Find Boutique Hotels in Downtown Chicago, IL

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Check availability on Downtown Chicago Boutique Hotels

Our top choices for Downtown Chicago boutique hotels

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3148)
"Great location "
United States
Christian
The price is ¥13,434
¥15,772 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Eurostars Magnificent Mile

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1006)
"Great hotel location and friendly staff! "
United States
Kathleen
The price is ¥15,307
¥22,524 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Staypineapple, An Iconic Hotel, The Loop

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, (3792)
"Comfortable Room, great location and Excellent Staff. "
United States
Charles
The price is ¥11,902
¥13,972 total
includes taxes & fees
Dec 14 - Dec 15
The Whitehall Hotel, BW Premier Collection

Central Loop Hotel

Central Loop Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1929)
"Great and comfortable place "
United States
Olu
The price is ¥11,379
¥13,359 total
includes taxes & fees
Dec 28 - Dec 29
Central Loop Hotel

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3357)
"I loved the location."
United States
Laura
The price is ¥21,915
¥25,725 total
includes taxes & fees
Jan 2 - Jan 3, 2026
L7 Chicago by LOTTE

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1116)
"Great hotel for price and location Everything clean and a huge room "
United States
James
The price is ¥14,803
¥17,377 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2312)
"Wonderful customer service, great location! "
United States
Michelle
The price is ¥15,533
¥23,212 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Royal Sonesta Chicago River North

Virgin Hotels Chicago

Virgin Hotels Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1420)
"Staff was wonderful."
United States
Jamie
The price is ¥34,052
¥45,270 total
includes taxes & fees
Dec 14 - Dec 15
Virgin Hotels Chicago

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, (2435)
"Staff was amazing! "
United States
Erica
Hotel Felix River North/Magnificent Mile

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (59)
"The location is great, always outstanding service."
United States
Yazmin
The price is ¥19,693
¥27,681 total
includes taxes & fees
Dec 28 - Dec 29
The Talbott, Autograph Collection
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.

Price trends for hotels in Downtown Chicago

Less expensive
More expensive
This month
Next month
January
October
¥21,227
¥19,019
Month
Price
January
¥19,019
February
¥19,946
March
¥26,832
April
¥32,875
May
¥49,340
June
¥54,401
July
¥46,345
August
¥47,759
September
¥47,806
October
¥57,602
November
¥39,962
December
¥21,227
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago.

Top Downtown Chicago Hotel Reviews

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Frequently asked questions

Searching for a stylish accommodation when you visit Downtown Chicago?
If you want to find a smaller hotel with top-notch service, a personal feel, and great ambiance, a boutique hotel may be exactly what you want. Pick from 17 boutique-style accommodations in Downtown Chicago to find a property that represents the local spirit of this area.
What's the best boutique accommodation in Downtown Chicago?
Eurostars Magnificent Mile is a favorite hotel with Expedia travelers looking for a stylish stay, and features a full-service spa and massages. The Royal Sonesta Chicago River North and The Whitehall Hotel, BW Premier Collection are other boutique-style choices.
How many boutique hotels can I expect to find in Downtown Chicago?
Expedia has 17 boutique hotels in Downtown Chicago.
What's there to see and do in Downtown Chicago?
Visitors speak positively about this destination's scenic landscape, art galleries, and acclaimed theaters. Major sights and activities around Downtown Chicago include Michigan Avenue, Wrigley Field, and Navy Pier. You might also want to see places such as Soldier Field, Goodman Theater, and James M. Nederlander Theatre during your trip.
What's the best way to get to my boutique hotel in Downtown Chicago?
You have a few options for getting to and around Downtown Chicago. The nearest major airport is Chicago Midway Airport (MDW), which is located 8.9 mi (14.3 km) away, but Chicago O'Hare Intl. Airport (ORD) may also be an option. You can walk to nearby metro stations including State Station, Clark-Lake Station, and Lake Station.