The Drake vs Nearby Hotels
Considering The Drake but want to compare other hotels nearby? These guides show how The Drake stacks up against popular alternatives.
Updated · 19 comparisons
All 19 The Drake Comparisons

The Drake vs The Peninsula Chicago
Historic Drake Hotel or five-star Peninsula steps from Michigan Avenue — pick lakefront character or a modern spa stay.
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The Drake vs The Langham, Chicago
The Drake: historic lakefront landmark with Palm Court tea and Coq d'Or vs The Langham: modern five-star riverfront hotel with spa and indoor pool.
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The Drake vs Four Seasons Hotel Chicago
Historic Drake Hotel for classic Chicago and Palm Court tea, or Four Seasons for five-star spa and shopping access.
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The Drake vs The Ritz-Carlton, Chicago
The Drake: historic lakefront landmark; The Ritz-Carlton, Chicago: five-star spa and pool near Water Tower Place.
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The Drake vs Waldorf Astoria Chicago
The Drake: historic lakefront landmark; Waldorf Astoria Chicago: quiet five-star with spa and pool.
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The Drake vs Trump International Hotel & Tower Chicago
Historic Drake on the lakefront or high-rise Trump on the river — two luxury Chicago options a short walk apart.
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The Drake vs Park Hyatt Chicago
The Drake: historic Magnificent Mile landmark with lakefront access. Park Hyatt Chicago: intimate five‑star near Water Tower Place with spa and pool.
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The Drake vs The St. Regis Chicago
Historic Drake Hotel on the Magnificent Mile vs contemporary St. Regis Chicago — classic lakefront charm or modern five‑star luxury.
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The Drake vs InterContinental Chicago Magnificent Mile
Historic lakefront character at The Drake vs large full-service comfort at InterContinental Chicago Magnificent Mile.
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The Drake vs LondonHouse Chicago, Curio Collection
The Drake (lakefront, historic) vs LondonHouse (riverfront, rooftop) — choose classic Gold Coast charm or modern river views.
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The Drake vs Chicago Athletic Association, a Hyatt Hotel
Historic lakefront landmark on the Magnificent Mile vs a clubby, design-forward hotel steps from Millennium Park.
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The Drake vs Viceroy Chicago
The Drake: classic, lakefront Gold Coast landmark. Viceroy Chicago: modern luxury lifestyle hotel with a seasonal pool.
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The Drake vs Sofitel Chicago Magnificent Mile
Historic lakeside landmark (The Drake) vs modern French-branded hotel (Sofitel) — both steps from the Magnificent Mile.
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The Drake vs Loews Chicago Hotel
The Drake: historic Magnificent Mile icon across from Oak Street Beach. Loews Chicago Hotel: modern, river-adjacent hotel near Navy Pier and meeting spaces.
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The Drake vs Nobu Hotel Chicago
Historic lakeside luxury at The Drake or modern dining-led comfort at Nobu Hotel Chicago — classic Gold Coast vs West Loop lifestyle.
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The Drake vs The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
The Drake for historic lakefront character; The Gwen for modern luxury steps from Michigan Avenue shops.
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The Drake vs Hyatt Regency Chicago
Historic lakefront landmark at the Magnificent Mile vs a large full-service downtown convention hotel near the Riverwalk.
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The Drake vs Sheraton Grand Chicago Riverwalk
Classic lakefront landmark with Palm Court tea and historic ballrooms vs a large Sheraton riverfront hotel with pool and conference space.
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The Drake vs JW Marriott Chicago
Choose lakeside character at The Drake or business-ready scale at JW Marriott Chicago.
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Bed & Breakfast Package Available
- Lowest rate guarantee
- Complimentary perks & upgrades
- 24/7 concierge