Waukegan Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by iLOVEnature's Photography Inspiration

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Waukegan Vacation Packages

Waukegan Hotel Deals

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 ₩144,037 per night from Sep 2 to Sep 3
₩144,037
₩161,292 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,275 reviews)
"Great"

Reviewed on Aug 3, 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 ₩200,821 per night from Aug 18 to Aug 19
₩200,821
₩224,879 total
Aug 18 - Aug 19
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Enjoy your hotel"

Reviewed on Jul 26, 2025

Courtyard Chicago Waukegan Gurnee
Sonesta Simply Suites Chicago Waukegan

Sonesta Simply Suites Chicago Waukegan

2 out of 5
1151 S Waukegan Rd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is ₩118,415 per night from Sep 2 to Sep 3
₩118,415
₩132,601 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great!!"

Reviewed on Aug 1, 2025

Sonesta Simply Suites Chicago Waukegan
See all 712 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.

Discover the most popular places to visit in Waukegan

Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Millennium Park featuring a city, modern architecture and fall colors

Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

Millennium Park
Grant Park showing a garden and night scenes

Grant Park

Chicago’s front yard is a pretty landscaped park, which is home to public art displays, museums, themed gardens and international music festivals.

Grant Park

Frequently asked questions

How much does a Waukegan vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation 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 vacation 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 vacation for longer.
Is it worth booking a vacation package to Waukegan?
Known for its history, culture and a host of other highlights, you can be assured Waukegan is a good vacation destination. Some of the most popular attractions to put on your to-do list? Don't miss Genesee Theater and Bonnie Brook Golf Course during your Waukegan vacation.
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," "Traveler 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 traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Waukegan vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations 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 vacation 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 traveling on a whim.
How to plan a trip to Waukegan?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to vacation 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 accommodations 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 personalized Waukegan vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.