Cortland Holidays from £445

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Your Cortland Holiday

Excellent adventures await when you reserve a holiday package to Cortland. Whether you're a foodie, art enthusiast or just a traveller 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 holiday is a couple of clicks away with Expedia.

Top Cortland Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,925 reviews)
The location of this hotel is outstanding. A quick four block walk to the train stations, including all the "L" lines. So close to State and Michigan Ave as well. The bed was completely comfortable and the room was well maintained. I am not a coffee drinker, but there is no coffee in the rooms itself, but they serve it complimentary in the lobby area each morning. The bar was great, with a pleasant bartender. I would definitely stay there again.

Reviewed on 17 Aug 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
3 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (654 reviews)
Loved everything. We stayed at Fultom before and the River North is really good as well. Only difference slighty better views with sky terrace at Fulton and from pool side and indoor spa. Riverside has game room which my kid and I enjoyed tons of chess. Great place hard to pick one both has pros and really no cons. Look forward to our next stay. Higher floor the better witb views from the room. Great staff as well!

Reviewed on 15 Aug 2025

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
3 Oct - 7 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,005 reviews)
The room was great The staff was very friendly free coffee in the morning was nice

Reviewed on 14 Aug 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
17 Sept - 22 Sept
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on 17 Aug 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
6 Nov - 10 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,033 reviews)
This was property was centrally located next to everything that a first time visitor would like to experience. The access to the parks, museums, the Riverwalk and dining options makes for an enjoyable trip. The only downside was having to wait a considerable time for the elevators. Having 5 elevators and not all running at the same time, led to long wait times for a popular hotel with many guests.

Reviewed on 17 Aug 2025

Cortland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Rockford, IL (RFD-Greater Rockford)
Population
4,300
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Ellwood House Museum, Star Worlds Arcade and Northern Illinois University

Top hotels in Cortland

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 £59 per night from 7 Sept to 8 Sept
£59
7 Sept - 8 Sept
includes taxes & fees
8/10 Very Good! (1,007 reviews)
Stayed for a concert at Acada Theatre
"Updated rooms- friendly staff. Nice hotel for a nights stay!"

Reviewed on 17 Aug 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
7.2/10 Good! (914 reviews)
"Staff were super friendly, room was clean and comfortable, breakfast was ok"

Reviewed on 10 Aug 2025

Get rates
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 refundable
The price is £78 per night from 21 Aug to 22 Aug
£78
21 Aug - 22 Aug
includes taxes & fees
8.6/10 Excellent! (864 reviews)
"The bed was super comfortable. The pillows were amazing."

Reviewed on 10 Aug 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cortland travel package cost?
From as low as £445, you can tailor make your Cortland package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
If I'm not able to travel, can I cancel my Cortland travel package?
If your holiday plans in Cortland have changed, it's a relief to know that it is possible to amend or cancel your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may impose a cancellation fee. For more details, check our Customer Service Portal.
How do I get a cheap travel package to Cortland?
Crafting your own Cortland holiday package with Expedia is such a simple way to save. We have more than 550 air carriers and 1,000,000 properties worldwide. With such a fantastic range to choose from, you'll have no worries putting together your dream getaway.
Does Expedia offer Book Now, Pay Later Cortland holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on the purse strings. Paying by instalment means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits your budget. Consider these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all budgets, so you can jet away on that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday in multiple transactions.
  • Low deposit holidays: Pressing the "book now" button is easier with this payment plan. Simply put down a small deposit on your holiday and then start working on your travel plans.

Where should I stay in Cortland?
There's so much to do in Cortland, so spend your nights near its top attractions and allow yourself more time sightseeing. Star Worlds Arcade is one place that should be on your itinerary.
What are the top hotels in Cortland?
Get your trip off to a good start by booking a stay at Hyatt Regency Chicago. It's one of most sought-after properties in Cortland. Another welcoming option is The Godfrey Hotel Chicago.
How far in advance should I book my Cortland holiday?
Travellers are usually able to compare international flights on Expedia up to a year in advance of departure. Booking late? With a little bit of luck, it's still possible to purchase a cheaper ticket only weeks before your journey.
What does an Expedia Cortland travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your perfect Cortland getaway. You can also add on a few activities and tours once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking a Cortland travel package?
When you book your flights, hotels and car rentals together, you'll nab fantastic discounts. Whether you're planning a rural escape in a cottage or would rather stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Cortland Expedia travel package?
Definitely. Expedia has over 550 partner airlines to choose from worldwide. With so much choice, finding the ideal carrier to get you to Cortland will be a snap.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.