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Chicago Hotels With Parking

If you are planning a trip to Chicago, having the added convenience of a city centre hotel with parking is likely to be a big draw for you. But with so many excellent hotel options around the city, it pays to do your research before booking your trip. With this in mind, our hotel experts have scanned the city to bring you a concise collection of the top Chicago hotels with parking. Whether you want all the glitz and glamor of the centre or something more intimate and personal, there is something to suit most tastes and budgets. So why not browse through our collection to start planning your next trip?

Freehand, Chicago

Chicago (Near North Side)

Trendy hostel and hotel offering chic but affordable accommodations in exciting downtown Chicago. Popular and busy bar serves craft cocktails and light meals. Rooms are hip with a boutique appeal, high-quality furniture in dark woods, walls decorated with crafts and an effortlessly cool vibe.

  • Value chic - With doubles from as little as $85 per night (or only $25 per person if you're prepared to share a dorm) it's unbeatable value
  • Restaurant - Cafe Integral offers up Nicaraguan coffee to complement its selection of light breakfast- and cafe-style fare.
  • Great walks - Every Saturday morning, the hotel arranges for pay-what-you-like walking tours.
  • Kayaking - Explore Chicago from an unusual angle on a kayaking water tour.
from CA$119 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Found Hotel Chicago River North

Chicago (Near North Side)

Wes Anderson-style exterior combines with funky interiors; all mismatched colours, multi-layered textures & ethnic prints. Well-designed rooms are basic but very comfortable and either private or shared; the latter dorm-style with cosy multi-level bunk-beds. Idulge in late-night revelry at the bar.

  • Groups - The property has a fun, relaxed party-like atmosphere. Shared dorms encourage sociable guests and new friends made overnight
  • Value chic - The shared dormitories offer incredible value for money in prime downtown Chicago
  • Sights nearby - Some of the city's most famous buildings are walking distance. Look out for Wrigley Building, Tribune Tower and Water Tower
  • Great walks - Take in fantastic views and the city's history on the nearby River Walk
from CA$123 for 1 room, 1 night including taxes & fees
Staypineapple Chicago

Chicago (The Loop)

Fun and great-value luxury hotel for those who don't take themselves too seriously. Iron filigree staircases, endless ceilings and exquisite tiled floors combine with contemporary style in pineapple-themed rooms; expect pet-friendly touches & fluffy duvets. The superb restaurant is a city favourite.

  • Value chic - Entry-category rooms are incredible value; the great location, historic building, fun vibe & excellent dining come at a steal
  • Local exploring - Everything you want from central Chicago is here; Lake Michigan, Millenium Park, designer shops, restaurants and sites
  • Great walks - Stretch your legs; it's a very short walk to Millenium Park - home to famous Cloud Gate - and the shores of the lake
  • Views - For views of Millenium Park and Michigan Lake you'll need to book the Millenium Park View Suite
from CA$154 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Silversmith Hotel

Chicago (The Loop)

Glossy modern minimalism meets historic glamour in this jewellery box of a hotel. The 19th-century building has benefited from a star-chitect redesign and reflects the area's heritage. Expect pearl and gemstone hues, high ceilings, marble floors and period-style pillars. Great value boutique chic.

  • Local exploring - Walk to everything that matters in downtown Chicago; parks, shops, buzzy restaurants and bars, historic sites and museums
  • City Style - Dripping in glamour, this is a wonderful vintage-feel oasis in Chicago's skyscraper laden Loop District
  • Sights nearby - Spot the architectural gems of Magnificent Mile, visit the Chicago Public Library or walk to a concert at Chicago Symphony Hall
  • Great walks - The city's famous Millenium Park is just around the corner. Go for strolls while admiring interesting sculpture
from CA$179 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Robey

Chicago (Wicker Park)

Situated in Chicago's Wicker Park, The Robey is set in the art-deco former Northwest Tower building and provides boutique, upmarket accommodation. Expect fresh and contemporary design. Café Robey serves up French-American fusion cuisine and cocktails are served on the rooftop lounge. Superb!

