Find Boutique Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Boutique Hotels

Our top choices for Old Town Chicago boutique hotels

City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1060)
"The newly remodeled rooms are much blender than they used to be with their old design. I’m very happy to see the restaurant downstairs is open. "
United States
Mike
The price is NT$2,933
NT$3,999 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Lincoln
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3142)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NT$3,028
NT$3,554 total
includes taxes & fees
Jan 4 - 2026/1/5
Eurostars Magnificent Mile
Exterior
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3382)
"Enjoyed my stay"
United States
Karen
The price is NT$3,661
NT$4,298 total
includes taxes & fees
Dec 23 - Dec 24
L7 Chicago by LOTTE
Terrace/patio
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2321)
"The room was beautiful ❤️❤️ I enjoyed the hot tub and the views !! "
United States
Mary
The price is NT$3,501
NT$5,118 total
includes taxes & fees
Jan 7 - 2026/1/8
The Royal Sonesta Chicago River North
Front of property
Ivy Boutique Hotel

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1044)
"Staff was amazing! "
United States
Ahren
Ivy Boutique Hotel
Gym
Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1423)
"Staff was wonderful."
United States
Jamie
The price is NT$4,699
NT$6,405 total
includes taxes & fees
Dec 21 - Dec 22
Sports Illustrated Resorts Chicago
Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.2 out of 10, Very Good, (3786)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is NT$2,414
NT$2,834 total
includes taxes & fees
Jan 6 - 2026/1/7
The Whitehall Hotel, BW Premier Collection
Exterior
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1166)
"The room was spacious and clean and it was a good value."
United States
Dj
The Chicago Hotel Collection - Magnificent Mile
Lobby sitting area
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2445)
"Decent hotel in a great location with extremely helpful staff. "
United States
Aaron
Hotel Felix River North/Magnificent Mile
Cocktail bar
ACME Hotel Company

ACME Hotel Company

ACME Hotel Company
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1924)
"The location is great. The price considering the location is wonderful. Love the Berkshire bar."
United States
Tara
The price is NT$3,094
NT$3,632 total
includes taxes & fees
Dec 21 - Dec 22
ACME Hotel Company
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.
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Top Old Town Chicago Hotel Reviews

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

10/10 Excellent
"The staff went above and beyond for us. We got in real late after midnight and they were extremely accommodating. Since we were flying all day on my fiancé birthday i had asked for them to leave a little happy birthday note in the room when we arrived. They left a birtday card and a box of whoppers for her. That was amazing. The whole staff was top notch. "
Jacob 4-night trip
Posted 2 hours ago
Silversmith Hotel Chicago Downtown

Frequently asked questions

What's the best boutique accommodation in Old Town Chicago?
Hotel Lincoln is a favorite hotel with Expedia travelers looking for a stylish stay, and features a rooftop terrace and a 24-hour fitness center.
What's there to see and do in Old Town Chicago?
Visitors speak positively about this destination's fantastic nightlife, major shopping centers, and panoramic lake views. While you're out and about in Old Town Chicago, popular attractions like Michigan Avenue, Wrigley Field, and Navy Pier are worth a visit. You might also want to see spots like United Center, Second City, and Armitage Avenue during your trip.
What's the best way to get to my boutique hotel in Old Town Chicago?
You have a few options for traveling to and around Old Town Chicago. The nearest major airport is Chicago Midway Airport (MDW), which is located 10 mi (16 km) away, but Chicago O'Hare Intl. Airport (ORD) may also be an option. Metro stations nearby include Sedgwick Station and Clark-Division Station.

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