The Best Hotels Closest to Lookingglass Theatre in Chicago for 2026

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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.

A rooftop bar with seating and a view of the city skyline at night.

A modern indoor pool area with large windows, potted palm plants, and lounge chairs.

A modern bar area with a checkered floor, bar stools, and a bartender.

1. The Peninsula Chicago

Streeterville, 0.2 km from Lookingglass Theatre

Angela

￥95,420

￥113,445 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

A modern hotel room with a large window offering a city view, three armchairs arranged around a central coffee table, and a decorative hanging plant.

A swimming pool with a ceiling of lights, large windows, and potted plants.

A spacious lobby with a modern sofa, armchairs, and a coffee table. A large window offers a view of the cityscape.

2. The Langham, Chicago

River North, 1 km from Lookingglass Theatre

Michael

￥97,663

￥116,114 total

includes taxes & fees

Sep 7 - Sep 8

A person relaxing on a sofa with a laptop, a glass of red wine, and a small table with a vase of flowers and a telephone.

A modern restaurant with high ceilings, wooden flooring, and a central chandelier. Tables are set with wine glasses and red cushions.

A bar area with a long counter, multiple shelves of bottles, and four bar stools.

A modern hotel lobby with leather sofas, a coffee table, and a floor lamp.

3. L7 Chicago by LOTTE

Theatre District, 1.2 km from Lookingglass Theatre

Jeff

￥36,308

￥43,167 total

includes taxes & fees

Sep 27 - Sep 28

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

A modern hotel room with large windows, white furniture, and a view of tall buildings.

A pool area with a view of a cityscape, a lounge with wicker furniture, and a person relaxing in the pool.

A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

4. Trump International Hotel & Tower Chicago

River North, 1 km from Lookingglass Theatre

Jorge

￥79,107

￥94,050 total

includes taxes & fees

Sep 20 - Sep 21

A modern hotel lobby with a spiral staircase, seating areas, and large windows offering city views.

A modern living room with a large sectional sofa, a flat-screen TV mounted on the wall, a dining area with a table and chairs, and a view of the cityscape through large windows.

A high-rise building with a modern glass facade, surrounded by other tall buildings.

A lobby with wicker furniture, a fire feature, and a view of the outdoors.

5. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 0.4 km from Lookingglass Theatre

Zemene

￥40,471

￥48,116 total

includes taxes & fees

Sep 7 - Sep 8

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

A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

A woman sitting by a window with a city view, holding a cup and saucer.

A modern hotel room with a large bed, a seating area, a TV, and a view of the city and ocean.

6. Park Hyatt Chicago

Streeterville, 0.1 km from Lookingglass Theatre

Myung H

￥97,741

￥116,204 total

includes taxes & fees

Sep 10 - Sep 11

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

A bar area with a marble countertop, bar stools, and a variety of bottles.

A spacious lobby with a marble floor, a reception desk, and a glass partition.

A modern hotel lobby with a central seating area, a reception desk, and a decorative wall with a unique design.

7. Hotel Riu Plaza Chicago

Streeterville, 0.4 km from Lookingglass Theatre

Donna

￥22,761

￥31,514 total

includes taxes & fees

Sep 7 - Sep 8

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

A modern staircase with glass railings and pendant lighting.

A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.

A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.

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

Streeterville, 0.7 km from Lookingglass Theatre

Jessica

￥77,974

￥97,349 total

includes taxes & fees

Sep 7 - Sep 8

A modern building with a colorful facade and a red circular seating area.

A modern hotel room with a large window offering a city view, a contemporary light fixture, and a clean, minimalist design.

A modern interior with wooden shelves, colorful chairs, and hanging plants.

A modern high-rise building with a glass facade, surrounded by other tall buildings.

9. citizenM Chicago Downtown

Theatre District, 1.2 km from Lookingglass Theatre

lakadria

￥27,189

￥32,325 total

includes taxes & fees

Sep 7 - Sep 8

A modern hotel with a colorful awning and a glass facade.

