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Hotels in Chicago
98 Hotels
Hampton Majestic Chicago Theatre District

The 135-room Hampton Inn Majestic Chicago Theater District is a three-pearl chain property located in the historic Majestic Building and conveniently connected to the Bank of America Theater. A free breakfast, 24-hour fitness center, and room service partnerships with local restaurants are some of the features offered. Rooms have a warm vibe and include flat-screen TVs and coffee/tea makers, though some of the furniture is dated and worn. The location is prime -- a short walk from several sights and well serviced by public transportation. Travelers seeking a more contemporary, stylish hotel could try Wyndham Grand Chicago Riverfront, though rates tend to be higher.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

This Hilton Garden is a solid mid-range option just two blocks from the Magnificent Mile and a one-minute walk from the metro. While decor here is generic, convenience here is key and the property offers more than the expected amenities: a decent bar and grill, a 24-hour mini-mart, a mini Starbucks in the lobby, a small but attractive pool area, and a well-equipped fitness center. The hotel's 357 rooms are spacious with amenities like Keurig coffeemakers, mini-fridges, microwaves, flat-screen TVs, and free Wi-Fi. Downsides besides the generic decor include pricey parking and a breakfast that isn't included in the room rate. The boutiquey hotel right around the corner, ACME Hotel Company Chicago, offers more inspired digs, but has smaller rooms and fewer amenities. 

Omni Chicago Hotel

The upscale Omni Chicago Hotel has an enviable location on the Magnificent Mile, along with rare downtown perks like a rooftop garden, and a sundeck. The 347 units at this all-suites hotel are geared toward corporate travelers though, with work desks and wet bars, though family-friendly perks such as welcome backpacks full of games for kids make it a good option for families. The hotel's contemporary American restaurant overlooks Michigan Avenue, and there's a popular lounge bar too. Travelers could comparison shop with the nearby InterContinental Chicago, which has lots of historic charm, but smaller rooms.

Staypineapple, An Iconic Hotel, The Loop Chicago

This 122-room boutique located in an 1895 building pays homage to its past with cool historic details, including wrought iron, mosaic tiles, and marble stairs. But as in many old buildings, the rooms are teeny tiny, starting at just 175 square feet. At least they come with 37-inch flat-screen TVs, iPod docks, CO Bigelow toiletries, and bold, but stately, decor. Freebies like nightly wine tastings and morning coffee also help compensate, but you can probably find bigger rooms for the price.

Four Seasons Hotel Chicago
120 E Delaware Pl 900 North Michigan Shops

The luxurious Four Seasons Chicago is located on floors 30 to 46 of a limestone-and-glass skyscraper along the Magnificent Mile, atop an upscale shopping center. The hotel boasts a gorgeous indoor pool with a skylight and great views, an expansive spa and fitness center with modern machines, and a restaurant helmed by Executive Chef Sean Murray. Phenomenal views are a hallmark of the 347 guest rooms, which are decorated with modern art. It's one of the city's nicest hotels, and the location near the historic Water Tower and the Hancock Observatory can't be beat. The bathrooms -- most with shower/tub combos rather than separate walk-in showers and soaking tubs -- are a tad less luxurious than you'd expect in this price range, though still lovely. (The deep soaking tubs at fellow Magnificent Mile luxury hotel The Peninsula feature in-wall TVs.)

Ambassador Chicago

The Ambassador Chicago is a 285-room, four-pearl property on the city’s Gold Coast, in walking distance to many downtown attractions. The circa-1926 hotel retains an old-school glamour from its chandeliers to its black-and-white photos of former guests like Frank Sinatra and Ella Fitzgerald. Many of the minimalist rooms in the 17-floor property have stunning views of Chicago. For another design-conscious property in the same neighborhood, travelers could consider the upscale Hotel Palomar.

Holiday Inn Express Hotel Cass

Location is the stand-out feature at the mid-range, 174-room Hotel Cass – A Holiday Inn Express at Magnificent Mile. Housed in a Beaux Arts building, the hotel is a three-minute walk to the Magnificent Mile and a subway station. While the location is great, rooms are small with little closet and storage space; bathrooms are also cramped. Still, they're chicly decorated. Another upside: Rates include a hot breakfast buffet, and the hotel has a small gym and business center. On-site parking includes self and valet options, but both are expensive. Rates are competitive, but like other hotels in River North, they can fluctuate wildly at times, so it's worth it to comparison shop. Travelers could also try the modern and buzzy Aloft Chicago City Center, which can have similar rates.

Ohio House Motel

This no-frills motel in Chicago's restaurant-rich River North neighborhood attracts budget travelers who value the convenient location and thrifty rates. Its 48 guest rooms could use a style infusion, but they're clean and equipped with flat-screen TVs and free Wi-Fi. Some also have microwaves and mini-fridges, while suites add sleeper sofas and kitchenettes with two-burner stoves. There's not much in terms of features here, but the property does offer free parking, a rarity in the area, as well as free breakfast at a neighboring restaurant for bookings made directly through its website. For something a step up, the stylish Freehand Chicago has both hostel dorm rooms and private rooms, plus it offers free breakfast and has a bar, cafe, and a communal kitchen.

Holiday Inn Chicago O'Hare

With 245 rooms a seven-minute drive from the terminals at O’Hare, this mid-range chain hotel is conveniently located for travelers needing to be in close range of the airport. Several business and transit-friendly features, including nine meeting rooms, a free airport shuttle, park-and-fly options, microwaves in rooms, and late-night restaurant service, are thoughtful perks. However, the traditional room decor is leaning toward dated and showing significant wear, and some guests complain of musty bathrooms or cleanliness issues. For better-kept rooms near the airport, travelers could try the Hilton Rosemont/Chicago O’Hare, but rates can be higher.