Sycamore Vacations from $371

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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.

The Latest Sycamore vacation packages

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $590, price is now $371 per person
$371
per person
Feb 13 - Feb 15
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.4/10 Very Good! (999 reviews)
Enjoyed the room. The staff could use a hug not the friendliest. The games our outdated. Seen many guest besides me decide to go play at the other area casino

Reviewed on Jan 1, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $963, price is now $545 per person
$545
per person
Mar 23 - Mar 28
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in

Reviewed on Dec 25, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,594, price is now $925 per person
$925
per person
Mar 24 - Mar 29
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!

Reviewed on Jan 3, 2026

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Save 100% on your flight
Price was $605, price is now $376 per person
$376
per person
Mar 23 - Mar 28
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
7.6/10 Good! (1,002 reviews)
yes, courteous and professional.

Reviewed on Jan 3, 2026

Kinzie Hotel

Kinzie Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $687, price is now $448 per person
$448
per person
Mar 23 - Mar 28
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,993 reviews)
Really no bar per say, it’s a room on the 6th floor and it’s only open for two hours! The continental breakfast has a lot to be desired!

Reviewed on Jan 3, 2026

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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
$86 nightly
The price is $96 total per night from Jan 12 to Jan 13
$96 total
Jan 12 - Jan 13
Total with taxes and fees
8.4/10 Very Good! (949 reviews)
Great staff

Reviewed on Dec 29, 2025

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
$69 nightly
The price is $77 total per night from Jan 8 to Jan 9
$77 total
Jan 8 - Jan 9
Total with taxes and fees
7.6/10 Good! (611 reviews)
Easy check-in and very quiet.

Reviewed on Dec 22, 2025

Motel 6 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
$87 nightly
The price is $97 total per night from Jan 14 to Jan 15
$97 total
Jan 14 - Jan 15
Total with taxes and fees
8/10 Very Good! (383 reviews)
Very clean. Staff was very helpful.

Reviewed on Dec 15, 2025

Best Western Sycamore Inn
See all 81 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.

Find the Best Sycamore Vacation Packages

Sycamore Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
17,700
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Ellwood House Museum, Star Worlds Arcade and Northern Illinois University

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Frequently asked questions

How much does a Sycamore vacation package cost?
You'll find cheap prices from $371 on Expedia for your Sycamore getaway. However, a range of factors like your choice of hotel, the season 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 better availability in July, November and December. Take a look at our cheap Sycamore vacation packages and you could get some excellent off-season deals.
How many days is enough for Sycamore?
Generally, a handful of days is enough to visit the top attractions during your Sycamore vacation. However, if you want to have more time to kick back or go on day tours, think about extending your itinerary.
How to find the best Sycamore package deals?
Use Expedia's filters to find some of the best Sycamore package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Sycamore package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Sycamore vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Sycamore vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Sycamore?
If you're planning an impromptu Sycamore adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Sycamore vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the cost of your Sycamore trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.

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