The Best Hotels Closest to Flat Iron Building in Chicago for 2026

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Our top choices for Flat Iron Building hotels

A modern building with a glass facade, surrounded by a parking lot and greenery.

A modern balcony with a city view, a cushioned chair, a small table, and potted plants.

A modern living room with a large window, a white sofa, a grey sofa, and a dining area with a white table and chairs.

A modern living room with a grey sofa, a round coffee table, and a large window offering a view of a building.

1. ENVITAE Hotel 4 Bedroom Luxury Apartments

Near North Side, 2.2 km from Flat Iron Building

Karthik

￥42,668

￥83,295 total

includes taxes & fees

Oct 14 - Oct 15

A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.

A hotel with a swimming pool, outdoor seating, and a view of the city skyline.

A modern hotel room with a marble bathroom, a large mirror, a bedside table, and a bed with a city view.

A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

2. The Hotel at Midtown

1.7 km from Flat Iron Building

Haili

￥36,126

￥50,759 total

includes taxes & fees

Nov 1 - Nov 2

A colorful storefront with a sign for 'Studio 124' and 'Photo Studio'.

A spacious studio with a wooden floor, a brick wall, and a motivational quote on the wall.

A modern lounge area with a brick wall, a yellow sofa, a black partition, and a poster on the wall.

3. STAY

0.9 km from Flat Iron Building

Rafael

￥6,485

￥16,221 total

includes taxes & fees

Nov 2 - Nov 3

A bedroom with a bed, a desk, a chair, a lamp, and a wall with artwork.

A modern kitchen with white cabinets, a wooden dining table, and two brown chairs.

A storefront with a green door labeled 'Grand House 424' and a window displaying 'Pop Up 424' with QR code.

A building with a storefront labeled 'Grand House' and a sign advertising artist workspace for rent.

4. Grand House

West Town, 3.1 km from Flat Iron Building

Sharif

￥8,547

￥14,732 total

includes taxes & fees

Oct 5 - Oct 6

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

A modern hotel with multiple floors, a covered entrance, and a parking lot.

A hotel reception area with a counter displaying pastries and coffee, a coffee machine, and a golden clock.

A modern hotel room with a large bed, a desk, a chair, a TV, and a sliding door leading to a shower area.

5. Hampton Inn & Suites Chicago Medical District UIC

4.2 km from Flat Iron Building

Bobby

￥29,707

￥35,317 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A spacious hotel lobby with multiple seating areas, a grand staircase, and large windows offering views of the city.

6. The Peninsula Chicago

Streeterville, 4.6 km from Flat Iron Building

Levi

￥98,394

￥116,979 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A modern interior with a spiral staircase, large windows, and a geometric patterned floor.

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

7. Residence Inn Chicago Downtown Magnificent Mile

Streeterville, 4.7 km from Flat Iron Building

Brian

￥34,635

￥41,178 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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.

8. The Langham, Chicago

River North, 4.8 km from Flat Iron Building

Saramae

￥89,735

￥106,685 total

includes taxes & fees

Nov 1 - Nov 2

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

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

9. Trump International Hotel & Tower Chicago

River North, 4.8 km from Flat Iron Building

Mark

￥72,615

￥86,332 total

includes taxes & fees

Nov 1 - Nov 2

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

A rooftop terrace with a dining table, chairs, and a view of the cityscape, including the Water Tower Place building.

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

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.

10. Park Hyatt Chicago

Streeterville, 4.5 km from Flat Iron Building

Tom

￥86,429

￥102,754 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A couple dining at a table with a city view, surrounded by chairs and a variety of dishes.

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

11. Hotel Riu Plaza Chicago

Streeterville, 4.8 km from Flat Iron Building

Sean Robert

￥25,256

￥34,514 total

includes taxes & fees

Nov 2 - Nov 3

A bar area with multiple seating options, including bar stools and round tables, with a variety of bottles and glasses on the bar counter.

A modern interior with a brick wall, a staircase, and a large framed artwork.

A modern hotel room with a large bed, a flat-screen TV, a sofa, and a city view.

An outdoor seating area with tables and chairs, potted plants, and a TV screen.

12. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Wrigleyville, 4.5 km from Flat Iron Building

Jeffrey

￥42,526

￥49,922 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A modern hotel room with a large window, a desk, a chair, a sofa, and a small side table.

13. Springhill Suites by Marriott Chicago Downtown/ River North

River North, 4.5 km from Flat Iron Building

Sugar

￥29,125

￥34,625 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A hotel room with a wooden wardrobe, a minibar with coffee cups and a bottle, a safe, and a towel rack with a hanging bag.

