Hotels in Chicago, Illinois

Chicago
$219+

The Drake Hotel - Luxury on Magnificent Mile
In Gold Coast neighborhood near shops

This famous luxury hotel on Chicago's Magnificent Mile offers elegance and convenience for your next business trip, romantic weekend or shopping spree. The Drake Hotel is set in the Gold Coast neighborhood near some of the finest restaurants in Chicago. You'll love the comfortable rooms, fine dining, modern amenities and friendly, helpful staff.


Find Great Deals on Hotels in Chicago

Visit Wrigley field for a Chicago Cubs game, get a bird's eye view at Skydeck Chicago and ponder masterpieces at the Art Institute of Chicago on your next Chicago vacation. Stay at some of the best hotels in Chicago on Michigan Avenue or near Millennium Park and Cloud Gate. From cheaper, budget hotels to 5-Star luxury options, we have it all!

Chicago
$186+
Savings on Top Hotels in Major Cities
  • San Francisco, NYC, Orlando & more
  • Search flights, hotels, cars & cruise
  • Deals for top ten trending destinations
Chicago
$144+
Hilton Rosemont / Chicago O'Hare
  • Free airport shuttle; Walk to Blue Line
  • Heated indoor pool and fitness center
  • Liberty Tavern onsite restaurant
Chicago
$203+
Hampton Inn Chicago Downtown/N Loop
  • Landmark building near Magnificent Mi.
  • Jack's Place bar on the Lobby Level
  • LEED Certified for sustainability
Chicago
$349+
Hilton Chicago, MIchigan Avenue at The Loop
  • Comfortable lobby with fireplace
  • Near dining, shopping & nightlife
  • Overlooks Grant Park & Lake Michigan
Chicago
$118+
DoubleTree Chicago - Arlington Heights
  • Close to I-90 in Woodfield Area
  • Birch River Grill onsite
  • Don't forget your warm welcome cookie!


Experience Some Windy City Fun at These Amazing Chicago Hotels

Chicago is a bustling metropolis of boundless options for visitors, so book a stay at a fabulous Chicago hotels to take advantage of it all. Nicknamed “the Windy City” because of the frigid gusts of wind produced from Lake Michigan, Chicago boasts some of the best cultural events, art museums, and dining options of the Midwest. Seek out the best Chicago hotel deals in order to save some extra cash for those opportunities. Dunhill Travel Deals makes it easy, so you can finally set aside time for that big city break you’ve been craving.

If you’re looking to see the city’s popular landmarks and sights, we’ll help you find cheap hotels in Chicago right near the Grant Park area, putting you close to the Cloud Gate at Millennium Park and the Art Institute of Chicago—home to a priceless collection of over 300,000 unique pieces of art. For something a little bit different, the best Chicago hotels near trendy Wicker Park offer luxurious boutique accommodations just steps away from some of the city’s hippest bars and restaurants. One restaurant that regularly thrills tourists and Chicago residents alike is My Pie Pizzeria, which offers authentic Chicago-style deep dish pizza. Depending on when you visit, you might be able to catch a world-class sporting event at either Wrigley Field or United Center.

We’ll find you the best Chicago hotels to suit your travel needs. And if you’re looking to explore more of the Midwest during your travels, you can easily hop around a bit—Dunhill Travel Deals has a wide variety of great Midwest hotel deals that could be worth a look.

Search Hotels

Travel more and spend less with Dunhill Travel Deals - your source for the best travel deals, with exclusive specials, sales and discounts
on travel to top destinations worldwide. With Dunhill Travel Deals, save up to 70% on hotels, cruises, vacations, airfare & more!