Find Hotels on the Lake in Old Town Chicago, Chicago from $106

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Check availability on Old Town Chicago Hotels on the Lake

Tonight
Nov 25 - Nov 26
Tomorrow
Nov 26 - Nov 27
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Old Town 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

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2245)
"Room was spotless…staff was great!"
United States
Tamika
$118 nightly
The price is $138
Dec 16 - Dec 17
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton
1 bedroom, premium bedding, down comforters, pillowtop beds
The Wade

The Wade

4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1474)
"Great location, walkable to so many area attractions. Would definitely stay here again. "
United States
Debbie
$95 nightly
The price is $112
Dec 7 - Dec 8
Total with taxes and fees
The Wade
Room, Multiple Beds (The Drake Residence) | Living area | 48-inch flat-screen TV with cable channels, TV, pay movies
The Drake

The Drake

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1338)
"Beautiful hotel!"
United States
Marcia
$118 nightly
The price is $139
Dec 7 - Dec 8
Total with taxes and fees
The Drake
Exterior
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1006)
"Simply love this hotel"
United States
laura
$396 nightly
The price is $465
Dec 14 - Dec 15
Total with taxes and fees
Waldorf Astoria Chicago
City view
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1028)
"Great stay. Staff was wonderful."
United States
Debra
$199 nightly
The price is $234
Nov 26 - Nov 27
Total with taxes and fees
Hyatt Regency McCormick Place Chicago
Lobby
Hyatt Lodge Oak Brook Chicago

Hyatt Lodge Oak Brook Chicago

4.0 star property
Oak Brook
8.8 out of 10, Excellent, (1008)
"Love the architectural design of the Hotel."
United States
Kathleen Ann
$152 nightly
The price is $166
Nov 30 - Dec 1
Total with taxes and fees
Hyatt Lodge Oak Brook Chicago
Exterior
Wrigley Hostel

Wrigley Hostel

1.5 star property
Lakeview
8.2 out of 10, Very Good, (464)
"Great place"
United States
Robert
$90 nightly
The price is $106
Nov 26 - Nov 27
Total with taxes and fees
Wrigley Hostel
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 Old Town Chicago Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"No toiletries in the bathroom past shampoo and conditioner! Beautiful grounds and clean! Great location to downtown and stadiums"
Krista 2-night trip
Posted 11 hours ago
Hilton Chicago

Frequently asked questions

Why book your lakeside hotel in Old Town Chicago with Expedia?
Finding your perfect lakeside hotel in Old Town Chicago is easy with Expedia. Traveling with the kids? Use our filters to search for stays with family-friendly amenities. If you have a budget, choose how much you're willing to spend and the preferred star rating of your hotel. Whatever your vacation plans, you'll always get the best price possible.
How can I find cheap lakeside hotels in Old Town Chicago?
Use Expedia's handy filters to set your budget. Then, choose your desired hotel star rating — they start from basic (1 star) to luxury (5 star). You can also search based on the area you want to stay in. Finding your ideal lakeside hotel in Old Town Chicago at the perfect price couldn't be simpler!

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