Waukegan Vacations from SAR2,286

Book a Hotel + Flight together to unlock savings

Photo by iLOVEnature's Photography Inspiration
    deals illustration
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, 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 Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
8.4/10 Very Good! (3,410 reviews)
Great place! The Weber grill restaurant is attached and was a great spot to eat. The subway is right on the corner as well. Oh, there was a Jewel Osco right across the street for shopping. The room was clean and as advertised.

Reviewed on 26 June 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,613 reviews)
Pablo, the manager, got our great Chicago stay even better!

Reviewed on 24 June 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.4/10 Exceptional! (1,005 reviews)
Beautiful property. Amazing customer service.

Reviewed on 17 June 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,763 reviews)
Excellent property, beautiful rooms

Reviewed on 26 June 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Aug 14 - Aug 17
found 17 hours ago
Roundtrip flight included
New York (NYC) to Chicago (ORD)
9.2/10 Wonderful! (1,091 reviews)
Staying at The Emily was a great experience for my first trip to Chicago. The location is great, as it's close to so many attractions and restaurants, including a delicious on-site restaurant, Fora, which I had twice in my three days. The front desk staff was friendly and informative, while the cleaning staff left my room sparkling. The room offered plenty of natural light, a comfortable king bed and a strong air conditioner (which was a necessity during a heat wave). I will definitely be considering The Emily when I take my next trip to Chicago.

Reviewed on 22 June 2025

Find the Best Waukegan Vacation Packages

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 SAR 450 per night from Jul 20 to Jul 21
SAR 450
SAR 504 total
20 Jul - 21 Jul
includes taxes & fees
8.8/10 Excellent! (1,190 reviews)
"The staff was always friendly and made you feel so welcome. I would stay here again."

Reviewed on 23 June 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 SAR 544 per night from Jul 3 to Jul 4
SAR 544
SAR 609 total
3 Jul - 4 Jul
includes taxes & fees
9/10 Wonderful! (999 reviews)
"Friendly staff and very clean ! Easy short trip to Six Flags and multiple great restaurants and shops within close walking distance !"

Reviewed on 21 June 2025

Courtyard Chicago Waukegan Gurnee
Holiday Inn Express & Suites Waukegan by IHG
Holiday Inn Express & Suites Waukegan by IHG
2.5 out of 5
611 Lakehurst Rd, Waukegan, IL
Fully refundable
The price is SAR 476 per night from Jul 13 to Jul 14
SAR 476
SAR 533 total
13 Jul - 14 Jul
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Great location for Navy graduation. Staff was very friendly and helpful. Lobby was very clean. Rooms are well kept. Breakfast was good."

Reviewed on 21 June 2025

Holiday Inn Express & Suites Waukegan by IHG
See all 703 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.

Frequently asked questions

How much does a Waukegan vacation package cost?
You can snap up a vacation package to this top destination from SAR2,286 on Expedia. However, how much your vacation to Waukegan costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Waukegan?
You can generally find lower prices and better availability in February, March and December. Take a look at our cheap Waukegan vacation packages and you could land some great off-season discounts.
How to find the best Waukegan package deals?
Landing a cheap Waukegan package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add some filters and browse what's available. You can tailor your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Waukegan package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Waukegan vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and accommodations individually. Better still, you can tailor your Waukegan getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Waukegan?
If you've got your Waukegan travel dates locked in, book early to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Waukegan?

  1. Choose when to go: Check your diary and get your bags packed. Your favorite season and the type of activities on offer will also help you decide when to vacation in Waukegan.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Waukegan.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Waukegan. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Waukegan vacation package.

Discover the most popular places to visit in Waukegan

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

4.5/5(2,128 reviews)

Wrigley Field is one of the more well-known attractions to visit during your trip to Chicago. Amble around this vibrant area's lakeside or experience its entertainment choices.

Wrigley Field
Navy Pier featuring a sunset and rides

Navy Pier

4.5/5(4,870 reviews)

With a visit to Navy Pier, a favorite shopping spot in Chicago, you can enjoy some retail therapy. Amble around this vibrant area's lakeside or experience its fascinating museums.

Navy Pier
Magnificent Mile - River North showing night scenes, a city and signage

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.

Michigan Avenue