Downtown Chicago Boutique Hotels with AARP Discounts

Featured Downtown Chicago Boutique Hotels

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowThe Whitehall Hotel, BW Premier Collection
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowHotel Felix River North/Magnificent Mile
ACME Hotel Company

ACME Hotel Company

3.5 out of 5
15 East Ohio Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowACME Hotel Company
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Ivy Boutique Hotel

Ivy Boutique Hotel

4.5 out of 5
233 E Ontario Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowIvy Boutique Hotel
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowEurostars Magnificent Mile
Gale Chicago

Gale Chicago

2 out of 5
201 E Delaware Pl Chicago IL
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L7 Chicago by LOTTE

L7 Chicago by LOTTE

4.5 out of 5
225 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowL7 Chicago by LOTTE
The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
20 E Delaware Place Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowThe Talbott, Autograph Collection
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowThe Chicago Hotel Collection - Magnificent Mile
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowVirgin Hotels Chicago
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
1 W Washington St Chicago IL
Opens in a new windowStaypineapple, An Iconic Hotel, The Loop
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

4 out of 5
500 South Dearborn Street Chicago IL
Opens in a new windowBluegreen Vacations Hotel Blake, an Ascend Collection Hotel
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
505 N State Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowThe Royal Sonesta Chicago River North
Central Loop Hotel

Central Loop Hotel

4 out of 5
111 West Adams Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowCentral Loop Hotel
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowWaldorf Astoria Chicago
The Buckingham Hotel

The Buckingham Hotel

3.5 out of 5
425 S Financial Place 40th floor Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowThe Buckingham Hotel
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowTrump International Hotel & Tower Chicago
Hotel 55

Hotel 55

4 out of 5
55 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
Opens in a new windowHotel 55
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.
Downtown Chicago, Chicago, Illinois, United States of America
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