Cortland Vacations from $249

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, 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.

The Latest Cortland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel O Markham IL near Harvey/Tinley Park

Hotel O Markham IL near Harvey/Tinley Park

2.5 out of 5
per person
Oct 31 - Nov 5
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
4.8/10 (123 reviews)
Very quiet. Courteous and professional

Reviewed on May 26, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 24 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,270 reviews)
i’ve stayed here a few times and love it. it’s my go to, i highly recommend this place!

Reviewed on Aug 11, 2025

Staybridge Suites Chicago - Glenview by IHG

Staybridge Suites Chicago - Glenview by IHG

3 out of 5
Save 100% on your flight
per person
Sep 24 - Sep 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
The room was very clean! I loved having an ice maker too! The staff was very helpful too. Highly recommend this hotel!

Reviewed on Aug 8, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Amazing property well worth the money

Reviewed on Aug 11, 2025

Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville

3 out of 5
Save 100% on your flight
per person
Sep 24 - Sep 29
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
quiet, stily , good price

Reviewed on Jul 30, 2025

Don't see what you're looking for?
See all available trips from Columbus to Cortland
View all trips

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
$74 nightly
The price is $83 total per night from Sep 7 to Sep 8
$83 total
Sep 7 - Sep 8
Total includes taxes and fees
8/10 Very Good! (1,003 reviews)
"Rooms were newly remodeled and price was good."

Reviewed on Aug 7, 2025

Quality Inn and Suites St Charles - West Chicago
Geneva Motel Inn

Geneva Motel Inn

2 out of 5
100 South Tyler Rd, St. Charles, IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $81 total per night from Aug 17 to Aug 18
$81 total
Aug 17 - Aug 18
Total includes taxes and fees
7.2/10 Good! (907 reviews)
"Close to downtown St. Charles. Older property but clean and save."

Reviewed on Aug 7, 2025

Geneva Motel Inn
Country Inn & Suites by Radisson, Sycamore, IL

Country Inn & Suites by Radisson, Sycamore, IL

2.5 out of 5
1450 South Peace Road, Sycamore, IL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $94 total per night from Aug 13 to Aug 14
$94 total
Aug 13 - Aug 14
Total includes taxes and fees
8.6/10 Excellent! (855 reviews)
"Very clean. staff was good. Recommended restaurant was excellent. The furniture and facilities were somewhat rundown. Elevator not working."

Reviewed on Aug 8, 2025

Country Inn & Suites by Radisson, Sycamore, IL
See all 127 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Cortland vacation package cost?
You can pick up a vacation package to this destination from $249 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.