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Check availability on Chicago Romantic Hotels

Our top choices for Chicago romantic hotels

Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,603 reviews)
"Great place to stay"
United States
Chameka
The price is AED 739
AED 879 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Chicago/Magnificent Mile Suites
55-inch LCD TV with cable channels, TV, pay movies

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,389 reviews)
"Great stay"
United States
Julie Ann
The price is AED 622
AED 739 total
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE
Lobby

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,669 reviews)
"Great place and great staff."
United States
Robert
The price is AED 683
AED 930 total
includes taxes & fees
16 Aug - 17 Aug
The Allegro Royal Sonesta Hotel Chicago Loop
Cocktail bar

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (3,187 reviews)
"Great location."
United States
Clifton
The price is AED 407
AED 659 total
includes taxes & fees
10 Aug - 11 Aug
Freehand Chicago
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3,584 reviews)
"Clean room and great staff."
United States
Christopher
The price is AED 472
AED 561 total
includes taxes & fees
19 Jul - 20 Jul
Club Quarters Hotel, Central Loop, Chicago
Lobby

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,323 reviews)
"Great location, welcoming staff, comfortable room"
United States
Nick
The price is AED 686
AED 816 total
includes taxes & fees
9 Aug - 10 Aug
River Hotel
Lunch, dinner and brunch served

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,869 reviews)
"Perfect stay."
United States
Mark
The price is AED 624
AED 742 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Place Chicago/River North
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,297 reviews)
"Nice place to stay"
United States
Donilyn
The price is AED 587
AED 810 total
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown
Presidential Suite, 1 Bedroom, Non Smoking | Premium bedding, in-room safe, desk, blackout drapes

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,557 reviews)
"Great stay"
United States
Matt
The price is AED 573
AED 790 total
includes taxes & fees
26 Jul - 27 Jul
Hotel 55 Chicago Downtown
2 restaurants; breakfast, lunch, and dinner served

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,764 reviews)
"I love all about this hotel"
United States
Liliana B
The price is AED 813
AED 1,075 total
includes taxes & fees
9 Aug - 10 Aug
LondonHouse Chicago, Curio Collection by Hilton
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 Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"The location is great, the cleanliness is appreciated and the staff are very helpful. The noise from AC was a bit annoying, but the overall experience was great."
Bissan 11-night trip
Posted 4 hours ago
The Chicago Hotel Collection Ambassador Gold Coast

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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 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 403 - Two 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 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.