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Compare and book 5 Star hotels in Old Town Chicago, Chicago

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Check availability on Old Town Chicago 5 Star Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct

Top Old Town Chicago 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, (1731)
"Very accommodating and friendly staff, brilliant location"
The price is 11.374.650 ₫
13.352.850 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Great place to stay. "
The price is 14.341.950 ₫
16.836.016 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Langham, Chicago
The Peninsula Chicago
Front of property – evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1001)
"Amazing hotel will be back for sure!"
The price is 16.485.000 ₫
19.351.743 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Peninsula Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Amazing hotel"
The price is 13.979.280 ₫
16.410.277 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Four Seasons Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Simply love this hotel"
The price is 15.357.426 ₫
18.028.083 ₫ total
includes taxes & fees
3 Nov - 4 Nov
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, (1003)
"beautiful room and hotel great bar!"
The price is 14.928.816 ₫
17.524.936 ₫ total
includes taxes & fees
3 Nov - 4 Nov
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, (729)
"Great location, amenities and staff. "
The price is 13.174.812 ₫
15.465.912 ₫ total
includes taxes & fees
30 Oct - 31 Oct
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is 12.132.960 ₫
14.242.881 ₫ total
includes taxes & fees
2 Nov - 3 Nov
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.2 out of 10, Wonderful, (77)
"Nice place "
The price is 16.485.000 ₫
19.351.742 ₫ total
includes taxes & fees
5 Oct - 6 Oct
The St. Regis Chicago
Art Villa
Design Townhome, 3 Bedrooms, Kitchen, City View | Terrace/patio

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
The price is 9.724.601 ₫
20.850.958 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Art Villa
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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 Old Town Chicago.
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 4.596.018 ₫ per night from 4 Nov to 5 Nov
4.596.018 ₫
5.395.266 ₫ total
4 Nov - 5 Nov
includes taxes & fees
8.4/10 Very Good! (5,020 reviews)
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Top Old Town Chicago Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Old Town Chicago?
Get the indulgent experience at Waldorf Astoria Chicago, Four Seasons Hotel Chicago and Park Hyatt Chicago. These are some of the 5-star options around the North Side neighbourhood of Old Town Chicago that are rated best by Expedia travellers.
How much does it cost to stay in a 5-star hotel in Old Town Chicago?
The amount you pay for a 5-star hotel in Old Town Chicago can vary according to the time of year you travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to find the best deal on a high-end getaway.

  • Search for the lowest price per night from 4.569.631 ₫

What makes a hotel 5 stars in Old Town Chicago?
In Old Town Chicago, a hotel must offer a specific amount of top-notch amenities to be rated 5 stars. These may include gourmet restaurants, on-site gyms, saunas and spas, complimentary luxury toiletries, premium bedding and more. What also sets 5-star hotels apart is their outstanding service. You can look forward to things like in-room massages, concierge services and nightly turn-down services. Some may even offer extra touches such as welcome gifts.

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