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308 Results
  • Warwick Allerton Hotel Chicago
    Ranked #31 overall in Chicago hotels
    7.8
    Pretty good
    12 reviews
    Popular withLuxuryHistoryBusiness

    The Allerton may be a sleekly modern boutique hotel now, decorated in rich greys, navy and silver, but underneath the bold graphic prints and contemporary design is a ton of ...

    • Restaurant
    • Fitness Center
    • Pets Allowed
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  • Fairmont Chicago Millennium Park
    Ranked #32 overall in Chicago hotels
    8.9
    Wonderful!
    9 reviews
    Popular withLuxuryArtsyHipsters

    Great Location but the room is a little outdated for the Fairmont. The bed frame had tears in it. Also I thought it was a little rude for someone to ...

    • Fitness Center
    • Airport Transfer
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Silversmith Hotel Chicago Downtown
    Ranked #33 overall in Chicago hotels
    8.2
    Wonderful!
    10 reviews
    Popular withArtsyHistoryFamilies

    Great place to stay with or without kids. No pool, but the location, super clean big rooms, GREAT service from all staff and price make up for it. Simple, fresh ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Kimpton Hotel Allegro
    Ranked #34 overall in Chicago hotels
    8.2
    Wonderful!
    10 reviews
    Popular withLuxuryBusinessArtsy

    Lobby and entrance to the hotel is really well put together. The bar is really well done also . The room was a little bit of a let down in ...

    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • The Gwen, A Luxury Collection Hotel, Michigan Avenue Chicago
    Ranked #35 overall in Chicago hotels
    8.7
    Wonderful!
    9 reviews
    Popular withLuxuryBusinessFoodies

    Super Swanky in a great location, and here is the travel hint/tip of the century, the rooms are often cheaper than the Hilton Garden Inn across the street!!! This is ...

    • Free WiFi
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Hotel Chicago Downtown, Autograph Collection
    Ranked #36 overall in Chicago hotels
    7.8
    Pretty good
    10 reviews
    Popular withNightlifeHipstersArtsy

    When the hotel has a few unsold rooms, you can occasionally snag a deal through Priceline or Expedia. With Priceline you never know what hotel you'll get, just that it ...

    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Wyndham Grand Chicago Riverfront
    Ranked #37 overall in Chicago hotels
    8.2
    Wonderful!
    9 reviews
    Popular withNightlifeLuxuryBusiness

    We had an amazing stay. The staff were extremely kind and went out of their way to make sure our stay was perfect. Room was extremely clean. No complaints here!!!!

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Hyatt Regency McCormick Place
    Ranked #38 overall in Chicago hotels
    8.8
    Wonderful!
    8 reviews
    Popular withBusinessArtsyFoodies

    Love this hotel. Location is a short drive from all the hustle and bustle but the hotel is renovated, clean, and pleasant. Probably some of the cheapest parking you'll find, ...

    • Free WiFi
    • Swimming Pool
    • Fitness Center
    • Airport Transfer
    ReviewsPhotosAmenitiesMaploadingclose
  • Embassy Suites Hotel Chicago Downtown Lakefront
    Ranked #39 overall in Chicago hotels
    8.3
    Wonderful!
    8 reviews
    Popular withBusiness

    This is a nice hotel with a good location. The managers reception and the breakfast were very good. The staff seemed helpful. The location is near all of the action ...

    • Swimming Pool
    • Fitness Center
    • Free Breakfast
    ReviewsPhotosAmenitiesMaploadingclose
  • Raffaello Hotel
    Ranked #40 overall in Chicago hotels
    10.0
    Exceptional!
    6 reviews
    Popular withLuxuryNightlifeArtsy

    You can't beat a hotel with a donut shop in the lobby, right? From the expansive guest rooms to the public restrooms in the lobby, this place is impeccably designed ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Claridge House
    Ranked #41 overall in Chicago hotels
    8.6
    Wonderful!
    7 reviews
    Popular withArtsyBusinessFoodies

    Hotel Indigo is like a beach in the middle of the city, even though there is another beach that is actually a real beach within walking distance. It’s a boutique ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Residence Inn Chicago Downtown / River North
    Ranked #42 overall in Chicago hotels
    8.6
    Wonderful!
    7 reviews
    Popular withBusinessFamiliesHipsters