  • City Style - Chic accommodation in a historic building evoking memories of bygone years
  • Local exploring - Make the most out of The Robey's location to truly get to know Chicago
  • Sights nearby - Head over to Wrigley Field and enjoy a Cubs game or give the Lioncoln Park Zoo a visit
  • Views - For great views book either a Corner Suite or Panorama Suite
from CA$189 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Claridge House

Chicago (Near North Side)

Boutique luxury for those on a budget. Inviting public areas are a stylish mishmash of textures, textiles and tones with mid-century funiture. Muted rooms are designed to feel like home with cosy throws, Netflix, spa showers and eclectic artwork. There's a spa & beautiful French bistro-style bar.

  • Local exploring - While Gold Coast is known as a residential area, it's surprisingly close to many of the city's top sites
  • Spa - Spa at the Gold Coast offers a range of treatments and massages using quality products designed to rejuvenate all skin types
  • Great walks - Start your day with a stroll to the lakefront or a jog in Lincoln Park
  • Designer
from CA$194 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Loews Chicago

Chicago (Near North Side)

Cool, contemporary city style near Chicago's river and lake front. Spacious and grown-up rooms blend a luxury palette of charcoal and silver hues, with enormous windows. Take in lake views from the rooftop bar after a great steak at the restaurant. There's a large pool and welcoming lobby lounge.

  • Families - As well as helpful equipment, the hotel also provides iPads loaded with age-appropriate games, consoles, toys & activity books
  • Value chic - Entry-level rates are incredibly reasonable given the central downtown location and five-star facilities
  • Sights nearby - The city's Wrigley Building, Arts Club of Chicago, Chicago Tribune Tower and Time Life Building are within 500 metres
  • Views - Floor to ceiling windows allow superb city skyline views; for something special book a lake view suite
from CA$212 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Sono

Chicago (Old Town)

Boutique B&B in the Old Town. Immaculate light-filled rooms are serene yet homely with soft monochrome colour schemes, fluffy carpets and walk-in showers. A dreamy country-kitchen with relaxed benches, roof-top with city views and fire-side sitting rooms seal the deal. Cosy contemporary love nest.

  • Romantic Break - Adult-only, this property excels in grown-up peace and quiet. Check-in to spend uniterrupted quality time together
  • Local exploring - Explore Chicago's charming Old Town neighbourhood with its shops, parks and restaurants
  • Views - There are great city views from the rooftop deck
  • Adult Only -
from CA$223 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Villa d'Citta

Chicago (Lincoln Park)

Italian-themed B&B in a leafy residential neighbourhood. Built in the 1880s, expect high ceilings, wooden pillars and Georgian windows. Spacious suites channel a Mediterranean feel with marble baths, Roman busts and antique beds. Relax by the fire or soak in the outdoor hot tub. Made for couples.

  • Romantic Break - Enjoy laid-back luxury, a strong sense of privacy and the feel of staying at a home-away-from-home
  • Sights nearby - It's just over 20 minutes by public transport into downtown Chicago to explore the Magnificent Mile
  • Romantic
  • Full of character
from CA$224 for 1 room, 1 night including taxes & fees
Check availability on Expedia
LondonHouse

Chicago (The Loop)

A luxury hotel, in downtown Chicago, on Michigan Avenue. Rooms are modern and spacious with marble showers and floor-to-ceiling windows facing the Chicago River. Enjoy a handcrafted cocktail on the sophisticated rooftop bar and delicious seafood and steaks at the restaurant. A spoiling central stay.

  • City Style - With a cool rooftop bar and its location right on Michigan Avenue, the hotel is the perfect Chicago city break spot
  • Families - There is a children’s menu for afternoon tea and the hotel is near many kid-friendly tourist attractions
  • Great walks - Walk to Millenium Park and explore the sights
  • Restaurant -
from CA$241 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Hoxton Chicago

Chicago (Fulton Market)

A high-end luxury hotel in easy reach of the city centre and Chicago’s best nightlife spots, ideally designed and equipped for business or pleasure. Public spaces and rooms are bright and elegant, making excellent use of space, and the rooftop pool and range of restaurants won't fail to impress.

