Waukegan Vacation Packages
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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.
Top Waukegan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago
Downtown Chicago
CA $844
per person
Oct 30 - Nov 1
found 16 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested.
Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them.
Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.
Reviewed on Aug 26, 2026
Four Seasons Hotel Chicago
Downtown Chicago
CA $1,950
per person
Nov 5 - Nov 8
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Amazing hotel in excellent location. We loved our stay and hope to return for another trip to Chicago.
Reviewed on Aug 23, 2026
Ready to book your vacation to Waukegan?
Waukegan Hotel Deals
Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
Fully refundableReserve now, pay when you stay
CA $166
CA $185 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (1,682 reviews)
"Everything was amazing! I was only sad that the hot tub was out of order. The building was immaculate, the area was quiet, the staff was super nice and helpful. Would definitely stay here again!"
Reviewed on Aug 26, 2026
Days Inn by Wyndham Waukegan
630 N Green Bay Road Waukegan IL
Fully refundableReserve now, pay when you stay
CA $123
CA $138 total
Aug 31 - Sep 1
includes taxes & fees
Courtyard Chicago Waukegan Gurnee
3800 Northpoint Blvd Waukegan IL
Fully refundableReserve now, pay when you stay
CA $201
CA $225 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Na"
Reviewed on Aug 26, 2026
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.
Stay near popular Waukegan attractions
Waukegan Harbor
8.2/10 (152 reviews)
Explore the waterfront in Waukegan with a trip to Waukegan Harbor. Wander the lakeside in this family-friendly area.
North Beach
8.2/10 (61 reviews)
Why not spend a lazy afternoon at North Beach during your trip to Waukegan? Check out the shops and top-notch restaurants in this family-friendly area.
Genesee Theater
7.8/10 (145 reviews)
You can enjoy a show at Genesee Theater on your trip to Waukegan. Wander the lakeside in this family-friendly area.
The Temporary by American Place
8.0/10 (7 reviews)
Why not roll the dice with a visit to The Temporary by American Place during your visit to Waukegan? Stroll along the lakeside or visit the shops in this family-friendly area.
Waukegan SportsPark
7.2/10 (88 reviews)
Explore the great outdoors at Waukegan SportsPark, a lovely green space in Waukegan. Wander the lakeside in this family-friendly area.
American Place Casino
10.0/10 (1 review)
Why not try your luck with a visit to American Place Casino during your travels in Waukegan? Stroll along the lakeside or visit the shops in this family-friendly area.
Bowlero Waukegan
You can take time to visit Bowlero Waukegan during your travels to Waukegan. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Visual Arts Center
6.4/10 (32 reviews)
Take the family on an outing to Visual Arts Center during your trip to Waukegan. While you're in the area, stroll along the lakeside.
What to do in Waukegan
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Waukegan vacation package cost?
You can grab a vacation package to this destination from CA $844 on Expedia. But how much your vacation to Waukegan costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Waukegan?
February, March and December are the best times to search for cheap Waukegan vacation packages. Opting to travel in quieter months means you can typically find better prices on accommodations and flights.
How many days is enough for Waukegan?
Usually, a handful of days is enough to explore the main sights during your Waukegan vacation. However, if you want to have some time to unwind or take day tours, consider extending your trip.
Is it worth booking a vacation package to Waukegan?
Whether you're planning to discover attractions like Genesee Theatre and Bonnie Brook Golf Course, or eager to experience its top-notch history and culture, a Waukegan vacation will leave you with lasting memories. Book your getaway with Expedia and discover why Waukegan is such a good vacation destination.
How to find the best Waukegan package deals?
Use Expedia's filter tool to help you find some fabulous Waukegan package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Waukegan package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Waukegan vacation as a package?
You can enjoy significant savings on your next Waukegan break by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to view some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Waukegan?
If you have your Waukegan vacation dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Waukegan?
- Pick your dates: The things you plan to do in Waukegan and your preferred season will help you decide when to travel.
- Work out your budget: Make sure you have enough money to pay for everything from transportation and dining out to flights and activities. Your hotel will probably be the largest expense during your trip to Waukegan.
- Set the duration of your trip: Start by compiling a list of the sights and activities you'd like to get to in Waukegan. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Waukegan vacation package that brings all your bookings together.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
