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Old Town Chicago 5 Stars Hotels

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Check availability on Old Town Chicago 5 Star Hotels

Compare Old Town Chicago 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1716)
"Best, very clean, best view, really enjoyed the stay!"
The price is NT$13,952
NT$16,379 total
includes taxes & fees
Oct 5 - Oct 6
Trump International Hotel & Tower 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 NT$18,376
NT$21,572 total
includes taxes & fees
Oct 5 - Oct 6
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)
"Amazing hotel will be back for sure!"
The price is NT$18,906
NT$22,193 total
includes taxes & fees
Sep 21 - Sep 22
The Peninsula Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Great location "
The price is NT$16,637
NT$19,530 total
includes taxes & fees
Sep 28 - Sep 29
Four Seasons Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"Everything was absolutely amazing! Definitely worth it"
The price is NT$17,355
NT$20,373 total
includes taxes & fees
Sep 28 - Sep 29
Waldorf Astoria Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower) | 1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"beautiful room and hotel great bar!"
The price is NT$18,996
NT$22,300 total
includes taxes & fees
Sep 21 - Sep 22
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (722)
"Great location, amenities and staff. "
The price is NT$10,254
NT$12,038 total
includes taxes & fees
Sep 21 - Sep 22
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1004)
"Beautiful place "
The price is NT$18,028
NT$21,164 total
includes taxes & fees
Oct 17 - Oct 18
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 NT$18,936
NT$22,229 total
includes taxes & fees
Oct 13 - Oct 14
The St. Regis Chicago
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
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 NT$5,116 per night from Sep 22 to Sep 23
NT$5,116
NT$6,006 total
Sep 22 - Sep 23
includes taxes & fees
8.4/10 Very Good! (4,927 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 Old Town Chicago Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in Old Town Chicago?
Waldorf Astoria Chicago is one of the leading picks around the North Side neighborhood of Old Town Chicago based on reviews by Expedia customers. Four Seasons Hotel Chicago and Park Hyatt Chicago are other 5-star hotels in this area that rate highly with travelers.
How much does it cost to stay in a 5-star hotel in Old Town Chicago?
How much you pay for a 5-star hotel in Old Town Chicago can vary depending on when you decide to travel and how long you plan to stay, among other factors. Use our price per night filter and other search tools to land the best rate on a luxurious stay.

  • Search for the lowest price per night from NT$4,931

What makes a hotel 5 stars in Old Town Chicago?
In Old Town Chicago, a hotel needs to provide a specific amount of high-end amenities to earn a 5-star rating. These can include on-site gyms, spas and saunas, gourmet restaurants, luxury bathroom products, premium bedding and more. What also sets 5-star hotels apart is their extraordinary service. You can expect things like nightly turn-down services, concierge services and in-room massages. Some may even offer thoughtful touches like welcome gifts.

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