Book the Best ROMANTIC Hotels in South Loop, Chicago from CA $139 - South Loop Romantic Getaways

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Our top choices for South Loop romantic hotels

A hotel entrance with a prominent 'MORTON' sign, a 'HOTEL BLAKE CHICAGO' sign, and a '542' address number.

1. Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

Kanokkan

CA $189 total

includes taxes & fees

Dec 10 - Dec 11

A modern living room with a sofa, armchairs, and a coffee table. There are bookshelves and a decorative wall panel.

2. Le Méridien Essex Chicago

Downtown Chicago

Taso

CA $215 total

includes taxes & fees

Dec 7 - Dec 8

A spacious room with a geometric ceiling design, large windows offering a city view, and a patterned floor.

3. Marriott Marquis Chicago

South Loop

Terrance

CA $353 total

includes taxes & fees

Dec 4 - Dec 5

A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

4. Congress Plaza Hotel

Downtown Chicago

Rafael

CA $197 total

includes taxes & fees

Nov 22 - Nov 23

A grand staircase with blue carpet and gold railings leading to a store named 'Mercat'.

5. The Blackstone, Autograph Collection

Downtown Chicago

Suzanne

CA $284 total

includes taxes & fees

Dec 13 - Dec 14

A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

6. SpringHill Suites by Marriott Chicago Chinatown

Chinatown

Shouan

CA $166 total

includes taxes & fees

Dec 7 - Dec 8

A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

7. Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Bonnie

CA $242 total

includes taxes & fees

Dec 14 - Dec 15

A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

8. Palmer House a Hilton Hotel

Downtown Chicago

Christy

CA $263 total

includes taxes & fees

Nov 24 - Nov 25

The exterior of the Majestic Building with a prominent entrance, a neon sign, and decorative elements.

9. Hampton Inn Majestic Chicago Theatre District

Downtown Chicago

Alicia

CA $193 total

includes taxes & fees

Nov 23 - Nov 24

A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

10. La Quinta Inn & Suites by Wyndham Chicago Downtown

Downtown Chicago

Andres

CA $193 total

includes taxes & fees

Nov 23 - Nov 24

View all properties

Compare popular hotels in South Loop

Property	Star rating	Guest rating
Hilton Vacation Club Hotel Blake Chicago	4.0 star property	9.6 Exceptional 1,208 reviews	View
Le Méridien Essex Chicago	4.0 star property	9.0 Wonderful 1,000 reviews	View
Marriott Marquis Chicago	4.0 star property	9.2 Wonderful 1,000 reviews	View
Congress Plaza Hotel	3.5 star property	8.0 Very good 10,070 reviews	View
The Blackstone, Autograph Collection	4.0 star property	9.0 Wonderful 1,000 reviews	View

Top South Loop Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

This hotel is in a very convenient spot in Downtown Chicago. It's less than 4 minutes walking from Lasalle Station (blue line),Harrison Station (red line), and several bus lines. That means you can reach all the city's attractions quite easily. The staff was welcoming, professional, and always ready to help. The hotel itself is simple but beautiful and clean (the lobby and sitting area are both really nice). The room was cozy with a great view. Absolutely every corner of the room and the...

Alexandre

A bar area with a long counter, multiple stools, and shelves stocked with bottles.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Making people feel special must be their superpower because I was pleasantly surprised by a special gift I received for my birthday. The staff was always courteous, helpful and friendly. I loved that the lobby where they had a few games you could play but was so relaxing and quiet that there were several people just sitting around and chatting. It's proximity to the L had its pros and cons. The only con being the noise but it was so minimal that you only heard it while sitting on the window...

Lillian

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Bonnie

A rooftop terrace with outdoor seating, a view of the city skyline, and a river.

LondonHouse Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Marc-André

A hotel lobby with a bar area, a chandelier, and a reception desk.

Residence Inn Chicago Downtown/Loop

Downtown Chicago

10/10 Excellent

Leisha

A bar with a circular liquor display, seating with stools, and a city view through large windows.

Hyatt Regency Chicago

Downtown Chicago

10/10 Excellent

Saira

Arlo Chicago

Downtown Chicago

10/10 Excellent

sacha

A high-rise building with a modern architectural design, featuring a grid-like facade and large windows.

Hotel Riu Plaza Chicago

Downtown Chicago

10/10 Excellent

Yuxin

A corridor with ornate black metal railings and a patterned carpet.

Staypineapple, An Iconic Hotel, The Loop

Downtown Chicago

10/10 Excellent

Caroline

A modern hotel with a glass facade, outdoor seating, and a prominent 'ABT' sign.

Hotel EMC2, Autograph Collection

Downtown Chicago

10/10 Excellent

The hotel's location is excellent. It's less than a 5-minute walk to Michigan Avenue and is conveniently close to downtown attractions, including Navy Pier. I didn't use the hotel's amenities or restaurant, so I can't comment on those. One thing to note is that there is no bell service. If you choose to self-park, the parking garage is about 1.5 blocks from the hotel rather than in the building. I also found the valet staff to be less helpful than expected—they mainly collect your car keys and...

Masoud

A restaurant interior with a stone accent wall, a bar area, and a seating section.

Loews Chicago O'Hare Hotel

Rosemont

10/10 Excellent

Durga Ram

Marriott Marquis Chicago

South Loop

10/10 Excellent

Priti

Frequently Asked Questions

Searching for romantic hotels in South Loop?

Are you in need of a romantic vacation? Couples choose South Loop for its scenic lake views and top-notch restaurants. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Grant Park, Burnham Park, or Fred Anderson Park. Whether you want to sip a glass of champagne or watch the sunset from your balcony, you'll be sure to find your ideal accommodation in South Loop to make for a relaxing weekend away.

What's the best accommodation for a romantic vacation to South Loop?

Downtown Printer Row district Hotel style room is a favorite hotel for couples, and features jetted bathtubs and a fitness center.

What is there to do in South Loop?

There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in South Loop. If you're hoping to see some of the area's cultural attractions, you and your partner will love South Loop for its top museums and major shopping area. Soldier Field, Lake Michigan, and Film Row Cinema are worth a stop when you're out and about.

What’s the best way to get to South Loop and around town during my romantic getaway?

These transportation options in South Loop might help your romantic trip get off to a smooth start: If you're looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 7.8 mi (12.5 km) away. Take advantage of metro transit at Roosevelt Station, Cermak-McCormick Place Station, and Harrison Station.

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Find Romantic Hotels in South Loop, Chicago from CA $139

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for South Loop romantic hotels

1. Hilton Vacation Club Hotel Blake Chicago

2. Le Méridien Essex Chicago

3. Marriott Marquis Chicago

4. Congress Plaza Hotel

5. The Blackstone, Autograph Collection

6. SpringHill Suites by Marriott Chicago Chinatown

7. Sable at Navy Pier Chicago, Curio Collection by Hilton

8. Palmer House a Hilton Hotel

9. Hampton Inn Majestic Chicago Theatre District

10. La Quinta Inn & Suites by Wyndham Chicago Downtown

Compare popular hotels in South Loop

Top South Loop Hotel Reviews

Hilton Vacation Club Hotel Blake Chicago

10/10 Excellent

Frequently Asked Questions

Searching for romantic hotels in South Loop?

What's the best accommodation for a romantic vacation to South Loop?

What is there to do in South Loop?

What’s the best way to get to South Loop and around town during my romantic getaway?

Explore a world of travel with Expedia