Find Business Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Business Hotels

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Old Town Chicago business-friendly hotels

City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1066)
"Front desk and valet were excellent. Quick check in. "
United States
Sean
The price is NT$2,923
NT$3,985 total
includes taxes & fees
Jan 12 - 2026/1/13
Hotel Lincoln
Lobby sitting area
Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2019)
"Great stay"
United States
Kramer
The price is NT$2,324
NT$2,728 total
includes taxes & fees
Jan 24 - 2026/1/25
Club Quarters Hotel Wacker at Michigan, Chicago
Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9711)
"Wonderful stay!"
United States
Zach
The price is NT$6,761
NT$7,937 total
includes taxes & fees
Dec 31 - 2026/1/1
Congress Plaza Hotel
Premium bedding, down comforters, pillowtop beds, in-room safe
The Wade

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very Good, (1545)
"Great staff and great location. "
United States
Joe
The price is NT$2,923
NT$3,432 total
includes taxes & fees
Jan 4 - 2026/1/5
The Wade
Breakfast, lunch and dinner served
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3333)
"Great hotel "
United States
Anthony
The price is NT$2,563
NT$3,009 total
includes taxes & fees
Jan 11 - 2026/1/12
Club Quarters Hotel, Central Loop, Chicago
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, (2285)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,714
NT$4,256 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2211)
"It was a beautiful stay "
United States
Donald
The price is NT$2,681
NT$3,147 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Chicago - Magnificent Mile
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1495)
"Nice stay"
United States
Michelle
The price is NT$1,952
NT$3,215 total
includes taxes & fees
Jan 18 - 2026/1/19
Claridge House Chicago, Tapestry Collection by Hilton
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3016)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$1,958
NT$3,221 total
includes taxes & fees
Jan 25 - 2026/1/26
Warwick Allerton - Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2769)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,324
NT$3,650 total
includes taxes & fees
Jan 6 - 2026/1/7
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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.
View all properties

Top Old Town Chicago Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"Easy check in and check out, staff were very friendly, room was great, bed was very comfortable. The hotel was also very clean. We loved the location. It was so close to Michigan Avenue, but it was quiet. "
Cindy 1-night trip
Posted 19 hours ago
Hilton Chicago/Magnificent Mile Suites

Frequently asked questions

Why book your business-friendly hotel in Old Town Chicago with Expedia?
Here at Expedia, it's our job to help you choose the perfect stay at the right price. From 5-star corporate-friendly getaways to affordable hotels loaded with amenities, you'll have your next work trip planned in just a few clicks.
How can I find cheap business-friendly hotels in Old Town Chicago?
When work takes you to Old Town Chicago, our "business friendly" filter will help you find a suitable hotel. From free WiFi to meeting rooms and workspaces, they have the amenities you need to get down to business. Another tip? Narrow your search by your budget and preferred star rating to view the cheapest options.

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