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Find Romantic Hotels in Downtown Chicago from S$259

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Check availability on Downtown Chicago Romantic Hotels

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Downtown Chicago romantic hotels

2 bars/lounges

1. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,478 reviews)
"Great hotel in great location"
United States
Emily
The price is S$421
includes taxes & fees
2 Sept - 3 Sept
Hyatt Regency Chicago
Front of property

2. Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,913 reviews)
"Very nice and rooms were amazing. Loved the location and the breakfast buffet!"
United States
Cicely
The price is S$371
includes taxes & fees
30 Aug - 31 Aug
Hotel Riu Plaza Chicago
Exterior

3. Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,499 reviews)
"Great stay and staff"
United States
Treniscia
The price is S$310
includes taxes & fees
16 Aug - 17 Aug
Hyatt Place Chicago/Downtown - The Loop
Lunch, dinner and brunch served

4. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,889 reviews)
"Great location, good breakfast and super nice staff"
United States
Michelle
The price is S$259
includes taxes & fees
16 Aug - 17 Aug
Hyatt Place Chicago/River North
Premium bedding, in-room safe, desk, blackout curtains

5. Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,019 reviews)
"Great location, great staff, and comfy hotel."
United States
Zachary
The price is S$282
includes taxes & fees
30 Aug - 31 Aug
Courtyard by Marriott Chicago Magnificent Mile
Lobby

6. Aloft by Marriott Chicago Mag Mile

Aloft by Marriott Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,339 reviews)
"Unique property, great location. Would stay here again."
United States
Donna
The price is S$288
includes taxes & fees
16 Aug - 17 Aug
Aloft by Marriott Chicago Mag Mile
Indoor pool

7. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,182 reviews)
"Amazing stay"
United States
Jose
The price is S$432
includes taxes & fees
30 Aug - 31 Aug
InterContinental Chicago Magnificent Mile by IHG
55-inch LCD TV with cable channels, TV, pay films

8. L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,494 reviews)
"Great stay"
United States
Julie Ann
The price is S$394
includes taxes & fees
17 Aug - 18 Aug
L7 Chicago by LOTTE
Executive lounge

9. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,293 reviews)
"Clean room, staff was very helpful, and location was great and certainly accessible to many locations"
United States
Allan
The price is S$532
includes taxes & fees
2 Sept - 3 Sept
Fairmont Chicago at Millennium Park
Lobby

10. Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,596 reviews)
"Very nice place to stay and close to everything!"
United States
Sally
The price is S$281
includes taxes & fees
30 Aug - 31 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
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 Downtown Chicago Hotel Reviews

L7 Chicago by LOTTE

L7 Chicago by LOTTE

8/10 Good
"The hotel was super cute and the staff was very friendly and helpful! My friends and I came to town for Lollapalooza and stayed 4 nights. Couple things I will say, the beds are not super comfortable unfortunately. Also, the breakfast from the restaurant downstairs wasn’t great. However, it was nice to see a hotel doing room service even if it was just brought up in a to go bag. Overall we enjoyed our stay but would probably stay somewhere else for our next time in town."
Lila 4-night trip
Posted 1 hour ago
L7 Chicago by LOTTE

Frequently asked questions

Searching for romantic hotels in Downtown Chicago?
Are you looking for a romantic getaway? Couples choose Downtown Chicago for its stunning river views and popular theatre scene. You might want to spend some time strolling hand in hand through the natural surroundings with a visit to Millennium Park, Grant Park or Maggie Daley Park. Whether you want to sip a glass of champagne or get a couples' massage, you'll be sure to find accommodation in Downtown Chicago to make for a relaxing weekend away.
What is there to do in Downtown 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 Downtown Chicago. If you're hoping to experience some of the local culture, you'll love Downtown Chicago for its stunning architecture, top museums and popular theatre scene. You might think about visiting Michigan Avenue, Navy Pier or Lake Michigan.
What's the best way to get to Downtown Chicago and around town during my romantic getaway?
This information about transportation options in Downtown Chicago might help your romantic trip get off to a smooth start: If you're looking to fly in, the closest major airport is iChicago Midway Airport (MDW), located 8.9 mi (14.3 km) away. Nearby metro stations include State Station, Clark-Lake Station and Lake Station.

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