A river with yellow boats, a bridge, and tall buildings.

Search Hotels with Connecting Rooms in The Loop

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Loop Hotels with Connecting Rooms

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for The Loop hotels with connecting rooms

Exterior

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,464 reviews)
The price is ₹15,555
₹18,493 total
includes taxes & fees
5 Jul - 6 Jul
Hilton Chicago/Magnificent Mile Suites
Indoor wedding

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,421 reviews)
"Nice Hotel, rooms are clean , the best for us was the location, i would recommend"
United States
Sergio
The price is ₹15,860
₹22,181 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,440 reviews)
"Staff was great."
United States
Marianne
The price is ₹23,034
₹30,753 total
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago
Breakfast and dinner served

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,826 reviews)
"All around great property and a wonderful location"
United States
Bruce
The price is ₹14,425
₹20,293 total
includes taxes & fees
5 Jul - 6 Jul
Omni Chicago Hotel
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,262 reviews)
"Wonderful stay"
United States
Taylor
The price is ₹11,550
₹16,613 total
includes taxes & fees
5 Jul - 6 Jul
Silversmith Hotel Chicago Downtown
Presidential Suite, 1 Bedroom, Non Smoking | Premium bedding, in-room safe, desk, blackout curtains

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,567 reviews)
"Great stay"
United States
Matt
The price is ₹12,650
₹17,846 total
includes taxes & fees
1 Jul - 2 Jul
Hotel 55 Chicago Downtown
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,116 reviews)
"Good location, friendly staff"
United Kingdom
Philip
The price is ₹14,985
₹20,616 total
includes taxes & fees
6 Jul - 7 Jul
Staypineapple, An Iconic Hotel, The Loop
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,133 reviews)
"Great stay!"
United States
Daniel
The price is ₹12,877
₹15,309 total
includes taxes & fees
30 Jun - 1 Jul
Congress Plaza Hotel
Exterior

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Downtown Chicago
7.8 out of 10, Good, (1,641 reviews)
"Enjoyed our stay"
United States
keary
The price is ₹11,156
₹13,264 total
includes taxes & fees
6 Jul - 7 Jul
The Chicago Hotel Collection - Magnificent Mile
Rooftop bar

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,598 reviews)
"Excellent location, great staff, clean rooms "
Canada
Brigita
The price is ₹13,714
₹18,664 total
includes taxes & fees
28 Jun - 29 Jun
Hyatt Centric The Loop Chicago
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.
View all properties

Top The Loop Hotel Reviews

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Dated hotel with modest upgrades. Spacious room. Nice "grab and go" breakfast bar. Restaurant TORO served good food (branzino and brocolini). However, the hostess had a truly hostile attitude. We complained to the manager but it left us feeling disrespected. The St. Regis was dramatically better."
Larry 3-night trip
Posted 1 hour ago
Fairmont Chicago at Millennium Park

Frequently asked questions

Why book your hotel with connecting rooms in The Loop with Expedia?
With Expedia, it's easy to find your dream hotel with connecting rooms in The Loop. Getting away with the kids? Try out our filters to search for properties with perks like a water park. If you're sticking to a budget, choose how much you want to spend and the preferred star rating of your hotel. We'll help you find the perfect place whatever your getaway looks like.
How can I find cheap hotels with connecting rooms in The Loop?
Expedia can help you narrow down your search for cheap hotels with connecting rooms in The Loop. To book your dream stay in a few quick keystrokes, simply use our handy filter tool to refine your search results by star rating, amenities and budget.

Explore a world of travel with Expedia