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.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $960, price is now CA $667 per person
CA $667
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Clean rooms and comfortable beds but the windows were a little thin that you could hear everything outside.
Reviewed on Jun 27, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 19 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,181, price is now CA $887 per person
CA $887
per person
Sep 5 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,034 reviews)
Really plan ahead when it comes to parking. You’ll get ticketed for just trying to put your things in your vehicle.
Reviewed on Jun 19, 2026
Sycamore Hotel Deals
Best Western Sycamore Inn
1935 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from Jul 1 to Jul 2
CA $112
CA $125 total
Jul 1 - Jul 2
includes taxes & fees
8.4/10 Very good! (429 reviews)
"Great"
Reviewed on Jun 19, 2026
Country Inn & Suites by Radisson, Sycamore, IL
1450 South Peace Road Sycamore IL
Fully refundable
The price is CA $124 per night from Jul 19 to Jul 20
CA $124
CA $138 total
Jul 19 - Jul 20
includes taxes & fees
Motel 6 Sycamore, IL
1860 Dekalb Ave Sycamore IL
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Jun 28 to Jun 29
CA $101
CA $112 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (654 reviews)
"Very clean"
Reviewed on Jun 13, 2026
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
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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.
