West Loop Vacations from $296
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Your West Loop Vacation
Avoid the hassle of travel planning with a West Loop vacation package. With everything organized before you go, all that's left to do is enjoy this riverside neighborhood's cafes, bars and pubs and dining. Some leading nearby attractions to check out during your trip to West Loop include University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Expedia will help turn your dream West Loop vacation into reality, whatever your travel plans or budget.
The Latest West Loop Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
$838
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
A very pretty hotel that is clean and has nice restaurants. The free breakfast buffet is unreal!
Reviewed on Aug 12, 2026
The Whitehall Hotel, BW Premier Collection
Downtown Chicago
$474
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (3,933 reviews)
Where to start…. 1. The “free” breakfast was absolutely awful. Some really big bowls full of cereal, some fruit and a lot of bread. Honestly, one of the worst breakfast buffet I have ever seen. 2. The AC went out in our room and it was over 87° all night. Horrible night sleep. They couldn’t help until the next morning. Yes, they gave us a new room… but why couldn’t they do that overnight. Location was great, but that’s the only plus.
Reviewed on Aug 12, 2026
Where to stay in West Loop
Find the best West Loop areas and neighborhoods for the activities you enjoy most. Learn more about West 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
Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.
Magnificent Mile
Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.
River North
Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.
Theatre District
While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).
West Loop Hotel Deals
Holiday Inn & Suites Chicago - Downtown by IHG
506 West Harrison Street Chicago IL
$167 nightly
$199 total
Sep 8 - Sep 9
Total with taxes and fees
8.6/10 Excellent! (1,144 reviews)
"The check-in process was very smooth and the room was clean. We had breakfast and the staff member there was an absolute sweetheart! She made our day!"
Reviewed on Aug 12, 2026
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
$156 nightly
$185 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (2,493 reviews)
"We really enjoyed our stay at the Crowne Plaza Chicago West Loop. For a Chicago trip, the location was very convenient for getting downtown and around the city, and the price was extremely reasonable compared with many other hotels in the area. There are also several great restaurants nearby, which ..."
Reviewed on Aug 12, 2026
The Emily Hotel
311 North Morgan Street Chicago IL
$287 nightly
$342 total
Aug 23 - Aug 24
Total with taxes and fees
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 West Loop attractions
Union Park
After visiting Union Park, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
The Old Post Office
You can find out about the history of Chicago with a stop at The Old Post Office. Discover the entertainment choices and notable monuments in this vibrant area.
City Winery
You can enjoy a show at City Winery during your trip to Chicago. Stroll along the riverfront or experience the acclaimed theater scene in this vibrant area.
Bottom Lounge
After visiting Bottom Lounge, make a plan to see the other sights and activities in Chicago. Experience the fascinating museums and entertainment choices in this vibrant area.
Garcia's Chicago
Garcia's Chicago is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or visit the notable monuments in this vibrant area.
Cobra Lounge
After visiting Cobra Lounge, make a plan to see the other sights and activities in Chicago. Stroll along the riverfront or experience the entertainment choices in this vibrant area.
Old St Patrick’s Church
Learn about the local history of Chicago with a stop at Old St Patrick’s Church. Discover the acclaimed art scene and notable monuments in this vibrant area.
Randolph Street Market
Enjoy an outing to Randolph Street Market during your stay in Chicago. Stroll along the riverfront or experience the acclaimed art scene in this vibrant area.
Things to do
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
$25
per adult
90% of travellers recommend
Explore a world of travel with Expedia
- The Salt Shed
- Chicago City Hall
- Grant Park
- Chicago Water Tower
- Michigan Avenue Bridge
- Marina City
- Packer Schopf Gallery
- Chicago Symphony Orchestra
- Mary Bartelme Park
- Driehaus Museum
- Northwestern Memorial Hospital
- Old Colony Building
- Goodman Theater
- Cna Center
- Picasso Statue
- Richard J. Daley Center
- Gen. John Logan Memorial
- Magnificent Mile Vacations
- Cadillac Palace Theatre
- Jane Addams' Hull-House Museum
- Skydeck Ledge
- Chicago Temple
- Art Institute of Chicago
- Fisher Building
- The East Bank Club
- Chase Tower
- St. Basil Greek Orthodox Church
- University of Illinois Chicago
- Columbia College Chicago
- Film Row Cinema
- River North Vacations
- Montrose Beach
- Chicago Museum Campus Vacations
- United Center
- Crown Fountain
- Harold Washington Library Center
- Wrigley Building
- St. John Cantius Church
- Downtown Chicago Vacations
- North Avenue Beach
- Shops at North Bridge
- Chicago Vacations
- Water Tower Place
- Unity Temple
- Chicago Place Mall
- Millennium Park
- Buckingham Fountain
- Ping Tom Memorial Park
- Oak Street Beach
- Wrigley Field
- International Museum of Surgical Science
- Lincoln Park Zoo
- Maggie Daley Park
- Sullivan Center
- Ronald McDonald House near Lurie Children’s
- House of Blues Chicago
- Rookery
- 311 S Wacker Dr
- Marshall Field Building
- Marquette Building
- Aon Center
- Garfield Park Conservatory
- Robie House
- 900 North Michigan Shops
- Daley Plaza
- Chicago Board of Trade Building
- Chicago Cultural Center
- Dave & Buster's
- Ann and Robert H. Lurie Children's Hospital
- Chicago Riverwalk
- St. James Cathedral
- Fourth Presbyterian Church
- Navy Pier
- Richard Norton Gallery
- Merchandise Mart
- Lincoln Park Conservatory
- Cooking & Hospitality Institute of Chicago
- Monadnock Building
- Maxwell Street Market
- The Loop Vacations
- Roosevelt University
- Depaul University-Loop Campus
- Bally's Casino Chicago
- Cloud Gate
- Carbide and Carbon Building
- Holy Name Cathedral
- Cibc Theatre
- Michigan Avenue
- Ohio Street Beach
- Theatre District Vacations
- Tribune Tower
- 333 West Wacker Drive
- Chicago History Museum
- Civic Opera House
- Chicago Loop Synagogue
- Auditorium Building and Theatre
- Chicago Children's Museum
- State Street
- Willis Tower
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.