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Boutique Hotels & Resorts in Old Town Chicago from AU$174

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Check availability on Old Town Chicago Boutique Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Best Old Town Chicago Boutique Hotels

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Exterior

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4.0 star property
9.6 out of 10, Exceptional, (1026)
"Great stay"
The price is AU$312
includes taxes & fees
2 Nov - 3 Nov
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Hotel Felix River North/Magnificent Mile
Lobby sitting area

Hotel Felix River North/Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2238)
"Hotel was nice, staff were friendly, and near attractions and restaurants "
Hotel Felix River North/Magnificent Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1002)
"The hotel was nice and super close to a lot of shopping and dining options "
The price is AU$301
includes taxes & fees
5 Oct - 6 Oct
Ivy Boutique Hotel
Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
7.8 out of 10, Good, (1033)
"Great location and friendly staff!"
The price is AU$174
includes taxes & fees
3 Nov - 4 Nov
Hotel Lincoln
The Talbott, Autograph Collection
Front of property

The Talbott, Autograph Collection

4.5 star property
9.4 out of 10, Exceptional, (37)
"Fantastic location and hotel! "
The price is AU$414
includes taxes & fees
26 Oct - 27 Oct
The Talbott, Autograph Collection
The Chicago Hotel Collection - Magnificent Mile
Exterior

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.2 out of 10, Good, (1371)
"Location was great!"
The price is AU$207
includes taxes & fees
3 Nov - 4 Nov
The Chicago Hotel Collection - Magnificent Mile
Eurostars Magnificent Mile
Reception

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3056)
"Perfect location, walkable to many restaurants and shops"
The price is AU$231
includes taxes & fees
3 Nov - 4 Nov
Eurostars Magnificent Mile
The Whitehall Hotel, BW Premier Collection
Egyptian cotton sheets, premium bedding, pillow-top beds, in-room safe

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3610)
"Great location , good breakfast"
The price is AU$182
includes taxes & fees
3 Nov - 4 Nov
The Whitehall Hotel, BW Premier Collection
Staypineapple, An Iconic Hotel, The Loop
Interior detail

Staypineapple, An Iconic Hotel, The Loop

4.0 star property
9.4 out of 10, Exceptional, (1002)
"Staff was excellent , a great central spot to stay in Chicago. "
The price is AU$403
includes taxes & fees
2 Nov - 3 Nov
Staypineapple, An Iconic Hotel, The Loop
Central Loop Hotel
Breakfast, lunch, dinner served; American cuisine

Central Loop Hotel

4.0 star property
8.6 out of 10, Excellent, (1859)
"Amazing place to stay"
The price is AU$215
includes taxes & fees
2 Nov - 3 Nov
Central Loop Hotel
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.
View all properties

Top Old Town Chicago Hotel Reviews

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

10/10 Excellent
"Staff was excellent. Decor was very elegant and classy. Enjoyed my two nights here."
Lauren 2-night trip
Posted 2 days ago
The Allegro Royal Sonesta Hotel Chicago Loop

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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