Waukegan Vacations from $324

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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.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
Price was $543, price is now $324 per person
$324
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,328 reviews)
Great costumer service..!

Reviewed on Sep 12, 2025

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 $756, price is now $440 per person
$440
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Staff very friendly.

Reviewed on Sep 16, 2025

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
Price was $582, price is now $346 per person
$346
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,001 reviews)
I like the airport shuttle and complimentary breakfast. The rooms are also comfortable and clean. Have stayed here multiple times.

Reviewed on Sep 6, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,264, price is now $759 per person
$759
per person
Dec 1 - Dec 4
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Beautiful hotel centrally located

Reviewed on Sep 16, 2025

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Save 100% on your flight
Price was $653, price is now $396 per person
$396
per person
Dec 8 - Dec 14
found 5 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
7.6/10 Good! (1,005 reviews)
Two mornings received poor service at breakfast. King bed in room. Could not open cabinet

Reviewed on Sep 15, 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

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

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

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

$49
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

$45
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
$112 nightly
The price is $126 total per night from Oct 5 to Oct 6
$126 total
Oct 5 - Oct 6
Total with taxes and fees
8.8/10 Excellent! (1,385 reviews)
"Excellent, clean place and close to the navy base."

Reviewed on Sep 16, 2025

Sonesta ES Suites 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 $86 total per night from Oct 5 to Oct 6
$86 total
Oct 5 - Oct 6
Total with taxes and fees
7/10 Good! (1,005 reviews)
"Front desk friendly. New towels/wash rags and trash emptied, daily."

Reviewed on Sep 14, 2025

Red Roof Inn Gurnee - Waukegan
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 Oct 5 to Oct 6
$162 total
Oct 5 - Oct 6
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"We were there for Navy graduation, they were so accommodating and incredibly nice! I would definitely stay there again! I highly recommend!!!"

Reviewed on Sep 15, 2025

Courtyard Chicago Waukegan Gurnee
See all 685 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 $324 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

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.