent Mile, the Ivy Boutique Hotel embodies luxury and modernity. With just 63 guest rooms, it enjoys an intimate atmosphere. You'll be staying in a beautiful room of contemporary design, offering a high level of comfort.

All rooms feature modern dark wood furnishings and floor-to-ceiling windows. The hotel boasts a magnificent rooftop terrace with panoramic views over the city, a gourmet restaurant and a welcoming lounge. Thanks to its central location, the Ivy Boutique Hotel is the ideal base for exploring the city!

Boutique

EMILY HOTEL ***

Modernist with an arty twist and an open-air cinema
Welcome to The Emily Hotel, a boutique hotel in the heart of Chicago's Fulton Market, inspired by the belief that art changes the way we see the world. With its modernist rooms offering every comfort and its design spaces featuring a collection of artworks from here and abroad, this establishment offers the perfect setting to spend wonderful moments together and feel inspired.

You'll also find a range of culinary and experience-oriented highlights. Start the day at Coffee Bar with a coffee from local roaster Sparrow Coffee, enjoy a leisurely lunch on the terrace at Fora, immerse yourself in 90s hip-hop at Sushi by Bou, whose style is reminiscent of the speakeasies of yesteryear, or sip a drink until sunset at Selva. And what about the Rooftop Cinema Club? Located on the hotel's fifth-floor terrace, this open-air cinema offers a weekly program of timeless films, to be watched on a state-of-the-art LED screen with wireless headphones.

Charme

CHICAGO ATHLETIC ASSOCIATION ****

Staying in a historic and architectural gem
Staying at the Chicago Athletic Association Hotel is a true experience. Housed in a magnificent historic building on Michigan Avenue, the Chicago Athletic Association has a rich history dating back to 1893. Originally founded as an exclusive gentlemen's club for athletes, the building has been lovingly restored to become a 241-room luxury hotel.

Despite its modern facilities, the hotel retains its original charm and architectural details, offering guests a unique and immersive experience in the heart of Chicago. Cosy rooms are decorated with old-fashioned gym equipment and you can sip a cocktail in the Milk Bar, once a speakeasy and now a microbar seating just eight.

Design

NOBU HOTEL****

The perfect balance between design and tradition, serenity and party
From the oshibori ritual of offering guests a towel on arrival, to the special welcome drink, Nobu Chicago acts as a serene haven and a beacon of fusion. The art and food scene of Fulton Market converge here with Nobu's traditional Japanese and ultra-modern style. Indulge your taste buds at The Rooftop, where chef Nobu Matsuhisa's masterful menu is served with skyline views.

Enjoy the serenity and Japanese minimalism in your room, where your senses can take a moment to unwind before diving into Chicago's vibrant nightlife. The next morning an outstanding breakfast awaits with chef's specialties such as the salmon and egg donburi, a heavenly combination of salmon, sushi rice, egg and oriental flavorings like ginger and soy sauce. Oh yes!

Green

CITIZENM HOTEL ****

Elegant, sustainable accommodation downtown
Discover the modern charm of the CitizenM Hotel in Chicago, where luxury and sustainability go hand in hand. This innovative hotel combines elegant design with a commitment to sustainability, offering guests a unique and responsible experience.

The CitizenM aims to reduce its carbon footprint through energy-efficient lighting, water-saving measures and the use of sustainable materials in its construction and furnishings. In addition, guests are encouraged to actively participate in waste reduction and the preservation of natural resources during their stay. Enjoy the comfort and luxury of CitizenM, while contributing to a greener, more sustainable future for our planet.

Premium

THE HOXTON *****

An upscale hotel experience in the heart of Chicago's creativity
The Hoxton is located on the corner of Lake Street and Green Street, in the heart of Chicago's vibrant Fulton Market district. This former industrial area is now a creative hub with trendy galleries and boutiques, as well as some of the city's best bars and restaurants. The hotel itself is a perfect blend of style and elegance, with a vast infrastructure. Located in the hotel lobby, Cira is a modern Mediterranean restaurant serving breakfast, lunch, dinner and a tasty weekend brunch.

On the rooftop, Cabra is a Peruvian-inspired cevicheria from chef Stephanie Izard. Finally, for an evening drink, head to Lazy Bird, where you can listen to live music while enjoying a cocktail (or two). Rooms are luxuriously appointed, with natural leather on the headboard and bedding by Chicago artist Cody Hudson. Artwork in the rooms comes from local gallery Johalla Projects. Some of Chicago's best emerging creative talents are featured.

Optional activity

GO CITY EXPLORER PASS

Go City's Chicago Explorer Pass lets you visit top attractions like Navy Pier, Skydeck Chicago or The Field Museum, all on one convenient pass. Enjoy savings of up to -50% on admission according to your choice of 2 to 7 top Chicago attractions and tours, and pay nothing at the entrance.

To help you put together your own itinerary, you'll also get a free digital guide. Use it to help you decide what to do, where to go and how to get there. The most popular activities require advance reservations. Some top picks from the offerings included: Adler Planetarium, Museum of Science and History, Frank Lloyd Wright Home and Studio Tour, Ernest Hemingway Birthplace Home and the Museum of Contemporary Art.

Why choose Connections?

Because we are travellers, just like you. Always looking for exciting experiences, fascinating encounters and new horizons. Because we are 100% Belgian and can assist you in your own language. Because we make it our personal mission to lift your travels beyond your wildest imagination. Because life is more intense when you travel, really travel!

More about Connections

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