Last-minute romantic hotel deals in Chicago

Search
Add dates
Add dates
1 room, 2 guests
Compare deals on Booking.com

Trusted by over 100,000 travellers every year

back
close
Add dates
Add dates
Room 1

Adults

18+ years
2

Children

0-17
0
Add another room
usp icon

Exclusive member prices

Unlock exclusive member discounts at hundreds of top hotels.

usp icon

The biggest range

Thousands of luxury hotels for you to choose from but all curated for you.

usp icon

The best price

We compare deals and bring you the best price with our price promise.

usp icon

Free cancellation & pay later

A range of fully refundable and pay on arrival luxury and boutique hotels.

Clear filters

Chicago

Recommended

See the latest prices and deals by choosing your dates

Primary image
The Royal Sonesta Chicago Downtown
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.69 mi from centre

9.2

 

2,335 reviews

With a stay at The Royal Sonesta Chicago Downtown, you'll be centrally located in Chicago, steps from Chicago Riverwalk and Michigan Avenue. This hotel is 0.5 mi (0.8 km) from Millennium Park and 1 mi (1.6 km) from Grant Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Fairmont Chicago at Millennium Park Gold Experience
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.71 mi from centre

9.2

 

120 reviews

Breakfast available

With a stay at Fairmont Chicago at Millennium Park Gold Experience in Chicago (Downtown Chicago), you'll be within a 5-minute walk of Michigan Avenue and Millennium Park. This luxury hotel is 0.4 mi (0.6 km) from Chicago Riverwalk and 0.5 mi (0.8 km) from Grant Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
LondonHouse Chicago, Curio Collection by Hilton
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.72 mi from centre

9.2

 

3,148 reviews

Breakfast available

A stay at LondonHouse Chicago, Curio Collection by Hilton places you in the heart of Chicago, steps from Chicago Riverwalk and Michigan Avenue. This luxury hotel is 0.4 mi (0.6 km) from Millennium Park and 0.2 mi (0.4 km) from Chicago Theatre.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Trump International Hotel & Tower Chicago
Full StarFull StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in River North, Chicago · 0.76 mi from centre

9.2

 

1,433 reviews

Breakfast available

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 from Michigan Avenue. This family-friendly hotel is 0.5 mi (0.8 km) from Millennium Park and 0.3 mi (0.5 km) from State Street.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Kinzie Hotel
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in River North, Chicago · 0.77 mi from centre

9.2

 

1,497 reviews

With a stay at Kinzie Hotel, you'll be centrally located in Chicago, steps from State Street and 6 minutes by foot from Chicago Riverwalk. This hotel is 0.5 mi (0.9 km) from Michigan Avenue and 0.6 mi (1 km) from Millennium Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Hyatt Regency Chicago
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.78 mi from centre

9.2

 

3,030 reviews

Breakfast available

Hyatt Regency Chicago is centrally located in Chicago – a 4-minute walk from Chicago Riverwalk and 7 minutes by foot from Michigan Avenue Bridge. This eco-friendly hotel is 0.5 mi (0.8 km) from Millennium Park and 0.5 mi (0.8 km) from Chicago Theatre.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Loews Chicago Hotel
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Streeterville, Chicago · 0.99 mi from centre

9.2

 

1,280 reviews

Breakfast available

With a stay at Loews Chicago Hotel, you'll be centrally located in Chicago, within a 10-minute walk of Michigan Avenue and Chicago Riverwalk. This luxury hotel is 0.5 mi (0.9 km) from Millennium Park and 0.8 mi (1.2 km) from Art Institute of Chicago.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Nobu Hotel Chicago
Full StarFull StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Near West Side, Chicago · 1.11 mi from centre

9.2

 

627 reviews

Breakfast available

With a stay at Nobu Hotel Chicago in Chicago (Downtown Chicago), you'll be within a 5-minute drive of United Center and Chicago Riverwalk. This luxury hotel is 0.7 mi (1.1 km) from University of Illinois Chicago and 1.3 mi (2.2 km) from Michigan Avenue.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Hotel Riu Plaza Chicago
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Streeterville, Chicago · 1.12 mi from centre

9.2

 

1,427 reviews

Breakfast available

With a stay at Hotel Riu Plaza Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 10 minutes by foot from Chicago Riverwalk.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Waldorf Astoria Chicago
Full StarFull StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Near North Side, Chicago · 1.51 mi from centre

9.2

 

941 reviews

Breakfast available

With a stay at Waldorf Astoria Chicago, you'll be centrally located in Chicago, steps from Oak Street and within a 5-minute walk of Michigan Avenue. This luxury hotel is 0.7 mi (1.1 km) from Museum of Contemporary Art Chicago and 1 mi (1.7 km) from Chicago Riverwalk.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Sable at Navy Pier Chicago, Curio Collection by Hilton
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Streeterville, Chicago · 1.63 mi from centre

9.2

 

1,888 reviews

Breakfast available

With a stay at Sable at Navy Pier Chicago, Curio Collection by Hilton in Chicago (Downtown Chicago), you'll be steps from Navy Pier and 7 minutes by foot from Chicago Children's Museum. This hotel is 0.1 mi (0.1 km) from Chicago Shakespeare Theater and 1.1 mi (1.8 km) from Michigan Avenue.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Marriott Marquis Chicago
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in South Loop, Chicago · 1.77 mi from centre

9.2

 

958 reviews

Breakfast available

With a stay at Marriott Marquis Chicago in Chicago (Near South Side), you'll be steps from Wintrust Arena and McCormick Place. This hotel is 1.7 mi (2.7 km) from Field Museum of Natural History and 1.9 mi (3 km) from Grant Park.

