North Shore Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
North Shore Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
S$613
per person
21 Nov - 23 Nov
found 9 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
8.6/10 Excellent! (2,274 reviews)
Loved staying here! Rooms are smaller but perfect amenities. Pillows are the perfect fluffiness not lumpy. The sheets were silky. Espresso machine was devine. Price very competitive. A short walk to Michigan avenue. Would stay here everytime I am in town.
Reviewed on 10 Oct, 2026
Top hotels in North Shore
DoubleTree by Hilton Libertyville - Mundelein
510 E IL Route 83 Mundelein IL
S$156
18 Oct - 19 Oct
includes taxes & fees
Best Western Plus Elgin - Chicago
2175 Marriott Dr West Dundee IL
Fully refundableReserve now, pay when you stay
S$125
11 Oct - 12 Oct
includes taxes & fees
Extended Stay America Suites Chicago Schaumburg I90
2000 N Roselle Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
S$91
9 Nov - 10 Nov
includes taxes & fees
6.6/10 (1,000 reviews)
"Will return we loved it and best breakfast"
Reviewed on 9 Oct, 2026
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 holiday package cost?
You can grab a holiday package to this popular destination from S$613 on Expedia. But how much your holiday to North Shore costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to North Shore?
January, February and March are great times to look for cheap North Shore holiday packages. Choosing to travel in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for North Shore?
With a well-organised travel plan, you can easily tick off the main North Shore attractions in a handful of days. But if you want to explore off the beaten track or go on day tours, think about booking your North Shore holiday for longer.
How to find the best North Shore package deals?
Begin your search for a North Shore package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal North Shore package deal straight away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your North Shore adventure off to a flying start.
Is it cheaper to book a North Shore holiday as a package?
You can enjoy significant savings on your next North Shore escape by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to North Shore?
Score incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu North Shore escape.
How to plan a trip to North Shore?
- Choose when to travel: Check your schedule and pack your bags. Your preferred season and the available activities will also help you decide when to holiday in North Shore.
- Figure out your budget: Ensure you have enough money to cover everything from food and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to North Shore.
- Determine how many days away: Start by compiling a list of the sights and activities you'd like to get to in North Shore. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised North Shore holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
