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Hotel Felix Chicago - Chicago Hotels
Rating: 4.0 Stars
$93

Hotel Felix Chicago

111 W Huron St, Chicago - Map
 
 
"Wish we could have stayed longer! "
Lovely boutique hotel. Friendly and helpful staff. Extremely well positioned for exploring Chicago.
A Traveller
Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab …More
Trump International Hotel & Tower Chicago - Chicago Hotels
Rating: 5.0 Stars
$388

Trump International Hotel & Tower Chicago

401 N Wabash Ave, Chicago - Map
 
 
Room was not ready upon arrival/check in and for the price per night it should have been.
A Traveller
Located in Near North Side, this family-friendly Chicago hotel is within a 5-minute walk of Wrigley Building and Tribune …More
The Peninsula Chicago - Chicago Hotels
Rating: 5.0 Stars
$450

The Peninsula Chicago

108 East Superior Street, Chicago - Map
 
 
"Elegant downtown hotel"
The Penisula Hotel was located within walking distance of most local sights, shopping and resturants. The staff was friendly and extremely accommodating. The room was spotless and comfortable. The view from our room was amazing!
Traveller from Pennsylvania
Along Chicago's fabled Magnificent Mile, The Peninsula is 1 block from the Chicago Water Tower and 2 blocks from Water Tower …More
PUBLIC Chicago - Chicago Hotels
Rating: 4.0 Stars
$168

PUBLIC Chicago

1301 N State Pkwy, Chicago - Map
 
 
"Nice, Quiet and convenient"
Hotel was very clean and quiet. I will try to stay at the Public Chicago on my next stay if I am able.
A Traveller
PUBLIC Chicago is 2 blocks from Lake Michigan beaches, 3 blocks from Rush Street restaurants and nightlife, and a half-mile …More
Warwick Allerton Hotel Chicago - Chicago Hotels
Rating: 4.0 Stars

Warwick Allerton Hotel Chicago

701 North Michigan Avenue, Chicago - Map
 
 
"Great old hotel in fabulous location"
had a wonderful experience here- hotel is older but not "old". Room was nice, bathroom pretty small, but everything was very clean and pleasant. Staff was particularly nice and helpful. Location is amazing, and price was great. No coffee in the room, but free coffee/tea downstairs.
Traveller from New Rochelle, NY
Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is …More
Rodeway Inn - Chicago Hotels
Rating: 2.0 Stars

Rodeway Inn

6155 N. JERSEY AVE, Chicago - Map
 
 
Located in North Park, this motel is 1.5 mi (2.4 km) from Swedish Covenant Hospital and 2.5 mi (4 km) from Rosehill Cemetery …More
Kimpton Hotel Allegro - Chicago Hotels
Rating: 4.0 Stars

Kimpton Hotel Allegro

171 W Randolph St, Chicago - Map
 
 
"Great location "
The hotel was comfortable and covenient for a first time visitor to Chicago. I'll be back!
A Traveller
Located in the Loop's theater and business districts, Kimpton Hotel Allegro is next to the Cadillac Palace Theatre, 4 blocks …More
The Kimpton Gray Hotel - Chicago Hotels
Rating: 4.5 Stars
$179

The Kimpton Gray Hotel

122 West Monroe Street, Chicago - Map
 
 
Located in The Loop, this hotel is within a 10-minute walk of Four Seasons, Willis Tower, and Skydeck Ledge. Art Institute of …More
Fairmont Chicago at Millennium Park - Chicago Hotels
Rating: 4.5 Stars
$199

Fairmont Chicago at Millennium Park

200 North Columbus Drive, Chicago - Map
 
 
"Great location "
In walking distance to Millennium and Maggie Daley skating.
A Traveller
The 45-story Fairmont Chicago hotel is adjacent to Millennium Park, a half-block from Michigan Avenue, and 3 blocks from Lake …More
Club Quarters Hotel, Central Loop - Chicago Hotels
Rating: 4.0 Stars

