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.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,933, price is now CA $1,242 per person
CA $1,242
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) 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 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,197 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
Staypineapple, An Iconic Hotel, The Loop
Downtown Chicago
Price was CA $1,739, price is now CA $1,304 per person
CA $1,304
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,014 reviews)
Nice clean room with tons of historic charm. Love the duvets and view to Millennium Park
Reviewed on Mar 9, 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 30 to Mar 31
CA $156
CA $177 total
Mar 30 - Mar 31
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 17 to Mar 18
CA $91
CA $102 total
Mar 17 - Mar 18
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
Everything was very clean
Reviewed on Mar 9, 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.
