
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.

The Glen Club
Price was CA $987, price is now CA $753 per person
CA $753
per person
May 25 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (360 reviews)
We booked the bridal sweet for a romantic overnight stay. The room and bathroom were very spacious. We also enjoyed the shared balcony.
Reviewed on Jan 9, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,678, price is now CA $1,045 per person
CA $1,045
per person
May 25 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (413 reviews)
This place was amazing! We loved it so much we wanted to move in. It had everything we needed and was in the perfect area. Parker at the front desk was by far the best part of our stay, she was personable and welcoming and gave us the best costumer service we’ve ever experienced while being away! We will be back.
Reviewed on Mar 8, 2026


ENVITAE Hotel 4 Bedroom Luxury Apartments
Near North Side
Price was CA $2,578, price is now CA $1,902 per person
CA $1,902
per person
May 25 - May 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (13 reviews)
⭐⭐⭐⭐⭐
We had a fantastic stay in this 4-bedroom apartment hotel. Looks exactly like the pictures. The unit was spotlessly clean and perfectly appointed — it truly felt like a home away from home. The kitchen had every amenity you could possibly need, which made cooking and relaxing with family incredibly easy.
The bedding was beautiful and very comfortable, and having a washer and dryer in the unit was a huge bonus, especially for a longer stay.
The building itself felt very secure, including the parking area, which gave us great peace of mind. We also loved the amenities — the gym and lounge area were excellent and well maintained.
Overall, this was one of the best apartment-style stays we’ve had. Comfortable, convenient, and thoughtfully set up. We would absolutely stay here again.
Reviewed on Mar 5, 2026

Pendry Chicago
Downtown Chicago
Price was CA $1,551, price is now CA $1,188 per person
CA $1,188
per person
Apr 22 - Apr 25
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,136 reviews)
Front desk staff are gems! They knew my name after 1 interaction and were very attentive. The room amenities were very nice-- espresso, bottled water, chocolates, steamer, toiletries.
Reviewed on Mar 1, 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 $155 per night from Mar 23 to Mar 24
CA $155
CA $176 total
Mar 23 - Mar 24
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
Very thankful for the free hot breakfast...there was a great variety. Rooms are nice and clean. Loved the shampoo/conditioner/body wash in the shower. Fridge and microwave in room. Would definitely stay again!
Reviewed on Mar 9, 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 $217 total
Mar 19 - Mar 20
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Great place for a party
Reviewed on Feb 22, 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 $92 per night from Mar 16 to Mar 17
CA $92
CA $103 total
Mar 16 - Mar 17
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
Property was ok.
Reviewed on Mar 6, 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.








