Photo by throwingsofas

Compare and book 5 Star hotels in Northwest Side, Chicago

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Northwest Side 5 Star Hotels

Top Northwest Side 5 Star Hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1695)
"Location, staff and accommodations were excellent. "
The price is £400
includes taxes & fees
7 Sept - 8 Sept
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location "
The price is £462
includes taxes & fees
2 Sept - 3 Sept
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Location can’t be beat. Hotel is excellent! "
The price is £474
includes taxes & fees
21 Sept - 22 Sept
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"Fantastic hotel "
The price is £545
includes taxes & fees
1 Sept - 2 Sept
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location "
The price is £461
includes taxes & fees
21 Sept - 22 Sept
Waldorf Astoria Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down duvets, pillow-top beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is £536
includes taxes & fees
31 Aug - 1 Sept
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, pool loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (714)
"Great location, amenities and staff. "
The price is £245
includes taxes & fees
21 Sept - 22 Sept
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is £502
includes taxes & fees
1 Sept - 2 Sept
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (73)
"Top tier "
The price is £567
includes taxes & fees
21 Sept - 22 Sept
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is £630
includes taxes & fees
16 Sept - 17 Sept
Art Villa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Northwest Side.
The Wade

The Wade

644 N Lake Shore Dr, Chicago, IL
The price is £132 per night from 1 Sept to 2 Sept
£132
1 Sept - 2 Sept
includes taxes & fees
8.2/10 Very Good! (1,219 reviews)
Still don't see what you're looking for?
See all properties in Northwest Side.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Northwest Side

Check out the local area in Northwest Side—home to attractions like Walt Disney House and Milwaukee Avenue.

See all hotels in Northwest Side

Top Northwest Side Hotel Reviews

Find out more about Northwest Side

Find out more about Northwest Side

Explore a world of travel with Expedia

Explore a world of travel with Expedia