Cortland Vacation Packages
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Your Cortland Vacation
Excellent adventures await when you reserve a vacation package to Cortland. Whether you're a foodie, art enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this lively city. Make your trip to Cortland even more exciting by including some sightseeing. Northern Illinois University, Huskie Stadium and Ellwood House Museum are some of the big attractions worth exploring. Don't put off exploring this city any longer. Your ultimate Cortland vacation is a couple of clicks away with Expedia.
Top Cortland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Chicago O'Hare Airport
O'Hare
Price was CA $1,091, price is now CA $853 per person
CA $853
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (2,220 reviews)
We only stayed because we had to make a connection in the morning and it is the hotel attached to the airport
Reviewed on Mar 10, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,287, price is now CA $888 per person
CA $888
per person
Apr 17 - Apr 20
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Everything was great, except for the rooftop that was not open because which was the main reason we chose this hotel
Reviewed on Mar 10, 2026
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Price was CA $1,954, price is now CA $1,461 per person
CA $1,461
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,201 reviews)
We flew all night and were very tired when we arrived at the property. We were so grateful to be able to check in early.
Reviewed on Mar 9, 2026
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $3,000, price is now CA $2,248 per person
CA $2,248
per person
Jun 3 - Jun 9
found 11 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
My stay at LondonHouse Chicago was absolutely amazing from start to finish. The hotel itself is beautiful and perfectly located, offering stunning views of the river and city skyline.
The restaurants were excellent, with delicious food and a great atmosphere. The rooftop experience was definitely a highlight and made the stay feel even more special.
I also had the chance to visit the spa, which was incredibly relaxing and well done. The environment was peaceful, the service was top-tier, and it was the perfect way to unwind during my trip.
Overall, everything—from the service to the amenities—was exceptional. I would definitely book again and highly recommend LondonHouse Chicago to anyone visiting the city. ⭐⭐⭐⭐⭐
Reviewed on Mar 10, 2026
Hotel Arista
Price was CA $1,217, price is now CA $946 per person
CA $946
per person
May 24 - May 29
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,007 reviews)
Room was clean, staff was friendly and parking was really easy. Very comfortable stay.
Reviewed on Mar 5, 2026
Cortland Hotel Deals
Hampton Inn DeKalb, IL
663 S. Annie Glidden Road DeKalb IL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Mar 29 to Mar 30
CA $156
CA $177 total
Mar 29 - Mar 30
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Nice clean room conveniently located.
Reviewed on Mar 10, 2026
Hampton Inn & Suites Chicago/Aurora
2423 Bushwood Dr Aurora IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Mar 19 to Mar 20
CA $194
CA $218 total
Mar 19 - Mar 20
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
We went to this property for a quick 24-hour trip to get out of the house during the cold weather stretch. We'd been there once before a few years back and had a great experience - this time around it was a terrible experience and we will NEVER be back! I am not one to write reviews but people looking ...
Reviewed on Mar 9, 2026
Quality Inn and Suites St Charles - West Chicago
1600 E Main St St. Charles IL
Fully refundableReserve now, pay when you stay
The price is CA $91 per night from Mar 18 to Mar 19
CA $91
CA $102 total
Mar 18 - Mar 19
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
No complaints
Reviewed on Mar 11, 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.
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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.