A bakery display with various baked goods and a coffee machine.

A modern lobby with a reception desk, seating area, and a large illuminated number '5' on the wall.

A hotel room with two beds, a desk, a chair, and a view of the cityscape.

10. Aloft by Marriott Chicago Downtown River North

River North, 0.9 km from Lookingglass Theatre

Michelle

￥28,127

￥33,441 total

includes taxes & fees

Sep 7 - Sep 8

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

A multi-level hotel lobby with a glass elevator, a seating area, and a dining space.

A bar with a circular liquor display, seating with stools, and a city view through large windows.

A cityscape with modern high-rise buildings, a river, and a boat.

11. Hyatt Regency Chicago

The Loop, 1.1 km from Lookingglass Theatre

Jerry

￥38,596

￥51,461 total

includes taxes & fees

Sep 8 - Sep 9

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

A modern hotel room with a desk, a sofa, a coffee machine, a TV, and a unique wall art piece.

A modern living room with a sofa, coffee table, and ottoman, a fireplace, and a large window with a city view.

A modern room with a view of a river and high-rise buildings.

12. LondonHouse Chicago, Curio Collection by Hilton

The Loop, 1.1 km from Lookingglass Theatre

Kamal

￥41,253

￥53,633 total

includes taxes & fees

Sep 7 - Sep 8

A modern lounge area with seating, a coffee table, and a view of the city at night.

A modern lounge area with seating, tables, and a view of the cityscape.

A bar area with multiple shelves of bottles, a seating area with bar stools, and a counter with a cash register.

A modern hotel entrance with a neon sign, a covered walkway, and a cityscape view.

13. Moxy Chicago Downtown

River North, 1 km from Lookingglass Theatre

Julia

￥27,346

￥32,512 total

includes taxes & fees

Sep 7 - Sep 8

A hotel with a modern glass facade, signage for SpringHill Suites, and a well-lit entrance.

A bar area with a long counter, bar stools, and a bar stocked with bottles.

A hotel room with two beds, a desk, a chair, a lamp, and a view of a building through the window.

A modern reception desk with a sleek design, large windows offering a view of the cityscape, and a contemporary ceiling with linear wood paneling.

14. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 1 km from Lookingglass Theatre

Claudia

￥30,471

￥36,227 total

includes taxes & fees

Sep 7 - Sep 8

A restaurant interior with brick walls, hanging spherical light fixtures, and a visible kitchen area.

A high-rise building with a modern architectural design, featuring a prominent glass facade and a series of vertical lines.

A room with a diamond-patterned bookshelf filled with books, a wooden floor, and a lamp.

A bar area with multiple shelves of bottles, a bar counter, and three bar stools.

15. Arlo Chicago

Theatre District, 1.4 km from Lookingglass Theatre

Juana

￥28,296

￥38,548 total

includes taxes & fees

Sep 7 - Sep 8

A dining area with a table set for four, large windows offering a cityscape view at dusk.

A high-rise hotel room with large windows offering a city view, round tables set for dining, and elegant decor with flowers and candles.

A rooftop terrace with outdoor seating and a fire pit, overlooking a cityscape with tall buildings.

A modern interior with a central fireplace, seating area, and wall-mounted lighting.

16. The Royal Sonesta Chicago Downtown

The Loop, 1.1 km from Lookingglass Theatre

ShaRona

￥34,626

￥45,652 total

includes taxes & fees

Sep 8 - Sep 9

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

A modern high-rise building with a curved glass facade, surrounded by other tall buildings.

A person in a white robe sitting by a window with a view of modern high-rise buildings.

Two people at a table with a tiered dessert display and glasses of champagne.

17. Sofitel Chicago Magnificent Mile

0.3 km from Lookingglass Theatre

Anton

￥40,471

￥52,762 total

includes taxes & fees

Sep 7 - Sep 8

A street view with outdoor seating, a green awning, and a sign for 'The Talbott'.

