North Shore Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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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    Plan, book, and manage your trip all in one place

Your North Shore Vacation

When a city escape is calling, answer it with a North Shore vacation package. With all your travel plans in order before you go, all you have to do here is concentrate on having a blast. Every trip to North Shore needs a well-designed itinerary. Fill yours with big-name attractions like McHenry County College, Three Oaks Recreation Area and Crystal Lake Park. Browse Expedia's wide range of travel options and start planning your ideal vacation to North Shore today.

Top North Shore Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,559, price is now CA $1,037 per person
CA $1,037
per person
Dec 19 - Dec 23
found 4 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was CA $2,031, price is now CA $1,315 per person
CA $1,315
per person
Dec 24 - Dec 31
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,005 reviews)
Nice parking garage to park in. When booked, stated wifi free on two devices. We only used two devices and was charge $89 for use of wifi. That false advertising. Staff was friendly. Cleanliness is not top priority and maintenance is lacking.

Reviewed on Nov 1, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,908, price is now CA $1,314 per person
CA $1,314
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,339, price is now CA $1,641 per person
CA $1,641
per person
Jan 17 - Jan 21
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,233, price is now CA $1,616 per person
CA $1,616
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

Ready to book your vacation to North Shore?

 

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North Shore Hotel Deals

DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
The price is CA $143 per night from Nov 29 to Nov 30
CA $143
CA $158 total
Nov 29 - Nov 30
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Very quiet and the front desk was very kind and helpful. Thanks for making our stay a pleasant one."

Reviewed on Nov 1, 2026

DoubleTree by Hilton Libertyville - Mundelein
Best Western Plus Elgin - Chicago

Best Western Plus Elgin - Chicago

3 out of 5
2175 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Nov 2 to Nov 3
CA $122
CA $136 total
Nov 2 - Nov 3
includes taxes & fees
Best Western Plus Elgin - Chicago
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy Hoffman Estates IL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Nov 8 to Nov 9
CA $154
CA $174 total
Nov 8 - Nov 9
includes taxes & fees
Hyatt Place Chicago/Hoffman Estates
See all 343 properties in North Shore
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 North Shore vacation package cost?
Offering excellent value package deals from CA $1,037 on Expedia, you'll be thrilled with how little a vacation to North Shore costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to North Shore?
If you're looking to book a cheap North Shore vacation package, consider visiting in January, February and March. You're likely to find lower prices on airfares and hotels during these months — ideal for budget-conscious travellers.
How many days is enough for North Shore?
With a well-planned schedule, you can easily visit the most popular North Shore attractions in a handful of days. But if you want to discover hidden gems or go on day tours, think about booking your North Shore vacation for longer.
How to find the best North Shore package deals?
Finding a cheap North Shore package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most wallet-friendly North Shore package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a North Shore vacation as a package?
You can enjoy significant savings on your North Shore break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to North Shore?
Enjoy amazing discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment North Shore getaway.
How to plan a trip to North Shore?

  1. Choose your dates: What you want to do in North Shore and your favourite season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and activities. Your accommodations will likely be the biggest expense during your trip to North Shore.
  3. Decide your trip length: Think about how long you want to spend discovering North Shore. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the ideal North Shore 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.