  • City Style - Offering a sophisticated and stylish air in an exciting, gourmet neighbourhood a short journey from the city centre
  • Business meetings - The hotel boasts excellent meeting facilities and rooms perfectly suited for the travelling businessperson
  • Local markets - Fulton Market takes its name from the world class food markets and dining in the area
  • Sights nearby - The Oprah Winfrey show is filmed at the nearby Harpo Studios, a popular attraction
from CA$251 for 1 room, 1 night including taxes & fees
Kimpton Hotel Monaco, Chicago

Chicago (The Loop)

Boutique business hotel with lots of soul. Located in a former hat factory, there are fun historical touches throughout. Bedrooms are classic contemporary luxury; highlights include snug window seats, modern art and a cool but cosy grey and blue palette. Great value and the service is excellent.

  • Business meetings - Good-value and great location for doing business while in the city; there are also several meeting rooms with great facilities
  • Local exploring - The central location means everything is within walking distance; the arts, theatre, architecture, shops and restaurants
  • Great walks - Make sure to stretch your legs on Chicago's renowned River Walk, a 1.5-mile path from Lake Michigan to Lake Street
  • Sights nearby - As well as shops, Chicago's famous Cultural Centre, Art Institute and the Willis Tower area nearby
from CA$262 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Guesthouse Hotel

Chicago (Andersonville)

Fantastically fully-equipped one, two & three-bedroom self-catered apartments in Chicago's Anderson district. Each of the fresh, lofty and spacious units provides everything expected from a lovely home; dishwashers, driers, gym, balconies & even a roof terrace. A comfortable option for long stays.

  • Families - You won't need to bring much; helpful equipment like high chairs, pushchairs, cots, bath accessories, games & toys are provided
  • Sights nearby - It's easy to head into central Chicago on public transport for the day; visit Millenium Park, Magnificent Mile and Museum Campus
  • Spa - The hotel partners with the day spa next door to provide in-room treatments
  • Full of character
from CA$262 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Sophy Hyde Park

Chicago (Hyde Park)

A contemporary yet cosy boutique hotel located in Chicago's culturally-rich Hyde Park district. Whether you want to feel the city's pulse, see the sites or dine like a local, this impressive hotel is a winner. Decor is eclectic, fun and warm with fantastic artwork. Rooms have phenomenal city views.

  • Business meetings - A good choice for non-corporate off-sites or meetings due to the university location and buzzing dining options
  • City Style - Not many properties manage to combine boutique cool and charm with so many facilities and a wonderful location
  • Local exploring - There are museums, galleries, restaurants, boutiques, parks and cultural sites galore on the doorstep
  • Great walks - Take a stroll or a jog in the very pleasant Midway - one of Chicago's famous city parks
from CA$266 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Chicago Athletic Association

Chicago (The Loop)

Gentleman's club in the early 1800s now opens its Venetian Gothic doors to business travellers, leisure seekers and city slickers. Large, retro rooms boasting Millennium Park views. Cherry Circle Room catches the essence of its former dining purpose. Remember the bar up on Cindy's Roof Top Terrace.

  • Sights nearby - Millennium Park is in close proximity to the hotel.
  • Views -
  • Restaurant -
  • Full of character
from CA$266 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Hotel Zachary

Chicago (Lakeview)

Lively boutique hotel opposite Wrigley Field baseball stadium. An industrial conversion masterclass, interiors are cool, contemporary and yet cosy; expect a sophisticated grey palette with fun baseball-themed touches & large-scale artworks. Dining spaces are the real draw and popular with locals.

  • Lively - On game days the hotel's public spaces are busy; expect plenty of people and plenty of noise... and a lot of fun
  • Short break - The only place to stay if you're flying into Chicago for a big game
  • Sights nearby - The nieghbourhood's big attraction is Wrigley Field, the baseball stadium home to the Chicago Cubs. Make sure to catch a game
  • Views -
from CA$278 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Ivy Hotel

Chicago (Near North Side)

Contemporary boutique in central Chicago. There's a gym, yoga classes, restaurant and great rooftop bar that's popular with locals in summer months. Rooms & suites are a playful take on classic luxury, with distinct jewel-tone furniture, modern artwork and deep soaking tubs.

