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Check Prices on Hotels in The Loop

Tonight 19 Jul. - 20 Jul.
This weekend 19 Jul. - 21 Jul.
Next weekend 26 Jul. - 28 Jul.

Featured The Loop Historic Hotels

See all 361 properties in The Loop

Estimated price for 1 night/2 adults

Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
4.0 out of 5.0 17 E Monroe St, Chicago, IL
Free Cancellation
4.2/5 (12274 reviews)
C$187/ night for 2 guests

This is a historic property located across from Millennium Park. It has all the grace of old with updated facilities. We loved it.

Reviewed on 17 Jul. 2019
Congress Plaza Hotel
Congress Plaza Hotel
3.5 out of 5.0 520 South Michigan Avenue, Chicago, IL
Free Cancellation
3.7/5 (4869 reviews)
C$142/ night for 2 guests

I liked the layout of the main lobby, and I felt very welcomed by the woman who checked me and my friends into our room. Though the lobby looked very interesting, once we got to our room things seemed a little disconnected— like we were in s different hotel. I’m not saying that there’s anything supernatural ...

Reviewed on 18 Jul. 2019
Hilton Chicago- Michigan Ave Cultural Mile
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0 720 S Michigan Ave, Chicago, IL
Free Cancellation
4.2/5 (5312 reviews)
C$212/ night for 2 guests

I was offered an upgrade for an extra $25. When I declined, I was given the upgrade anyway. If you want to upgrade me, don’t try to make me pay for it first!! It is dishonest!

Reviewed on 15 Jul. 2019
Chicago Athletic Association
Chicago Athletic Association
4.5 out of 5.0 12 South Michigan Avenue, Chicago, IL
Free Cancellation
4.6/5 (1624 reviews)
C$254/ night for 2 guests

I love it this hotel, its a beautiful landmark. I’ll be back.

Reviewed on 17 Jul. 2019
Central Loop Hotel
Central Loop Hotel
4.0 out of 5.0 111 West Adams Street, Chicago, IL
Free Cancellation
4.2/5 (4601 reviews)
C$151/ night for 2 guests

Definitely appreciated the amenities of free purified water & reusable bottles, free soda, and free wine tasting Monday - Thursday evenings from 5-6pm. The Standard is very small. The cleanliness is satisfactory- lots of DUST.

Reviewed on 17 Jul. 2019
Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
4.0 out of 5.0 1 W Washington St, Chicago, IL
Free Cancellation
4.6/5 (1722 reviews)
C$180/ night for 2 guests

Out third stay here. It is a wonderful hotel in a great location. The staff are friendly and they welcome pets.

Reviewed on 14 Jul. 2019
Hotel Blake, an Ascend Hotel Collection Member
Hotel Blake, an Ascend Hotel Collection Member
3.5 out of 5.0 500 South Dearborn Street, Chicago, IL
Free Cancellation
4.4/5 (2103 reviews)
C$187/ night for 2 guests

Great location. Near entertainment and restaurants. Also close to an L station. Friendly staff, and a very nice part of town.

Reviewed on 28 Jun. 2019
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 out of 5.0 68 E. Wacker Place, Chicago, IL
4.5/5 (1032 reviews)
C$199/ night for 2 guests

Great location. Breakfast wasn’t necessarily up to par

Reviewed on 15 Jul. 2019
Virgin Hotels Chicago
Virgin Hotels Chicago
4.5 out of 5.0 203 N Wabash Ave, Chicago, IL
Free Cancellation
4.7/5 (2398 reviews)
C$218/ night for 2 guests

we absolutely loved our room! The staff was excellent, comfortable bed, terrific rain shower, 24 room service, very quiet. High tech.... very nice.

Reviewed on 17 Jul. 2019
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Historic Hotels: Our travellers loved these

Estimated price for 1 night/2 adults

Recently Booked Historic Hotels in The Loop

Best Western Grant Park Hotel
2.5 out of 5.0
Last booking: 12 minutes ago
Palmer House a Hilton Hotel
4.0 out of 5.0
Last booking: 19 minutes ago
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 out of 5.0
Last booking: 27 minutes ago
Radisson Blu Aqua Hotel Chicago
4.5 out of 5.0
Last booking: 37 minutes ago
Hilton Chicago- Michigan Ave Cultural Mile
4.0 out of 5.0
Last booking: 45 minutes ago
Comfort Suites Michigan Avenue Loop
3.0 out of 5.0
Last booking: 45 minutes ago
Crowne Plaza Chicago West Loop
3.5 out of 5.0
Last booking: 49 minutes ago
LondonHouse Chicago, Curio Collection by Hilton
4.5 out of 5.0
Last booking: 56 minutes ago
Hyatt Regency Chicago
4.0 out of 5.0
Last booking: 59 minutes ago

Pocket Guide: Historic Hotels in The Loop

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