Sycamore Vacations from $823

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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.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,291, price is now $823 per person
$823
per person
Aug 19 - Aug 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!

Reviewed on May 28, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,261, price is now $824 per person
$824
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (3,352 reviews)
Staff was so helpful

Reviewed on May 29, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,394, price is now $916 per person
$916
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (4,188 reviews)
Hotel room was very neat and clean. The continental breakfast on the second floor was fantastic and had a vast variety of breakfast food to choose from. For the amount of food and people for this room, the staff did an excellent job keeping this cleaned and very well maintained. Upon checking in and checking out, the staff was very warm and friendly. The customer service was top-notch. Would recommend to anyone staying in Chicago to stay here!

Reviewed on May 30, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,804, price is now $1,194 per person
$1,194
per person
Jun 30 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Without a doubt, the view of the pier and city skyline was the BEST part of this hotel experience. The room was pretty large and had a great sitting area to read, gaze at the water, people watch, and relax. The hotel staff was nice and helpful. Everything I needed and wanted to do for this trip was at the Navy Pier so the Sable Hotel checked all my boxes.

Reviewed on May 28, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,954, price is now $1,371 per person
$1,371
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Our third time at this hotel and still enjoying it.

Reviewed on May 30, 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
$89 nightly
The price is $99 total per night from Jun 28 to Jun 29
$99 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
"It was quiet"

Reviewed on May 26, 2026

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
$86 nightly
The price is $95 total per night from Jun 28 to Jun 29
$95 total
Jun 28 - Jun 29
Total with taxes and fees
8.2/10 Very Good! (421 reviews)
"Hotel staff were very friendly and helpful. Buffet breakfast was good and stocked at all times. Rooms were very clean and tidy."

Reviewed on May 27, 2026

Best Western Sycamore Inn
Quality Inn Sycamore - DeKalb

Quality Inn Sycamore - DeKalb

2.5 out of 5
1475 South Peace Rd Sycamore IL
Fully refundable
$81 nightly
The price is $90 total per night from Jun 14 to Jun 15
$90 total
Jun 14 - Jun 15
Total with taxes and fees
7.6/10 Good! (590 reviews)
"There was no pool or anything else available. It was start of the summer season. I was very unhappy"

Reviewed on May 29, 2026

Quality Inn Sycamore - DeKalb
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 $823 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.