Waukegan Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Top hotels in Waukegan

Red Roof Inn Gurnee - Waukegan
Red Roof Inn Gurnee - Waukegan
2 out of 5
3031 Belvidere Rd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is S$94 per night from 3 Aug to 4 Aug
S$94
3 Aug - 4 Aug
includes taxes & fees
7.2/10 Good! (1,010 reviews)
"Decent place for a quick night"

Reviewed on 3 Jul, 2025

Red Roof Inn Gurnee - Waukegan
Sonesta ES Suites Chicago Waukegan Gurnee
Sonesta ES Suites Chicago Waukegan Gurnee
3 out of 5
1440 S White Oak Dr, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is S$182 per night from 28 Jul to 29 Jul
S$182
28 Jul - 29 Jul
includes taxes & fees
8.8/10 Excellent! (1,212 reviews)
"I had only viewed this property online and when we arrived, we were greeted with a super sweet desk clerk who was cheerful and very informative about things we needed to know for our 4 day stay. This property was the same as in the pictures online and we were very pleased with our choice."

Reviewed on 11 Jul, 2025

Sonesta ES Suites Chicago Waukegan Gurnee
Courtyard Chicago Waukegan Gurnee
Courtyard Chicago Waukegan Gurnee
3 out of 5
3800 Northpoint Blvd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is S$208 per night from 21 Jul to 22 Jul
S$208
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Great service and the room was extremely clean and comfortable. During our stay, we received notification that our room would be cleaned (for one of our days). We were a little puzzled as far as the level of cleaning that was done. We figured a wipe down of the sink and vacuuming would have occurred ..."

Reviewed on 13 Jul, 2025

Courtyard Chicago Waukegan Gurnee
See all 706 properties in Waukegan
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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Waukegan

River tour boat in Chicago

Architecture River Tour

S$53
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$52
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Waukegan

Frequently asked questions

How much does a Waukegan holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Waukegan costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Waukegan?
You can generally find lower prices and better availability in February, March and December. Take a look at our cheap Waukegan holiday packages and you could land some great off-season discounts.
How many days is enough for Waukegan?
With a well-planned itinerary, you can easily visit the top Waukegan sights in a handful of days. But if you prefer to discover lesser-known spots or go on day trips, think about booking your Waukegan holiday for longer.
Is it worth booking a holiday package to Waukegan?
Known for its history, culture and a host of other highlights, you can be assured Waukegan is a good holiday destination. Some of the most popular attractions to put on your to-do list? Don't miss Genesee Theatre and Bonnie Brook Golf Course during your Waukegan holiday.
How to find the best Waukegan package deals?
Landing a cheap Waukegan package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Waukegan package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Waukegan holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging flights and accommodation individually. Better still, you can tailor your Waukegan getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Waukegan?
If you've got your Waukegan travel dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for travelling on a whim.
How to plan a trip to Waukegan?

  1. Choose when to go: Check your diary and get your bags packed. Your favourite season and the type of activities on offer will also help you decide when to holiday in Waukegan.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Waukegan.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Waukegan. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Waukegan 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.