Search Lakeside Hotels in Downtown Chicago

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Check availability on Downtown Chicago Lakeside Hotels

Our top choices for Downtown Chicago hotels on the lake

Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2268)
"Smooth check in and beautiful hotel"
United States
Monique
The price is 2.356.951 ₫
3.664.725 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Premium bedding, down duvets, pillow-top beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1508)
"Everything was really wonderful.. would stay again for sure!! "
United States
Alexa
The price is 2.662.562 ₫
3.125.581 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Wade
Room, Multiple Beds (The Drake Residence) | Living area | 48-inch flat-screen TV with cable channels, TV, pay films
The Drake

The Drake

The Drake
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1357)
"Excellent staff and very nice stay. "
United States
Dwight E.
The price is 3.328.993 ₫
3.907.906 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
The Drake
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1000)
"Absolutely fantastic hotel great service, you couldn’t ask for more."
United States
J Michael
The price is 10.653.480 ₫
12.506.120 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Waldorf Astoria Chicago
City view
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1035)
"Great stay. Staff was wonderful."
United States
Debra
The price is 4.718.798 ₫
6.158.377 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hyatt Regency McCormick Place Chicago
Lobby
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
4.0 star property
East Chicago
8.6 out of 10, Excellent, (1000)
"Great stay in clean modern room."
United States
Douglas
The price is 4.746.336 ₫
5.632.073 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Ameristar Casino Hotel East Chicago
Lobby
Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago
4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1009)
"Nice hotel would definitely stay again"
United States
ANGELA
The price is 4.010.978 ₫
4.371.163 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hyatt Lodge Oak Brook 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.
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Top Downtown Chicago Hotel Reviews

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Frequently asked questions

How much do lakeside hotels in Downtown Chicago cost?
Prepare to pay between 3.125.581 ₫ and 12.506.120 ₫ per night for lakeside hotels in Downtown Chicago. No matter your budget, an ideal escape by the water is just a keystroke away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many lakeside hotels are there in Downtown Chicago?
Downtown Chicago has 103 lakeside hotels to select from. Enter your destination and dates and start planning your next trip by the water today.
Why book your lakeside hotel in Downtown Chicago with Expedia?
Finding your perfect lakeside hotel in Downtown Chicago is a walk in the park with Expedia. Travelling with the kids? Make the most of our filters to search for properties with family-friendly amenities. If you have a certain budget, choose how much you want to spend and your preferred hotel star rating. Whatever your holiday plans, you'll always get the best deal possible.
How can I find cheap lakeside hotels in Downtown Chicago?
Use Expedia's handy filters to set your price per night budget. Then, select your desired hotel star rating — they range from basic (1 star) to luxury (5 star). You can also search based on certain neighbourhoods you want to stay in. Finding your ideal lakeside hotel in Downtown Chicago at the right price couldn't be easier!