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

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 11 - Oct 15
found 5 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Enjoyed the stay. Rooftop bar is great!

Reviewed on Jul. 20, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (1,635 reviews)
Just a great property- really a 5 star experience-great location

Reviewed on Jul. 20, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 11 - Oct 15
found 7 hours ago
Roundtrip flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (324 reviews)
Nice rooms and amenities, we would stay here again. This was a nice place! We love the location and the fact it was dog friendly. Lots to do for eats/drinks in walking distance and they have a lovely dog area adjacent to the pool on the 8th floor. Nice not to have to go down to the street for potty breaks. Taking off a star for the simple fact that they only have feather pillows (so I had to buy my own hypoallergenic one) and their parking lot was full so we had to park a few blocks away.

Reviewed on Jul. 19, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (639 reviews)
The property in itself was not terrible, but I expected better.

Reviewed on Jul. 19, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (3,357 reviews)
Beautiful location, very professional staff

Reviewed on Jul. 21, 2025

Ready to book your vacation to Cortland?

 

Choose your dates

Cortland Hotel Deals

Quality Inn and Suites St Charles - West Chicago

Quality Inn and Suites St Charles - West Chicago

2.5 out of 5
1600 E Main St, St. Charles, IL
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Aug 20 to Aug 21
CA $116
CA $129 total
Aug 20 - Aug 21
includes taxes & fees
8/10 Very Good! (1,003 reviews)
Hotel St Charles
"Things were good but they need to do some deep cleaning."

Reviewed on Jul. 18, 2025

Quality Inn and Suites St Charles - West Chicago
Comfort Inn & Suites North Aurora - Naperville

Comfort Inn & Suites North Aurora - Naperville

3 out of 5
308 S Lincolnway Street, North Aurora, IL
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Aug 17 to Aug 18
CA $140
CA $153 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (731 reviews)
"Good"

Reviewed on Jul. 9, 2025

Comfort Inn & Suites North Aurora - Naperville
Geneva Motel Inn

Geneva Motel Inn

2 out of 5
100 South Tyler Rd, St. Charles, IL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 22 to Jul 23
CA $99
CA $111 total
Jul 22 - Jul 23
includes taxes & fees
7.2/10 Good! (882 reviews)
"Great stay, lots of fun"

Reviewed on Jul. 11, 2025

Geneva Motel Inn
See all 133 properties in Cortland
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Cortland vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,492 on Expedia. However, how much your vacation to Cortland costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Cortland?
If you'd like to book a cheap Cortland vacation package, consider planning a trip in January, February and April. You're likely to find better rates on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Cortland?
Usually, a handful of days is enough to tick off the top attractions during your Cortland vacation. However, if you want to have time to rest or go on day trips, think about extending your itinerary.
How to find the best Cortland package deals?
Begin your search for a Cortland package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Cortland package deal straight away, just switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cortland adventure off to a flying start.
Is it cheaper to book a Cortland vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the flexibility to create a tailored Cortland vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cortland?
If you're considering a spontaneous Cortland adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Cortland?

  1. Pick the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Cortland.
  2. Plan your budget wisely: Besides the price of your stay, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may arise during your trip to Cortland.
  3. Decide how many days away: Start by compiling a list of the sights and activities you want to experience in Cortland. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Cortland vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.