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.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,117, price is now CA $818 per person
CA $818
per person
Dec 20 - Dec 23
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,734, price is now CA $1,158 per person
CA $1,158
per person
Dec 19 - Dec 25
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)
Great location in the West Loop. The rooms are big and the beds are comfy. We’ve stayed there three times. The outdoor theatre shows great films and has an outdoor bar. Coffee shop is in the lobby. There’s not really a fun bar, but lots of places to have cocktails in the neighborhood. A lobby fireplace would be a nice addition in the lobby for cold Chicago nights.

Reviewed on Nov 13, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,281, price is now CA $1,610 per person
CA $1,610
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,958, price is now CA $1,430 per person
CA $1,430
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
Great location

Reviewed on Nov 12, 2026

Graduate by Hilton Evanston

Graduate by Hilton Evanston

4 out of 5
Downtown Evanston
Price was CA $1,498, price is now CA $1,131 per person
CA $1,131
per person
Jan 23 - Jan 30
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Loved the location by the lake and the charm of the hotel. Bar and restaurant were amazing and so was the food. Staff was also polite.

Reviewed on Nov 12, 2026

Ready to book your vacation to Sycamore?

 

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Sycamore Hotel Deals

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 $132 per night from Dec 6 to Dec 7
CA $132
CA $147 total
Dec 6 - Dec 7
includes taxes & fees
Best Western Sycamore Inn
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 $150 per night from Dec 9 to Dec 10
CA $150
CA $167 total
Dec 9 - Dec 10
includes taxes & fees
8.4/10 Very good! (1,000 reviews)
"I stayed in the king size bedroom with my significant other and we thought the room was to the standards. It was clean is perfect. staff was nice and kind breakfast was very decent and delicious but unfortunately for other stuff to do their pool was closed for three months due to maintenance and ..."

Reviewed on Nov 9, 2026

Country Inn & Suites by Radisson, Sycamore, IL
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 $101 per night from Nov 26 to Nov 27
CA $101
CA $112 total
Nov 26 - Nov 27
includes taxes & fees
Motel 6 Sycamore, IL
See all 77 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
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Stay near popular Sycamore attractions

A red brick building with a dome and columns, labeled "Public Library."

Sycamore Public Library

Sycamore Public Library is just one of the places to see in Sycamore, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.
See properties

Frequently asked questions

How much does a Sycamore vacation package cost?
You'll find cheap prices from CA $818 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.