The Best Romantic Hotels in Chicago, IL from AED 806 in 2026

A river with a yellow boat, surrounded by tall buildings and a bridge.

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Our top choices for Chicago romantic hotels

Coffee/tea maker, fridge, microwave, oven

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge

Downtown Evanston

Brian W.

AED 676

AED 1,355 total

includes taxes & fees

31 Aug - 1 Sep

2. Master qtr close to nature & easy urban facilities

Riverwoods

Suzanne H.

AED 426

AED 806 total

includes taxes & fees

13 Sep - 14 Sep

3. Riverfront rental

South Elgin

Phoenicia

AED 680

AED 1,000 total

includes taxes & fees

1 Sep - 2 Sep

10 bedrooms, desk, blackout drapes, iron/ironing board

4. Beachfront Villa + Addition, Skyline views, Hot Tubs, Luxury Smart Home

Miller Beach

Caroline R.

AED 4,485

AED 9,200 total

includes taxes & fees

22 Sep - 23 Sep

7 bedrooms, desk, iron/ironing board, travel crib

5. Skyline Views, Hot Tub, Beachfront, Lavish Kitchen at Dunetop Villa

Miller Beach

Jean K.

AED 3,370

AED 6,923 total

includes taxes & fees

22 Sep - 23 Sep

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Top Chicago Hotel Reviews

Fairmont Chicago at Millennium Park

10/10 Excellent

"Room was clean. Staff were exceptional. Didn’t catch the breakfast or bar"

Club Quarters Hotel, Central Loop, Chicago

8/10 Good

"We had a Nespresso machine in our room, but we didn't use it because the water vessel looked molded. I think the layout of the room could have been better. There was no end table for one side of the bed. the bathroom counter was not much of a counter. The highlight of the stay was the staff, specifically Adrian at the front desk. She gave us specific instructions about parking and when to scan our pass. She was so sweet and made us feel extremely welcome and called us her babies. We love Adrian soooo much."

Hyatt Regency O'Hare Chicago

8/10 Good

"Unusual architecture. Very clean. Very helpful front desk."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"Would have liked to have been informed that the pool would be closed during our stay for renovations"

Holiday Inn Chicago Dwtn - The Mart by IHG

8/10 Good

"Had a great stay! It was comfy and had a wonderful view."

The Wade

8/10 Good

"Great location, grew views of the lake, beds were comfortable"

Frequently asked questions

Searching for romantic hotels in Chicago?

Are you looking for a romantic vacation? Couples choose Chicago for its popular theater scene and scenic landscape. If you want to spend a romantic day sharing a bottle of wine with your love, you might plan a visit to Lynfred Winery, Valentino Vineyards, or Broken Earth Winery. Whether you and your partner are just looking for a change of scenery or you're you'd like to have specific luxurious amenities, you can choose from 15 hotels and other accommodations in Chicago for the ideal romantic vacation.

What's the best place to stay for a couple visiting Chicago?

The Neighborhood Hotel - Lincoln Park LP is a favorite hotel for couples, and features in-room kitchens and Smart TVs. Other good choices for a romantic stay include The Neighborhood Hotel - Lincoln Park Coach House - One Bedroom and The Neighborhood Hotel - Lincoln Park 303 - Two Bedroom.

How many romantic hotels will we be able to find in Chicago?

Expedia has 15 romantic Chicago hotels for you to get cozy in.

When is the best time of year for a romantic getaway to Chicago?

If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chicago: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.

What is there to do in Chicago?

There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Chicago. If you're hoping to experience some of the local culture, you'll love Chicago for its popular theater scene, stunning architecture, and top museums. A visit to Soldier Field, Navy Pier, or Wrigley Field might be just the ticket when you're checking out the sights.

What's the best way to get to Chicago and around town during my romantic getaway?

This information about transportation options in Chicago might help your romantic trip get off to a smooth start: Make your way to Chicago with a flight to Chicago Midway Airport (MDW), which is the closest major airport located 8.6 mi (13.9 km) away. You can take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Chicago Romantic Hotels

Our top choices for Chicago romantic hotels

1. Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge