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Chicago Boutique Hotels

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Finding a hotel is easy. Your destination can be:

  • a city (San Francisco)
  • an airport (ATL)
  • a point of interest (Fenway Park)

Featured Chicago Hotels

Experience life as native Chicagoans live it when you stay at our Hotel Indigo® hotels in Chicago. From viewing the Impressionist Collection at the Art Institute of Chicago to boutique shopping on Oak Street, you'll enjoy an authentic taste of the Windy City.

Savvy travelers explore the city on the El and discover that this famous railway system is the best way to go. There's so much to see in Chi-Town that it's best to strike a balance between the must-see attractions and quirky day-to-day Chicago. Enjoy a live outdoor jazz concert at Millennium Park, revel in the city's magnificent view atop the Skydeck at Willis Tower (formerly Sears Tower) and take in the sophisticated architecture all around you, whether on foot or on a relaxing lake cruise. Just don't forget to venture off the beaten track: discover the unique Baroque Mansion in Lincoln Park and find your favorite slice of Chicago-style deep-dish pizza in traditional local pizzerias.

Take time out to sample the sights, scents and sounds of the city's best-loved neighborhoods - contemporary Lincoln Park, quirky Bucktown and historic Hyde Park. There's a wide choice of vibrant bars, restaurants and nightlife within walking distance of your Chicago hotel. Raise a glass or two with the locals to get the lowdown on the neighborhood's finest experiences.

From world-class museums to open-air concerts, scratch the surface and you're sure to find there's more to Chicago than meets the eye.

Book a stay at our Chicago hotels and feel like a local during your stay in the Windy City.

Latest Chicago Hotel Reviews

Average Rating for Chicago Hotel
(4.3 / 5) of 18714 reviews
By Ml3931
Better sausage gravy and Potato choice The staff is great [Less]
Excellent Choice for the area
By MNBrooke
Nice Building, good staff. The only suggestion is that there is a Holiday Inn in front of this Holiday Express, it can be a little confusing because you drive through the Holiday lot to get to the [More] Express. On the plus side, the hotel is a little more quiet. [Less]
Great Value - Great Stay - Great Experience
By mike1122
This was my first time to this area and this property. I was very pleased with the way the week went and with the property and staff. I would stay here again. [Less]
Excellent hotel for meetings or general usage
By TMac123
Convenient shuttle from O'Hare Airport started our meeting off right. Meg from the Sales team had everything in order as requested. Our business attendees were quite pleased with the ease of [More] check-in, the quality of food and the service levels of staff. Excellent session. Already preparing for our next meeting in April to be held here. [Less]
great park n fly hotel
By maxie mae papa
the shuttle was a very great service. It should up on schedule and drivers were very helpful getting to the airport and picking us up and back to our car. [Less]
NIce Hotel
By Mell1234567
Room was clean and very nice. Park and Fly feature is a great value. [Less]
By Un pleasant
Flight Canceled O'Hare Airport Just completed a 16 hour flight from China, Crown Plaza was able to accommodate me with a much needed room, The restaurant was closed but the Bar Tender made me a Ham [More] Sandwich which I appreciated very, very much. [Less]
Friendly, comfortable and safe
By DG823
The staff is friendly and helpful, the food is good. The rooms are comfortable and clean. Internet works very well throughout hotel [Less]
Comfortable Place to Stay on Business
By Baxter123
This hotel had everything I needed for working out of town. The room as quite and comfortable and well set up to relax after working all day. The staff was excellent and friendly at all times. [Less]

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To book more than 9 rooms for one stay or request a quote, please use our Easy Meetings  Link will open in new browser window. tool or call 1-800-MEETING (in United States, Mexico and Canada).