Waukegan Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Chicago Marriott Suites Deerfield
Price was CA $916, price is now CA $670 per person
CA $670
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,000 reviews)
I booked this property after a day at O'Hare airport and multiple flight cancellations. I was greeted and checked in efficiently, had a drink and dinner and retired to a very comfortable and clean room. Breakfast the next day consusted of an excellent omelet. Overall a very comfortable and well appointed hotel. Thank you!
Reviewed on Mar 16, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,801, price is now CA $1,170 per person
CA $1,170
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Breakfast and parking not included
Reviewed on Apr 12, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,806, price is now CA $1,234 per person
CA $1,234
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
The room was clean, spacious, with good views.
Reviewed on Apr 12, 2026
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $1,118, price is now CA $768 per person
CA $768
per person
Jun 29 - Jul 3
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
Le Meridien Exxex Chicago is in the perfect location, steps from where I need to be when visiting Chicago. The staff are super helpful and friendly. The restaurant serves delicious food and the waitstaff is attentive. Keep up the good work!
Reviewed on Apr 3, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,477, price is now CA $1,089 per person
CA $1,089
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Overall we enjoyed our stay. A few things that we didn’t care for. One is that the parking was inconvenient due to you having to call to get in every time you leave. Next would be the closet with the furnace was extremely noisy and almost kinda sounding. It came off and on very frequently. Lastly, the bed was as hard as a rock. If you are used a nice bed you can forget it. For the price no thx.
Reviewed on Apr 12, 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 $101 per night from Apr 14 to Apr 15
CA $101
CA $113 total
Apr 14 - Apr 15
includes taxes & fees
8.6/10 Excellent! (111 reviews)
I didn’t eat breakfast.
Reviewed on Apr 12, 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 $151 per night from Apr 19 to Apr 20
CA $151
CA $169 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (1,611 reviews)
Highly recommend for any family that attends Navy Graduation.
Reviewed on Apr 13, 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 Apr 26 to Apr 27
CA $201
CA $225 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Great location Great service and staff Will come back again
Reviewed on Apr 6, 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
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
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.
Navy Pier
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Waukegan
Skydeck - Willis Tower Admission
CA $60
per adult
98% of travellers recommend
Explore a world of travel with Expedia
- B&B in Beach Park
- Boutique Hotels in Beach Park
- Cheap Hotels in Beach Park
- Golf Hotels in Beach Park
- Hotels with a Pool in Beach Park
- Beach Park Hotels
- Inns in Beach Park
- Resorts in Beach Park
- Chicago Hotels
- Lake County Hotels
- Hotels near Genesee Theater
- Hotels near Great Wolf Lodge Water Park
- B&B in Gurnee
- Cheap Hotels in Gurnee
- Family Hotels in Gurnee
- Hotels with a Pool in Gurnee
- Hotels with an Indoor Pool in Gurnee
- Hotels with Kitchenettes in Gurnee
- Hotels with Waterslides in Gurnee
- Lgbt Friendly Hotels in Gurnee
- Luxury Hotels in Gurnee
- Pet-Friendly Hotels in Gurnee
- Waterpark Hotels in Gurnee
- Gurnee Hotels
- Inns in Gurnee
- Motels in Gurnee
- Resorts in Gurnee
- Hotels near Illinois Beach State Park
- Resorts in Lake County
- Hotels near Naval Base Great Lakes
- Farmstay in North Chicago
- B&B in North Chicago
- Cabin Rentals in North Chicago
- Hotels near North Chicago Great Lakes Station
- Beach Hotel Hotels in North Chicago
- Boutique Hotels in North Chicago
- Cheap Hotels in North Chicago
- Family Hotels in North Chicago
- Golf Hotels in North Chicago
- Hotels with a Pool in North Chicago
- Hotels with Free Parking in North Chicago
- Hotels with Hot Tubs in North Chicago
- Luxury Hotels in North Chicago
- Romantic Hotels in North Chicago
- Spa Hotels in North Chicago
- North Chicago Hotels
- Motels in North Chicago
- Residences in North Chicago
- Resorts in North Chicago
- Hotels near North Chicago Station
- B&B in Park City
- Hotels with a Pool in Park City
- Luxury Hotels in Park City
- Park City Hotels
- 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.
