West Dundee Vacation Packages

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

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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 $1,119, price is now CA $801 per person
CA $801
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,009 reviews)
The building is located downtown

Reviewed on Oct 31, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,388, price is now CA $1,045 per person
CA $1,045
per person
Dec 18 - Dec 23
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,506, price is now CA $1,068 per person
CA $1,068
per person
Jan 24 - Jan 28
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was CA $1,319, price is now CA $948 per person
CA $948
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
Excellent experience. Thank you.

Reviewed on Oct 31, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,637, price is now CA $1,188 per person
CA $1,188
per person
Jan 2 - Jan 7
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)

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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 $122 per night from Nov 1 to Nov 2
CA $122
CA $136 total
Nov 1 - Nov 2
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 $96 per night from Nov 9 to Nov 10
CA $96
CA $108 total
Nov 9 - Nov 10
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 1 to Nov 2
CA $126
CA $143 total
Nov 1 - Nov 2
includes taxes & fees
7.4/10 Good! (2,050 reviews)
"I had an outstanding stay and the manager went out of his way to make sure I had transportation to the airport very early in the morning."

Reviewed on Oct 30, 2026

Super 8 by Wyndham Chicago O'Hare Airport
See all 550 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
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Family Vacations
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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 $801 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.