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

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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.

1. The Sono Chicago

1.9 km from Outset

Tavarion

HK$1,345 total

includes taxes & fees

9 Nov - 10 Nov

A rooftop terrace with outdoor seating, a fire feature, and a modern building with large windows.

2. Hyatt Place Chicago/Wicker Park

0.4 km from Outset

Tasha L

HK$1,372 total

includes taxes & fees

22 Nov - 23 Nov

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

3. Villa D' Citta

1.6 km from Outset

Hernando

HK$2,320 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.

4. Viceroy Chicago

3.1 km from Outset

Emily

HK$2,538 total

includes taxes & fees

22 Nov - 23 Nov

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.

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

Wicker Park, 1.3 km from Outset

Renee

HK$1,759 total

includes taxes & fees

23 Nov - 24 Nov

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

6. Level Chicago – Old Town

Near North Side, 2.6 km from Outset

Robert Edward

HK$1,760 total

includes taxes & fees

23 Nov - 24 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.

7. Level Chicago - River North

3.2 km from Outset

Veronica

HK$1,997 total

includes taxes & fees

23 Nov - 24 Nov

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

8. Level Chicago Fulton Market

West Loop, 3.1 km from Outset

Trang

HK$1,803 total

includes taxes & fees

22 Nov - 23 Nov

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

9. The Emily Hotel

3 km from Outset

Veronica

HK$1,791 total

includes taxes & fees

22 Nov - 23 Nov

A rooftop pool area with lounge chairs and a view of the city skyline.

10. The Hoxton, Chicago

3.2 km from Outset

Kyla

HK$1,900 total

includes taxes & fees

24 Nov - 25 Nov

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

11. The Hotel at Midtown

2 km from Outset

John J

HK$2,976 total

includes taxes & fees

1 Nov - 2 Nov

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

12. Claridge House Chicago, Tapestry Collection by Hilton

2.8 km from Outset

Scott

HK$1,094 total

includes taxes & fees

22 Nov - 23 Nov

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

13. City Suites Hotel

Lakeview, 3.1 km from Outset

Vincentius

HK$1,002 total

includes taxes & fees

23 Nov - 24 Nov

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

14. The Willows Hotel

2.9 km from Outset

Cynthia

HK$845 total

includes taxes & fees

30 Nov - 1 Dec

A staircase with white railings and a chandelier.

15. The Den Hotel

Lakeview, 3.2 km from Outset

David

HK$895 total

includes taxes & fees

1 Nov - 2 Nov

A modern lounge area with comfortable seating, a decorative ceiling, and a wall adorned with various artworks and decorations.

16. Hotel Versey Chicago Lincoln Park

2.7 km from Outset

Stephen

HK$877 total

includes taxes & fees

23 Nov - 24 Nov

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

17. The Golden Arm

1.3 km from Outset

Freda

HK$1,280 total

includes taxes & fees

1 Nov - 2 Nov

A rooftop terrace with outdoor seating, a view of the city skyline, and a building with a brick facade.

18. The Chicago Hotel Collection Ambassador Gold Coast

3 km from Outset

Kevin

HK$1,250 total

includes taxes & fees

2 Nov - 3 Nov

A cozy interior with a pool table, sofas, and a neon sign reading 'Studio 424'.

19. STAY

0.7 km from Outset

Jessica

HK$748 total

includes taxes & fees

25 Nov - 26 Nov

A modern interior with a staircase, a bench, and a view of the outside.

20. The Chicago Hotel Collection River North

Near North Side, 2.7 km from Outset

Hanna

HK$1,015 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Compare popular hotels close to Outset

Property	Property class	Guest rating
The Sono Chicago	3.5 star property	10.0 Exceptional 570 reviews	View
Hyatt Place Chicago/Wicker Park	3.0 star property	9.4 Exceptional 1,001 reviews	View
Villa D' Citta	3.5 star property	9.4 Exceptional 129 reviews	View
Viceroy Chicago	4.5 star property	9.4 Exceptional 1,303 reviews	View
The Robey, Chicago, a Member of Design Hotels	3.5 star property	9.2 Wonderful 1,000 reviews	View

Top Outset Hotel Reviews

River Hotel

10/10 Excellent

"Front desk and housekeeping were amazing. Made my stay a wonderful experience."

The Robey, Chicago, a Member of Design Hotels

10/10 Excellent

"Great location smack in the heart of wicker park. Very helpful staff, easy check in and valet parking if you have a car. The blue line stop for Damen is literally 2 Min away so if no car, no problem! Room was comfortable and quiet. Small note - in my single queen room the wall and door between the bathroom and bedroom were kind of a wired glass - to let light in - but it might not be the best if you are traveling with someone where you would want total privacy in the bathroom/shower 😜. Would stay again!"

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."

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line

10/10 Excellent

"The property was very clean and simple and the complex was very nice and clean as well. We didn't spend much time in the unit, aside from sleeping. 2-3 block walk to the red line. We came to Chicago to see Chicago, not spend time inside."

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.

See properties

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

Property class

Guest rating

Our top choices for Outset hotels

1. The Sono Chicago

2. Hyatt Place Chicago/Wicker Park

3. Villa D' Citta

4. Viceroy Chicago

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

6. Level Chicago – Old Town

7. Level Chicago - River North

8. Level Chicago Fulton Market

9. The Emily Hotel

10. The Hoxton, Chicago

11. The Hotel at Midtown

12. Claridge House Chicago, Tapestry Collection by Hilton

13. City Suites Hotel

14. The Willows Hotel

15. The Den Hotel

16. Hotel Versey Chicago Lincoln Park

17. The Golden Arm

18. The Chicago Hotel Collection Ambassador Gold Coast

19. STAY

20. The Chicago Hotel Collection River North

Compare popular hotels close to Outset

Top Outset Hotel Reviews

River Hotel

Other attractions near Outset

The Hideout

Frequently asked questions