North Shore Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
CA $1,032
per person
Nov 19 - Nov 24
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
I was excited to stay here and I truly never leave negative reviews, but others should avoid making the same mistake I did paying for this hotel. The staff was very nice and the property looks nice, but it's extremely overpriced. Don't be fooled into paying more for the amenities because none of them work!! - There was no deadbolt on the hotel room door. If I'm paying $200+ a night, I shouldn't have to barricade the door every night. The balcony door was also unlocked when I arrived. - No hangers or lotion in the room. - Sauna and hot tub were "closed for cleaning" for three full days of my stay. - I needed to consent to a background check in order to confirm my reservation. I called to confirm this because I found it incredibly invasive and unnecessary. Turns out it was real. Wild. Also, there is a $200 PER NIGHT deposit upon arrival. I travel often and I've never seen that before. - Nonexistent water pressure in the shower. And someone's trash was left in the shower when I arrived. - Washing machine reeked of mold and was therefore unusable. - TV and oven didn't work Overall, if this hotel was $60-80 a night, it'd be great. But, it's a total waste of money. Again, the staff was very nice and helpful (I didn't even include the things they resolved for me during my stay) but I'm not going to bother them about every single amenity that is supposedly included with the room. The things that would make this hotel worth the money are unfortunately all a facade.

Reviewed on Sep 15, 2026

Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
CA $1,192
per person
Nov 19 - Nov 24
found 9 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,433
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,995 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $1,053
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,512 reviews)
Lovely room

Reviewed on Sep 15, 2026

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

Downtown Chicago
CA $1,335
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,004 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

510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
CA $151
CA $167 total
Oct 4 - Oct 5
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Great place to stay!"

Reviewed on Sep 15, 2026

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

Best Western Plus Elgin - Chicago

2175 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
CA $121
CA $136 total
Sep 21 - Sep 22
includes taxes & fees
Best Western Plus Elgin - Chicago
Red Roof Inn PLUS+ Chicago - Hoffman Estates

Red Roof Inn PLUS+ Chicago - Hoffman Estates

2500 Hassell Road Hoffman Estates IL
Fully refundableReserve now, pay when you stay
CA $80
CA $90 total
Oct 8 - Oct 9
includes taxes & fees
Red Roof Inn PLUS+ Chicago - Hoffman Estates
See all 340 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.

Frequently asked questions

How much does a North Shore vacation package cost?
Offering excellent value package deals from CA $1,032 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.