    This hotel has everything I love. Amazing (complimentary) breakfast, amazing service, great views and most importantly a comfortable atmosphere. You're right in the heart of the city, walking distance from ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Free Breakfast
    ReviewsPhotosAmenitiesMaploadingclose
  • The Westin Michigan Avenue Chicago
    Ranked #43 overall in Chicago hotels
    7.6
    Pretty good
    9 reviews
    Popular withBusinessFamilies

    Stayed at Westin Michigan Avenue on my recent visit to Chicago. This hotel is decent, but certainly not great. It is conveniently located on Michigan and Delaware. Right in the ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • The Talbott Hotel
    Ranked #44 overall in Chicago hotels
    9.3
    Wonderful!
    6 reviews
    Popular withHistoryLuxuryGreen

    I dig the Talbott Hotel AND the cow statue walking up the building's exterior. Not nearly as pricey as some of the other hotels in Chicago, the Talbott delivers on ...

    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Chicago's Essex Inn
    Ranked #45 overall in Chicago hotels
    9.3
    Wonderful!
    6 reviews
    Popular withBusinessFoodiesAdventure

    The Essex Inn is a gem! I've seen their bright red sign from Grant Park hundreds of times, but never thought to look inside. I'm so glad I did. On ...

    • Free WiFi
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • The Whitehall Hotel
    Ranked #46 overall in Chicago hotels
    7.5
    Pretty good
    8 reviews
    Popular withBusinessHistoryLuxury

    Located steps from the Gold Coast on the Near North Side, the Whitehall Hotel has style to spare. Though I definitely felt a European vibe here, the hotel also offers ...

    • Free WiFi
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • The Godfrey Hotel Chicago
    Ranked #47 overall in Chicago hotels
    9.0
    Wonderful!
    6 reviews
    Popular withLuxuryNightlifeBusiness

    Located in Chicago’s swanky downtown hotel district just off of the Michigan Avenue (the Magnificent Mile), the Godfrey is a great option for travelers who don’t want to sacrifice style ...

    • Free WiFi
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Courtyard Chicago Downtown/Magnificent Mile
    Ranked #48 overall in Chicago hotels
    7.8
    Pretty good
    8 reviews
    Popular withBusinessFoodies

    The Courtyard is a solid hotel. It's the standard fancy; not far off the Mag Mile, great restaurants and shopping nearby, easy enough access to the rest of the city. ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Homewood Suites by Hilton Chicago Downtown
    Ranked #49 overall in Chicago hotels
    7.8
    Pretty good
    8 reviews
    Popular withFamiliesHipstersBusiness

    The Homewood Suites is a high-value hotel in the two to three star range. As the name says, all the rooms are suites, which is great for families on a ...

    • Free WiFi
    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Free Breakfast
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Dewitt Hotel and Suites
    Ranked #50 overall in Chicago hotels
    7.8
    Pretty good
    8 reviews
    Popular withBusinessFamiliesBackpackers

    DeWitt Place pairs location with personalized service and guest independence. While DeWitt’s focus is on extended stay visits for executives and business travelers, guests can chose to stay for as ...

    • Free WiFi
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • The Ritz-Carlton, Chicago
    Ranked #51 overall in Chicago hotels
    8.3
    Wonderful!
    7 reviews
    Popular withLuxuryFamiliesFoodies

    The Ritz Carlton Chicago is the best Luxury hotel in the city. Staff recognize everyone's preferences like s family !

    • Restaurant
    • Swimming Pool
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Hotel Burnham - a Kimpton Hotel
    Ranked #52 overall in Chicago hotels
    8.3
    Wonderful!
    7 reviews
    Popular withBusinessHistoryArtsy

    Now, this is a nice hotel. Perhaps even more importantly, this is one of the most historic hotels in town. That’s largely due to the fact that when it was ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Chicago Getaway Hostel
    Ranked #53 overall in Chicago hotels
    7.0
    Pretty good
    8 reviews
    Popular withStudentsBackpackersAdventure
    • Free WiFi
    • Free Breakfast
    ReviewsPhotosAmenitiesMaploadingclose
  • Hampton Majestic Chicago Theatre District
    Ranked #54 overall in Chicago hotels
    8.7
    Wonderful!
    6 reviews
    Popular withArtsyLuxuryBusiness

    This hotel is in the perfect location, and is located just above the Majestic Theatre. I was in walking distance of a ton of restaurants and the loop. The lobby ...

