Book the Best Douglas Hotels with Early Check-in in 2026 from CA $179 | Expedia.ca

A cityscape with a prominent skyscraper, a large bridge, and a distant body of water.

A cityscape with a prominent skyscraper, a large bridge, and a distant body of water.

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Check availability on Douglas Hotels with Early Check-in

Tonight

Oct 16 - Oct 17

Tomorrow

Oct 17 - Oct 18

This weekend

Oct 16 - Oct 18

Next weekend

Oct 23 - Oct 25

Our top choices for Douglas hotels with express check-in

A hallway with wooden flooring, a dining area with a table and chairs, and a blue sofa.

1. Villa Dubois Guest House

Bronzeville

United States

Yohannes

CA $179 total

includes taxes & fees

Nov 2 - Nov 3

A cityscape with high-rise buildings, a marina, and a waterfront.

2. Hyatt Regency McCormick Place Chicago

South Loop

Canada

Najma

CA $511 total

includes taxes & fees

Oct 23 - Oct 24

A modern hotel lobby with a curved white sofa, two side tables with lamps, a black coffee table, and a large chandelier.

3. Hilton Chicago

Downtown Chicago

Canada

Anna

CA $326 total

includes taxes & fees

Nov 13 - Nov 14

An indoor swimming pool with clear glass walls, a wooden ceiling, and a view of a red brick building.

4. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

United States

Aran

CA $213 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with a large window, a dining area, and a view of the sea.

5. Homewood Suites by Hilton Chicago Downtown South Loop

Downtown Chicago

United States

Cynthia

CA $242 total

includes taxes & fees

Nov 11 - Nov 12

A modern lounge area with seating, a bar, and large windows offering a view of the cityscape.

6. Marriott Marquis Chicago

South Loop

United States

Terrance

CA $637 total

includes taxes & fees

Oct 23 - Oct 24

A modern building with the name 'SENIORAL' prominently displayed on the facade.

7. Sentral Michigan Avenue

Downtown Chicago

United States

Jacob

CA $239 total

includes taxes & fees

Nov 9 - Nov 10

A modern indoor pool area with lounge chairs, a wooden table, and large windows.

8. Hampton Inn & Suites Chicago Medical District UIC

Near West Side

United States

Bobby

CA $326 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Top Douglas Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent

"."

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

8/10 Good

"The hotel is in a great location. The room was decent and so was the breakfast. We were entitled to vouchers for breakfast, cocktails and dinner as well as water bottles. At check-in, it would have been nice to be told that and get those vouchers. We had to ask for them the next day after reading a message received from the hotel. It would be nice also at check-in to let us know that housekeeping is every other day. Overall we still had a good stay."

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