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

14. Aloft by Marriott Chicago Downtown River North

River North, 4.4 km from Flat Iron Building

Eric

￥29,125

￥34,625 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with a bar area, a chandelier, and a reception desk.

A high-rise building with a clock tower, large windows, and a busy street with vehicles.

A hotel lobby with leather seating, a flat-screen TV, and large windows with a view of the cityscape.

A lobby with a sofa, a coffee table, and an ottoman. There are wooden columns and a chandelier.

15. Residence Inn Chicago Downtown/Loop

Theatre District, 4.9 km from Flat Iron Building

Karla

￥35,241

￥41,897 total

includes taxes & fees

Oct 31 - Nov 1

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, 4.9 km from Flat Iron Building

ShaRona

￥29,868

￥40,566 total

includes taxes & fees

Nov 1 - Nov 2

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.

An outdoor seating area with a wooden table and metal stools, overlooking a cityscape with modern buildings and a street.

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

17. Moxy Chicago Downtown

River North, 4.2 km from Flat Iron Building

Justin

￥25,504

￥30,322 total

includes taxes & fees

Nov 1 - Nov 2

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

A rooftop pool with lounge chairs and a city skyline in the background.

A modern dining area with a round table and chairs, large windows with a city view, and a decorative light fixture.

18. Viceroy Chicago

4.1 km from Flat Iron Building

Margaret

￥46,496

￥60,509 total

includes taxes & fees

Nov 1 - Nov 2

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

A modern hotel lobby with a reception desk, seating area, staircase, and large windows.

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

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

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

Streeterville, 4.8 km from Flat Iron Building

Jessica

￥76,431

￥95,569 total

includes taxes & fees

Oct 30 - Oct 31

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

A couple dining on a balcony with a cityscape view.

An indoor swimming pool with a modern design, a reception area with a sign for Waldorf Astoria Chicago, and a seating area with two people.

A bar area with a long counter, multiple stools, and a seating area with a booth.

20. Waldorf Astoria Chicago

4.2 km from Flat Iron Building

Luis

￥87,221

￥103,706 total

includes taxes & fees

Nov 1 - Nov 2

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Compare popular hotels close to Flat Iron Building

Property	Star rating	Guest rating
ENVITAE Hotel 4 Bedroom Luxury Apartments	9.4 Exceptional 21 reviews	View
The Hotel at Midtown	9.0 Wonderful 926 reviews	View
STAY	7.6 Good 280 reviews	View
Grand House	7.2 Good 84 reviews	View
Hampton Inn & Suites Chicago Medical District UIC	9.6 Exceptional 780 reviews	View

Top Flat Iron Building Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Great experience on my first trip to Chicago"

River Hotel

10/10 Excellent

"The room and the facility were just right, and the location was lovely. But the best thing about the stay was the helpfulness and interest from the staff. From upgrading our room (to include the great view!), to helping us find one of the five Starbucks Roasterys in the world, and storing our luggage after we checked out, the service was personal and effective. Jock was especially helpful, and really seemed to enjoy helping us with every part of our stay. I would definitely return to this hotel for my next Chicago visit."

Wicker Park near Downtown and the Salt Shed Special 125.00 Sept 29-Oct 2

10/10 Excellent

"Our two night stay was enjoyable, affordable and everything was smooth with communication. The property was clean and comfortable. I’d stay again!"

Hampton Inn Chicago Downtown/Magnificent Mile

10/10 Excellent

"Nice place! Perfect location!"

The Robey, Chicago, a Member of Design Hotels

8/10 Good

"Good location, Nice staff, good value,"

NEW LUXURY PENTHOUSE CONDO

10/10 Excellent

"Beautiful large unit. Kitchen was huge and updated as was living room and a long dining table. Everything was very clean. The host was very helpful and quick to help when I had something I needed help with. Would be happy to stay again soon."

Hyatt Place Chicago/Wicker Park

8/10 Good

"Clean property and conveniently located near lots of restaurants"

The Golden Arm

10/10 Excellent

"Clean"

NEW LUXURY CONDO WITH PATIO DECK

10/10 Excellent

"Beautiful property. Enjoyed the walkability and good restaurants."

Other attractions near Flat Iron Building

The Chop Shop & 1st Ward

You can enjoy a show at The Chop Shop & 1st Ward during your trip to Chicago. Experience the live music and theater scene in this vibrant area.

