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Check availability on Chicago Romantic Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Chicago romantic hotels

Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (83 reviews)
"nice little place! quiet area "
United States
Nayeli A.
The price is AED 393
AED 748 total
includes taxes & fees
14 Jun - 15 Jun
Master qtr close to nature & easy urban facilities
Interior

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

Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Downtown Evanston
9.8 out of 10, Exceptional, (37 reviews)
"Property is very well appointed, very comfortable, and conveniently located. Underground parking was great! Host was super attentive. Would definitely stay again!"
United States
Melinda L.
The price is AED 610
AED 1,268 total
includes taxes & fees
3 Jun - 4 Jun
Executively Appointed Condo, w/resort amenities, IND GAR, Pool, Gym+ Biz Lounge
Dining

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Evanston
9.8 out of 10, Exceptional, (56 reviews)
"Great stay!"
United States
Angela D.
The price is AED 929
AED 1,823 total
includes taxes & fees
3 Jun - 4 Jun
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Interior

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Miller Beach
9.0 out of 10, Wonderful, (36 reviews)
"Our family of 4 2 dogs stayed here to enjoy the lake. Short walk to the water, nice comfortable house. We had a great stay. Highly reccommend. "
United States
Kat R.
The price is AED 857
AED 2,203 total
includes taxes & fees
17 Jun - 18 Jun
Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Beach nearby

Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails

Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Miller Beach
8.8 out of 10, Excellent, (48 reviews)
"Great place and great location "
United States
Travis B.
The price is AED 1,034
AED 2,822 total
includes taxes & fees
14 Jun - 15 Jun
Huge yard, Family-friendly, Hot Tub, walk to Beach, Dunes, Hiking Trails
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (40 reviews)
"Great place to stay near St. Charles/Geneva. Will definitely stay again next time we visit. Plenty of room, great view, super easy access to west suburbs, North Ave./Randal Rd,/25/31, but tucked away from the hustle and bustle etc. Host was great, respected our privacy. Super hot shower! "
United States
Elsa L.
The price is AED 698
AED 958 total
includes taxes & fees
8 Jun - 9 Jun
Riverfront rental
Fridge, microwave, oven, stovetop

Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities

Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities
Miller Beach
8.0 out of 10, Very Good, (22 reviews)
"Short drive to National Park and State Park hikes! Short walk to very nice beach area! Wonderful place to stay, fully stocked and plenty of room for 2 adults and 2 teens… and a dog!"
United States
Erica R.
The price is AED 1,180
AED 3,010 total
includes taxes & fees
7 Jun - 8 Jun
Smart Home, direct Beach Dunes Nat’l Park access, luxury amenities
Fridge, microwave, oven, stovetop

Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat`l Park

Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat`l Park
Miller Beach
8.6 out of 10, Excellent, (29 reviews)
"A plus thanks"
United States
Anonymous traveler
The price is AED 974
AED 2,841 total
includes taxes & fees
17 Jun - 18 Jun
Modern Beach Bungalow, Hot tub, Firepit, Foosball, IN Dunes Nat`l Park
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.
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Top Chicago Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4/10 Poor
"The room wasn't clean when we entered. There was no fitted sheet on the bed. There were water stains on the ceiling."
Spencer 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection - Magnificent Mile

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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 Valentino Vineyards, Broken Earth Winery, or Lynfred 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 501 - Three Bedroom Penthouse 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 303 - Two Bedroom and The Neighborhood Hotel - Lincoln Park 403 - 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 Michigan Avenue, Soldier Field, or Navy Pier 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.