Romantic accommodation in Downtown Chicago

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Downtown Chicago

Featured Downtown Chicago Romantic Hotels

LondonHouse Chicago, Curio Collection by Hilton
Great for couples

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$335 per night from 21 Aug to 22 Aug
AU$335
21 Aug - 22 Aug
includes taxes & fees
A stay at LondonHouse Chicago, Curio Collection by Hilton places you in the heart of Chicago, steps from Chicago Riverwalk and Michigan Avenue.
LondonHouse Chicago, Curio Collection by Hilton
Palmer House a Hilton Hotel
Great for couples

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$350 per night from 21 Aug to 22 Aug
AU$350
21 Aug - 22 Aug
includes taxes & fees
Palmer House a Hilton Hotel is centrally located in Chicago, a 3-minute walk from Millennium Park and 5 minutes by foot from Art Institute of Chicago.
Palmer House a Hilton Hotel
Trump International Hotel & Tower Chicago
Great for couples

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$830 per night from 7 Sept to 8 Sept
AU$830
7 Sept - 8 Sept
includes taxes & fees
With a stay at Trump International Hotel & Tower Chicago in Chicago (Downtown Chicago), you'll be a 4-minute walk from Chicago Riverwalk and 6 minutes by foot ...
Trump International Hotel & Tower Chicago
Save an average of 15% on thousands of hotels when you're signed in
The Peninsula Chicago
Great for couples

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$1,125 per night from 17 Aug to 18 Aug
AU$1,125
17 Aug - 18 Aug
includes taxes & fees
With a stay at The Peninsula Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 13 minutes by foot from Chicago Riverwalk.
The Peninsula Chicago
Eurostars Magnificent Mile
Great for couples

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$288 per night from 12 Aug to 13 Aug
AU$288
12 Aug - 13 Aug
includes taxes & fees
With a stay at Eurostars Magnificent Mile, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from Michigan Avenue.
Eurostars Magnificent Mile
Virgin Hotels Chicago
Great for couples

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$583 per night from 14 Aug to 15 Aug
AU$583
14 Aug - 15 Aug
includes taxes & fees
A stay at Virgin Hotels Chicago places you in the heart of Chicago, steps from Chicago Riverwalk and Michigan Avenue.
Virgin Hotels Chicago
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$416 per night from 1 Sept to 2 Sept
AU$416
1 Sept - 2 Sept
includes taxes & fees
Sofitel Chicago Magnificent Mile is centrally located in Chicago, a 3-minute walk from Michigan Avenue and a 2-minute drive from Chicago Riverwalk.
Sofitel Chicago Magnificent Mile
Swissotel - Chicago
Great for couples

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$331 per night from 1 Sept to 2 Sept
AU$331
1 Sept - 2 Sept
includes taxes & fees
A stay at Swissotel - Chicago places you in the heart of Chicago, within a 10-minute walk of Michigan Avenue and Millennium Park.
Swissotel - Chicago
Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

2.5 out of 5
160 E Huron Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$283 per night from 24 Aug to 25 Aug
AU$283
24 Aug - 25 Aug
includes taxes & fees
With a stay at Hampton Inn Chicago Downtown/Magnificent Mile, you'll be centrally located in Chicago, steps from Michigan Avenue and 12 minutes by foot from ...
Hampton Inn Chicago Downtown/Magnificent Mile
Don't see what you're looking for?
See all available properties in Downtown Chicago
View all properties
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.

Downtown Chicago hotels essential information

Accommodation
1,766 hotels
Lowest Price
AU$283
Highest Price
AU$1,125
Popular hotels
LondonHouse Chicago, Curio Collection by Hilton, Palmer House a Hilton Hotel, Trump International Hotel & Tower Chicago, The Peninsula Chicago, Eurostars Magnificent Mile, Virgin Hotels Chicago, Sofitel Chicago Magnificent Mile, Swissotel - Chicago, Hampton Inn Chicago Downtown/Magnificent Mile

Most recent Downtown Chicago hotel reviews