A hotel entrance with a marquee sign, outdoor seating, and a well-lit facade.

A lobby with a checkered floor, seating area, and a glass entrance.

A dining area with a long table, chairs, and a fireplace. There are framed pictures on the walls and a large flat-screen TV mounted on the wall.

18. The Talbott, Autograph Collection

0.4 km from Lookingglass Theatre

Justin

￥43,597

￥57,407 total

includes taxes & fees

Sep 7 - Sep 8

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

A couple walking through a spacious lobby with marble flooring, large white floral arrangements, and a modern staircase in the background.

An indoor swimming pool with a skylight, a lifeguard chair, and a potted plant.

A modern bar area with a central bar and multiple stools, surrounded by a high ceiling with a decorative light fixture.

19. Four Seasons Hotel Chicago

Streeterville, 0.2 km from Lookingglass Theatre

Teresa

￥100,006

￥118,896 total

includes taxes & fees

Sep 20 - Sep 21

A modern kitchen with stainless steel appliances, a built-in microwave, and a coffee maker.

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

A restaurant interior with multiple tables, chairs, and hanging pendant lights.

A hotel room with a bed, a desk, a chair, a TV, and a view of the cityscape.

20. Loews Chicago Hotel

Streeterville, 0.9 km from Lookingglass Theatre

Elisa

￥36,721

￥49,235 total

includes taxes & fees

Sep 8 - Sep 9

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Compare popular hotels close to Lookingglass Theatre

Property	Star rating	Guest rating
The Peninsula Chicago	9.8 Exceptional 1,006 reviews	View
The Langham, Chicago	9.8 Exceptional 1,008 reviews	View
L7 Chicago by LOTTE	9.6 Exceptional 4,746 reviews	View
Trump International Hotel & Tower Chicago	9.6 Exceptional 2,010 reviews	View
Residence Inn Chicago Downtown Magnificent Mile	9.6 Exceptional 625 reviews	View

Top Lookingglass Theatre Hotel Reviews

Warwick Allerton - Chicago

10/10 Excellent

"Perfect for a one night stay ! The room was very clean : bed was clean and very comfortable and the bathroom was also spacious and super clean. Thanks !"

Hampton Inn Chicago Downtown/Magnificent Mile

8/10 Good

"The staff was great and the breakfast was cold and the ding chair seats were worn and should be recovered."

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent

"Centrally located to everything"

Hotel Saint Clair- Magnificent Mile

10/10 Excellent

"Very nice location"

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

10/10 Excellent

"We stay here yearly. Always clean. Staff always friendly. Breakfast is a big plus."

River Hotel

10/10 Excellent

"Excellent stay!!"

The Wade

10/10 Excellent

"Great"

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Nice stay"

Hotel Riu Plaza Chicago

8/10 Good

"This is a very nice hotel. Beautifully decorated and very elegant. But, if you don't like using the hotel app on your phone to get things done, you may not like it. The rooms are big and comfortable, but the TV situation is a huge issue. I think they use wireless and a smart TV, but there is no way to change channels and the remote control is a real pain. There is no guide, but they have you use your phone to check see what the channels are, but there's no way to know what's on. If you want to use your streaming apps, it's another pain. I gave up. However, the breakfast buffet is excellent and run with such efficiency it is really impressive. And the coffee in the room is good if you miss breakfast. There isn't any room service, but you can order on the app and go pick it up. Not great. The location is a very busy spot which would make it seem great for taxis but not really. However it is so close to N. Michigan Ave that it doesn't really matter."

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 scene.

See properties

A castle-like structure with turrets and a modern skyscraper in the background.

Water Tower Place

9.0/10 (1,113 reviews)

Enjoy endless shopping, see exhibits of sporting memorabilia and attend shows at a live theater at this huge shopping mall.

