West Town Vacations from $775
Book a Hotel + Flight or Car together to unlock savings
Your West Town Vacation
West Town is beckoning! Whatever type of getaway you have in mind, you can experience and see more of this neighborhood with a West Town vacation package. Your trip to West Town wouldn't be complete without a stop at major attractions nearby such as University of Illinois Chicago, United Center and Anna and Frederick Douglass Park. Don't just think about it — turn it into a reality! Lock in your ultimate West Town vacation with Expedia and experience travel your way.
The Latest West Town Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North
Downtown Chicago
Save 100% on your flight
Price was $1,219, price is now $775 per person
$775
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $1,414, price is now $857 per person
$857
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,518 reviews)
Perfect location and staff was great!
Reviewed on Jun 27, 2026
Level Chicago Fulton Market
Downtown Chicago
Save 100% on your flight
Price was $1,277, price is now $809 per person
$809
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $1,190, price is now $778 per person
$778
per person
Sep 13 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Where to stay in West Town
Find the best West Town areas and neighborhoods for the activities you enjoy most. Learn more about West Town
Downtown Chicago
5 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.
West Town Hotel Deals
STAY
1415 Ashland Ave Chicago IL
$90 nightly
The price is $101 total per night from Jun 29 to Jun 30
$101 total
Jun 29 - Jun 30
Total with taxes and fees
7.6/10 Good! (233 reviews)
"Room was dirty, shower grout featured black mold, the first room they tried to put me in smelled horrible they had to put me in another room which was really dirty. Just spend the extra dollars and stay at an actual hotel. When approached about the cleanliness they tried to gaslight me that "they ..."
Reviewed on Jun 20, 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
$136 nightly
The price is $162 total per night from Jun 30 to Jul 1
$162 total
Jun 30 - Jul 1
Total with taxes and fees
8/10 Very Good! (10,133 reviews)
"The hotel is a bit run down, but my room was very clean. The breakfast was good, although it is not included, and for some reason I thought it was. The receptionist was amazing. She was very kind and allowed me to check in early, which I really appreciated. The location is also excellent. I’m giving ..."
Reviewed on Jun 26, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $175 total per night from Jul 5 to Jul 6
$175 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (4,464 reviews)
"Location was great. Everything at the hotel from checkin to chef out was very smooth."
Reviewed on Jun 26, 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 West Town 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
- House of Blues Chicago
- Chicago Water Tower
- 311 S Wacker Dr
- Willis Tower
- Aldo Castillo Gallery
- Grant Park
- Rookery
- Goodman Theater
- Robie House
- 900 North Michigan Shops
- Aon Center
- Ohio Street Beach
- Marina City
- Fourth Presbyterian Church
- The East Bank Club
- Wicker Park Vacations
- Depaul University-Lincoln Park
- Depaul University-Loop Campus
- International Museum of Surgical Science
- Oak Street Beach
- Depaul Art Museum
- Flat Iron Building
- Millennium Park
- Harold Washington Library Center
- Mary Bartelme Park
- Ronald McDonald House near Lurie Children’s
- Ann and Robert H. Lurie Children's Hospital
- Apollo Theater Chicago
- Cadillac Palace Theatre
- Navy Pier
- Humboldt Park
- Monique Meloche Gallery
- Packer Schopf Gallery
- 333 West Wacker Drive
- United Center
- Montrose Beach
- Roosevelt University
- Chicago Vacations
- Farm-In-The-Zoo
- Skydeck Ledge
- St. John Cantius Church
- Civic Opera House
- North Avenue Beach
- Water Tower Place
- Wrigley Building
- West Loop Vacations
- Magnificent Mile Vacations
- Armitage Avenue
- St Nicholas Ukrainian Catholic Cathedral
- Carbide and Carbon Building
- Chicago Board of Trade Building
- The Salt Shed
- Chicago City Hall
- Annunciation Greek Orthodox Cathedral
- Unity Temple
- Jane Addams' Hull-House Museum
- Michigan Avenue Bridge
- Chicago Children's Museum
- Picasso Statue
- Downtown Chicago Vacations
- Cooking & Hospitality Institute of Chicago
- Garfield Park Conservatory
- Holy Name Cathedral
- Merchandise Mart
- 360 CHICAGO
- Lincoln Park Zoo
- Baha'i House of Worship
- Goose Island Vacations
- Richard J. Daley Center
- Tribune Tower
- University of Illinois Chicago
- Shops at North Bridge
- Lighthouse ArtSpace Chicago
- Chase Tower
- Dave & Buster's
- St. James Cathedral
- Lincoln Park Conservatory
- Near North Side Vacations
- Holy Trinity Russian Orthodox Cathedral
- Cibc Theatre
- Chicago Place Mall
- Advocate Illinois Masonic Medical Center
- Bally's Casino Chicago
- Driehaus Museum
- Marshall Field Building
- Art Institute of Chicago
- St. Josaphat Church
- Northwestern Memorial Hospital
- Gorilla Tango Theatre
- Henry Gerber House
- Chicago Cultural Center
- Chicago Riverwalk
- Wrigley Field
- Buckingham Fountain
- Cyrus McCormick Mansion
- Daley Plaza
- Richard Norton Gallery
- River North Vacations
- Michigan Avenue
- Chicago History Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.