Romantic accommodation in Downtown Chicago

Start date: Check-in selected.
To Date
End date: Check-out

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$243 per night from 4 Jan to 5 Jan
AU$243
4 Jan - 5 Jan 2026
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.
Opens in a new windowLondonHouse 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$267 per night from 2 Jan to 3 Jan
AU$267
2 Jan - 3 Jan 2026
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.
Opens in a new windowPalmer 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$521 per night from 4 Jan to 5 Jan
AU$521
4 Jan - 5 Jan 2026
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 ...
Opens in a new windowTrump 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$780 per night from 10 Jan to 11 Jan
AU$780
10 Jan - 11 Jan 2026
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.
Opens in a new windowThe 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$151 per night from 25 Jan to 26 Jan
AU$151
25 Jan - 26 Jan 2026
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.
Opens in a new windowEurostars Magnificent Mile
Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
203 N Wabash Ave Chicago IL
A stay at Sports Illustrated Resorts Chicago places you in the heart of Chicago, steps from Chicago Riverwalk and Michigan Avenue.
Opens in a new windowVirgin 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$325 per night from 1 Jan to 2 Jan
AU$325
1 Jan - 2 Jan 2026
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.
Opens in a new windowSofitel 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$243 per night from 2 Jan to 3 Jan
AU$243
2 Jan - 3 Jan 2026
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.
Opens in a new windowSwissotel - 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$156 per night from 4 Jan to 5 Jan
AU$156
4 Jan - 5 Jan 2026
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 ...
Opens in a new windowHampton 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
1,705 hotels
Lowest Price
AU$151
Highest Price
AU$780
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