The Loop Vacations from $473
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Your The Loop Vacation
Experience the best that The Loop has to offer with a tailor-made The Loop vacation package. From its bars and pubs and history to its festivals, get ready to fall for the charms of this food-lovers neighborhood. Your trip to The Loop wouldn't be complete without seeing popular attractions nearby such as Millennium Park, Willis Tower and Art Institute of Chicago. Expedia can help you turn your ideal The Loop vacation into reality, no matter your budget or travel plans.
The Latest The Loop Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Save 100% on your flight
Price was $723, price is now $473 per person
$473
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,037 reviews)
Hotel is small, but very clean, staff is terrific. Room was small for a double but that’s how it rolls in the big city. Valet parking if you’re driving in. And if you’re into the Chicago Cubs, it’s about a 20 minute Uber ride to Wrigley Field. There’s a Dunkin’ a half block away and a 7-Eleven one block away for emergency coffee, breakfast sandwiches and anything else you might need.
Reviewed on Jul 22, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,036, price is now $660 per person
$660
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,714 reviews)
Clean Room, friendly staff, great breakfast, well organized.
Reviewed on Jul 22, 2026
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
Save 100% on your flight
Price was $791, price is now $505 per person
$505
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,913 reviews)
Our room did not have air conditioning that worked properly. I called the front desk immediately when I realized there was no thermostat or way to control the temperature in the room. The room was extremely hot. They sent maintenance who stated that he reset the system in our room so it should start to cool down. He offered a box fan to cool the room down faster, which I said yes to. With the fan, the room was still quite uncomfortably hot, but I figured it would continue to cool overnight. We woke up around 2am completely drenched in sweat because the system stopped working again and the fan was only blowing hot air around. We checked out as quickly as we were able to the next morning.
The room was tiny, it’s really not feasible for more than 1 person to occupy the room based on the amount of space. Would NOT recommend, especially given the price!
Reviewed on Jul 22, 2026
Where to stay in The Loop
Find the best The Loop areas and neighborhoods for the activities you enjoy most. Learn more about The Loop
Downtown Chicago
4 out of top 10 points of interest in this area
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.
The Loop Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $217 total per night from Aug 10 to Aug 11
$217 total
Aug 10 - Aug 11
Total with taxes and fees
River Hotel
75 East Wacker Drive Chicago IL
$194 nightly
The price is $231 total per night from Aug 9 to Aug 10
$231 total
Aug 9 - Aug 10
Total with taxes and fees
8.8/10 Excellent! (5,323 reviews)
"Very small room. Bed was against the wall basically with very little room to move around. Nice that dogs stay free, and the location is good. But other than that it’s not exactly a place for more than one night. The common areas didn’t have AC, and the carpet in the room felt gross. Not at all worth ..."
Reviewed on Jul 22, 2026
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St Chicago IL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $248 total per night from Aug 16 to Aug 17
$248 total
Aug 16 - Aug 17
Total with taxes and fees
9/10 Wonderful! (2,697 reviews)
"The room looked better than I expected. It was very spacious for me and my partner. The room was clean and had everything I needed: iron and board, a refrigerator, blackout curtains, etc."
Reviewed on Jul 21, 2026
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.
Stay near popular The Loop attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
$41
per adult
94% of travellers recommend
Explore a world of travel with Expedia
- Columbia College Chicago
- Monadnock Building
- Jane Addams' Hull-House Museum
- Wrigley Field
- Fisher Building
- Aon Center
- Chicago Cultural Center
- Richard J. Daley Center
- Roosevelt University
- Cibc Theatre
- Cna Center
- United Center
- Crown Fountain
- Merchandise Mart
- Skydeck Ledge
- Marina City
- Richard Norton Gallery
- St. James Cathedral
- Art Institute of Chicago
- Old Colony Building
- Gen. John Logan Memorial
- Chicago Loop Synagogue
- Fourth Presbyterian Church
- Shops at North Bridge
- Santa Fe Building
- Millennium Park
- Chicago Board of Trade Building
- Tribune Tower
- Amazing Chicago's Funhouse Maze
- Chicago Museum Campus Vacations
- Sullivan Center
- Chicago Place Mall
- Picasso Statue
- International Museum of Surgical Science
- Ronald McDonald House near Lurie Children’s
- Chase Tower
- University of Illinois Chicago
- Harold Washington Library Center
- North Avenue Beach
- Buckingham Fountain
- Unity Temple
- The East Bank Club
- Water Tower Place
- 333 West Wacker Drive
- Ohio Street Beach
- Grant Park
- 311 S Wacker Dr
- Ann and Robert H. Lurie Children's Hospital
- Chicago Children's Museum
- Bridgehouse and Chicago River Museum
- Chicago City Hall
- Rookery
- Cloud Gate
- Magnificent Mile Vacations
- House of Blues Chicago
- Chicago Water Tower
- Marshall Field Building
- Lincoln Park Zoo
- Michigan Avenue Bridge
- Civic Opera House
- Cadillac Palace Theatre
- Lincoln Park Conservatory
- Bally's Casino Chicago
- State Street
- Chicago Vacations
- Goodman Theater
- Michigan Avenue
- Robie House
- Driehaus Museum
- The Salt Shed
- Navy Pier
- Ping Tom Memorial Park
- Oak Street Beach
- Film Row Cinema
- Chicago Architecture Foundation
- Marquette Building
- Daley Plaza
- Willis Tower
- Chicago History Museum
- Pontiac Building
- 900 North Michigan Shops
- Northwestern Memorial Hospital
- Holy Name Cathedral
- Carbide and Carbon Building
- Chicago Riverwalk
- Chicago Symphony Orchestra
- Auditorium Building and Theatre
- Montrose Beach
- Cooking & Hospitality Institute of Chicago
- Maggie Daley Park
- Haskell Building
- Depaul University-Loop Campus
- Downtown Chicago Vacations
- Dave & Buster's
- Chicago Temple
- River North Vacations
- Theatre District Vacations
- Symphony Center
- Wrigley Building
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.