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SWIG

After visiting SWIG, make a plan to see the other sights and activities in Chicago. Experience the live music and theater scene in this vibrant area.

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The Den Theatre

After visiting The Den Theatre, make a plan to see the other sights and activities in Chicago. Experience the live music and theater scene in this vibrant area.

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Wood Street Gallery

You can spend time exploring the galleries in Wood Street Gallery during your travels in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

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Bourbon On Division

Bourbon On Division is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the live music and theater scene in this vibrant area.

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Holy Trinity Russian Orthodox Cathedral

After visiting Holy Trinity Russian Orthodox Cathedral, make a plan to see the other sights and activities in Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art scene.

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Gorilla Tango Theatre

You can get tickets for a performance at Gorilla Tango Theatre during your stay in Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

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Chopin Theatre-Death and Harry Houdini

You can get tickets for a performance at Chopin Theatre-Death and Harry Houdini during your stay in Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

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Frequently asked questions

What's the area like around Flat Iron Building?

Flat Iron Building is located in a vibrant area of Chicago known for its beautiful lakeside setting and popular theater scene. If you're looking for a convenient place to stay, check out the 169 hotels and other accommodations you'll find within a mile.

Where is the best place to stay close to Flat Iron Building?

Adjacent to Flat Iron Building, The Robey, Chicago, a Member of Design Hotels is one of the top choices for your stay based on our traveler data, and this hotel offers 3 bars and a restaurant. Other good choices close by include STAY and Hyatt Place Chicago/Wicker Park.

How many hotels can I expect to find near Flat Iron Building?

Expedia has 169 hotels and other accommodations within a mile from Flat Iron Building.

If I need to cancel the hotel reservation for my stay near Flat Iron Building, will I receive a refund?

Yes, most hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within 24 hours of your booking. Plug in your dates, click on "Search", then you can filter by "fully refundable" to review the best deals near Flat Iron Building.

Where can I learn more about changing or cancelling my trip in the area near Flat Iron Building?

To access more information about updating your stay near Flat Iron Building or cancelling it, click here.

What can I see and do near Flat Iron Building?

You'll want to browse the collections at Chicago History Museum, Museum of Contemporary Art Chicago, and Fine Arts Building. Sights like Merchandise Mart, Holy Name Cathedral, and Civic Opera House are landmarks to visit in the area. You can watch performances at The Salt Shed, Steppenwolf Theatre, and Lincoln Hall if you're interested in local theater.

How can I get to Flat Iron Building?

With so many choices for transportation, seeing the area around Flat Iron Building is easy. You can access metro transit at Division Station, Damen Station, and Chicago Station (Blue Line). If you're hopping a train into the city, Chicago Western Avenue Station (Milwaukee District-West) is the closest stop to West Town.

Find hotels near Flat Iron Building, Chicago from ￥14,732

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Treat yourself

Be picky

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Our top choices for Flat Iron Building hotels

1. ENVITAE Hotel 4 Bedroom Luxury Apartments

2. The Hotel at Midtown

3. STAY

4. Grand House

5. Hampton Inn & Suites Chicago Medical District UIC

6. The Peninsula Chicago

7. Residence Inn Chicago Downtown Magnificent Mile

8. The Langham, Chicago

9. Trump International Hotel & Tower Chicago

10. Park Hyatt Chicago

11. Hotel Riu Plaza Chicago

12. Hotel Zachary Chicago, a Tribute Portfolio Hotel

13. Springhill Suites by Marriott Chicago Downtown/ River North

14. Aloft by Marriott Chicago Downtown River North

15. Residence Inn Chicago Downtown/Loop

16. The Royal Sonesta Chicago Downtown

17. Moxy Chicago Downtown

18. Viceroy Chicago

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

20. Waldorf Astoria Chicago

Compare popular hotels close to Flat Iron Building

Top Flat Iron Building Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

Wicker Park near Downtown and the Salt Shed Special 125.00 Sept 29-Oct 2

Hampton Inn Chicago Downtown/Magnificent Mile

The Robey, Chicago, a Member of Design Hotels

NEW LUXURY PENTHOUSE CONDO

Hyatt Place Chicago/Wicker Park

The Golden Arm

NEW LUXURY CONDO WITH PATIO DECK

Other attractions near Flat Iron Building

The Chop Shop & 1st Ward

SWIG

The Den Theatre

Wood Street Gallery

Bourbon On Division

Holy Trinity Russian Orthodox Cathedral

Gorilla Tango Theatre

Chopin Theatre-Death and Harry Houdini

Frequently asked questions