Chicago Outset Hotels: 2026 Limited-Time Hotel Deals @Expedia

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Our top choices for Outset hotels

A spacious kitchen with white cabinetry, a central island with bar stools, pendant lighting, and a large window with a view.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table.

A spacious room with hardwood flooring, a stone fireplace, a door with glass panels, and a vase on the floor.

A modern kitchen with white cabinetry, stainless steel appliances, and a wooden dining table with benches.

1. The Sono Chicago

1.9 km from Outset

Christie

HK$1,491

HK$1,750 total

includes taxes & fees

29 Oct - 30 Oct

A modern living room with a dining area, large windows, and a view of a high-rise building.

A modern apartment with a kitchen, dining area, and living room. It features a large window, a sofa, a dining table, and a kitchen with a microwave and refrigerator.

2. ENVITAE Hotel

Near North Side, 1.2 km from Outset

Brian

HK$1,434

HK$3,332 total

includes taxes & fees

3 Nov - 4 Nov

A modern lounge area with a fire feature, seating, and a bar.

An outdoor terrace with a fire feature, seating, and a city view.

A group of people seated at a table with drinks and a salad, in a modern indoor setting with large windows and a bar area.

A modern lobby with a reception desk, seating area, and elevators.

3. Hyatt Place Chicago/Wicker Park

0.4 km from Outset

Tyler

HK$1,326

HK$1,557 total

includes taxes & fees

2 Nov - 3 Nov

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.

4. Viceroy Chicago

3.1 km from Outset

Emily

HK$2,419

HK$3,136 total

includes taxes & fees

1 Nov - 2 Nov

A grand foyer with a wooden staircase, a chandelier, and a large window.

A courtyard with brick arches, outdoor seating, and potted plants.

A room with a wooden table, a coffee machine, a clock, and a framed sign on the wall.

A stone entrance with a black metal gate, a black mat, and two lion statues.

5. Villa D' Citta

1.6 km from Outset

Hernando

HK$1,976

HK$2,320 total

includes taxes & fees

26 Oct - 27 Oct

A breakfast setting with a plate of toast, a bowl of fruit, a cup of coffee, and a newspaper on a table by a window with a city view.

A bar area with a circular bar, stools, and a well-stocked shelf of bottles.

A building facade with a dark entrance, two wall-mounted lights, and a sign reading "The Robey Chicago".

A modern interior with a bar area, seating, and large windows offering a city view.

6. The Robey, Chicago, a Member of Design Hotels

Wicker Park, 1.3 km from Outset

BRIAN

HK$1,601

HK$2,073 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with a fire pit, wooden benches, and tables, surrounded by large windows and string lights.

A modern lounge area with a sofa, chairs, and a large potted plant.

A window with a view of a cityscape, a wooden desk with a radio, and a small window ledge.

A modern lobby with a sofa, coffee table, and potted plants.

7. The Emily Hotel

3 km from Outset

Lori

HK$1,989

HK$2,365 total

includes taxes & fees

15 Nov - 16 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.

A bedroom with a large window overlooking a cityscape.

A rooftop patio with outdoor seating, a fire pit, and a city view.

A balcony with a city view, a table, and two chairs.

8. Level Chicago - River North

3.2 km from Outset

April

HK$1,892

HK$2,415 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a grey sofa, a round coffee table with a plant, and a TV mounted on the wall.

A modern conference room with a long table, blue chairs, and a unique ceiling light fixture.

A modern living room with a dining area, large windows, and a city view.

A modern kitchen with a gas stove, white cabinets, and a view of the city through large windows.

9. Level Chicago Fulton Market

West Loop, 3.1 km from Outset

Jessica

HK$2,058

HK$2,610 total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious living area with a large sofa, a dining table, and a TV mounted on the wall.

A high-rise building with multiple floors, large windows, and a modern architectural design.

