Waukegan Vacations from $544

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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.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,003, price is now $544 per person
$544
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
I enjoyed my stay here

Reviewed on Aug 23, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,322, price is now $641 per person
$641
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was $1,267, price is now $636 per person
$636
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,087 reviews)
I give this hotel five stars. A very clean atmosphere. The staff is amazing, the valet workers knew my name, but the best was when I opened that door and seen that window view. It was amazing, gorgeous absolutely beautiful!! I would definitely stay again and tell people what a great experience I had here!

Reviewed on Aug 24, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,370, price is now $718 per person
$718
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Exceptional hotel with ideal location and nice services.

Reviewed on Aug 23, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $2,106, price is now $1,154 per person
$1,154
per person
Oct 16 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug 19, 2025

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Discover the most popular places to visit in Waukegan

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

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

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

Michigan Avenue

4.5/5(332 reviews)

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
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

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

$41
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

$41
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

$45
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
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
$104 nightly
The price is $116 total per night from Sep 2 to Sep 3
$116 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (1,321 reviews)
"It was nice and close to US Navy base. So that was great however the pull out couch had stains on the mattress but overall a good stay"

Reviewed on Aug 23, 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
$145 nightly
The price is $162 total per night from Aug 31 to Sep 1
$162 total
Aug 31 - Sep 1
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
"Great experience"

Reviewed on Aug 21, 2025

Courtyard Chicago Waukegan Gurnee
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
$76 nightly
The price is $85 total per night from Sep 7 to Sep 8
$85 total
Sep 7 - Sep 8
Total with taxes and fees
7.2/10 Good! (1,000 reviews)
"Arrived cery late, service was excellent, he was out to help us before we rang the bell!! Comfortable bed. Pillows were flat but overall decent place at a decent price."

Reviewed on Aug 7, 2025

Red Roof Inn Gurnee - Waukegan
See all 684 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.

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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 $544 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.