Boutique Hotels in Near North Side

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Near North Side Boutique Hotels

This weekend
Next weekend

Our top choices for Near North Side boutique hotels

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,030 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
The price is S$238
includes taxes & fees
26 Apr - 27 Apr
Staypineapple, An Iconic Hotel, The Loop

The Talbott, Autograph Collection

The Talbott, Autograph Collection
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (90 reviews)
"We will definitely stay here again!!"
United States
Hayley
The price is S$248
includes taxes & fees
19 Apr - 20 Apr
The Talbott, Autograph Collection

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,853 reviews)
"Loved the stay here !"
United States
Alisha
The price is S$238
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,413 reviews)
"Check in was quick and easy, room was clean and spacious "
United States
Quinton
The price is S$263
includes taxes & fees
8 Apr - 9 Apr
Sports Illustrated Resorts Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.6 out of 10, Good, (1,271 reviews)
"Amazing stay "
United States
Napoleon
The price is S$156
includes taxes & fees
6 Apr - 7 Apr
The Chicago Hotel Collection - Magnificent Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,207 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is S$155
includes taxes & fees
12 Apr - 13 Apr
Ivy Boutique Hotel

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,366 reviews)
"Great stay"
United States
Ashley
The price is S$193
includes taxes & fees
5 Apr - 6 Apr
Eurostars Magnificent Mile

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay . The staff was friendly and helpful !!!"
United States
Denise
The price is S$722
includes taxes & fees
19 Apr - 20 Apr
Waldorf Astoria Chicago

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,600 reviews)
"Great location, helpful staff. Enjoyed our stay"
United States
Eileen
The price is S$170
includes taxes & fees
5 Apr - 6 Apr
Hotel Felix River North/Magnificent Mile

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,849 reviews)
"Great hotel"
United States
Mark
The price is S$560
includes taxes & fees
9 Apr - 10 Apr
Trump International Hotel & Tower Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Near North Side Hotel Reviews

Frequently asked questions

Looking for a quaint place to stay for your visit to Near North Side?
A boutique hotel may be just what you want if you like small hotels with quality service and great atmosphere. Pick from 11 boutique accommodation options in Near North Side to find a property that represents the local feel of this area.
What's the best boutique hotel in Near North Side?
Eurostars Magnificent Mile is a favourite hotel with Expedia travellers looking for a stylish stay, and features a full-service spa and massages. Hotel Felix River North/Magnificent Mile and The Chicago Hotel Collection - Magnificent Mile are other boutique-style choices.
How many boutique hotels are there in Near North Side?
Expedia has 11 boutique hotels in Near North Side.
What's there to see and do in Near North Side?
Visitors speak positively about this destination's major shopping centres, scenic landscape and art galleries. Top activities and sights around Near North Side include Wrigley Field, Michigan Avenue and Navy Pier. You might also want to see spots like United Center, Soldier Field and Lake Michigan during your trip.
What's the best way to get to my boutique hotel in Near North Side?
You have a few options for transportation to and around Near North Side. The closest major airport is Chicago Midway Airport (MDW), which is located 9.5 mi (15.3 km) away, but Chicago O'Hare International Airport (ORD) may also be an option. You can walk to nearby metro stations including Clark-Division Station, Chicago Station (Brown Line) and Chicago Station (Red Line).

Explore a world of travel with Expedia