A modern living room with a grey sectional sofa, a round coffee table, and a glass desk with a chair. Large windows offer a city view.

10. Level Chicago – Old Town

Near North Side, 2.6 km from Outset

Kerry

HK$2,197

HK$2,773 total

includes taxes & fees

2 Nov - 3 Nov

A modern restaurant with high ceilings, exposed beams, and large windows. Tables are set with blue napkins and pink glassware.

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

A cozy reading area with a dark blue sofa, multiple bookshelves, and a small table with a drink and a glass.

A spacious lobby with a fireplace, comfortable seating, and a modern chandelier.

11. The Hoxton, Chicago

3.2 km from Outset

Jordan

HK$2,033

HK$2,647 total

includes taxes & fees

1 Nov - 2 Nov

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

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

An outdoor seating area with tables and chairs, string lights, and umbrellas.

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

12. The Hotel at Midtown

2 km from Outset

Robert

HK$1,794

HK$2,521 total

includes taxes & fees

1 Nov - 2 Nov

The Claridge House building with a sign, American and another flag, and outdoor seating with umbrellas.

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

A bar area with a long counter, multiple stools, and a modern chandelier.

A spacious living room with a large window, a sofa, a black chair, and a coffee table.

13. Claridge House Chicago, Tapestry Collection by Hilton

2.8 km from Outset

Scott

HK$927

HK$1,333 total

includes taxes & fees

9 Nov - 10 Nov

A brick building with a sign for The Wicker Park Inn, including a phone number and website.

A modern kitchen with white subway tiles, a stainless steel range hood, and a double oven. There are three yellow stools at the island.

A bedroom with a brick wall, a flat-screen TV, a bed with white bedding, a floral wall tapestry, and a small table with chairs.

A brick building with a round metal table and chairs, a blue door, and a small garden area with plants and a bench.

14. Wicker Park Inn

Wicker Park, 1 km from Outset

Mary

HK$2,075

HK$2,436 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a desk, a television, and a window with a view of buildings.

A dining area with four tables and chairs, each with a small plant. There are two framed artworks on the walls.

A lobby with a reception desk, a green counter, a bar area, and a seating area with leather chairs.

A well-appointed lounge area with a fireplace, leather armchairs, and a checkered floor.

15. The Willows Hotel

2.9 km from Outset

John S

HK$943

HK$1,107 total

includes taxes & fees

9 Nov - 10 Nov

A hallway with a bench, a door, and a wall-mounted light fixture.

A modern living room with a dining area, large windows, and a unique ceiling light fixture.

A reception area with a counter, a floral wall mural, and a door in the background.

A kitchen with a microwave, coffee makers, and a shelf with glassware and dishes.

16. City Suites Hotel

Lakeview, 3.1 km from Outset

Vincentius

HK$910

HK$1,069 total

includes taxes & fees

9 Nov - 10 Nov

A staircase with white railings and a chandelier.

A hotel entrance with a black awning, a gated entrance, and a number '3222' on the door.

A living room with a fireplace, a sofa, a staircase, and a door.

A corner room with a staircase, a fireplace, and large windows.

17. The Den Hotel

Lakeview, 3.2 km from Outset

David

HK$890

HK$1,045 total

includes taxes & fees

22 Oct - 23 Oct

The exterior of the Hotel Versey with a black awning, a glass entrance door, and potted plants with red and white flowers.

A hotel room with a large bed, a chair, a nightstand, and a wall with a Chicago Cubs mural.

A modern living room with a sofa, a glass coffee table, and a decorative light fixture.

A hotel entrance with a sign reading 'HOTEL Verssey,' potted plants, and a clean sidewalk.

18. Hotel Versey Chicago Lincoln Park

2.7 km from Outset

Stephen

HK$908

HK$1,066 total

includes taxes & fees

11 Nov - 12 Nov

A room with a brick wall, a large wooden door, a flat-screen TV, and a grey armchair.

