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
North Chicago Flight & Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Downtown Chicago
S$667
per person
21 Nov - 23 Nov
found 7 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,006 reviews)
From parking through check in and check out everything was great! The room is clean, comfortable and well appointed. Staff were kind and efficient. I love the ease of the restaurant up front for breakfast. We especially enjoyed the location for our walk to and from Soldier Field (Bear Down).
Reviewed on 10 Oct, 2026
Sentral Michigan Avenue
Downtown Chicago
S$684
per person
21 Nov - 23 Nov
found 7 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9/10 Wonderful! (1,344 reviews)
Best part of this place is the location. Didn’t take any Ubers just walked everywhere, and let’s not forget the in-unit laundry. Definitely would stay here again!
Reviewed on 12 Oct, 2026
Omni Chicago Hotel
Downtown Chicago
S$794
per person
21 Nov - 23 Nov
found 7 hours ago
Return direct flight included
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
9.2/10 Wonderful! (2,097 reviews)
Not what I expected for the price. Staff at registration are not very helpful. Some of the common areas the carpet was very dirty. Room was big and comfortable. I don’t know if it was the location or poor sound insulation but you can hear sirens constant, 24/7. Otherwise great location but I guess I expected more from a Omni hotel and the price.
Reviewed on 13 Oct, 2026
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$89
1 Nov - 2 Nov
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"There were stains on some of the linen and a bug was spotted in one of the rooms, possibly a roach. The waffle machine was broken and there wasn’t any hot food even though breakfast wasn’t over. There were also only 2 kinds of cereal. The drain in the bathroom sink in my room didn’t work properly ..."
Reviewed on 12 Oct, 2026
Sleep Inn near Great Lakes Naval Base
3250 Bittersweet Ave North Chicago IL
Fully refundable
S$132
2 Nov - 3 Nov
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Drama-free, super convenient hotel if you are visiting for a Navy recruit graduation"
Reviewed on 10 Oct, 2026
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
S$184
1 Nov - 2 Nov
includes taxes & fees
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
Skydeck Chicago at Willis Tower
S$54
per adult
88% of travellers recommend
Frequently asked questions
How much does a North Chicago holiday package cost?
Offering great value package deals from S$614 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.
