West Dundee Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your West Dundee Vacation

With one of our vacation packages to West Dundee, you'll have limitless opportunities for excitement and adventure. There's a lot to look forward to, including its rich history and family-friendly attractions. Fill your spare time with visits to Grand Victoria Casino, Santas Village and NOW Arena, some of the attractions you just have to see during a trip to West Dundee. Whoever you're heading away with and whatever your bank balance, your ultimate West Dundee vacation is just a few clicks away with Expedia.

Top West Dundee Vacation Deals

Price found within the past 48 hours. Click for updated prices.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
Downtown Chicago
Price was CA $1,164, price is now CA $823 per person
CA $823
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
I booked this hotel through hotwire and experienced numerous problems. I won't go into all the issues, but trust that there were many. I want to bring attention to the fact that a front desk manager lied to me about a room refund. I contacted the front office manager and he ignored my messages. I tried to contact the hotel manager, but his email address conveniently doesn't receive messages. This may seem like a nice hotel but the service is 1 star at best. The employees do the bare minimum and as I stated, lied to appease customers. Hotwire was less that helpful with the situation, so I won't be using them again. I worked in hotel for many years in various capacities, so I know what tasks the employees can manage. Apparently this hotel is not interested in repeat business.

Reviewed on Oct 27, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,529, price is now CA $971 per person
CA $971
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
This place is great and clean

Reviewed on Oct 26, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

4.5 out of 5
Downtown Chicago
Price was CA $1,882, price is now CA $1,302 per person
CA $1,302
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,400, price is now CA $973 per person
CA $973
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
The stay was everything I love the view and peaceful. Thank you

Reviewed on Oct 26, 2026

citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
Downtown Chicago
Price was CA $1,400, price is now CA $1,010 per person
CA $1,010
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (4,348 reviews)

Ready to book your vacation to West Dundee?

 

Choose your dates

West Dundee Hotel Deals

Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago

3 out of 5
2175 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Nov 11 to Nov 12
CA $124
CA $139 total
Nov 11 - Nov 12
includes taxes & fees
Best Western Plus Elgin - Chicago
Extended Stay America Suites Chicago Elgin West Dundee

Extended Stay America Suites Chicago Elgin West Dundee

2.5 out of 5
2185 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Oct 28 to Oct 29
CA $91
CA $102 total
Oct 28 - Oct 29
includes taxes & fees
Extended Stay America Suites Chicago Elgin West Dundee
Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave Elk Grove Village IL
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 2 to Nov 3
CA $126
CA $143 total
Nov 2 - Nov 3
includes taxes & fees
Super 8 by Wyndham Chicago O'Hare Airport
See all 555 properties in West Dundee
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular West Dundee attractions

Randall Oaks Golf Club

7.4/10 (12 reviews)
Enjoy a round of golf in West Dundee at Randall Oaks Golf Club. While in this family-friendly area, you can enjoy the restaurants.
See properties

Frequently asked questions

How much does a West Dundee vacation package cost?
Offering great value package deals from CA $823 on Expedia, you'll be surprised at how little a vacation to West Dundee costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to West Dundee?
You can typically find reduced prices and better availability in November, December and January. Check out our cheap West Dundee vacation packages and you could score some excellent off-season deals.
How many days is enough for West Dundee?
With a well-planned itinerary, you can easily tick off the main West Dundee attractions in a handful of days. But if you prefer to discover hidden gems or take day trips, think about booking your West Dundee vacation for longer.
How to find the best West Dundee package deals?
Use Expedia's filter tool to help you find some terrific West Dundee package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for West Dundee package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a West Dundee vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still get the freedom to create a customized West Dundee vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to West Dundee?
If you're considering an impromptu West Dundee adventure, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to West Dundee?

  1. Choose the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to West Dundee.
  2. Set a budget: Consider expenses like flights, meals and transportation when calculating how much to put aside for your trip to West Dundee. Then, select a hotel that fits your budget, whether that's a wallet-friendly option or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the sights and activities you want to experience in West Dundee. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a West Dundee 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.