  • Value chic - This is a great part of town; a stay in the property's sexy rooms with top-knotch facilites are great value
  • Sights nearby - Admire some of the city's best architecture nearby: Chicago Tribune Tower, Time Life Building and Water Tower Chicago
  • Great walks - It's a short walk to Lake Michigan or Grant Park, to stretch your legs with great views
  • Restaurant -
from CA$279 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Kimpton Gray Hotel

Chicago (The Loop)

An iconic and elegant building in the Loop's financial corridor. Named for its grey marble exterior, the rooms mirror this toned down grandeur, with the odd splash of colour and quirky design. With a range of bars and restaurants, and excellent 24 hour gym they have all the bases covered.

  • City Style - A suave sophisticated hotel with twin staircases and vintage elevators in the heart of Chicago
  • Views -
  • Restaurant -
  • Traditional
from CA$282 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Harvey House Bed and Breakfast

Chicago (Oak Park)

A small yet sophisticated and stylish B&B located in Oak Park, a leafy village within the Chicago municipality. 5 rooms and suites have been lovingly designed and decorated; expect antique beds, exotic patterned rugs, burning fires and atmospheric slanting ceilings. Many dining options are nearby.

  • Local exploring - Exploring nearby Chicago is easy as a nearby train leaves for the centre every 8 minutes. Oak Park has restaurants & galleries
  • City Style - A cosy home-away-from-home from which to explore Chicago if you fancy escaping the hustle and bustle
  • Sights nearby - The Frank Lloyd Wright Home and Studio is worth exploring, as well as Chicago's Architecture Center
  • Restrictions on children - Children over 12 years of age are welcome
from CA$287 for 1 room, 1 night including taxes & fees
Check availability on Expedia
21c Museum Hotel Chicago

Chicago (Near North Side)

Not only does this hotel have an excellent central location, but it's one of a handful of American properties situated within a museum; the collection is dedicated to 21st century art. Modern rooms and suites manage to feel boutique in style despite the key count with wood panelling and great views.

  • Museums - As the hotel is a museum - open 365 days a year - you don't have to travel far to tour an impressive contemporary art collection
  • Business meetings - The property boasts 10,000 square feet of art-filled exhibition and event spaces for board meetings, conferences & even weddings
  • Local exploring - The city's architectural, shopping and culinary gems are on your doorstep and are best explored on foot
  • Sights nearby - Chicago's famous Water Tower, neo-gothic Tribune Tower and Wrigley Building are just around the corner
from CA$289 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Viceroy Chicago

Chicago (Near North Side)

A magnificent hybrid of old and new, a perfectly preserved 1920's facade attached to a glistening glass tower. Inside you will find the same paradoxes, the rooms are spectacular and so are the views from their floor to ceiling windows. The rooftop bar draws a crowd, as does The Somerset downstairs.

  • City Style - A historic 1920's facade married to a glorious waved glass tower, with interiors by TAL Studio- the result will not disappoint
  • Sights nearby - Just down the road is the Oak Street Beach, a sandy shore of Lake Michigan where one can swim and lounge in the sun
  • Views
  • Designer
from CA$300 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Pendry Chicago

Chicago (The Loop)

Beautiful hotel set in iconic Art Deco building in downtown Chicago. Elegant rooms feature neutral tones and plush soft furnishings, some with fireplaces, parquet flooring and views across the city, river and harbour. French brasserie and intimate bar for dining and drinks. A decadent city stay.

  • City Style - A stunning historic building which has been lovingly refreshed with smart contemporary design
  • Romantic Break - Gorgeous decor, opulent marble bathrooms and wonderful panoramic views
  • Restaurant - Lively French brasserie for all-day dining and Chateau Carbide (open in the summer months) on the rooftop for light bites
  • Sights nearby - Chicago Riverwalk is a 1.25 mile long stretch of vibrant riverfront for walking, dining and outdoor activities
from CA$304 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Allegro Royal Sonesta Chicago Loop

Chicago (The Loop)

Large in scale but boutique in style with fab facilities. Built-in 1924, Art Deco is the theme, especially in the buzzing Gatsby-esque cocktail bar & restaurant. The expansive luxurious lobby sets the tone while rooms feel like the inside of a jewellery box with lacquered wood and gold touches.