Club Quarters Hotel, Central Loop

111 West Adams Street, Chicago - Map
 
 
"Well priced. Centrally located."
Our room was small and the fixtures and furniture look like they were from the 80s. Everything was in good shape however, just not modern, if that's what you're into. Otherwise, the staff is very friendly and the free filtered water bottles were a nice treat. For the price and location, it was a good bargain.
Traveller from Los Angeles, CA
Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony …More

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    Chicago Hotel Map

    Our Guide To Chicago Hotels

    Chicago may go by the moniker Chi-town, but make no mistake: The Windy City is anything but timid. From bold art and awe-inspiring landscapes to comedy clubs and groundbreaking jazz, your next destination doesn’t hold back. Savor the energy of the city, and when the day is done, hide in historic Chicago hotels or relax to the lullaby of the rushing river with a balcony view. As Nelson Algren once famously penned, “Chicago is an October sort of city even in spring.” While we’d be delighted to tell you that the Windy City boasts golden and rust-colored foliage year-round, it’d be more accurate to assume Algren was writing about the invigorating feeling the city gives you when set your heart to exploring.

    Historic Hotels in Chicago

    Some of the best places to stay in Chicago have stood the test of time, much like the Toddling Town itself. In the Chicago Loop, book iconic Chicago lodging near the city’s contemporary masterpieces at the Art Institute of Chicago and Millennium Park:

    • Congress Plaza Hotel: Located across the street from Buckingham Fountain, Congress Plaza Hotel doesn’t even pretend to be a product of this century. Since its doors opened in 1893, the grand lobby has welcomed many famous guests, including Theodore Roosevelt and Woodrow Wilson, and the brick walls have witnessed history in the making.
    • The Palmer House Hilton: Since its completion in 1875, The Palmer House Hilton, too, has hosted its share of presidents and celebrities—James Garfield and Mark Twain should sound familiar. After a day browsing the exhibitions at the Chicago Cultural Center, pause for a moment of reflection at the bean-shaped “Cloud Gate Sculpture” before returning for a relaxing night of cocktails and fine dining at Lockwood, or order in and draw a hot spa bath.

    Where to Stay in Chicago with a View of the River

    On the banks of the Chicago River, you’d never believe that the winters here are snowy and the summers balmy, because the urban waterway rarely slows down. Although serene and romantic, a lazy river this is not. If the water calls to you, wine and dine on a dinner cruise and follow the current out to picturesque Lake Michigan.

    The Hyatt Regency Chicago and Wyndham Grand Chicago Riverfront are both located directly south of the Chicago Riverwalk and are exquisite options for decadent vacation brimming with amenities and fine dining:

    • Book an event in one of the elegant ballrooms at the Wyndham and host the day-after brunch for a friend’s nuptials at the Hyatt Regency. Nothing says new beginnings quite like the sight of a river reaching the Great Lakes.
    • Or, better yet, treat yourself to a waterfront suite after the last glass of Champagne has been sipped. Order a bottle to your room and settle in by the window with a good book.

    About Those Comedy Clubs

    There’s nothing more stylish than a sincere belly laugh, and Chicago will help you unleash your most elegant self. North of the Loop, the chortles flow like water rushing out to Lake Michigan. One of the most beloved comedy clubs in the U.S.—The Second City—is located in Old Town Triangle, and as you follow North Avenue, you’ll embark on quite the comedy crawl.

    Line up an itinerary with shows at UP Comedy Club, Zanies Comedy Night, and The Comedy Clubhouse. Stay nearby at Hotel Lincoln Chicago, where your comfort is no laughing matter. You can even chase a late night with in-room breakfast or lean into the after-hours amenities in the 24-hour fitness center. All that laughing is energizing, after all…

    From the Magnificent Mile to Wrigley Field, Chicago will revive and inspire you to be who you want to be and pursue the adventures that intrigue you. Whether you plan to relax to the sounds of water on the river banks or take comfort in a chorus of good humor, book cheap hotels in Chicago with Travelocity. We’ll match the lowest price on the hotel of your choice, so just like the Windy City, don’t be shy, traveler.

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    *For these packages, package savings is at least equal to the cost of the flight or hotel if booked separately. Note: For packages including flights, you will be charged by the airline for the flight, but your savings on the package will equal the cost of the flight.