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.
Hilton Garden Inn Naperville/Warrenville
Price was CA $1,243, price is now CA $845 per person
CA $845
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Minor issues: The room was fairly clean. There was some dust in the bathroom, furniture and candy found on the floor under the table from the previous guests. The room was cleaned during our stay, but they did not restock our toilet paper.
Reviewed on May 5, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,609, price is now CA $1,589 per person
CA $1,589
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,408, price is now CA $948 per person
CA $948
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,332 reviews)
It was a nice room. Only complaint would be air conditioning. I don’t do hot. Hate sweating. Had turned to 65 and still not really cold. Otherwise overall nice.
Reviewed on May 26, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,753, price is now CA $1,209 per person
CA $1,209
per person
Aug 7 - Aug 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!
Reviewed on May 28, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,616, price is now CA $1,119 per person
CA $1,119
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,507 reviews)
Love the view from the room. The room was very clean.
Reviewed on May 27, 2026
Waukegan Hotel Deals
Days Inn by Wyndham Waukegan
630 N Green Bay Road Waukegan IL
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Jun 7 to Jun 8
CA $107
CA $120 total
Jun 7 - Jun 8
includes taxes & fees
8.2/10 Very Good! (168 reviews)
"Rooms were clean. Staff was friendly. Breakfast was sub-par."
Reviewed on May 26, 2026
Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
Fully refundableReserve now, pay when you stay
The price is CA $158 per night from May 31 to Jun 1
CA $158
CA $177 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (1,593 reviews)
"The mattress was absolutely horrible!! Worst two nights sleep we both ever had!"
Reviewed on May 25, 2026
Courtyard Chicago Waukegan Gurnee
3800 Northpoint Blvd Waukegan IL
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Jun 22 to Jun 23
CA $201
CA $225 total
Jun 22 - Jun 23
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Great"
Reviewed on May 27, 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.
Discover the most popular places to visit in Waukegan
Wrigley Field
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
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.
What to do in Waukegan
Skydeck - Willis Tower Admission
CA $60
per adult
96% of travellers recommend
Explore a world of travel with Expedia
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- Farmstay in North Chicago
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- Spa Hotels in North Chicago
- North Chicago Hotels
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- B&B in Park City
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- Motels in Park City
- Vacation Homes in Park City
- Resorts in Park City
- Hotels near Rosalind Franklin University of Medicine and Science
- Hotels near Six Flags Great America
- Hotels near Waukegan Harbor
- Hotels near Waukegan SportsPark
- Hotels near Waukegan Station
- Algonquin Vacations
- Beach Park Vacations
- Cabela's
- Catherine Chevalier Woods
- Copernicus Center
- Crystal Lake Park
- Des Plaines Vacations
- Donald E. Stephens Convention Center
- Evanston Vacations
- Gold Pyramid House
- Golf Vacations
- Gurnee Mills
- Jack Benny Center for the Arts
- Legoland® Discovery Center
- Monument Park
- Now Arena
- Naval Base Great Lakes
- Norma Vacations
- North Suburbs Vacations
- North Wall Rock Climbing
- Northbrook Sports Complex
- Northwestern University
- Raupp Memorial Museum
- Rolling Meadows Vacations
- Rosemont Vacations
- Schaumburg Vacations
- Six Flags Great America
- Stades Farm & Market
- The Glen Club
- Woodfield Mall
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