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A tall skyscraper with a spire, a flagpole with an American flag, and a stone building with arched windows.

875 North Michigan Avenue

9.2/10 (2,926 reviews)

You can find out about the history of Chicago with a visit to 875 North Michigan Avenue. Amble around this vibrant area's lakeside or experience its fascinating museums.

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Loyola University Museum of Art

9.0/10 (2 reviews)

You can spend time exploring the galleries in Loyola University Museum of Art during your trip to Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.

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Fourth Presbyterian Church

10.0/10 (2 reviews)

Fourth Presbyterian Church is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Amble around this vibrant area's lakeside or experience its acclaimed theater scene.

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Broadway Playhouse

8.4/10 (17 reviews)

You can enjoy a show at Broadway Playhouse during your stay in Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.

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360 CHICAGO

You can learn about the history of Chicago with a visit to 360 CHICAGO. Amble around this vibrant area's riverfront or experience its entertainment choices.

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Chicago Place Mall

You can search for that perfect souvenir at Chicago Place Mall during your stay in Chicago. Discover the acclaimed theater scene and notable monuments in this vibrant area.

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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, check out the 840 hotels and other accommodations you'll find within a mile.

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

Adjacent to Lookingglass Theatre, Kasa Magnificent Mile Chicago is one of the top choices for your stay based on our traveler data, and this aparthotel offers in-room kitchens and a fitness center. Other good options close by include Hampton Inn Chicago Downtown/Magnificent Mile and The Chicago Hotel Collection Ambassador Gold Coast.

How many hotels should I expect to find close to Lookingglass Theatre?

Expedia has 840 hotels and other accommodations 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! You'll find that most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of booking. Enter your dates, click on "Search", then filter by "fully refundable" to get the best deals near Lookingglass Theatre.

Where can I learn more about changing or cancelling my trip in the area near Lookingglass Theatre?

To access more information about picking new dates or cancelling your stay near Lookingglass Theatre, click here.

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 Tribune Tower 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 theater.

How can I get to Lookingglass Theatre?

With so many choices for transportation, seeing all of the area near Lookingglass Theatre is a breeze. You can walk to nearby metro stations including State Station, Clark-Lake Station, and Lake Station. If you'd like to explore more of the area, jump aboard a train from Millennium Station, Chicago Van Buren Street Station, or Chicago Union Station.

Find hotels near Lookingglass Theatre, Chicago from ￥31,514

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Our top choices for Lookingglass Theatre hotels

1. The Peninsula Chicago

2. The Langham, Chicago

3. L7 Chicago by LOTTE

4. Trump International Hotel & Tower Chicago

5. Residence Inn Chicago Downtown Magnificent Mile

6. Park Hyatt Chicago

7. Hotel Riu Plaza Chicago

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

9. citizenM Chicago Downtown

10. Aloft by Marriott Chicago Downtown River North

11. Hyatt Regency Chicago

12. LondonHouse Chicago, Curio Collection by Hilton

13. Moxy Chicago Downtown

14. Springhill Suites by Marriott Chicago Downtown/ River North

15. Arlo Chicago

16. The Royal Sonesta Chicago Downtown

17. Sofitel Chicago Magnificent Mile

18. The Talbott, Autograph Collection

19. Four Seasons Hotel Chicago

20. Loews Chicago Hotel

Compare popular hotels close to Lookingglass Theatre

Top Lookingglass Theatre Hotel Reviews

Warwick Allerton - Chicago

Hampton Inn Chicago Downtown/Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

Hotel Saint Clair- Magnificent Mile

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

River Hotel

The Wade

The Chicago Hotel Collection Ambassador Gold Coast

Hotel Riu Plaza Chicago

Other attractions near Lookingglass Theatre

Chicago Water Tower

Water Tower Place

875 North Michigan Avenue

Loyola University Museum of Art

Fourth Presbyterian Church

Broadway Playhouse

360 CHICAGO

Chicago Place Mall

Frequently asked questions