
Waukegan Vacations from ¥106,938
Book a Hotel + Flight or Car together to unlock savings
Photo by iLOVEnature's Photography Inspiration
- Plan, book, travel with confidence
- Better togetherSave up to ¥45,448 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
The Latest Waukegan Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Hilton Chicago O'Hare Airport
O'Hare
Price was ¥134,260, price is now ¥106,938 per person
¥106,938
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
8.2/10 Very Good! (2,158 reviews)
Easy booking, they let me check in early which I needed it. Friendly staff, nice bed, good shower pressure, clean room. Just need some updating to make it brighter room. Overall satisfied with my stay.
Reviewed on Feb 2, 2026


Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
Price was ¥162,284, price is now ¥126,690 per person
¥126,690
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Chicago (ORD)
8.8/10 Excellent! (1,706 reviews)
Absolutely enjoyed my time here
Reviewed on Feb 3, 2026

The Emily Hotel
Downtown Chicago
Price was ¥252,881, price is now ¥202,772 per person
¥202,772
per person
May 2 - May 5
found 8 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Hotel was very stylish…hotel bar and food was great too. Staff was courteous and rooms were clean, we will stay here again.
Reviewed on Jan 25, 2026

Hotel Riu Plaza Chicago
Downtown Chicago
Price was ¥238,023, price is now ¥192,498 per person
¥192,498
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (NRT) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Staff was extremely polite, rooms were clean. No issues at all
Reviewed on Feb 2, 2026
Find the Best Waukegan Vacation Packages
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 ¥10,937 per night from Feb 22 to Feb 23
¥10,937
¥12,247 total
Feb 22 - Feb 23
includes taxes & fees
8.6/10 Excellent! (44 reviews)
If you're visiting for Navy Bootcamp graduation, this is a great place. The shuttles make it easy to travel. They took us to pick up oir tickets, to and from the graduation! The Dayss in does need to upgrade their breakfast thought! Overall good place to stay.
Reviewed on Jan 31, 2026

Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr Waukegan IL
Fully refundableReserve now, pay when you stay
The price is ¥16,518 per night from Feb 16 to Feb 17
¥16,518
¥18,498 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (1,608 reviews)
Grate
Reviewed on Jan 30, 2026

Howard Johnson by Wyndham Waukegan Great Lakes
619 S Green Bay Rd Waukegan IL
Fully refundableReserve now, pay when you stay
The price is ¥12,848 per night from Feb 8 to Feb 9
¥12,848
¥14,387 total
Feb 8 - Feb 9
includes taxes & fees
7.4/10 Good! (849 reviews)
Great value with a clean and comfortable room. Staff was very nice and helpful . And the cafe nextdoor was great ! Overall a great visit !!
Reviewed on Jan 20, 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(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Michigan Avenue
4.5/5(332 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.

Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Waukegan

Chicago: Navy Pier Centennial Wheel Ticket
¥3,883
per adult
88% of travellers recommend

Wendella's 90-min Chicago River Architecture Tour
¥6,341
per adult
94% of travellers recommend
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.

