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.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,073, price is now CA $658 per person
CA $658
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Everyone there was friendly and gave us a lot of places to go eat for our one year anniversary

Reviewed on Aug. 21, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $3,441, price is now CA $1,974 per person
CA $1,974
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $2,444, price is now CA $1,439 per person
CA $1,439
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on Aug. 17, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,954, price is now CA $2,330 per person
CA $2,330
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Hilton Orrington / Evanston

Hilton Orrington / Evanston

4 out of 5
Downtown Evanston
Price was CA $1,046, price is now CA $662 per person
CA $662
per person
Oct 11 - Oct 14
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
7.6/10 Good! (1,000 reviews)
Hotel is beautiful and all of the staff is amazing. Only annoying thing is no free parking. Other than that amazing stay and happy we chose this hotel!

Reviewed on Aug. 18, 2025

Ready to book your vacation to Waukegan?

 

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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 CA $144 per night from Sep 2 to Sep 3
CA $144
CA $162 total
Sep 2 - Sep 3
includes taxes & fees
8.8/10 Excellent! (1,311 reviews)
"Great breakfast, facilities, outdoor areas, rooms are comfortable and clean"

Reviewed on Aug. 18, 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 CA $201 per night from Aug 31 to Sep 1
CA $201
CA $225 total
Aug 31 - Sep 1
includes taxes & 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
The price is CA $110 per night from Sep 1 to Sep 2
CA $110
CA $123 total
Sep 1 - Sep 2
includes taxes & fees
7.2/10 Good! (1,006 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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Discover the most popular places to visit in Waukegan

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

4.5/5(158 reviews)

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

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

Michigan Avenue

4.5/5(19 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

Navy Pier

4.5/5(459 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

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Waukegan

Frequently asked questions

How much does a Waukegan vacation package cost?
You can grab a vacation package to this destination from CA $658 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?

  1. Pick your dates: The things you plan to do in Waukegan and your preferred season will help you decide when to travel.
  2. 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.
  3. 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.
  4. 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.

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