Chicago Lookingglass Theatre Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Lookingglass Theatre hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

Streeterville, 0.2 km from Lookingglass Theatre

Vincent Haley

HK$5,829 total

includes taxes & fees

22 Nov - 23 Nov

A cityscape with a river, a bridge, and a dining area with tables and chairs.

2. Trump International Hotel & Tower Chicago

River North, 1 km from Lookingglass Theatre

robert

HK$4,302 total

includes taxes & fees

15 Nov - 16 Nov

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

3. L7 Chicago by LOTTE

Theatre District, 1.2 km from Lookingglass Theatre

Matthew

HK$1,352 total

includes taxes & fees

22 Nov - 23 Nov

A couple dining at a table with a view of a cityscape and a sunset.

4. Park Hyatt Chicago

Streeterville, 0.1 km from Lookingglass Theatre

Tom

HK$4,803 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Streeterville, 0.7 km from Lookingglass Theatre

Sabina

HK$2,921 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

Streeterville, 1.8 km from Lookingglass Theatre

Bonnie

HK$1,491 total

includes taxes & fees

23 Nov - 24 Nov

The Riu Plaza Chicago Hotel facade with a grand entrance, large windows, and a modern architectural design.

7. Hotel Riu Plaza Chicago

Streeterville, 0.4 km from Lookingglass Theatre

JESUS VERA

HK$1,684 total

includes taxes & fees

23 Nov - 24 Nov

A modern dining area with round tables and chairs, large windows, and a view of a cityscape.

8. Sofitel Chicago Magnificent Mile

0.3 km from Lookingglass Theatre

Mariellen

HK$2,276 total

includes taxes & fees

25 Nov - 26 Nov

A hotel room with a large bed, a wooden cabinet, a chair, and a view of the city skyline.

9. Viceroy Chicago

0.7 km from Lookingglass Theatre

Mary

HK$2,538 total

includes taxes & fees

22 Nov - 23 Nov

A black luxury car parked in front of a hotel entrance with a glass canopy decorated with festive ornaments.

10. Waldorf Astoria Chicago

0.4 km from Lookingglass Theatre

Luis

HK$4,677 total

includes taxes & fees

22 Nov - 23 Nov

A person sitting by a window with a view of a cityscape, including a tall tower.

11. Four Seasons Hotel Chicago

Streeterville, 0.2 km from Lookingglass Theatre

ryan

HK$4,663 total

includes taxes & fees

22 Nov - 23 Nov

An outdoor patio area with multiple tables and chairs, umbrellas, and potted plants.

12. Loews Chicago Hotel

Streeterville, 0.9 km from Lookingglass Theatre

Rhiannon

HK$2,229 total

includes taxes & fees

24 Nov - 25 Nov

A street view with outdoor seating, a building with a sign, and tall skyscrapers in the background.

13. The Talbott, Autograph Collection

0.4 km from Lookingglass Theatre

Michael

HK$1,778 total

includes taxes & fees

23 Nov - 24 Nov

A modern restaurant interior with a green wall, hanging lights, and a long dining area.

14. Hotel 505 River North

River North, 0.7 km from Lookingglass Theatre

Miya

HK$1,289 total

includes taxes & fees

22 Nov - 23 Nov

A grand hallway with marble floors and a central staircase with a balustrade.

15. Kimpton Gray Hotel by IHG

Theatre District, 2 km from Lookingglass Theatre

Sharon

HK$2,093 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

16. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.1 km from Lookingglass Theatre

James

HK$1,573 total

includes taxes & fees

23 Nov - 24 Nov

A modern kitchen with a large island, bar stools, and a city view.

17. Level Chicago – Old Town

Near North Side, 1.1 km from Lookingglass Theatre

Robert Edward

HK$1,768 total

includes taxes & fees

22 Nov - 23 Nov

A dining area with tables set for four, large windows with a view of city buildings, and a curved ceiling structure.

18. Omni Chicago Hotel

Streeterville, 0.3 km from Lookingglass Theatre

Megan

HK$2,044 total

includes taxes & fees

22 Nov - 23 Nov

A hotel room with a bed, a chair, a small table with flowers, and a large window with a city view.

19. Kinzie Hotel

River North, 1 km from Lookingglass Theatre

Alex

HK$1,804 total

includes taxes & fees

22 Nov - 23 Nov

A modern living room with a large TV, a sofa, a coffee table, and a chair. There is a large window with a city view.

20. Level Chicago - River North

1.3 km from Lookingglass Theatre

Veronica

HK$1,832 total

includes taxes & fees

24 Nov - 25 Nov

View all properties

Compare top hotels near Lookingglass Theatre

The Peninsula Chicago 5.0 star property Streeterville, 0.2 km from Lookingglass Theatre View	Trump International Hotel & Tower Chicago 5.0 star property River North, 1 km from Lookingglass Theatre View	L7 Chicago by LOTTE 4.5 star property Theatre District, 1.2 km from Lookingglass Theatre View	Park Hyatt Chicago 5.0 star property Streeterville, 0.1 km from Lookingglass Theatre View	The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago 4.5 star property Streeterville, 0.7 km from Lookingglass Theatre View
9.8 Exceptional 1,006 reviews	9.6 Exceptional 2,072 reviews	9.6 Exceptional 5,158 reviews	9.6 Exceptional 1,000 reviews	9.6 Exceptional 1,000 reviews
The price is HK$4,903 HK$5,829 total includes taxes & fees 22 Nov - 23 Nov	The price is HK$3,618 HK$4,302 total includes taxes & fees 15 Nov - 16 Nov	The price is HK$1,137 HK$1,352 total includes taxes & fees 22 Nov - 23 Nov	The price is HK$4,040 HK$4,803 total includes taxes & fees 22 Nov - 23 Nov	The price is HK$2,260 HK$2,921 total includes taxes & fees 22 Nov - 23 Nov
No Breakfast included Yes, Pool Yes, Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet-friendly Yes, WiFi included Yes, Parking	No Breakfast included No Pool No Spa Yes, Pet-friendly No WiFi included Yes, Parking

Top Lookingglass Theatre Hotel Reviews

Congress Plaza Hotel

8/10 Good

"Very nice historic hotel but there are little things that need attention such as the wallpaper by the 7th floor elevator. Other than that the room was clean and the staff provided quality customer service."

