The Best Hotels with Early Check-in in Downtown Chicago, IL from ￥20,606 in 2026

A busy city street with tall buildings, a bus, and cars.

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Check availability on Downtown Chicago Hotels with Early Check-in

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Our top choices for Downtown Chicago hotels with express check-in

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

1. Hilton Chicago

Downtown Chicago

Anna

￥35,858 total

includes taxes & fees

Oct 30 - Oct 31

A spacious bar area with high ceilings and large windows, offering views of a cityscape.

2. Hyatt Regency Chicago

Downtown Chicago

Addison

￥50,368 total

includes taxes & fees

Oct 31 - Nov 1

A high-rise hotel with a prominent Marriott sign, surrounded by other tall buildings and a busy street.

3. Chicago Marriott Downtown Magnificent Mile

Downtown Chicago

jennifer

￥51,496 total

includes taxes & fees

Oct 31 - Nov 1

A hotel with a modern glass facade, a prominent Hampton Inn sign, and a Homewood Suites by Hilton sign.

4. Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

William

￥20,606 total

includes taxes & fees

Nov 1 - Nov 2

A modern lobby with a grey sofa, checkered ottomans, and a coffee table. There are black chairs, a blue sofa, and a TV on a stand.

5. Aloft by Marriott Chicago Mag Mile

Downtown Chicago

Jonathan M

￥27,193 total

includes taxes & fees

Nov 1 - Nov 2

A marble-floored lobby with double doors and elevators, each marked with a 'CQ' sign.

6. River Hotel

Downtown Chicago

Jose

￥28,596 total

includes taxes & fees

Nov 1 - Nov 2

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

7. Hilton Garden Inn Chicago Downtown South Loop

Downtown Chicago

Aran

￥23,802 total

includes taxes & fees

Nov 9 - Nov 10

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

8. L7 Chicago by LOTTE

Downtown Chicago

Jeffrey Thomas

￥36,079 total

includes taxes & fees

Nov 1 - Nov 2

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Price trends for hotels in Downtown Chicago

Less expensive	More expensive	Next month
February	June	￥32,698

Month	Price
January	￥24,021
February	￥22,137
March	￥27,368
April	￥34,353
May	￥46,117
June	￥58,699
July	￥46,235
August	￥42,614
September	￥46,540
October	￥53,511
November	￥32,698
December	￥25,192

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Downtown Chicago.

Top Downtown Chicago Hotel Reviews

River Hotel

8/10 Good

"Does the job. There for work. Rooms are small, fine for sleeping in but not much else. Clean. Higher floor - be aware that there is usually some type of protest in the morning on the street, but done by 8am or so. Walls are a little thin. Free water on the floor, but not cold and no mini-fridge to keep anything in. great location. Staff are helpful. Gym is small."