    • Free WiFi
    • Fitness Center
    • Free Breakfast
    ReviewsPhotosAmenitiesMaploadingclose
  • Hotel Versey - Days Inn Chicago
    Ranked #55 overall in Chicago hotels
    7.5
    Pretty good
    8 reviews
    Popular withStudentsBusinessFamilies

    This is a great place to stay for anyone wants either the Wrigleyville experience – bars, bar food, cubs, cubs fans, improv, improvisers – or the Lincoln Park experience – ...

    • Free WiFi
    • Fitness Center
    • Airport Transfer
    ReviewsPhotosAmenitiesMaploadingclose
  • ACME Hotel Company
    Ranked #56 overall in Chicago hotels
    9.6
    Wonderful!
    5 reviews
    Popular withHipstersArtsyNightlife

    **FUN HOTEL IN THE MIDDLE OF EVERYTHING** LOCATION ========== Centrally situated in the River North section of town, two short blocks west of Michigan Avenue and across the street from ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Airport Transfer
    ReviewsPhotosAmenitiesMaploadingclose
  • Fairfield Inn & Suites Chicago Downtown/Magnificent Mile
    Ranked #57 overall in Chicago hotels
    7.5
    Pretty good
    8 reviews
    Popular withArtsyBusinessLuxury

    The Farifield Inn & Suites is located pretty close to Michigan Ave., but it’s pretty surprising how quiet the street was on a Sunday evening. It’s nice to know that ...

    • Free WiFi
    • Fitness Center
    • Free Breakfast
    ReviewsPhotosAmenitiesMaploadingclose
  • Central Loop Hotel
    Ranked #64 overall in Chicago hotels
    8.3
    Wonderful!
    6 reviews
    Popular withBusinessLuxury

    This Loop-based outpost of the Club Quarters franchise offers luxury along with the exclusivity and privacy that some people deem essential. In order to score a room here, you’ll need ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    ReviewsPhotosAmenitiesMaploadingclose
  • Kinzie Hotel
    Ranked #58 overall in Chicago hotels
    7.7
    Pretty good
    7 reviews
    Popular withArtsyLuxuryBusiness

    bed is comfortable. i LOVED the double showerheads - probably one of the most therapeutic showers i've taken with strong water pressure. the bathroom is extremely spacious and even had ...

    • Free WiFi
    • Restaurant
    • Fitness Center
    • Pets Allowed
    ReviewsPhotosAmenitiesMaploadingclose
  • Wrigley Hostel
    Ranked #59 overall in Chicago hotels
    8.8
    Wonderful!
    5 reviews
    Popular withBackpackersGreenSolo Female

    A great option for students looking for an affordable spot close to Wrigley Field, home of the Chicago Cubs baseball team. The rooms all feature multiple bunked beds and are ...

    • Free WiFi
    • Free Breakfast
    ReviewsPhotosAmenitiesMaploadingclose

Chicago Hotels

Home of blues and jazz, the inspiration for the famous musical and with a reputation for being slightly breezy at times, Chicago is an exciting American city and a mix of metropolitan luxury and Midwest affability.

Chicago hotels range from the Raffaello Hotel with its roof-top sundeck on the Magnificent Mile, to Downtown Hotel 71 with panoramic river views. Historic Willows Hotel in the Lakeview neighbourhood is a great one for families with nice breakfasts and Wi-Fi while the Chicago Hostel is a great budget choice in The Loop area of the city, for travellers. Trump international Hotel and the beautiful Hotel Burnham are there if you have spare cash burning a hole in your wallet!

If you hire a car in Chicago you could explore nearby Indiana or Illinois but don’t go until you’ve moseyed around Lincoln Park, listened to live music in the Empty Bottle, been to a musical in the Broadway Chicago Theatre and listened to jazz and blues in the House of Blues. Learn more of the history of this musical genre in the fabulous Willie Dixon's Blues Heaven Foundation. Don’t forget to try the famous and ultimate Chicago contribution to world cuisine; the deep dish pizza! It’s messy to eat and definitely not diet food or the Italian beef sandwich of Chicago hot dog.

Book flights to Chicago to shop in independent bookstores and wonderful markets, bike the scenic outdoor Lakefront trails, watch the Chicago Bulls play basketball, skate in Midway Park or bask on the beaches of breath-taking Lake Michigan. With ethnic neighbourhoods, an African heritage and all-American culture, Chicago is as diverse a city as any out there.

If you need flights to Chicago airport Skyscanner can find you the lowest prices by searching hundreds of airlines and routes. If you want flights from Chicago airport why not search 'everywhere' and be inspired to travel somewhere new or search by date, month or even the whole year to find your ideal destination with Skyscanner's fast, free and flexible search.

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