A modern kitchen with dark wood cabinets, a white countertop, and a built-in oven. There are two windows with patterned curtains, a stone accent wall, and a coffee maker on the counter.

A bedroom with a large bed, a bench, a chair, and a mirror.

A modern living room with a dark grey accent wall, a grey armchair, a white furry ottoman, a wooden console table with a lamp, and a framed picture.

19. The Golden Arm

1.3 km from Outset

Freda

HK$1,562

HK$1,833 total

includes taxes & fees

22 Oct - 23 Oct

A spacious lobby with a central coffee table, sofas, and a large mirror.

A spacious lobby with a grand fireplace, elegant columns, and a seating area with chairs and a table.

A spacious lounge area with leather sofas, round tables, and comfortable chairs, featuring a wooden ceiling and elegant decor.

A balcony with a table set for a meal, featuring a charcuterie board and two glasses of wine, overlooking a cityscape.

20. The Chicago Hotel Collection Ambassador Gold Coast

3 km from Outset

Cindy

HK$1,122

HK$1,334 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare popular hotels close to Outset

Property	Property class	Guest rating
The Sono Chicago	10.0 Exceptional 567 reviews	View
ENVITAE Hotel	9.6 Exceptional 9 reviews	View
Hyatt Place Chicago/Wicker Park	9.4 Exceptional 1,001 reviews	View
Viceroy Chicago	9.4 Exceptional 1,304 reviews	View
Villa D' Citta	9.4 Exceptional 129 reviews	View

Top Outset Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent

"Came here for 24 hours to stay for the Ariana Grande concert, enjoyed there was walkable options for food. Bed was very comfortable."

The Hotel at Midtown

10/10 Excellent

"When I'm in Chicago, this is the only hotel that I want to stay at going forward!!"

The Robey, Chicago, a Member of Design Hotels

10/10 Excellent

"The staff were exceptionally kind and helpful, clean and comfortable room, convenient valet parking. Easy access to public transportation, local restaurants, and concert venues."

The Godfrey Hotel Chicago

10/10 Excellent

"Amazing locations and staff!"

Villa D' Citta

10/10 Excellent

"What an absolutely remarkable place! It genuinely feels as though a beautiful piece of historic Italy has been transported into this Chicago neighborhood. The architecture, thoughtfully selected ornate decor, warmth, and attention to detail create an atmosphere that is both elegant and incredibly welcoming. This is not simply a place to stay. It is an experience. And then there is Gina! Her hospitality is in a class of its own. From preparing a wonderful breakfast to serving homemade banana bread, she has a natural gift for making guests feel like family. Frankly, she could teach a master class in hospitality. I almost hesitate to share just how exceptional this place is because once people discover it, I have no doubt it will become a destination in its own right. Having stayed in countless places from California to New York, I can say without hesitation that this property stands among the very best. It sets a new standard for character, comfort, authenticity, and genuine hospitality. There is something special about a place that manages to feel both first-class and like coming home. Gina and Don, you have created something truly extraordinary. You didn't just get this place right. You knocked it out of the park! I cannot recommend it highly enough, and I would return in a heartbeat."

The Golden Arm

10/10 Excellent

"I loved this place it was in a great location and the property itself was beautiful and very well maintained. Parking was an issue but I found a spot not even half a mile down the road so overall wasn't a big issue. If I'm ever back in Chicago I would definitely stay here again."

The Chicago Hotel Collection River North

8/10 Good

"Nice property in a good location. I was concerned about the reviews I saw. However the key is if you don't want the extra charges everyone was concerned about. Don't book the All Inclusive Room Rate. Book a Room Rate Only. I was not charged the extra fees. The Train tracks can be loud at times, but didn't bother me when sleeping. If your a light sleeper. Something to consider. Wish their was a gym on site otherwise nice property."

