Chicago

Premier Luxury Hotel Suites

Five-star hotels in the Gold Coast or River North offering multi-room suites and exceptional family services.

Last checked Oct 27, 2023 · 1 public source(s)

Serviced Luxury Apartments

The space and privacy of a multi-bedroom apartment combined with the services and amenities of a five-star hotel.

Exclusive Neighborhood Residences

Rent a curated, high-end home or brownstone in one of Chicago's most desirable residential neighborhoods.

Designer Boutique Hotels

Stylish, intimate hotels offering a unique Chicago experience, often with excellent on-site dining.

Last checked Oct 27, 2023 · 1 public source(s)

Lakefront View High-Rise Condos

Modern apartments in skyscrapers with stunning Lake Michigan views and premium building amenities.

Private Car Service & Airport Transfers

Seamless, pre-booked black car service for airport transfers and city travel. Ideal for families needing space and convenience.

Luxury SUV & Van Rentals

Self-drive a premium SUV or van for maximum flexibility during your stay. Best for families planning trips to the suburbs.

Scenic Water Taxis

A fun and refreshing way to travel between Chicago's biggest attractions along the river and lakefront.

Last checked Oct 27, 2023 · 1 public source(s)

The 'L' Train: An Iconic Ride

Experience Chicago on the elevated 'L' train. A fun, efficient way to see the city's architecture and avoid traffic.

Last checked Oct 27, 2023 · 1 public source(s)

Pedicabs & Carriage Rides

Charming, open-air rides for short distances around downtown's most scenic areas. A memorable treat for the family.

Kitchen + Kocktails By Kevin Kelley - Chicago

Kitchen + Kocktails By Kevin Kelley - Chicago offers soul food and global comfort fare, including fried chicken and waffles, in a flashy lounge setting. It boasts an impressive 4.7-star rating from over 17,000 reviews.

📍339 N Dearborn St, Chicago, IL 60654, USA · View on map

Quartino Ristorante

Quartino Ristorante is a bustling, bi-level Italian restaurant, highly rated at 4.7 from over 16,000 reviews. It's a popular spot for groups to enjoy small and large plates alongside cocktails and carafes of wine.

📍626 N State St, Chicago, IL 60654, USA · View on map

Au Cheval

Au Cheval is an American restaurant, highly rated at 4.7 stars from 12,587 reviews. This diner features an open kitchen, crafting dishes with ingredients ranging from bologna to foie gras.

📍800 W Randolph St, Chicago, IL 60607, USA · View on map

Aba

Aba is a posh Mediterranean restaurant, highly rated at 4.8 stars from over 10,000 reviews. It offers elevated fare and cocktails, complemented by a lounge-style rooftop patio.

📍302 N Green St 3rd Floor, Chicago, IL 60607, USA · View on map

Little Goat Diner

Little Goat Diner is a highly-rated diner, boasting 4.7 stars from over 10,000 reviews. It offers an extensive menu of creative, gourmet takes on comfort food classics.

📍3325 N Southport Ave, Chicago, IL 60657, USA · View on map

RPM Seafood

RPM Seafood is a fashionable, riverfront destination for seafood-based fine dining, also offering pasta, steaks, and a premium full bar. It has an excellent 4.8-star rating from 6860 reviews.

📍317 N Clark St, Chicago, IL 60654, USA · View on map

Shedd Aquarium VIP Experience

Go behind the scenes to meet the animals, bypassing the general admission crowds for a personalized tour.

Last checked Oct 27, 2023 · 1 public source(s)

Play and Skate at Maggie Daley Park

A massive, imaginative play space and a unique skating ribbon, perfect for burning off energy in the heart of the city.

Last checked Oct 27, 2023 · 1 public source(s)

Family-Friendly Architecture River Cruise

A captivating boat tour of Chicago's famous skyline that engages all ages from the comfort of a vessel.

Last checked Oct 27, 2023 · 1 public source(s)

Guided Tour of Museum of Science and Industry

Navigate this massive, interactive museum with a private guide to focus on the best exhibits for your family.

Last checked Oct 27, 2023 · 1 public source(s)

An Afternoon at Lincoln Park Zoo

A beautiful, free-admission zoo in a lovely park setting, perfect for a relaxed and flexible family outing.

Last checked Oct 27, 2023 · 1 public source(s)

Private Docent Tour of the Art Institute

Explore one of the world's greatest art collections without the crowds on a private, customizable tour.

Last checked Oct 27, 2023 · 1 public source(s)

Private Architectural River Cruise

Charter a private vessel for the iconic Chicago architecture cruise, offering comfort, privacy, and the best views.

Last checked Oct 27, 2023 · 1 public source(s)

Broadway in Chicago VIP Experience

Secure the best seats for a premier Broadway show with a VIP package, including premium seating and amenities.

Last checked Oct 27, 2023 · 1 public source(s)

Early Evening Live Jazz & Dinner

Experience Chicago's authentic jazz scene at a premier club that offers early, all-ages dinner sets.

Last checked Oct 27, 2023 · 1 public source(s)

The Second City Comedy Show

See the legendary improv and sketch comedy show that launched the careers of countless stars.

Last checked Oct 27, 2023 · 1 public source(s)

Private Jewish Heritage Tour

Explore Chicago's rich Jewish history, from historic synagogues to premier kosher dining, with a private guide and vehicle.

