Find Romantic Hotels in The Loop, IL

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    one key icon
    Treat yourself
    Save instantly and earn perks with One Key
    today icon
    Change your mind
    Book hotels with free cancellation

Pick from 38 The Loop Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Great place in the middle of everything. Loved the window seat, the filtered tap water in the bathroom and the very generous-sized complimentary pastries and tea/coffee for breakfast. Hotel restaurant is still under construction, but there are a ton of restaurants within walking distance so not a problem at all. Valet parking has in/out privileges. Staff very friendly, helpful and responsive. "
The price is SAR 746
SAR 858 total
includes taxes & fees
27 Jum. I - 28 Jum. I
L7 Chicago by LOTTE
Exterior
Pendry Chicago
4.5 star property
9.4 out of 10, Exceptional, (694)
"Beautiful property, lovely staff, very well-located for a weekend trip to Chicago where we needed to be near the Loop. "
The price is SAR 919
SAR 1,233 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Pendry Chicago
Exterior
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3522)
"Great hotel with a great staff, the lobby bar is relaxing and the rooftop bar is great as well."
The price is SAR 739
SAR 852 total
includes taxes & fees
27 Jum. I - 28 Jum. I
LondonHouse Chicago, Curio Collection by Hilton
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is SAR 881
SAR 1,135 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Virgin Hotels Chicago
Front of property
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1001)
"Super cute hotel; I appreciate the attention to detail! And the complimentary water bottle and glass of wine hit the spot after a long day of travel!"
The price is SAR 560
SAR 746 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Staypineapple, An Iconic Hotel, The Loop
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1925)
"location"
The price is SAR 746
SAR 974 total
includes taxes & fees
27 Jum. I - 28 Jum. I
The Royal Sonesta Chicago Downtown
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3483)
"Paid for a suite but it was very loud at night from other room and cleaning staff. Even as late as midnight. "
The price is SAR 587
SAR 789 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Hyatt Regency Chicago
Lobby
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1000)
"I like the location, equiments, staff serve"
The price is SAR 934
SAR 1,077 total
includes taxes & fees
26 Jum. I - 27 Jum. I
The Blackstone, Autograph Collection
Pool
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1000)
"Wonderful old Building full of amazing history. "
The price is SAR 746
SAR 968 total
includes taxes & fees
27 Jum. I - 28 Jum. I
Chicago Athletic Association, a Hyatt Hotel
Exterior
theWit Chicago, a Hilton Hotel
4.5 star property
8.8 out of 10, Excellent, (1000)
"My husband and I loved this hotel!! It was within walking distance to everything we wanted to do during our stay! It was super clean, smelled great and staff were super friendly. It was an overall great stay! I think the only 2 complaints I have is that there was no iron and no dryer that we could use. We planned to go to The rooftop lounge one night and after my husband's shirt being packed up in the bag after our flight, it was wrinkled and we could hardly get the wrinkles out with the little...
The price is SAR 878
SAR 1,238 total
includes taxes & fees
26 Jum. I - 27 Jum. I
theWit Chicago, a Hilton Hotel
Don't see what you're looking for?
See all available properties in The Loop
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.

Frequently asked questions

Searching for romantic hotels in The Loop?
If you and your partner need a romantic escape, we’ve got just the thing. Our guests also love The Loop for its stunning architecture, top museums, and popular art scene. If you want to explore the area, you might head to Grant Park, Millennium Park, or Willis Tower. If you’re interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
How many romantic hotels will we find in The Loop?
Expedia has 6 romantic The Loop hotels for you both to enjoy.
When is the best time to visit The Loop?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What is there to do in The Loop?
There’s nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in The Loop. If you’re hoping to experience some of the local culture, you’ll love The Loop for its stunning architecture, top museums, and popular art scene. You might think about stopping by Grant Park, Millennium Park, or Willis Tower while you’re seeing the sights.
What's the best way to get to The Loop and around town during my romantic getaway?
These transportation options in The Loop might help your romantic getaway go off without a hitch: The closest major airport is Chicago Midway Airport (MDW), located 8.8 mi (14.1 km) away. Nearby metro stations include Washington Station, Lake Station, and State Station.

Recent reviews of The Loop hotels
Expedia verified reviews