A nighttime city skyline reflected in a calm body of water, with illuminated buildings and a bridge.

Compare and book 4 Star hotels in North Side, Chicago

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on North Side 4 Star Hotels

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for North Side 4-star hotels

A rooftop lounge with a fire feature, seating, and a city view.
The exterior of Hotel Lincoln with a classic facade, large windows, and a prominent entrance.
A bar area with wooden tables and chairs, a counter, and a seating area with red upholstered chairs.
A staircase with a red wall adorned with various framed artworks.

1. Hotel Lincoln

Hotel Lincoln
Lincoln Park
United States
Kelli
£143
includes taxes & fees
7 Sept - 8 Sept
Hotel Lincoln
A modern lobby with a wooden floor, a staircase with glass railings, and a seating area with leather sofas.
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.
A serene hallway with a Buddha statue, a stone bench, and a wall with a unique light pattern.

2. The Hotel at Midtown

The Hotel at Midtown
Bucktown
United States
Haili
£240
includes taxes & fees
21 Sept - 22 Sept
The Hotel at Midtown
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 spacious room with a large window overlooking Wrigley Field, a view of the Chicago Cubs stadium, and a chessboard on the table.
An outdoor seating area with tables and chairs, potted plants, and a TV screen.

3. Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel
Lakeview
United States
Jeffrey
£260
includes taxes & fees
7 Sept - 8 Sept
Hotel Zachary Chicago, a Tribute Portfolio Hotel
A two-story stone building with a front porch, a black metal fence, and a small garden with potted plants.
A row of townhouses with stone facades, a sidewalk, and a black iron fence.
A living room with a wooden cabinet, a sofa, a coffee table, and a patterned rug.
An outdoor patio with stone flooring, a table and chairs, and string lights.

4. Chicago Guest House Wrigleyville

Chicago Guest House Wrigleyville
Lakeview
United States
Anonymous traveller
Chicago Guest House Wrigleyville
Save an average of 15% on thousands of hotels when you're signed in

Learn more about North Side

Venture to popular sights like Wrigley Field and Lake Michigan as you discover North Side.

See all hotels in North Side
A nighttime city skyline reflected in a calm body of water, with illuminated buildings and a bridge.
Photo by Vincent Ramundo

Top North Side Hotel Reviews

Hotel Lincoln

Hotel Lincoln

8/10 Good
"Any issues we had were dealt with professionally. My credit card was accidentally left near a register and led to two days of angst trying to find it. Even though the error was an oversight by a staff member all the staff that I asked for help did. They were terrific....and they found it. The hotel is billed as a boutique hotel which assumes good fit and finish. That is not the case. There was a lot of scuffed floorboards, an air conditioner that appeared to be put in its place by eighth graders. The elevator had some paint or other stuff on its walls continuing with the fit and finish issue. The room was cleaned every day with no one suggesting the environmental advantages of not cleaning it...;). We also left our room late usually and the hotel still cleaned the room, made the beds etc. Well done! The room was very small but it did have a spectacular view of Lincoln Park and Lake Michigan. We lived out of our suitcases given the lack of space. There was no room to put down a yoga mat....and barely enough room at the "health club" for the yoga mat as wall. However, almost no one was in the gym during our stay so for two people it was fine. The price was about $100 per day more than usual which made our expectations higher. However, at its traditional price (based on Hotel.com pricing) the hotel was fine."
Alvaro 4-night trip
Posted 1 day ago
Hotel Lincoln
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Hotel Zachary Chicago, a Tribute Portfolio Hotel

10/10 Excellent
"Great location! Nice hotel clean and good amenities"
Karen 2-night trip
Posted 3 days ago
Hotel Zachary Chicago, a Tribute Portfolio Hotel

Find out more about North Side

Explore a world of travel with Expedia