The Best Romantic Hotels in Chicago, IL from AED 795 in 2026

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Our top choices for Chicago romantic hotels

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

Downtown Evanston

Brian W.

AED 672

AED 1,351 total

includes taxes & fees

3 Sep - 4 Sep

1 bedroom, iron/ironing board, travel crib, WiFi (free)

2. Historic Coach House in Evanston One Block to Beach and Close to Town and NU!

South Evanston

debra

AED 658

AED 1,139 total

includes taxes & fees

4 Sep - 5 Sep

1 bedroom, desk, iron/ironing board, WiFi (free)

3. Master qtr close to nature & easy urban facilities

Riverwoods

Suzanne H.

AED 426

AED 795 total

includes taxes & fees

13 Sep - 14 Sep

Coffee/tea maker, fridge, microwave, oven

4. Riverfront rental

South Elgin

Phoenicia

AED 643

AED 950 total

includes taxes & fees

1 Oct - 2 Oct

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

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

Miller Beach

Jean K.

AED 3,406

AED 6,918 total

includes taxes & fees

22 Sep - 23 Sep

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Top Chicago Hotel Reviews

Hilton Chicago

10/10 Excellent

"This place is awesome"

Hyatt Regency Chicago

10/10 Excellent

"Great"

Congress Plaza Hotel

10/10 Excellent

"Excellent hotel if you are coming to explore Chicago. Lots of history in the building which transports you back in time without feeling dated due to the efforts of the owners/staff to keep it up. Pricing is outstanding for location, easy walk to L stations and the area is relatively safe even early into the morning."

InterContinental Chicago Magnificent Mile by IHG

10/10 Excellent

"A fantastic day experience."

L7 Chicago by LOTTE

10/10 Excellent

"The room was very neat & clean upon arrival. The staff were kind and readily available for anything you need. It was a relaxing and comfortable stay. The location is perfect at the center of everything or just a few train stops away. Would stay again"

Fairmont Chicago at Millennium Park

10/10 Excellent

"Very"

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

2. Historic Coach House in Evanston One Block to Beach and Close to Town and NU!