
Waukegan Vacations from ¥214,943
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The Latest Waukegan Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Level Chicago - River North
Downtown Chicago
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).
Reviewed on Jul 27, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
I booked a room with the water view, when I checked in I asked before I get the key, Is it a water view. They told me it is. I show up in my room and it’s not the room I booked. I called the front desk and they’re telling me we apologize all of the rooms are booked with the water view. They also said booking a water view room doesn’t guarantee a water view room even though I paid extra for a water view room! Never going to stay there again for sure.
Reviewed on Aug 3, 2025


LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
per person
Sep 12 - Sep 16
found 21 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to Chicago (ORD)
9.4/10 Exceptional! (3,342 reviews)
London house did not disappoint. View room was a highlight, staff were friendly and courteous. Close walk to Riverwalk, tours, parks, museums and shops. Make reservations for LH rooftop. I only wish I was able to get credit with Hilton for the stay.
Reviewed on Aug 3, 2025
Find the Best Waukegan Vacation Packages
Waukegan Hotel Deals

Sonesta ES Suites Chicago Waukegan Gurnee
1440 S White Oak Dr, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is ¥15,330 per night from Sep 3 to Sep 4
¥15,330
¥17,166 total
Sep 3 - Sep 4
includes taxes & fees
8.8/10 Excellent! (1,275 reviews)
"Great"
Reviewed on Aug 3, 2025

Courtyard Chicago Waukegan Gurnee
3800 Northpoint Blvd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is ¥21,373 per night from Aug 17 to Aug 18
¥21,373
¥23,933 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"Enjoy your hotel"
Reviewed on Jul 26, 2025

Sonesta Simply Suites Chicago Waukegan
1151 S Waukegan Rd, Waukegan, IL
Fully refundableReserve now, pay when you stay
The price is ¥12,603 per night from Sep 2 to Sep 3
¥12,603
¥14,112 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Great!!"
Reviewed on Aug 1, 2025
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.

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.

Navy Pier
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Waukegan

Wendella's 90-min Chicago River Architecture Tour
¥5,981
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
¥6,646
per adult
96% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.