Hotels in Chicago

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Top hotels in Chicago

Find the perfect Chicago hotel for business or leisure
Hilton Garden Inn Chicago Downtown/Magnificent Mile
8.6
141 CAD
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The Peninsula Chicago
9.5
440 CAD
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Chicago Marriott O'Hare
8.2
215 CAD
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Staypineapple, An Iconic Hotel, The Loop
9.1
198 CAD
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Thompson Chicago
9.2
193 CAD
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Kimpton Hotel Allegro
8.6
170 CAD
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Intercontinental Hotels Chicago Magnificent Mile
8.7
228 CAD
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The St Clair Hotel - Magnificent Mile
8.2
95 CAD
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The Willows Hotel
8.7
104 CAD
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Hyatt Regency Mccormick Place
8.8
165 CAD
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Holiday Inn Express Chicago - Magnificent Mile
8.1
112 CAD
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Four Seasons Hotel Chicago
9.3
411 CAD
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Omni Chicago Suites - Magnificent Mile
8.9
180 CAD
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Hotel Essex
7.9
243 CAD
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Chicago Marriott Downtown Magnificent Mile
8.6
230 CAD
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City Suites Hotel
8.6
107 CAD
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W Chicago - Lakeshore
8.4
153 CAD
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The Westin Michigan Avenue Chicago
8.7
169 CAD
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Embassy Suites by Hilton Chicago Magnificent Mile
8.7
173 CAD
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Hilton Chicago
8.5
194 CAD
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Park Hyatt Chicago
9.2
275 CAD
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Kimpton Hotel Monaco Chicago
9.3
194 CAD
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Chicago Marriott at Medical District/UIC
8.6
261 CAD
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Renaissance Chicago O'Hare Suites Hotel
8.2
158 CAD
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Best Western Plus Hawthorne Terrace Hotel
8.8
115 CAD
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Millennium Knickerbocker Chicago
8.2
111 CAD
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Talbott Hotel
9.0
173 CAD
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Swissôtel Chicago
8.5
198 CAD
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Acme Hotel Company Chicago
9.2
125 CAD
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Congress Plaza Hotel
7.6
104 CAD
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Central Loop Hotel
8.4
116 CAD
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Fairmont Chicago - Millennium Park
8.4
197 CAD
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Hotel Blake, an Ascend Hotel Collection Member
8.9
172 CAD
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Inn Of Chicago
7.6
94 CAD
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Hotel Lincoln
8.7
155 CAD
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The Drake, a Hilton hotel
8.7
178 CAD
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Sofitel Chicago Magnificent Mile
8.8
209 CAD
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Travelodge by Wyndham Downtown Chicago
7.4
100 CAD
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Hampton Inn Chicago Downtown/Magnificent Mile
8.4
125 CAD
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Embassy Suites by Hilton Chicago Downtown
8.5
153 CAD
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When to book a hotel in Chicago

Low Season
September
High Season
May

cheapest month to stay

34%

expected price decrease

most expensive time to stay

28%

expected price increase

+288.0%
+192.0%
+96.0%
Base
Price
192 - 375 CAD
Highest day of week
Saturday
Cheapest day of week
Monday

avg. price over the last two weeks

Average price (weeknight)

258 CAD

avg. price over the last two weeks

avg. price over the last two weeks

Average price (weekend night)

318 CAD

avg. price over the last two weeks


Chicago travel tips

Let us help you with the best tips about Chicago

Best time to visit Chicago

Chicago has severe winters and hot summers. For milder weather, it is best to visit Chicago in the shoulder months of April – May or September – October when average temperatures range from 12 – 20 degrees Celsius. Summer is the peak tourist season with higher hotel rates and hard-to-find accommodations. The city plays host to several cultural festivals and events during this time. From January – February, there are great deals on hotels, restaurants and entertainment, but the average temperature is minus 6 degrees Celsius and there is frequent snowfall. Consider visiting in this bargain season only if you can brave the harsh weather.

Getting around Chicago

Chicago is a very walkable city with an easy to navigate grid-style layout. Many of the Downtown Chicago attractions are within walking distance of each other. You also have a dense network of buses and trains operated by the Chicago Transit Authority. A single ride fare starts at $2.25 USD while a 1-Day ticket which allows unlimited rides on buses and trains costs $10.00 USD. Taxis are available easily and charge a base rate of $3.25 USD. Another fast and affordable mode of travel, particularly to view the top tourist destinations, is water taxis. A single ride costs between $3.00 USD – $8.00 USD. Chicago’s bike-sharing program Divvy allows unlimited 30-minute rides in a 24-hour period for $9.95 USD.


How much does a hotel in Chicago cost?

