Sycamore Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, 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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was €1,169, price is now €779 per person
€779
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,008 reviews)
The service was excellent, they made my birthday very special!

Reviewed on 19 Aug 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,927, price is now €1,160 per person
€1,160
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on 19 Aug 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was €1,782, price is now €1,218 per person
€1,218
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on 12 Aug 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was €1,282, price is now €879 per person
€879
per person
2 Nov - 7 Nov
found 14 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on 17 Aug 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was €2,287, price is now €1,575 per person
€1,575
per person
2 Nov - 7 Nov
found 11 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
This is a truly luxurious hotel. I highly recommend it. You can not find a better hotel in Chicago

Reviewed on 20 Aug 2025

Top hotels in Sycamore

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 €88 per night from 31 Aug to 1 Sept
€88
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (865 reviews)
"The bed was super comfortable. The pillows were amazing."

Reviewed on 10 Aug 2025

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 €96 per night from 2 Sept to 3 Sept
€96
2 Sept - 3 Sept
includes taxes & fees
8/10 Very Good! (349 reviews)
"The hotel is well located, the staff is friendly and diligent, and the rooms are impeccably clean. The breakfast is standard for this class. It's a good place to stay at a reasonable cost. The floor laminate is coming loose in some areas, and the internet connection could be improved."

Reviewed on 15 Aug 2025

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 €66 per night from 31 Aug to 1 Sept
€66
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (566 reviews)
"You get what you pay for. It's not terrible, but it's not great. It just is. The staff are fine people."

Reviewed on 3 Aug 2025

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.

Frequently asked questions

How much does a Sycamore holiday package cost?
You'll find cheap prices from €779 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?

  1. Choose your travel dates: The things you want to do in Sycamore and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.