  • City Style - Stay here to dip into Chicago's rich and glamorous history with all the modern conveniences you could want
  • Local exploring - Chicago's main attractions are all nearby; explore parks, museums, shops, restaurants and the river front
  • Sights nearby - Admire the Picasso statue or some of the city's finest archiectural achievements: Chase Tower, Willis Tower & Union Station
  • Great walks - It's an easy walk to Millenium Park, or join the city's famous River Walk
from CA$311 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Publishing House

Chicago (West Loop)

A boutique B&B offering hip design in the trendy West Loop. Featuring a heaving library and author-themed rooms with books to match. A home-cooked breakfast feast is provided for each guest and there's a round-the-clock pantry. A charming and central base to explore the city from.

  • Local markets - Check out Randolph Street Market, the West Loop’s monthly vintage bonanza. Its food-focused rival is Chicago French Market
  • Hideaway - With plenty of books to choose from in the hotel library, curl up in one of the reading nooks
  • Restaurant - Complimentary breakfast
  • Views - Stunning city views
from CA$315 for 1 room, 1 night including taxes & fees
Check availability on Expedia
W Chicago Lakeshore

Chicago (Near North Side)

Work hard and party harder. Bold business hotel overlooking Lake Michigan. Rooms resemble cruise liner cabins with impressive views and a stylish mishmash of colours & textures. An indoor pool, spa, yoga classes, buzzing restaurant and a helpful concierge helps make the most of downtime.

  • Business meetings - The hotel's high-tech event management makes anything from large conferences to small off-sites easy to arrange
  • Local exploring - Explore the city's lakeside area, yet many of the downtown perks are walkable
  • Great walks - It's a very short walk to Ohio Beach for swimming or sunbathing with city views
  • Swimming Pool - Indoor heated pool
from CA$453 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Peninsula Chicago

Chicago (Near North Side)

The Peninsula exudes dignified grandeur. Rooms feature touches of high-class elegance such as Bernaudaud china, soaking tubs in bathrooms and specially commissioned art. Impeccable views of glittering downtown Chicago from most rooms and suites. Pool, gym, spa, three award-winning restaurants.

  • Spa - The Peninsula Spa is inspired by Ayurvedic and Asian philosophies, wih massages and therapy treatments to soothe any ailment.
  • Sights nearby - The Museum of Contemporary Art, Driehaus Museum and beloved Chicago Water Tower are all a 5 minute stroll from the Peninsula.
  • Lively area - Located in the Near North area of Downtown Chicago, along the electric Magnificent Mile.
  • Restaurant - The Lobby is an elegant location serving contemporary American cuisine.
from CA$701 for 1 room, 1 night including taxes & fees
Check availability on Expedia
The Langham, Chicago

Chicago (Near North Side)

Overlooking the Chicago River and surrounded by downtown Chi-town skyscrapers, this hotel is a glamorous choice for the discerning traveller. Rooms feature a cream canvas, dark polished woods and royal purple throws. Gym, spa, pool. Exclusive private members' club with city views. Restaurant, bar.

  • Sights nearby - Located right next to the ostentatious and famous Trump Tower and less than a mile from the Museum of Contemporary Art.
  • Spa - The award winning Chuan Spa offers a range of holistic treatments to relax, renew and pamper
  • Swimming Pool - 67 foot heated indoor pool
  • Views
from CA$771 for 1 room, 1 night including taxes & fees
Check availability on Expedia
Four Seasons Chicago

Chicago (Near North Side)

All rooms and suites are stylishly furnished with French furniture, floral motifs, art adorning the walls, and shades of plum, champagne, rose and dove grey. Beautiful views over Chicago or Lake Michigan. Spectacular indoor pool under a domed skylight. Gym, full-service spa, hot tub, restaurant.

  • Sights nearby - In downtown Chicago there is a multitude of architectural splendour, museums and art galleries in the near vicinity.
  • Restaurant - With views over the lake, you can enjoy a meal of gourmet farm-to-table regional fare in an elegant location.
  • Views - Panoramic views over Chicago and Lake Michigan.
  • Spa - Body treatments, facial, massages and sauna.
from CA$806 for 1 room, 1 night including taxes & fees
Check availability on Expedia