Sycamore Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Sycamore
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
€762
per person
19 Nov - 23 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very good! (3,105 reviews)
Hotel welcoming and very clean . Fresh water in reception and on bedroom floors.
Lovely gym with peloton equipment weights etc
Beds comfy .
Room felt a bit small but that’s because we were 3 adults with large suitcases so had to keep pushing them out the way. Bathroom well stocked and plenty of towels . Good large modern tv.
Free coffee/tea served downstairs in mornings .
We switched aircon off as bit noisy but it randomly would come in in the night.
Very good central location
Reviewed on 17 Oct 2026
Kinzie Hotel
Downtown Chicago
€834
per person
19 Nov - 23 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (2,187 reviews)
Kenzie Hotel is a smaller hotel located close to River North and the Gold coast. Being smaller, is less people checking in / out. Evening gathering is a nice touch. Very clean
Reviewed on 16 Oct 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
€900
per person
19 Nov - 23 Nov
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,727 reviews)
Had a bad experience will not be going back and Expedia doesn’t wanna help me
Reviewed on 17 Oct 2026
Top hotels in Sycamore
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
€94
17 Nov - 18 Nov
includes taxes & fees
8.4/10 Very good! (499 reviews)
"Ok"
Reviewed on 16 Oct 2026
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
Fully refundable
€92
8 Nov - 9 Nov
includes taxes & fees
Motel 6 Sycamore, IL
1860 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
€70
28 Oct - 29 Oct
includes taxes & fees
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.
Stay near popular Sycamore attractions
Sycamore Public Library
This historic Carnegie library has served Sycamore since 1905, preserving local heritage while offering modern resources. Explore the local history section to connect with the community's rich past.
Old Mill Park
Escape to Old Mill Park's peaceful trails along the Kishwaukee River, a local sanctuary for nature lovers. Spot native wildlife while strolling the well-maintained paths through this tranquil riverside retreat.
Sycamore Golf Club
This historic 18-hole course blends challenging play with scenic beauty across its bent grass fairways. Enjoy the welcoming clubhouse restaurant after your round for the complete Sycamore experience.
Kiwanis Park
This green oasis in Sycamore offers baseball diamonds, basketball courts, and scenic paths for active families. Spread a blanket in the grassy areas for a relaxing picnic after exploring the playgrounds.
Frequently asked questions
How much does a Sycamore holiday package cost?
You'll find cheap prices from €762 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 holiday to Sycamore costs.
What are the cheapest months to go to Sycamore?
December, January and February are great times to look for cheap Sycamore holiday packages. Choosing to travel in quieter periods means you'll typically find better prices on hotels and flights.
How many days is enough for Sycamore?
The ideal length for your Sycamore holiday depends on what you'd like to see and do. Usually, a few days to a week will give you enough time to go to all the main sights and explore some hidden gems along the way.
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 holiday package as soon as possible.
Is it cheaper to book a Sycamore holiday as a package?
Expedia holiday 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 holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Sycamore?
- Choose your travel dates: The things you want to do in Sycamore and your preferred season will help you decide when to go.
- Set a budget: Consider expenses like food, flights and transportation when working out how much to save for your trip to Sycamore. Then, select a property that fits your budget, whether that's a low-cost stay or a swankier getaway.
- Work out your trip length: Think about how long you'd like to spend exploring Sycamore. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Sycamore holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
