West Chicago Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
CA $1,030
per person
Dec 2 - Dec 9
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
room was clean, hotel very nice, parking was a bit annoying as they have no parking directly by the hotel or valet but to be expected with downtown chicago. still would 10/10 recommend
Reviewed on Sep 20, 2026
Level Chicago – Old Town
Downtown Chicago
CA $1,508
per person
Dec 2 - Dec 9
found 11 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Amazing stay. Love the balcony view. Parking was easy and accessible. Will be back!
Reviewed on Sep 19, 2026
Ready to book your vacation to West Chicago?
West Chicago Hotel Deals
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $260
CA $297 total
Oct 4 - Oct 5
includes taxes & fees
Marriott Chicago O'Hare
8535 West Higgins Road Chicago IL
Fully refundableReserve now, pay when you stay
CA $251
CA $294 total
Oct 16 - Oct 17
includes taxes & fees
Loews Chicago O'Hare Hotel
5300 N River Rd Rosemont IL
Fully refundableReserve now, pay when you stay
CA $343
CA $391 total
Oct 2 - Oct 3
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.
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.
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.
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.
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.
What to do in West Chicago
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Frequently asked questions
How much does a West Chicago vacation package cost?
You can grab a vacation package to this popular destination from CA $1,030 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?
- 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.
- 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.
- 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.
- 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.