4 stars and above
#1 most popular
The Peninsula Chicago
9.5
440 CAD
#2 most popular
Staypineapple, An Iconic Hotel, The Loop
9.1
198 CAD
Best value
The Whitehall Hotel
8.2
95 CAD
3 stars
#1 most popular
Hilton Garden Inn Chicago Downtown/Magnificent Mile
8.6
141 CAD
#2 most popular
Chicago Marriott O'Hare
8.2
215 CAD
Best value
Found Hotel Chicago River North
8.9
45 CAD
2 stars and below
#1 most popular
The St Clair Hotel - Magnificent Mile
8.2
95 CAD
#2 most popular
Travelodge by Wyndham Downtown Chicago
7.4
100 CAD
Best value
Chicago Getaway Hostel
7.8
33 CAD

Cheapest hotels in Chicago

Cheap hotels and hostels in Chicago
Chicago Getaway Hostel
7.8
33 CAD
Found Hotel Chicago River North
8.9
45 CAD
Wrigley Hostel
8.3
36 CAD
Chicago Parthenon Hostel
7.5
48 CAD
Holiday Jones
8.6
40 CAD
Freehand Chicago
8.4
48 CAD

Best value hotels in Chicago

Freehand Chicago
8.4
48 CAD
Park Hyatt Chicago
9.2
275 CAD
Wrigley Hostel
8.3
36 CAD
Millennium Knickerbocker Chicago
8.2
111 CAD
Found Hotel Chicago River North
8.9
45 CAD
Central Loop Hotel
8.4
116 CAD

Where to stay in Chicago

Best places to stay in Chicago

37 movable bridges, waters as blue as the Caribbean, fierce rivalry in food innovation, and a thriving ground for music and major league sports; that’s Chicago for you! Also known as the Windy City, Chicago is an enterprising city with a rich culture and history. It is a city of neighbourhoods, and each one has a distinct character and vibe.

The Loop

Downtown Chicago, known as The Loop is the main business district with several office buildings as well as the administrative government buildings, making this a fairly busy and bustling area on week days. If you want dramatic views of the Chicago skyline, a short walk to the waterfront, or you plan to visit the Chicago museums, this is a good area to stay while you explore the rest of the city. Stay at the opulent and historical Palmer House A Hilton Hotel or enjoy unobstructed views of Millennium Park and Lake Michigan from The Blackstone Hotel on South Michigan Avenue.

The Magnificent Mile

The one mile stretch from North Michigan Avenue to Oak Street boasts some of the most luxurious accommodations in Chicago. From designer boutiques to large department stores, this area is also a shopper’s paradise. The Oak Street Beach is within easy reach if you stay in this neighbourhood. Book your stay at the Warwick Allerton – Chicago hotel to enjoy an interesting blend of historic architecture with modern amenities. You also have the golden-domed Intercontinental Chicago Magnificent Mile hotel offering modern rooms and multiple dining options.

River North

An old industrial neighbourhood which has transformed into a thriving dining and nightlife area, River North has plenty of hip clubs and bars, and a large concentration of hotels. Enjoy the minimal décor and elegance of The James Chicago hotel or check out the modern yet unconventional Aloft Chicago City Center hotel.

The Gold Coast

If you wish to be in a more quiet neighbourhood within walking distance to the lakefront and Michigan Avenue, then book a stay in the Gold Coast area. For top-of-the-line luxury, opt for The Waldorf Astoria Chicago. Or you can stay at The Talbott Hotel, a historic boutique hotel which offers classic English décor and modern amenities.

Lincoln Park and the North Side

Lincoln Park is full of historic churches, brick row houses and quiet, tree-lined streets. This area is also home to several museums, theaters, and live music clubs. A 6-minute walk from the Lincoln Park Zoo, you have the vintage-styled Hotel Lincoln featuring contemporary rooms with lakefront views. Or you might want to stay at The Majestic Hotel, a charming boutique hotel with quick access to public transport.

Cheap hotels in Chicago

Enjoy daily complimentary breakfast and Wi-Fi at the HI Chicago Hostel within walking distance of Millennium Park, The Art Institute of Chicago and Willis Tower. The Hyatt Centric Chicago Magnificent Mile or the Doubletree by Hilton Hotel Chicago – Magnificent Mile also offer budget rates for their upscale properties in the heart of the city. You must also checkout the spacious, apartment-styled suites at DeWitt Place Hotel & Suites in Gold Coast.


What to do in Chicago

Chicago boasts many beautiful beaches, world-class museums, over 200 theatres, an eclectic food and music scene, and several major league spectator sports clubs. A city that completely reinvented itself after being gutted in the Great Chicago Fire of 1871, there is so much to see, do and experience in Chicago that a single trip may not be enough!

