North Chicago 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
Top hotels in North Chicago
Days Inn by Wyndham Great Lakes Naval Base
3000 North Skokie Highway North Chicago IL
Fully refundableReserve now, pay when you stay
S$90
1 Sept - 2 Sept
includes taxes & fees
7.4/10 Good! (1,001 reviews)
"Room was clean."
Reviewed on 27 Aug, 2026
Sleep Inn near Great Lakes Naval Base
3250 Bittersweet Ave North Chicago IL
Fully refundable
S$131
20 Sept - 21 Sept
includes taxes & fees
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
S$182
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,165 reviews)
"The room was perfect, the staff were helpful and friendly, breakfast was good, we had some mocktails at the bar, and the bartender was wonderful."
Reviewed on 29 Aug, 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.
What to do in North Chicago
Chicago: Navy Pier Centennial Wheel Ticket
S$32
per adult
90% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
S$52
per adult
94% of travellers recommend
Frequently asked questions
How much does a North Chicago holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to North Chicago costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to North Chicago?
You can typically find lower prices and greater availability in February, March and December. Take a look at our cheap North Chicago holiday packages and you could land some great off-season discounts.
How many days is enough for North Chicago?
The ideal length of your North Chicago holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you time to visit all the leading attractions and explore some hidden spots along the way.
How to find the best North Chicago package deals?
Landing a cheap North Chicago package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can customise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most affordable North Chicago package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a North Chicago holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and stays separately. Better still, you can tailor your North Chicago getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a holiday package to North Chicago?
Score incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu North Chicago getaway.
How to plan a trip to North Chicago?
- Choose when to travel: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to visit North Chicago.
- Set a budget: Factor in expenses like flights, food and transportation when calculating how much to put aside for your trip to North Chicago. Then, select a property that matches your budget, whether that's a wallet-friendly option or a deluxe getaway.
- Decide your trip length: Think about how long you'd like to spend discovering North Chicago. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a North Chicago holiday package that brings all your bookings together.
* 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.
