Waukegan Vacations from $243

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Your Waukegan Vacation

With one of our vacation packages to Waukegan, you'll discover limitless opportunities for fun and relaxation. There's loads to experience, including its diversity and lakes. Love to explore? Six Flags Great America, Gurnee Mills and Genesee Theater are just three of the most popular places to visit during a trip to Waukegan. Whoever you're taking time off with and whatever you plan to spend, your dream Waukegan vacation is just clicks away with Expedia.

The Latest Waukegan vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $410, price is now $243 per person
$243
per person
Feb 20 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amenities, very clean, wonderful buffet service.

Reviewed on Dec 20, 2025

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $666, price is now $397 per person
$397
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
While the staff was very nice and accommodating, the bathroom lock in my room was broken which resulted in me getting locked inside on my first night. It took maintenance/staff 45 minutes to get me out, which resulted in me being late for dinner reservations. I would like to say--Langston is the one who finally set me free and he was great and incredibly apologetic.

Reviewed on Dec 15, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $588, price is now $352 per person
$352
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Excellent location to stay in the heart of the city.

Reviewed on Dec 17, 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $515, price is now $335 per person
$335
per person
Feb 12 - Feb 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
The staff are so friendly and the hotel is beautiful! I love the cozy feel of it and the front and back entrances were very convenient. Location is fantastic and the artful displays of books were so cool!!!

Reviewed on Dec 17, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $905, price is now $594 per person
$594
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
From staff to room it was a amazing experience.

Reviewed on Dec 18, 2025

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Discover the most popular places to visit in Waukegan

Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
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

What to do in Waukegan

River tour boat in Chicago

Architecture River Tour

$44
per adult
96% of travellers recommend
Architecture River Tour
Chicago Bulls Basketball Game at United Center

Chicago Bulls Basketball Game at United Center

$80
per adult
80% of travellers recommend
Chicago Bulls Basketball Game at United Center
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

$41
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Waukegan

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 $100 total per night from Dec 26 to Dec 27
$100 total
per night
Dec 26 - Dec 27
8.8/10 Excellent! (1,565 reviews)
The room was very clean. The staff was courteous. I stayed for 3 nights; I was surprised that the room was never cleaned during my stay.

Reviewed on Dec 15, 2025

Sonesta ES Suites Chicago Waukegan Gurnee
Hampton Inn & Suites Chicago Waukegan

Hampton Inn & Suites Chicago Waukegan

2.5 out of 5
438 Lakehurst Road Waukegan IL
Fully refundableReserve now, pay when you stay
The price is $109 total per night from Dec 28 to Dec 29
$109 total
per night
Dec 28 - Dec 29
8.8/10 Excellent! (1,003 reviews)
Room was clean

Reviewed on Dec 12, 2025

Hampton Inn & Suites Chicago Waukegan
Holiday Inn Express & Suites Waukegan by IHG

Holiday Inn Express & Suites Waukegan by IHG

2.5 out of 5
611 Lakehurst Rd Waukegan IL
Fully refundable
The price is $115 total per night from Dec 28 to Dec 29
$115 total
per night
Dec 28 - Dec 29
8.6/10 Excellent! (1,003 reviews)
from a very friendly front desk, staff, housekeeping, hot breakfast, and cleanliness of the entire hotel, my day was extraordinary. The three women who are manning the front desk, really set the tone for my enjoyable stay. They were friendly and went out of their way to make everyone checking in. ...

Reviewed on Dec 11, 2025

Holiday Inn Express & Suites Waukegan by IHG
See all 766 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.

Find the Best Waukegan Vacation Packages

Waukegan Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
88,500
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Six Flags Great America, Genesee Theater and Jump America

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Frequently asked questions

How much does a Waukegan vacation package cost?
You can snap up a vacation package to this top destination from $243 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?
February, April and December are the best times to search for cheap Waukegan vacation packages. Traveling in less busy months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Waukegan?
The ideal duration of your Waukegan vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to visit all the leading attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to Waukegan?
Whether you're planning to check out attractions such as Genesee Theater and Waukegan Harbor, or want to experience its top-notch history and culture, a Waukegan vacation will leave you with lasting memories. Book your trip with Expedia and find out why Waukegan is such a good vacation destination.
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.
Does Expedia offer Book Now, Pay Later Waukegan vacation packages?
Your Waukegan trip is meant to be an escape from your daily routine, not a reason for money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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.