  • For extraordinary views of the skyscraper city, go to Willis Tower’s Skydeck Chicago or John Hancock Centre’s 360 CHICAGO Observation Deck.
  • Near the Lincoln Park, spend time strolling through 1200 acres of green space in North Side Park which has a nature museum, a conservatory and free zoo which is open all year round.
  • Go surfing or soak up some sun at any of the Chicago beaches, the more popular ones being Oak Street Beach and North Avenue Beach.
  • Stroll through Grant Park and visit landmarks such as Millennium Park and Buckingham Fountain while you gaze at the surrounding skyscrapers.
  • Check out impressive exhibitions at The Art Institute of Chicago, explore the city’s innovative roots at the Museum of Science and Industry. At The Field Museum, spend time with the 42-foot long most complete T-Rex named Sue.
  • Opt for the Chicago Architecture River Cruise for great views and historical insights of well-known structures like the Wrigley Building, Fulton House and Leo Burnett Building.
  • Visit Shedd Aquarium, one of the largest indoor aquariums in the world.
  • Watch a show at the comedy club Second City or the Shakespeare Theatre on Navy Pier. Later, you may want to stroll the length of the pier, and enjoy thrilling rides and street-side entertainment.
  • Spend some time browsing books at Chicago’s largest and oldest bookstore, Myopic Books.
  • Try a juicy Italian beef sandwich at Portillo’s, an iconic eatery that had humble beginnings as a small hot dog stand. Don’t miss an indulgent deep-dish pizza at a Lou Malnati location.
  • Book a tour at the Goose Island Beer Company’s brewery and learn about the most popular Chicago beers.
  • Watch a game of the White Sox at the US Cellular Field or the Chicago Cubs at Wrigley Field.
  • Enjoy some blues music at the Kingston Mines, one of the best blues clubs with live bands playing until almost 2.00 a.m. Or indulge your passion at the Jazz Showcase and Indie music at The Empty Bottle.

  • Looking for a specific type of hotel

    Romantic Hotels in Chicago
    Best value
    Fieldhouse Jones
    9.0
    100 CAD
    #1 Most popular
    Hilton Garden Inn Chicago Downtown/Magnificent Mile
    8.6
    141 CAD
    #2 Most popular
    The Peninsula Chicago
    9.5
    440 CAD
    #3 Most popular
    Chicago Marriott O'Hare
    8.2
    215 CAD
    #4 Most popular
    Intercontinental Hotels Chicago Magnificent Mile
    8.7
    228 CAD
    #5 Most popular
    Hyatt Regency Mccormick Place
    8.8
    165 CAD
    Four Seasons Hotel Chicago
    9.3
    411 CAD
    Kid-Friendly Hotels in Chicago
    Best value
    Fieldhouse Jones
    9.0
    100 CAD
    #1 Most popular
    Hilton Garden Inn Chicago Downtown/Magnificent Mile
    8.6
    141 CAD
    #2 Most popular
    The Peninsula Chicago
    9.5
    440 CAD
    #3 Most popular
    Chicago Marriott O'Hare
    8.2
    215 CAD
    #4 Most popular
    Intercontinental Hotels Chicago Magnificent Mile
    8.7
    228 CAD
    #5 Most popular
    Hyatt Regency Mccormick Place
    8.8
    165 CAD
    Four Seasons Hotel Chicago
    9.3
    411 CAD
    Luxury Hotels in Chicago
    Best value
    Millennium Knickerbocker Chicago
    8.2
    111 CAD
    #1 Most popular
    The Peninsula Chicago
    9.5
    440 CAD
    #2 Most popular
    Staypineapple, An Iconic Hotel, The Loop
    9.1
    198 CAD
    #3 Most popular
    Thompson Chicago
    9.2
    193 CAD
    #4 Most popular
    Kimpton Hotel Allegro
    8.6
    170 CAD
    #5 Most popular
    Intercontinental Hotels Chicago Magnificent Mile
    8.7
    228 CAD
    Hyatt Regency Mccormick Place
    8.8
    165 CAD

    Popular flight routes to Chicago

    Find the cheapest flights to Chicago on popular routes
    Toronto to Chicago
    Fastest flight time
    1h 47m
    Cheapest price
    236 CAD
    Buffalo to Chicago
    Fastest flight time
    1h 47m
    Cheapest price
    243 CAD
    Montreal to Chicago
    Fastest flight time
    3h 48m
    Cheapest price
    279 CAD
    Ottawa to Chicago
    Fastest flight time
    3h 40m
    Cheapest price
    281 CAD
    Québec City to Chicago
    Fastest flight time
    4h 20m
    Cheapest price
    337 CAD
    Winnipeg to Chicago
    Fastest flight time
    2h 13m
    Cheapest price
    343 CAD
    Calgary to Chicago
    Fastest flight time
    3h 19m
    Cheapest price
    371 CAD
    Vancouver to Chicago
    Fastest flight time
    3h 59m
    Cheapest price
    408 CAD
    Halifax to Chicago
    Fastest flight time
    6h 12m
    Cheapest price
    415 CAD
    Saskatoon to Chicago
    Fastest flight time
    5h 17m
    Cheapest price
    416 CAD
    View more

    Start planning your trip to Chicago