Cortland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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 $1,287, 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)
Everyone that we encountered at the hotel was so helpful and so nice.
Reviewed on Mar 11, 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 21 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (3,613 reviews)
Clean room, perfect location
Reviewed on Mar 11, 2026
Hyatt Place Chicago/Downtown - The Loop
Downtown Chicago
Price was CA $1,718, price is now CA $1,320 per person
CA $1,320
per person
Jun 4 - Jun 7
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) 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
The Buckingham Hotel
Downtown Chicago
Price was CA $2,613, price is now CA $2,027 per person
CA $2,027
per person
Jun 3 - Jun 9
found 6 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Price was great. Room was huge with such a beautiful view of the city. Also a safe location within walking distance of things to see and do
Reviewed on Mar 5, 2026
Hotel Arista
Price was CA $1,217, price is now CA $946 per person
CA $946
per person
May 24 - May 29
found 22 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 $155 per night from Mar 18 to Mar 19
CA $155
CA $176 total
Mar 18 - Mar 19
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 $90 per night from Apr 6 to Apr 7
CA $90
CA $101 total
Apr 6 - Apr 7
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
First of all, when I thought I was booking a jacuzzi room on Expedia, I was not. I got there, no jacuzzi in my suite, lady on the phone said "well, you booked a suite, not a jacuzzi room," and didn't offer any more assistance on the matter. So if you're hoping to get a jacuzzi in the room like the ...
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
