Compare and book 5 Star hotels in Near North Side, Chicago

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Check availability on Near North Side 5 Star Hotels

Our top choices for Near North Side 5-star hotels

Reception
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (999)
"Amazing hotel"
United States
David
The price is 11.048.940 ₫
12.970.350 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Four Seasons Hotel Chicago
Front of property – evening/night
The Peninsula Chicago

The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1004)
"Excellent service throughout the hotel"
United States
Karen
The price is 11.943.641 ₫
14.020.579 ₫ total
includes taxes & fees
22 Dec - 23 Dec
The Peninsula Chicago
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Near North Side.
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

600 N State St Chicago IL
The price is 2.525.472 ₫ per night from 6 Jan to 7 Jan
2.525.472 ₫
2.964.536 ₫ total
6 Jan - 7 Jan 2026
includes taxes & fees
8.4/10 Very Good! (5,373 reviews)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Near North Side Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Near North Side?
A world of indulgence awaits at Waldorf Astoria Chicago, Four Seasons Hotel Chicago and Park Hyatt Chicago. These are among the 5-star properties around the Central Chicago neighbourhood of Near North Side that rank highest with Expedia travellers.
How much does it cost to stay in a 5-star hotel in Near North Side?
The amount you pay for a 5-star hotel in Near North Side depends on factors such as when you plan to go and the length of your escape. Our insider tip for bagging an awesome deal? Use our pricing filters to compare the available options for your preferred dates.

  • Search for the lowest price per night from 2.964.536 ₫

What makes a hotel 5 stars in Near North Side?
From high-end dining venues and 24-hour fitness centres to pools and dreamy bedding, the 5-star experience in Near North Side is all about indulgence and comfort. But it takes more than just upscale perks to get a 5-star rating. Hotels must also provide superb guest-focused services like in-room massage treatments, laundry and dry cleaning and concierge services.

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