A coastal cityscape with a marina, high-rise buildings, and a river.

Boutique Hotels & Resorts in Old Town Chicago from AU$213

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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
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1,147 reviews)
"Excellent location."
United States
kenneth
The price is AU$308
includes taxes & fees
20 Aug - 21 Aug
Hotel Lincoln
Bar (on property)

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Downtown Chicago
8.4 out of 10, Very good, (3,923 reviews)
"Great spot for travelers a lot if places in walking distance"
United States
Angela
The price is AU$244
includes taxes & fees
17 Aug - 18 Aug
The Whitehall Hotel, BW Premier Collection
Cocktail bar

ACME Hotel Chicago, Outset Collection by Hilton

ACME Hotel Chicago, Outset Collection by Hilton
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,038 reviews)
"Great place to stay! Amazing location and love the decor!"
United States
Melissa
The price is AU$250
includes taxes & fees
16 Aug - 17 Aug
ACME Hotel Chicago, Outset Collection by Hilton
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,740 reviews)
"Hotel was absolutely beautiful and was is such a good location"
United States
Jacey LeeAnn
The price is AU$307
includes taxes & fees
24 Aug - 25 Aug
Eurostars Magnificent Mile
View from property

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (141 reviews)
"Great property and staff! Loved the size and location"
United States
Angela
The price is AU$412
includes taxes & fees
9 Aug - 10 Aug
The Talbott, Autograph Collection
Lobby

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, (2,863 reviews)
"would definitely stay here again :)"
United States
Jennifer
The price is AU$296
includes taxes & fees
23 Aug - 24 Aug
Hotel Felix River North/Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,814 reviews)
"Very clean, nice hotel. Great location"
United States
CAROL
The price is AU$277
includes taxes & fees
23 Aug - 24 Aug
The Chicago Hotel Collection - Magnificent Mile
Premium bedding, minibar, desk, blackout curtains

The Willows Hotel

The Willows Hotel
3.0 star property
Lakeview
8.6 out of 10, Excellent, (1,012 reviews)
"Great hotel, perfect area."
United States
Sara
The price is AU$213
includes taxes & fees
17 Aug - 18 Aug
The Willows Hotel
Bar (on property)

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,370 reviews)
"Staff was great, good location for such last minute! Would stay here again"
United States
Olivia
The price is AU$268
includes taxes & fees
24 Aug - 25 Aug
Ivy Boutique Hotel
Breakfast, lunch, dinner and brunch served

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,740 reviews)
"The location is great and the restaurant was really tasty."
United States
Andrea
The price is AU$370
includes taxes & fees
9 Aug - 10 Aug
The Royal Sonesta Chicago River North
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

Warwick Allerton - Chicago

Warwick Allerton - Chicago

8/10 Good
"It may have been my oversight, but be aware that you need to specifically request that your room be cleaned. My wife and I do not recall being told this when checking in. And the cleaner knocked on our door before we went out. So, we assumed they would return to clean. We returned from a day out to find the room untouched and had to request clean towels. Other than this, the hotel is a good value and I would recommend it."
John 2-night trip
Posted 3 hours ago
Warwick Allerton - Chicago

Frequently asked questions

What's the best boutique accommodation in Old Town Chicago?
Hotel Lincoln is a favourite hotel with Expedia travellers looking for a stylish stay, and features a rooftop terrace and a 24-hour fitness centre.
What's there to see and do in Old Town Chicago?
Visitors speak positively about this destination's fantastic nightlife, major shopping centres and panoramic lake views. While you're out and about in Old Town Chicago, popular attractions like Michigan Avenue, Navy Pier and Wrigley Field 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 travelling 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 International Airport (ORD) may also be an option. Metro stations nearby include Sedgwick Station and Clark-Division Station.

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