North Chicago Holidays

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  • Better together

    Save up to S$1,300 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

Top hotels in North Chicago

Days Inn by Wyndham Great Lakes Naval Base

Days Inn by Wyndham Great Lakes Naval Base

2 out of 5
3000 North Skokie Highway North Chicago IL
Fully refundableReserve now, pay when you stay
The price is S$96 per night from 19 Jul to 20 Jul
S$96
19 Jul - 20 Jul
includes taxes & fees
7.4/10 Good! (1,017 reviews)
"Great experience"

Reviewed on 14 Jul, 2026

Days Inn by Wyndham Great Lakes Naval Base
Sleep Inn near Great Lakes Naval Base

Sleep Inn near Great Lakes Naval Base

2.5 out of 5
3250 Bittersweet Ave North Chicago IL
Fully refundable
The price is S$133 per night from 9 Aug to 10 Aug
S$133
9 Aug - 10 Aug
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"Solid place"

Reviewed on 11 Jul, 2026

Sleep Inn near Great Lakes Naval Base
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is S$185 per night from 7 Aug to 8 Aug
S$185
7 Aug - 8 Aug
includes taxes & fees
8.8/10 Excellent! (1,065 reviews)
"Overall, the hotel is a good place to stay. The common areas are dated. Need new hallway carpets and new carpet in the rooms. The rooms have been partially updated. The bathroom is nice except the sink is in the open. The hotel could use new pillows and blankets. The breakfast is buffet, not worth ..."

Reviewed on 14 Jul, 2026

Hyatt Regency Deerfield
See all 817 properties in North Chicago
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

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

S$35
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

S$52
per adult
92% of travellers recommend
Art Institute of Chicago
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in North Chicago

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* 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.