Search Lakeside Hotels in Downtown Chicago

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Downtown Chicago Lakeside Hotels

W Chicago - Lakeshore

4.5 star property
8.2 out of 10, Very good, (1004)
"Excellent accomodations"
The price is 3.436.425 ₫
4.034.020 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2025
W Chicago - Lakeshore

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8293)
"Wallpaper in lobby is old. No working ice machines to be found."
The price is 2.657.502 ₫
3.119.642 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1933)
"Was very clean but smelled like cigarettes heavily in the room. Besides, the service and hospitality was great! "
The price is 3.656.611 ₫
5.039.326 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2025
Swissotel - Chicago

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1005)
"The staff is wonderful at the Waldorf. "
The price is 10.882.013 ₫
12.774.395 ₫ total
includes taxes & fees
19 Jan - 20 Jan 2025
Waldorf Astoria Chicago

Union League Club OF Chicago

2.0 star property
Union League Club OF Chicago

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1509)
"Clean and quiet "
The price is 3.561.664 ₫
4.928.140 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2025
Hilton Chicago

The Drake

4.0 star property
8.8 out of 10, Excellent, (1055)
"The Drake is located just a few steps from the shopping on Michigan Avenue. Rosebuds Steakhouse is down the street too. I would highly recommend eating there. We loved staying at the Drake. It was nice to have two bathrooms in our room also. We will definitely stay there again!"
The price is 3.337.660 ₫
3.918.079 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2025
The Drake

The Whitehall Hotel, BW Premier Collection

3.5 star property
8.2 out of 10, Very good, (3429)
"Very pleased with staff friendless and great suggestions of places in area."
The price is 2.167.458 ₫
2.544.379 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Whitehall Hotel, BW Premier Collection

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3130)
"I loved my stay. One of the best hotels in the city. "
The price is 3.757.158 ₫
5.157.633 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2025
Hyatt Regency Chicago

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1040)
"There was only one elevator working on a very busy Saturday night. It took 5-7 tries to get on an elevator to go up or down because each time the elevator car was extremely full. We took the stairs a couple times and we were on the 10th floor - not ideal. Also the nearly see through door to the bathroom was strange. It’s fine for a couple seeing into the shower but less fine when someone is using the toilet. The bed was comfortable, modernly decorated, and the room was clean. We had a nice...
The price is 2.520.045 ₫
3.391.016 ₫ total
includes taxes & fees
9 Jan - 10 Jan 2025
Thompson Chicago, by Hyatt
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.
Don't see what you're looking for?
See all available properties in Downtown Chicago

Frequently asked questions

How much do lakeside hotels in Downtown Chicago cost?
Prepare to pay between 2.167.458 ₫ and 10.882.013 ₫ 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!