Highland Park Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Meghan hernandez
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    Save up to NZ$545 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Our pick of the best Highland Park Hotel Deals

Best Western At O'Hare
Best Western At O'Hare
2.5 out of 5
10300 W Higgins Road, Rosemont, IL
Fully refundableReserve now, pay when you stay
The price is NZ$156 per night from 23 Apr to 24 Apr
NZ$156
per night
23 Apr - 24 Apr
7.2/10 Good! (1,687 reviews)
"The staff is awesome"

Reviewed on 16 Apr. 2024

Best Western At O'Hare
Ambassador Chicago, part of JdV by Hyatt
Ambassador Chicago, part of JdV by Hyatt
4 out of 5
1301 N State Pkwy, Chicago, IL
Fully refundable
The price is NZ$276 per night from 21 Apr to 22 Apr
NZ$276
per night
21 Apr - 22 Apr
8.6/10 Excellent! (1,001 reviews)
"Good location"

Reviewed on 16 Apr. 2024

Ambassador Chicago, part of JdV by Hyatt
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$368 per night from 11 May to 12 May
NZ$368
per night
11 May - 12 May
7.6/10 Good! (1,926 reviews)
"Easy access. Great service."

Reviewed on 17 Apr. 2024

Hilton Chicago O'Hare Airport
See all 2,367 properties in Highland Park
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.

Frequently asked questions

How much does a Highland Park holiday package cost?
From just , you can custom build your Highland Park holiday package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Highland Park?
Secure flights that fit your schedule, add a hotel room to your booking and watch the savings grow with a Highland Park holiday package. It’s that easy! From flights and hotels to rental cars and activities, Expedia is where your cheap holiday begins. And with over 550 airlines and 1 000 000 properties across the globe to select from, you’ll never be short of choice.
Where should I stay in Highland Park?
You’ll want to stay where the action is. Many visitors like to book hotels around popular sights, like Chicago Botanic Garden, Ravinia Pavilion and Ravinia Park.
What are the top hotels in Highland Park?
Whether you’re planning to stay for just one night or a week in Highland Park, you’ll get a great night’s sleep at Courtyard by Marriott Chicago Highland Park/Northbrook. This option is popular with many travellers.
How far in advance should I book my Highland Park holiday?
Smart travellers will likely want to reserve their seats as early as possible. You can generally start comparing international airfares on Expedia up to 12 months before your flight. If you’ve left booking to the last minute, fear not. Discounted prices sometimes occur just weeks before departure dates.
What does an Expedia Highland Park travel package include?
Select from any combination of rental cars, flights and hotels. Once you’ve made your booking, you can add activities and experiences. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to organising your ideal Highland Park getaway.
What should I know before booking a Highland Park travel package?
You’ll score excellent savings when you bundle your flights, hotels and rental cars into a package. Plus, booking everything together just makes things easier. So why waste your time or money? Whether you’re putting together an upscale romantic escape or a low-cost family break, browse our package deals today.
Can I choose my airline with a Highland Park Expedia holiday package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Simply choose the airline you want and create the perfect Highland Park escape.
If I'm not able to travel, can I cancel my Highland Park holiday package?
If your travel plans in Highland Park have been upended, it’s good to know that you can amend or cancel your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking is older than that, your hotel, airline or car rental company may impose fees. For more details, check our Customer Service Portal.

Discover the most popular places to visit in Highland Park

Image for Wrigley Field

Wrigley Field

4.5/5(21 reviews)

A big piece of Chicago's soul, an ancient stadium that keeps alive the quirky, edgy madness of baseball.

Wrigley Field
Image for McCormick Place

McCormick Place

4.5/5(21 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Image for Navy Pier

Navy Pier

4.5/5(64 reviews)

One of Chicago’s most popular attractions, especially on a hot day, with its fun fair, boats, circus and theatre.

Navy Pier

What to do in Highland Park

Image for Chicago Architecture Center River Cruise aboard Chicago's First Lady

Chicago Architecture Center River Cruise aboard Chicago's First Lady

NZ$88
Per adult
92% of travellers recommend
Chicago Architecture Center River Cruise aboard Chicago's First Lady
Image for Chicago Pizza Tour

Chicago Pizza Tour

NZ$122
Per adult
100% of travellers recommend
Chicago Pizza Tour
See all activities in Highland Park

More holiday ideas

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