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Independent, North Side hotels

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Check prices for these dates

Tonight
18 Dec - 19 Dec
Tomorrow
19 Dec - 20 Dec
This weekend
19 Dec - 21 Dec
Next weekend
26 Dec - 28 Dec

Our top choices for North Side Independent

Front of property
The Majestic Hotel

The Majestic Hotel

The Majestic Hotel
3.0 star property
Lakeview
8.6 out of 10, Excellent, (1005)
"The staff was very friendly and room was clean and comfortable! "
United States
Suzanne
The price is S$124
includes taxes & fees
15 Jan - 16 Jan, 2026
The Majestic Hotel
Hallway
City Suites Hotel

City Suites Hotel

City Suites Hotel
3.0 star property
Lakeview
8.4 out of 10, Very good, (1011)
"Amazing staff, wonderful place and conveniently located. Will stay again when back in chicago"
United Kingdom
Pardhy
The price is S$131
includes taxes & fees
8 Jan - 9 Jan, 2026
City Suites Hotel
Premium bedding, minibar, desk, blackout curtains
The Willows Hotel

The Willows Hotel

The Willows Hotel
3.0 star property
Lakeview
8.4 out of 10, Very good, (1003)
"Such a lovely location, proximity to parking and restaurants and cozy lobby. "
United States
Lauren
The price is S$131
includes taxes & fees
8 Jan - 9 Jan, 2026
The Willows Hotel
Interior detail
The Hotel at Midtown

The Hotel at Midtown

The Hotel at Midtown
4.0 star property
Bucktown
9.0 out of 10, Wonderful, (833)
"Beautiful rooms, great workout area, and shops close by! Doesn’t get any better!"
United States
Tony
The price is S$382
includes taxes & fees
21 Dec - 22 Dec
The Hotel at Midtown
Terrace/patio
Chicago Getaway Hostel

Chicago Getaway Hostel

Chicago Getaway Hostel
2.0 star property
Lincoln Park
9.0 out of 10, Wonderful, (1024)
"I love the property location. I felt incredibly safe. Great staff too. Walking distance from the train and the parks"
Australia
Liam
Chicago Getaway Hostel
Lobby sitting area
The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville

The Chicago Hotel Collection - Wrigleyville
3.5 star property
Lakeview
7.0 out of 10, Good, (950)
"Really friendly staff and the room was very clean!"
United States
ReAnn
The Chicago Hotel Collection - Wrigleyville
Lobby
The Den Hotel

The Den Hotel

The Den Hotel
2.0 star property
Lakeview
9.0 out of 10, Wonderful, (21)
"Clean room…excellent area to stay in"
United States
Jacob
The price is S$215
includes taxes & fees
4 Jan - 5 Jan, 2026
The Den Hotel
Living area
Wrigleyville Suites

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is S$192
includes taxes & fees
19 Dec - 20 Dec
Wrigleyville Suites
Living area
Dorothy's

Dorothy's

Dorothy's
3.0 star property
Lakeview
8.4 out of 10, Very good, (98)
"Can’t beat the price or location. Everything seemed clean and I loved the waffles. "
United States
Ashley
The price is S$93
includes taxes & fees
22 Dec - 23 Dec
Dorothy's
Terrace/patio
The Villa Toscana

The Villa Toscana

The Villa Toscana
2.5 star property
Lakeview
7.8 out of 10, Good, (627)
"Good location. Nice room. Shared bath. Excellent value. "
United States
Daniel
The price is S$91
includes taxes & fees
21 Dec - 22 Dec
The Villa Toscana
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.
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Top North Side Hotel Reviews

Best Western Plus Hawthorne Terrace Hotel

Best Western Plus Hawthorne Terrace Hotel

10/10 Excellent
"Room with spotless and staff was courteous."
Sandra 3-night trip
Posted 2 days ago
Best Western Plus Hawthorne Terrace Hotel

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