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Best Hotels in Chicago (2026)

Where you stay shapes a Chicago trip. The Loop and the Magnificent Mile are the most convenient for sightseeing: the Palmer House Hilton has more than 150 years of history on East Monroe Street, The Peninsula and The Langham are five-star options near North Michigan Avenue and the river, and The Drake has direct access to Oak Street Beach. Waldorf Astoria Chicago in the Gold Coast offers a large spa and suites with fireplaces or terraces.

For a more local feel, The Hoxton in Fulton Market puts you among the restaurants of the West Loop, with a rooftop pool and Stephanie Izard's Cabra, and The Robey occupies a 1929 Art Deco tower in Wicker Park. Freehand Chicago in River North is a good-value, design-led choice with the Broken Shaker bar. Prices rise in summer and during major conventions and events, so book early for those periods, and check whether parking or resort-style fees apply when comparing rates.

8 places · Updated October 27, 2026

Our top 3 hotels in Chicago

  1. The Peninsula Chicago Luxury hotel, Magnificent MileThe Peninsula Chicago is a luxury hotel just off North Michigan Avenue that has held a Forbes Travel Guide Five-Star rating every year since it opened.
  2. The Langham, Chicago Luxury hotel, River NorthThe Langham, Chicago occupies Mies van der Rohe's last office building on North Wabash Avenue, with river views, the Chuan Spa, an indoor pool and Travelle restaurant.
  3. Waldorf Astoria Chicago Luxury hotel, Gold CoastWaldorf Astoria Chicago is a Gold Coast luxury hotel near Rush Street, with skyline-view rooms, suites with fireplaces or terraces and a large spa with an indoor pool.

Hotel

4. The Drake Hotel

Historic grand hotel$$$Magnificent Mile

Open since 1920, The Drake Hotel is a historic grand hotel with a Magnificent Mile address, direct access to Oak Street Beach and its Palm Court.

View details — The Drake Hotel

Hotel

7. The Robey

Boutique hotel$$$Wicker Park

The Robey is a boutique hotel in Wicker Park, set in the 1929 Art Deco Northwest Tower at the corner of North and Milwaukee Avenues, with a rooftop space.

View details — The Robey