Cortland Vacations from $173

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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.

The Latest Cortland vacation packages

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
Price was $293, price is now $173 per person
$173
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,602 reviews)
Very pleased with our stay. From the beginning to the end, the customer service was amazing. Room very clean and modern as well as the bathroom. You can definitely walk around and there are quite a few of dining options. Breakfast was amazing. Great quality for a free buffet. Will definitely return.

Reviewed on Oct 25, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,110, price is now $612 per person
$612
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $821, price is now $461 per person
$461
per person
Dec 31 - Jan 4
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Easy check-in, friendly staff, beautiful building with nice amenities.

Reviewed on Oct 27, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $368, price is now $207 per person
$207
per person
Jan 16 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,110 reviews)
Ideal area if it’s your first time visiting Chicago. Hotel staff was very friendly.

Reviewed on Oct 16, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $587, price is now $332 per person
$332
per person
Jan 16 - Jan 23
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,273 reviews)
Staff was very friendly and always available to assist. There was a lack of variety for breakfast pastries but plenty of coffee and tea.

Reviewed on Oct 27, 2025

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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
$66 nightly
The price is $74 total per night from Nov 26 to Nov 27
$74 total
Nov 26 - Nov 27
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
Amazing, didn’t realize they still had smoking rooms available

Reviewed on Oct 24, 2025

Quality Inn and Suites St Charles - West Chicago
Red Roof Inn & Conference Center Chicago - N Aurora/ Naperville

Red Roof Inn & Conference Center Chicago - N Aurora/ Naperville

2 out of 5
201 Smoke Tree Plaza Dr, Building A, North Aurora, IL
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $70 total per night from Nov 2 to Nov 3
$70 total
Nov 2 - Nov 3
Total with taxes and fees
7.2/10 Good! (368 reviews)
Yes clean and safe

Reviewed on Oct 17, 2025

Red Roof Inn & Conference Center Chicago - N Aurora/ Naperville
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
$89 nightly
The price is $97 total per night from Nov 2 to Nov 3
$97 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (785 reviews)
Convenient location

Reviewed on Oct 22, 2025

Comfort Inn & Suites North Aurora - Naperville
See all 135 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.

Find the Best Cortland Vacation Packages

Cortland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
4,300
Top Sights
Ellwood House Museum, Star Worlds Arcade and Northern Illinois University

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Frequently asked questions

How much does a Cortland vacation package cost?
You can pick up a vacation package to this destination from $173 on Expedia. But how much your vacation to Cortland costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Cortland?
You can usually find lower rates and better availability in March, November and December. Explore our cheap Cortland vacation packages and you could get some great off-season discounts.
How many days is enough for Cortland?
With a well-organized itinerary, you can easily visit the main Cortland sights in a handful of days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Cortland vacation for longer.
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 "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cortland package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cortland escape underway.
Is it cheaper to book a Cortland vacation as a package?
You can enjoy significant savings on your next Cortland escape by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to view some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Cortland?
Secure incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Cortland break.
Does Expedia offer Book Now, Pay Later Cortland vacation packages?
Set off on your ideal getaway to Cortland with Expedia's Book Now, Pay Later vacations. There's no need to save up or wait for your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.