Last checked Oct 27, 2023 · 1 public source(s)

Architectural Grandeur of Catholic Chicago

Discover Chicago's magnificent Catholic cathedrals and basilicas, renowned for their stunning architecture and spiritual ambiance.

Last checked Oct 27, 2023 · 1 public source(s)

Muslim Traveler Services: Mosques & Halal Dining

Access key information on major Islamic centers for prayer and curated recommendations for upscale Halal dining.

Serenity at the Baha'i House of Worship

Visit the tranquil Baha'i Temple in Wilmette, a unique architectural masterpiece open to all for quiet reflection.

Last checked Oct 27, 2023 · 1 public source(s)

Chicago's Interfaith Architectural Tapestry

A private tour exploring the diverse religious architecture of Chicago, from historic churches to modern temples and mosques.

McCormick Place: Conference Logistics

Navigating North America's largest convention center while managing family time.

Last checked Oct 27, 2023 · 1 public source(s)

Premium Co-working & Day Offices

Private, quiet spaces to work or take meetings while the family explores.

Client Entertainment: Architecture River Cruise

A sophisticated and memorable way to host clients or colleagues, which the family can also enjoy.

Last checked Oct 27, 2023 · 1 public source(s)

Meetings in The Loop Financial District

Navigating Chicago's financial hub, home to the CME Group and major financial institutions.

Private Dining for Business Dinners

Secure an exclusive private room at a top steakhouse or Michelin-starred restaurant.

Northwestern Memorial Hospital

Premier medical care in Streeterville, known for top specialists and excellent patient services.

Last checked Oct 27, 2023 · 1 public source(s)

Ann & Robert H. Lurie Children's Hospital

A leading pediatric hospital in the US, providing specialized emergency and inpatient care for children.

Last checked Oct 27, 2023 · 1 public source(s)

Premium Urgent Care Clinics

For non-life-threatening issues, urgent care is a faster, more convenient alternative to a hospital ER.

24-Hour Pharmacies

Access prescription medications and over-the-counter essentials at any hour.

Emergency Services: 911

Understanding how to access immediate police, fire, or medical help in Chicago.

Last checked Oct 27, 2023 · 1 public source(s)

Wrigley Field VIP Experience

Experience a Cubs game from a private suite or take a behind-the-scenes tour of the iconic ballpark.

Last checked Oct 27, 2023 · 1 public source(s)

Private Yacht Charter on Lake Michigan

Charter a private yacht for a customized tour of Chicago's magnificent skyline from the water.

Golf at an Exclusive Chicagoland Course

Arrange a tee time at one of the Chicago area's prestigious private or top-tier public golf courses.

VIP Ice Skating at Millennium Park

Enjoy a classic Chicago winter experience with priority access at the McCormick Tribune Ice Rink.

Last checked Oct 27, 2023 · 1 public source(s)

Guided Bike Tour on the Lakefront Trail

Explore Chicago's 18-mile lakefront path with high-quality bike rentals or a private family-friendly guide.

Last checked Oct 27, 2023 · 1 public source(s)

In-Residence Private Chef

Enjoy bespoke gourmet meals prepared in your accommodation by a professional chef.

Family Lifestyle Photography Session

Capture your Chicago memories with a professional photo shoot at iconic city locations.

Vetted Nanny & Babysitting Services

Arrange for trusted, background-checked childcare for a parents' night out or extra help during the day.

Personal Shopping on Michigan Ave

Navigate Chicago's best boutiques and department stores with a professional personal stylist.

Luggage & Family Gear Services

Travel light with luggage forwarding and rental services for baby gear like strollers and cribs.

Spring Awakening: Blooms & Baseball

Experience the city's parks coming to life, milder weather for walking, and the start of baseball season.

Summer Prime Time: Festivals & Lake Life

Chicago's peak season. Enjoy warm weather, lakefront activities, and a non-stop calendar of festivals and events.

Autumn Charm: Crisp Air & Cultural Pursuits

Enjoy pleasant weather, beautiful fall foliage, and a rich cultural calendar with fewer crowds than summer.

Winter Wonderland: Festive Lights & Cozy Indoors

Embrace the magic of a snowy Chicago with festive holiday markets, ice skating, and world-class indoor attractions.

The Sweet Spot: Shoulder Season Advantage

Visit during late spring or early autumn for the best combination of pleasant weather, manageable crowds, and good value.

First Lady: The Official CAC River Cruise

Skip generic boat tours. This is the only cruise partnered with the Chicago Architecture Center, offering expert-led, in-depth commentary.

Last checked Oct 27, 2023 · 1 public source(s)

The 'Inside Passage' on Michigan Avenue

Avoid crowded sidewalks and unpredictable weather by using the network of indoor walkways connecting major buildings on the Magnificent Mile.

Deep Dish Pizza: Beyond the Tourist Lines

Skip the long waits at the most famous downtown deep-dish spots. Locals prefer places like Pequod's or Lou Malnati's in neighborhood locations.

Millennium Park: The Early Bird Strategy

To get the perfect family photo at 'The Bean' (Cloud Gate) without massive crowds, you must arrive before 8:00 AM.

The 'Hawk': Understanding Lakefront Wind

Chicago's lakefront wind, known locally as 'The Hawk,' can be deceptively strong and cold, even on sunny days. Always pack layers.