Warwick Allerton - Chicago

10/10 Excellent

"We had a lovely stay. Our room was clean, pleasant atmosphere. Bathroom was large & clean with a great shower! I would suggest just a little art work in the bathroom however lots of wall space bare. We didn’t have room service or have maid service. We asked for fresh towels etc and was graciously given by staff in the hall. Elevators are smallish but were fast and plentiful. Never waited more than a few minutes & we were on the 21st floor. The proximity to the Hospital does mean you hear Ambulance Sirens but didn’t disrupt our sleep. We definitely would stay again as this is a great location on Michigan Avenue."

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent

"Our stay was absolutely amazing. If there was one feature I’d like to have readily available, it would definitely be a laundry facility on site. Other than that, our experience with the entire city of Chicago has been awesome! 10 out of 10 - we definitely recommend!"

The Wade

8/10 Good

"The hotel property was beautiful; however, the staff was less than accommodating. During check-in, three groups waited 10 to 15 minutes before receiving assistance. While we were waiting, a staff member entered the office directly behind the check-in desk, where another employee appeared to be engaged in a conversation. That employee could clearly see the three groups waiting but allowed the door to close and did not offer assistance. The groups continued waiting for several more minutes before the same staff member emerged from the back office to assist guests checking into their rooms. On Monday morning, my wife and I went to have breakfast in the restaurant. A sign at the entrance clearly stated, "Please wait to be seated." We stood there for approximately ten minutes while several staff members looked directly at us without acknowledging our presence. After losing patience, I walked down the stairs and asked if someone would be seating us. One of the staff members then informed us that we could seat ourselves at any available table. While the property itself was impressive, the lack of attentiveness and customer service from the staff detracted significantly from our overall experience."

Other attractions near Lookingglass Theatre

A historic tower with a clock, surrounded by modern skyscrapers and lush greenery.

Chicago Water Tower

9.0/10 (1,235 reviews)

You can learn about the history of Chicago with a visit to Chicago Water Tower. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

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Frequently asked questions

What's the area like around Lookingglass Theatre?

Lookingglass Theatre is located in a vibrant area of Chicago known for its beautiful lakeside setting and stunning architecture. If you're looking for a convenient place to stay, take a look at the 825 hotels and other accommodation options you'll find within a mile.

What's the best place to stay near Lookingglass Theatre?

Adjacent to Lookingglass Theatre, Hampton Inn Chicago Downtown/Magnificent Mile is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free WiFi. Other good options close by include River Hotel and The Chicago Hotel Collection - Magnificent Mile.

How many hotels will I be able to find near Lookingglass Theatre?

Expedia has 825 hotels and other accommodation options within a mile from Lookingglass Theatre.

If I need to cancel the hotel reservation for my stay near Lookingglass Theatre, will I receive a refund?

Yes! The majority of hotel room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to view the top deals on offer near Lookingglass Theatre.

What can I see and do near Lookingglass Theatre?

You'll want to browse the collections at Museum of Contemporary Art Chicago, Chicago History Museum and Art Institute of Chicago. Chicago Water Tower, Holy Name Cathedral and Former Medinah Temple are landmarks that you won't want to miss. You can watch performances at Broadway Playhouse, House of Blues Chicago and Chicago Theatre if you're interested in local theatre.

How can I get to Lookingglass Theatre?

With so many ways to get around, seeing the area around Lookingglass Theatre is simple. Nearby metro stations include State Station, Clark-Lake Station and Lake Station. If you want to journey outside of the area, jump aboard a train from Millennium Station, Chicago Van Buren Street Station or Chicago Union Station.

Chicago Lookingglass Theatre Hotels

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Our top choices for Lookingglass Theatre hotels

1. The Peninsula Chicago

2. Trump International Hotel & Tower Chicago

3. L7 Chicago by LOTTE

4. Park Hyatt Chicago

5. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

6. Sable at Navy Pier Chicago, Curio Collection by Hilton

7. Hotel Riu Plaza Chicago

8. Sofitel Chicago Magnificent Mile

9. Viceroy Chicago

10. Waldorf Astoria Chicago

11. Four Seasons Hotel Chicago

12. Loews Chicago Hotel

13. The Talbott, Autograph Collection

14. Hotel 505 River North

15. Kimpton Gray Hotel by IHG

16. LondonHouse Chicago, Curio Collection by Hilton

17. Level Chicago – Old Town

18. Omni Chicago Hotel

19. Kinzie Hotel

20. Level Chicago - River North

Compare top hotels near Lookingglass Theatre

The Peninsula Chicago

Trump International Hotel & Tower Chicago

L7 Chicago by LOTTE

Park Hyatt Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Top Lookingglass Theatre Hotel Reviews

Congress Plaza Hotel

Other attractions near Lookingglass Theatre

Chicago Water Tower

Frequently asked questions