Compare price on Booking.com
Compare price on Booking.com
The Hotel & Athletic Club at Midtown
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Resort in Chicago · 4.14 mi from centre

9.1

 

211 reviews

The Hotel & Athletic Club at Midtown is part of the Midtown Athletic Club. As part of your stay Guests are provided with full access to the indoor and outdoor lap pools, spa, sauna, steam room, workout facilities, whirlpools, tennis courts, a Yoga studio, a boxing gym, cycle studio, golf simulators, and 190 group fitness classes throughout every week.

Every room at this resort is air conditioned and is equipped with a flat-screen TV with satellite channels. Every room includes a seating area to relax in after a busy day. The rooms come with a private bathroom. For your comfort, you will find bathrobes, free toiletries and a hairdryer.

Free Parking is included for Guests who choose to stay at the property. You will find a 24-hour front desk at the property.

The Hotel & Athletic Club at Midtown is located 3.1 km from Wrigley Field in Chicago. Lincoln Park Zoo is 3.6 km from The Hotel & Athletic Club at Midtown, while United Center is 5 km from the property. The nearest airport is Midway International Airport, 16 km from the property.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Chicago Athletic Association, a Hyatt Hotel
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.35 mi from centre

9.0

 

934 reviews

Breakfast available

With a stay at Chicago Athletic Association, a Hyatt Hotel, you'll be centrally located in Chicago, steps from Michigan Avenue and 2 minutes by foot from Millennium Park. This luxury hotel is 0.2 mi (0.4 km) from Art Institute of Chicago and 0.4 mi (0.7 km) from Chicago Riverwalk.

Compare price on Booking.com
Compare price on Booking.com
Primary image
The Blackstone, Autograph Collection
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.43 mi from centre

9.0

 

971 reviews

Breakfast available

With a stay at The Blackstone, Autograph Collection in Chicago (Downtown Chicago), you'll be a 3-minute walk from State Street and 11 minutes by foot from Millennium Park. This hotel is 0.7 mi (1.1 km) from Michigan Avenue and 0.5 mi (0.7 km) from Art Institute of Chicago.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Arlo Chicago
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.54 mi from centre

9.0

 

1,572 reviews

Breakfast available

With a stay at Arlo Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and Millennium Park. This hotel is 0.2 mi (0.3 km) from Chicago Riverwalk and 0.8 mi (1.3 km) from Grant Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Virgin Hotels Chicago
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.58 mi from centre

9.0

 

1,231 reviews

Breakfast available

A stay at Virgin Hotels Chicago places you in the heart of Chicago, steps from Chicago Riverwalk and Michigan Avenue. This luxury hotel is 0.3 mi (0.4 km) from Millennium Park and 0.6 mi (0.9 km) from Art Institute of Chicago.

Compare price on Booking.com
Compare price on Booking.com
Primary image
Renaissance Chicago Downtown Hotel
Full StarFull StarFull StarFull Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in The Loop, Chicago · 0.61 mi from centre

9.0

 

944 reviews

Breakfast available

With a stay at Renaissance Chicago Downtown Hotel in Chicago (Downtown Chicago), you'll be steps from State Street and 5 minutes by foot from Michigan Avenue. This hotel is 0.3 mi (0.5 km) from Chicago Riverwalk and 0.4 mi (0.7 km) from Millennium Park.

Compare price on Booking.com
Compare price on Booking.com
Primary image
The Westin Chicago River North
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in River North, Chicago · 0.70 mi from centre

9.0

 

983 reviews

Breakfast available

With a stay at The Westin Chicago River North, you'll be centrally located in Chicago, within a 10-minute walk of Chicago Theatre and Chicago Riverwalk. This luxury hotel is 0.8 mi (1.3 km) from Millennium Park and 0.9 mi (1.5 km) from Michigan Avenue.

Compare price on Booking.com
Compare price on Booking.com
Primary image
The Royal Sonesta Chicago River North
Full StarFull StarFull StarFull StarHalf Star
This star rating is provided to My Luxury Hotel by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in River North, Chicago · 0.90 mi from centre

9.0

 

1,505 reviews

With a stay at The Royal Sonesta Chicago River North in Chicago (Downtown Chicago), you'll be steps from State Street and 4 minutes by foot from Michigan Avenue. This luxury hotel is 0.4 mi (0.6 km) from Chicago Riverwalk and 0.7 mi (1.1 km) from Millennium Park.

Compare price on Booking.com
Compare price on Booking.com
tripadvisor