🇺🇸 Chicago, United States
Planning a trip to Chicago? Explore five highly rated hotels, led by Trump International Hotel & Tower Chicago and The Langham Chicago.
Last updated: Sep 11, 2026
Nightly reference prices are checked daily and can change with dates and availability. Confirm the final total and booking conditions on Booking.com for your stay.
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| Hotel | Best for | Area | Booking rating | From |
|---|---|---|---|---|
 Trump International Hotel & Tower Chicago | River views and spa-focused suites | Chicago | Check live price ↗ | |
 The Langham Chicago | Mies architecture and afternoon tea | Chicago | Check live price ↗ | |
 L7 Chicago by LOTTE | Spa and wellness · Fitness facilities | Chicago | Check live price ↗ | |
 Hilton Vacation Club Hotel Blake Chicago | 0.4 km from Chicago centre | Chicago | Check live price ↗ | |
 Staypineapple, An Iconic Hotel, The Loop | 0.6 km from Chicago centre | Chicago | Check live price ↗ |
Booking.com ratings and review counts can change as new guest reviews are added. See how we rank hotels.
River- and skyline-facing room options put Chicago's architecture in focus at Trump International. Selected accommodation includes kitchenettes, while dedicated spa rooms offer direct spa access and yoga equipment for a wellness-oriented stay.
Mies van der Rohe's riverfront architecture provides the setting for The Langham Chicago. Deep soaking tubs and floor-to-ceiling windows distinguish the rooms, with afternoon tea at Pavilion and treatments at Chuan Spa adding to the experience.
Yoga mats and bathrobes are thoughtful room details at L7 in the Loop. Complimentary lobby coffee and tea, a 24-hour gym and in-room spa services offer different ways to start or finish a day beside the Chicago River.
A historic Printer's Row address gives Hotel Blake its Chicago identity. Meli Café serves pancakes, breakfast bowls and house-made juices, while rooms and suites include microwaves and mini-fridges for everyday convenience.
Daniel Burnham's architecture, mosaic floors and marble ceilings give Staypineapple a memorable Loop setting. Selected suites look towards Millennium Park and Lake Michigan, and bicycle hire offers a different way to explore the city.
Live availability
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Prices and availability are supplied inside the Stay22 map and can change with dates, guests and room availability.
Frequently asked questions
The main areas to compare are the Loop, River North, Magnificent Mile, West Loop and Gold Coast. The right choice depends on sights, transport, nightlife and the atmosphere you prefer.
Nightly rates depend on your dates and room choice. Current reference prices appear in the comparison table when available; confirm the final total and booking conditions with the hotel provider.
Book earlier for summer, public holidays, festivals and major event dates. The best-reviewed refundable rooms are usually the first to sell.
Two or three nights suit a focused city break. Add more time for beaches, museums, mountain activities or regional day trips.
A car is rarely necessary for a central city stay. Consider one for regional day trips, mountain areas or accommodation beyond the main urban centre.