5 Star Hotels in Chicago

When you stay at 5-star hotels in Chicago during 2025, you can expect exceptional service, luxurious rooms, and all the high-end amenities you could possibly want from your stay. From the moment you arrive, you'll feel like a VIP. The attentive service and exceptional hospitality of the hotel staff and concierge will take care of your every need, whether it's round-the-clock room service, childcare, or a reservation at one of Chicago's top restaurants. Then there are the rooms. A 5-star hotel in Chicago typically includes opulent furnishings, personalized welcome kits, and premium bedding. Remember, the search filters on Hotels.com help you find specific amenities or extras you're seeking.

Some of the best 5-star hotels in Chicago stand out for their distinct features and extras, often inspired by local traditions and culture. These add a touch of authenticity to your stay. Chicago's most high-end properties typically boast several on-site restaurants serving up extraordinary fusion dishes showcasing the local cuisine in elegant settings. Some of the most popular luxury hotels in Chicago include special extras in their rooms and suites, too. Think hot tubs, exceptional views, and the latest technology. The detailed and up-to-date property descriptions on Hotels.com explain what you can expect, while verified reviews give you real-life insights into what the guest experience is like.

In 2025, the cost of five-star hotels in Chicago varies and depends on factors like the time of year and room type. To get a feel for average prices, take advantage of the Hotels.com search wizard. Simply enter your dates and destination to view real-time rates for luxury properties in Chicago.

Yes, on Hotels.com you'll find some of the best deals and biggest discounts for five-star hotels in Chicago. As one of the world's largest websites for hotel bookings, we're able to negotiate exceptional deals, and we then pass the savings on to you. Then there's One KeyOpens in a new window—Hotels.com's generous reward program. Members can access instant discounts on thousands of hotels simply by signing in. Keep a look out for the blue savings label in the search results. One Key rewards you with OneKeyCash for most stays, too. You can then use this reward currency to save on future bookings. Plus, as you move up the tier levels, you'll unlock special perks, such as VIP Access to select hotels, free room upgrades, and even early check-in. Best of all, One Key is free to join. As if all that wasn't enough, you can save on 5-star hotels in Chicago by searching and booking through the Hotels.com app. 

There are two really easy ways to confirm if a Chicago hotel is five stars on Hotels.com. You can check the “5-star rating” filter to view a list of all properties rated as 5 stars in Chicago. Or you can look for the star rating above the property name on the hotel's dedicated page. Hotels.com keeps all its descriptions up to date, so you can feel confident that what you see is what you book.

Yes, Chicago 5-star hotels booked through Hotels.com usually come with free cancellation. This means you can change your mind as much as you like when booking on Hotels.com. Just keep in mind that each property has different booking conditions, though. It's always a good idea to glance over these before confirming your stay. The good news is that all this information is easy to find on Hotels.com—just look out for the “free cancellation” label or use the “fully refundable” filter when searching.

Most 5-star hotels in Chicago boast high-end amenities like luxury spas and several upscale restaurants. Stay at one of these opulent properties if you're seeking full-body massages, holistic treatments, and rejuvenating therapies. When it comes to dining, you can expect exquisite cuisine prepared by some of Chicago's best chefs. More luxury amenities include elegant bars serving signature cocktails prepared by expert mixologists, state-of-the-art fitness centers, and even yoga classes.

The “family-friendly” search filter will reveal all the 5-star hotels in Chicago that will welcome you and your little ones with open arms. Kid-friendly 5-star hotels typically feature all you need for a relaxing stay, including children's facilities like shallow-water pools, changing facilities, and even dedicated day-care facilities with an expertly trained staff member. You'll also often find luxurious family suites and interconnecting rooms, as well as cribs and special beds for children.