
Chicago Romantic Holidays
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Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The stay was good only thing i would say was a disappointment was the bathroom was small and it wasn’t a pool but our stay was great
Reviewed on 8 Jul 2025

Pendry Chicago
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.
Reviewed on 7 Jul 2025

The Royal Sonesta Chicago River North
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,822 reviews)
There are actually 2 of these, except one is located downtown in the middle of all the nightlife. Stay was nice, hotel was clean, staff was great.
Reviewed on 8 Jul 2025

LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,353 reviews)
Professional service. Room service came daily to clean which was very nice. Quality shampoo/conditioner/wash. Great view. Would have liked a microwave, but mini fridge was nice.
Reviewed on 8 Jul 2025

The Royal Sonesta Chicago Downtown
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,643 reviews)
I like how clean the property was. We had a high floor, river view and it was amazing. The ac didn’t really cool the room down much so it was kind of warm and them. The room was very spacious, however this hotel needs bigger showers. My only complaint with the staff was that they told us we could pay for late checkout and the next morning said we couldn’t anymore and had to leave due to the hotel demand. It also took forever for us to get our bags because no one was available. The area was nice and in walking distance to a lot of places. Very nice hotel overall.
Reviewed on 8 Jul 2025
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,796 reviews)
The stay was good only thing i would say was a disappointment was the bathroom was small and it wasn’t a pool but our stay was great
Reviewed on 8 Jul 2025

Pendry Chicago
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,006 reviews)
It’s a great location for walk around the beautiful downtown of Chicago. People were so helpful and friendly. Definitely I’ll consider coming back.
Reviewed on 7 Jul 2025

The Royal Sonesta Chicago River North
Downtown Chicago
per person
21 Aug - 25 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,822 reviews)
There are actually 2 of these, except one is located downtown in the middle of all the nightlife. Stay was nice, hotel was clean, staff was great.
Reviewed on 8 Jul 2025

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
Stay at this 3.5-star boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,150 reviews)
Couples like: adults-only property, hot tub, fireplace, romance packages available
Travellers say...
"The room was absolutely amazing everything the pictures said it would be. Unfortunately as we were leaving i always strip a room and as i did i found a bow tie that was use as handcuffs under the mattress pad. Everything up to that point was absolutely incredible."
Reviewed on 6 Jul 2025

LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive, Chicago, IL
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
9.2/10 Wonderful! (3,352 reviews)
Couples like: full-service spa, couples spa treatments, bar
Travellers say...
"Great stay close to everything"
Reviewed on 6 Jul 2025

Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
Book a stay at this spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,773 reviews)
Couples like: full-service spa, couples spa treatments, happy hour
Travellers say...
"The hotel was located close to the places we wanted to visit. Plus, it's pick up and drop off for car services was great"
Reviewed on 7 Jul 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.