West Town Vacation Packages
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Top Holiday Package Deals in West Town
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
CA $1,032
per person
Nov 19 - Nov 24
just found
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
I was excited to stay here and I truly never leave negative reviews, but others should avoid making the same mistake I did paying for this hotel. The staff was very nice and the property looks nice, but it's extremely overpriced. Don't be fooled into paying more for the amenities because none of them work!!
- There was no deadbolt on the hotel room door. If I'm paying $200+ a night, I shouldn't have to barricade the door every night. The balcony door was also unlocked when I arrived.
- No hangers or lotion in the room.
- Sauna and hot tub were "closed for cleaning" for three full days of my stay.
- I needed to consent to a background check in order to confirm my reservation. I called to confirm this because I found it incredibly invasive and unnecessary. Turns out it was real. Wild. Also, there is a $200 PER NIGHT deposit upon arrival. I travel often and I've never seen that before.
- Nonexistent water pressure in the shower. And someone's trash was left in the shower when I arrived.
- Washing machine reeked of mold and was therefore unusable.
- TV and oven didn't work
Overall, if this hotel was $60-80 a night, it'd be great. But, it's a total waste of money. Again, the staff was very nice and helpful (I didn't even include the things they resolved for me during my stay) but I'm not going to bother them about every single amenity that is supposedly included with the room. The things that would make this hotel worth the money are unfortunately all a facade.
Reviewed on Sep 15, 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
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.
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.
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.
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.
Lincoln Park
Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.
West Town Hotel Deals
STAY
1415 Ashland Ave Chicago IL
CA $57
CA $143 total
Oct 6 - Oct 7
includes taxes & fees
7.6/10 Good! (268 reviews)
"Between lessons from colleagues who work at one of the highest ranked hospitality institutions in the world to my work in housing rights advocacy, STAY is the model of nickel and diming a stay for the owner's best interest. While my complains are exhaustive, I will keep it brief. I paid for a stay, ..."
Reviewed on Sep 14, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
CA $216
CA $256 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (5,459 reviews)
"Location was perfect. Staff were nice."
Reviewed on Sep 16, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $212
CA $252 total
Sep 20 - Sep 21
includes taxes & 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.
Frequently asked questions
How much does a West Town vacation package cost?
Starting from as low as CA $1,032, you can customize your West Town package the way you want. Simply bundle hotels, flights and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to West Town?
Just think of all the thrilling things you could do in West Town with extra cash in your wallet. Watch your savings stack up when you combine your hotel and airfare bookings into a West Town vacation package. You have plenty of choice with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 hotel options worldwide. Whether you're taking off with the entire family or adventuring alone, exploring West Town is better with a package.
Where should I stay in West Town?
Visitors come from every corner of the globe to experience University of Illinois Chicago and United Center in West Town. Book a room close to these fantastic attractions to make sightseeing a breeze.
What are the top hotels in West Town?
If this will be your first time in West Town, book a room at Hyatt Place Chicago/Wicker Park or House Of Two Urns B&B. Both offer comfy beds and are popular options with many savvy travelers.
How far in advance should I book my West Town vacation?
Travelers can normally look up international fares on Expedia within 12 months of departure. Booking at the last minute? With a stroke of luck, it's still possible to nab a cheap ticket just weeks before your flight.
What does an Expedia West Town travel package include?
Hotels, car rentals and flights — we connect you to all the best deals. All you'll have to do is pick your favorite combination. After you've made your booking, you can add on the fun stuff like activities and sightseeing tours. Our travel packages make it easy to customize an amazing West Town vacation.
What should I know before booking a West Town travel package?
You'll pick up terrific savings when you bundle your flights, hotels and rental cars into a travel package. Plus, booking everything in one place will make your trip planning easier. So why waste your time or money? Whether you're organizing a luxury romantic escape or a budget family adventure, have a look at our package deals today.
Can I choose my airline with a West Town Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you definitely can. Simply pick your preferred air carrier and put together your ideal West Town vacation.
If I'm not able to travel, can I cancel my West Town vacation package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Locked in your West Town vacation package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For further information, take a look at our Customer Service Portal. We'll help you each step of the way.
Stay near popular West Town attractions
Humboldt Park
7.0/10 (2 reviews)
Humboldt Park is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Experience the fascinating museums and acclaimed art scene in this vibrant area.
Photo by Chandan Rastogi
Milwaukee Avenue
You can enjoy retail therapy at Milwaukee Avenue during your visit to Chicago. Experience the live music and theater scene in this vibrant area.
The Salt Shed
You can get tickets for a performance at The Salt Shed during your stay in Chicago. Experience the live music and theater scene in this vibrant area.
St. John Cantius Church
After visiting St. John Cantius Church, make a plan to see the other sights and activities in Chicago. Experience the acclaimed art scene and fascinating museums in this vibrant area.
Chopin Theatre-Death and Harry Houdini
You can get tickets for a performance at Chopin Theatre-Death and Harry Houdini during your stay in Chicago. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
House Theatre
You can make plans for a show at House Theatre on your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed theater scene.
Subterranean
You can enjoy a show at Subterranean during your stay in Chicago. Experience the live music and theater scene in this vibrant area.
The Chop Shop & 1st Ward
You can enjoy a show at The Chop Shop & 1st Ward during your trip to Chicago. Experience the live music and theater scene in this vibrant area.
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.