West Chicago Vacation Packages

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Your West Chicago Vacation

Build a custom vacation package to West Chicago and get ready to experience this amazing city how you want. Think about spending time in the neighborhood of Medinah, which is good for golfing and more. A trip to West Chicago is an excellent opportunity to go sightseeing. Be sure to look around popular attractions like Arcada Theater, Wheaton College and Fabyan Villa Museum & Japanese Garden. Whoever you're heading away with and whatever you want to spend, your dream West Chicago vacation is only clicks away with Expedia.

Top West Chicago Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

Downtown Chicago
CA $1,303
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,899 reviews)
Our shower head continually sprayed the bathroom floor. The shower curtain needed to be longer.

Reviewed on Aug 22, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,851
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (550 reviews)
Great staff and amenities. Beautiful pool, bbq area and more. Terrific room Only issues was parking was $68 a day, plus incidental holds of $200 per day. Security is strong and is close to Fulton Market and we would walk over to the RiverWalk every day As the hotel is permanent residents and renters security is job 1. Problems you have to go to the third floor to get a baggage cart and you have to leave your drivers license, which I didn’t care for and to get into the garage you have to call security and more than once no one answered and you had to go into the building and find them. For the money your room key or a key pad should allow you in.

Reviewed on Aug 21, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
CA $1,824
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
The Talbott, Autograph Collection

The Talbott, Autograph Collection

Downtown Chicago
CA $1,745
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (157 reviews)
Beautiful room. Great location. Will be back.

Reviewed on Aug 22, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago
CA $2,174
per person
Oct 23 - Oct 30
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,638 reviews)
I absolutely loved my stay. It was in the perfect location. Walking distance to every site to see. Their customer customer service was great. As well as the in house dining. I definitely will stay here again the next time I visit Chicago

Reviewed on Aug 22, 2026

Ready to book your vacation to West Chicago?

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West Chicago Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $345
CA $405 total
Sep 12 - Sep 13
includes taxes & fees
Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $233
CA $265 total
Aug 30 - Aug 31
includes taxes & fees
Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL
Fully refundable
CA $209
CA $238 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (2,960 reviews)
"good location for business travelers, airport hotel for a night or two stays good location for conference center,"

Reviewed on Aug 23, 2026

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 1,347 properties in West 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.

Stay near popular West Chicago attractions

Prairie Landing

4.8/10 (3 reviews)
Enjoy a round of golf in West Chicago at Prairie Landing. Attend a sporting event in this family-friendly area.
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Dupage Expo Center

6.8/10 (3 reviews)
After visiting Dupage Expo Center, make a plan to see the other sights and activities in West Chicago. Attend a sporting event in this family-friendly area.
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St Andrews Golf and Country Club

5.4/10 (3 reviews)
Enjoy a round of golf in West Chicago at St Andrews Golf and Country Club. Attend a sporting event in this family-friendly area.
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American Science & Surplus Store

6.0/10 (2 reviews)
Take the family on an outing to American Science & Surplus Store during your trip to West Chicago. You can attend a sporting event while in the area.
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What to do in West Chicago

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in West Chicago

Frequently asked questions

How much does a West Chicago vacation package cost?
You can grab a vacation package to this popular destination from CA $1,303 on Expedia. However, how much your vacation to West Chicago costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to West Chicago?
You're likely to find lower rates and better availability in January, September and December. Explore our cheap West Chicago vacation packages and you could score some excellent off-season deals.
How many days is enough for West Chicago?
With a well-organized schedule, you can easily tick off the top West Chicago sights in a few days. But if you prefer to discover hidden gems or go on day trips, think about booking your West Chicago vacation for longer.
Is it worth booking a vacation package to West Chicago?
During your West Chicago vacation, you can count on experiencing some top-notch nature and golfing. Leave enough room in your schedule to check out major sights like St Andrews Golf and Country Club and Prairie Landing.
How to find the best West Chicago package deals?
Finding a cheap West Chicago package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly West Chicago package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a West Chicago vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights separately. Better still, you can tailor your West Chicago escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to West Chicago?
Score fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for an impromptu West Chicago vacation.
How to plan a trip to West Chicago?
  1. Choose when to get away: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit West Chicago.
  2. Plan your budget wisely: In addition to the cost of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may arise during your trip to West Chicago.
  3. Decide how many days away: Start by making a list of all the attractions and activities you want to get to in West Chicago. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a West Chicago vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.