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Old Town Chicago 5 Stars Hotels

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Check availability on Old Town Chicago 5 Star Hotels

Tonight
Jul 23 - Jul 24
Tomorrow
Jul 24 - Jul 25
This weekend
Jul 25 - Jul 27
Next weekend
Aug 1 - Aug 3

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, (1660)
"Great hotel "
The price is NT$13,808
NT$16,210 total
includes taxes & fees
Aug 3 - Aug 4
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1008)
"Excellent very clean Quiet great location"
The price is NT$18,411
NT$21,613 total
includes taxes & fees
Aug 10 - Aug 11
The Peninsula Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"I had such a lovely staycation, and I recommend a stay here to everyone I know. "
The price is NT$16,018
NT$18,803 total
includes taxes & fees
Aug 17 - Aug 18
The Langham, Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"great hotel and close to all the activite"
The price is NT$16,349
NT$19,192 total
includes taxes & fees
Aug 17 - Aug 18
Four Seasons Hotel 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, (699)
"Beautiful, staffed with great people."
The price is NT$11,527
NT$13,531 total
includes taxes & fees
Jul 27 - Jul 28
Nobu Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"Great location "
The price is NT$15,900
NT$18,665 total
includes taxes & fees
Aug 17 - Aug 18
Waldorf Astoria Chicago
Park Hyatt Chicago
1 bedroom, premium bedding, down comforters, pillowtop beds

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1003)
"An amazing property and staff. Will be coming back! "
The price is NT$17,321
NT$20,333 total
includes taxes & fees
Aug 22 - Aug 23
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1005)
"Beautiful place "
The price is NT$15,907
NT$18,674 total
includes taxes & fees
Aug 22 - Aug 23
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, (72)
"Amazing hotel"
The price is NT$17,645
NT$20,714 total
includes taxes & fees
Aug 10 - Aug 11
The St. Regis Chicago
Art Villa
Rooftop terrace

Art Villa

5.0 star property
The price is NT$13,256
NT$25,106 total
includes taxes & fees
Aug 6 - Aug 7
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.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL
The price is NT$7,188 per night from Aug 22 to Aug 23
NT$7,188
NT$9,380 total
Aug 22 - Aug 23
includes taxes & fees
9/10 Wonderful! (2,094 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$5,280

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.