Sycamore Vacation Packages

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Your Sycamore Vacation

Our vacation packages to Sycamore offer endless opportunities to uncover new sights, sounds and tastes. And with all the planning worked out, you can relax and enjoy your city adventure without a worry in the world. Like to venture out and explore? Northern Illinois University, Huskie Stadium and Ellwood House Museum are among the top-rated places to visit during your trip to Sycamore. Your ultimate Sycamore vacation is just clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

Top Sycamore Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Price was CA $1,135, price is now CA $745 per person
CA $745
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (282 reviews)
The staff were excellent

Reviewed on Aug. 21, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $2,170, price is now CA $1,307 per person
CA $1,307
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,793, price is now CA $1,090 per person
CA $1,090
per person
Oct 19 - Oct 22
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on Aug. 25, 2025

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was CA $1,699, price is now CA $1,070 per person
CA $1,070
per person
Oct 6 - Oct 10
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
We loved the experience! We shall come back again😊

Reviewed on Aug. 24, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,291, price is now CA $845 per person
CA $845
per person
Oct 19 - Oct 22
found 2 days ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug. 21, 2025

Ready to book your vacation to Sycamore?

 

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Sycamore Hotel Deals

Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road, Sycamore, IL
Fully refundable
The price is CA $128 per night from Aug 31 to Sep 1
CA $128
CA $142 total
Aug 31 - Sep 1
includes taxes & fees
Country Inn & Suites by Radisson, Sycamore, IL
Best Western Sycamore Inn

Best Western Sycamore Inn

2.5 out of 5
1935 Dekalb Ave, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Aug 31 to Sep 1
CA $137
CA $152 total
Aug 31 - Sep 1
includes taxes & fees
Best Western Sycamore Inn
Motel 6 Sycamore, IL

Motel 6 Sycamore, IL

2 out of 5
1860 Dekalb Ave, Sycamore, IL
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Aug 26 to Aug 27
CA $95
CA $106 total
Aug 26 - Aug 27
includes taxes & fees
Motel 6 Sycamore, IL
See all 78 properties in Sycamore
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

Frequently asked questions

How much does a Sycamore vacation package cost?
You'll find cheap prices from CA $745 on Expedia for your Sycamore break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Sycamore costs.
What are the cheapest months to go to Sycamore?
You're likely to find reduced prices and greater availability in December, January and February. Check out our cheap Sycamore vacation packages and you could get some excellent off-season deals.
How many days is enough for Sycamore?
With a well-organized schedule, you can easily tick off the most popular Sycamore attractions in a few days. But if you'd like to explore off the beaten track or go on day tours, consider booking your Sycamore vacation for longer.
How to find the best Sycamore package deals?
Use Expedia's filters to help you find some unbeatable Sycamore package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Sycamore package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Sycamore vacation as a package?
You can enjoy significant savings on your next Sycamore getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Sycamore?
If you're planning a spur-of-the-moment Sycamore trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
How to plan a trip to Sycamore?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the activities available will also help you decide when to vacation in Sycamore.
  2. Budget wisely: In addition to the cost of your stay, you should consider other expenses too. These include transportation, flights and food. Also, put aside a little extra for unexpected expenses that could arise during your trip to Sycamore.
  3. Decide how long to go for: Now that you know more about Sycamore, you can work out the right length of your break. Create a rough itinerary and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your trip dates and duration, book the perfect Sycamore vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.