Wicker Park Inn

10/10 Excellent

"Loved the location"

ENVITAE Hotel 4 Bedroom Luxury Apartments

10/10 Excellent

"Everything was nice and beautiful Very great view"

Other attractions near Outset

The Hideout

The Hideout 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 theatre scene in this vibrant area.

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St. Stanislaus Kostka Church

After visiting St. Stanislaus Kostka Church, make a plan to see the other sights and activities in Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.

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Armitage Avenue

During your trip to Chicago, you can enjoy retail therapy at Armitage Avenue. Stroll along the lakeside in this vibrant area or visit its lively bars.

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The Salt Shed

You can get tickets for a performance at The Salt Shed on your trip to Chicago. Experience the live music and theatre 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 theatre scene in this vibrant area.

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Joe's Bar

Joe's Bar is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or visit the shops in this vibrant area.

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PRYSM Nightclub

After visiting PRYSM Nightclub, make a plan to see the other sights and activities in Chicago. Visit the shops and top-notch restaurants in this vibrant area.

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Regal Webster Place

You can take time to visit Regal Webster Place during your travels to Chicago. Stroll along the lakeside in this vibrant area or visit its lively bars.

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Frequently asked questions

What's the area like around Outset?

Outset is located in Chicago. Travellers like this metropolitan area for its live music and theatre scene. If you're looking for a convenient place to stay, take a look at the 177 hotels and other accommodation options you'll find within a mile.

What's the best place to stay near Outset?

Adjacent to Outset, Hyatt Place Chicago/Wicker Park is one of the top choices for your stay based on our traveller data, and this hotel offers 2 bars and free breakfast. Other good options within a short distance include STAY and The Robey, Chicago, a Member of Design Hotels.

How many hotels can I expect to find near Outset?

Expedia has 177 hotels and other accommodation options within a mile from Outset.

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

Yes! You'll find that most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Enter your dates, click on "Search", then filter by "fully refundable" to get the best options available near Outset.

What can I see and do near Outset?

You might want to spend some time browsing the exhibits at Chicago History Museum, Museum of Contemporary Art Chicago or Art Institute of Chicago. Explore landmarks like Holy Name Cathedral, Merchandise Mart and Chicago Water Tower. You can watch performances at The Salt Shed, Steppenwolf Theatre and Lincoln Hall if you're interested in local theatre.

How can I get to Outset?

With so many ways to get around, exploring the area around Outset is easy. Nearby metro stations include Division Station, Damen Station and Chicago Station (Blue Line). If you're taking a train to the area, Chicago Western Avenue Station (Milwaukee District-West) is the closest station to West Town.

Chicago Outset Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Outset hotels

1. The Sono Chicago

2. ENVITAE Hotel

3. Hyatt Place Chicago/Wicker Park

4. Viceroy Chicago

5. Villa D' Citta

6. The Robey, Chicago, a Member of Design Hotels

7. The Emily Hotel

8. Level Chicago - River North

9. Level Chicago Fulton Market

10. Level Chicago – Old Town

11. The Hoxton, Chicago

12. The Hotel at Midtown

13. Claridge House Chicago, Tapestry Collection by Hilton

14. Wicker Park Inn

15. The Willows Hotel

16. City Suites Hotel

17. The Den Hotel

18. Hotel Versey Chicago Lincoln Park

19. The Golden Arm

20. The Chicago Hotel Collection Ambassador Gold Coast

Compare popular hotels close to Outset

Top Outset Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Hotel at Midtown

The Robey, Chicago, a Member of Design Hotels

The Godfrey Hotel Chicago

Villa D' Citta

The Golden Arm

The Chicago Hotel Collection River North

Wicker Park Inn

ENVITAE Hotel 4 Bedroom Luxury Apartments

Other attractions near Outset

The Hideout

St. Stanislaus Kostka Church

Armitage Avenue

The Salt Shed

The Den Theatre

Joe's Bar

PRYSM Nightclub

Regal Webster Place

Frequently asked questions