Wildwood Holidays

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Your Wildwood Holiday

Your next great escape is calling your name with a holiday package to Wildwood. Food, fun and nonstop great times — you're bound to find it in this neighbourhood. Some nearby attractions to visit during your trip to Wildwood include Lake County Fairgrounds, College of Lake County and University Centre of Lake County. Expedia will help you turn your ideal Wildwood holiday into reality, whatever your travel plans or budget.

Price found within the past 48 hours. Click for updated prices.
  • Smart TV
    Jun 24 - Jun 28

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (488 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 May 22, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$4,371
    AU$3,762
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Terrace/patio
    Jun 24 - Jun 28

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.6/10 - Exceptional (1,878 reviews)
    "Excellent"
    Reviewed May 21, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,435
    AU$4,637
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago
  • Seasonal outdoor pool, pool loungers
    Jun 24 - Jun 28

    Viceroy Chicago + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (1,231 reviews)
    "We had an incredible stay here. The room was very nice as we stayed in a junior suite so the extra charge was definitely worth it. You’re on the 17th floor and you’re able to have a good view of the city. You also are one floor away from the rooftop restaurant and bar. The decor and aesthetics in the hotel are top-notch. Definitely picture worthy. Definitely walkable and it’s less than quarter mile from the hotel to the lake. 10 out of 10 definitely recommend."
    Reviewed May 23, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$5,114
    AU$4,381
    per traveller
    found 1 day ago
    Viceroy Chicago
  • 2 restaurants; breakfast, lunch, and dinner served
    Jun 24 - Jun 28

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.4/10 - Exceptional (3,722 reviews)
    "Very comfortable stay."
    Reviewed May 24, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$4,627
    AU$3,997
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Meeting facility
    Jun 24 - Jun 28

    Thompson Chicago, by Hyatt + Flight

    Downtown Chicago
    4 nights
    4.5 star property
    9.2/10 - Wonderful (1,366 reviews)
    "Great location"
    Reviewed May 19, 2026
    Return • Melbourne (MEL) - Chicago (ORD)
    MEL - ORD • 1 stop ORD - MEL • 1 stop
    AU$4,788
    AU$4,193
    per traveller
    found 1 day ago
    Thompson Chicago, by Hyatt

Our guide on where to stay in Wildwood

Find the best Wildwood areas and neighborhoods for the activities you enjoy most. Learn more about Wildwood
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Our pick of the best Wildwood Hotel Deals

Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North

2.5 out of 5
1775 East Belvidere Road Grayslake IL
Fully refundable
The price is AU$146 per night from 31 May to 1 June
AU$146
31 May - 1 June
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
"This is the place to go when you need a break from the hustle/busle of big city life."

Reviewed on 24 May 2026

Comfort Suites Grayslake near Libertyville North
Baymont by Wyndham Glenview

Baymont by Wyndham Glenview

3 out of 5
1625 Milwaukee Ave Glenview IL
Fully refundableReserve now, pay when you stay
The price is AU$113 per night from 25 May to 26 May
AU$113
25 May - 26 May
includes taxes & fees
Baymont by Wyndham Glenview
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
Fully refundableReserve now, pay when you stay
The price is AU$262 per night from 26 May to 27 May
AU$262
26 May - 27 May
includes taxes & fees
8.6/10 Excellent! (1,007 reviews)
"Clean room. Extremely friendly and helpful staff. Very family friendly. Overall a great experience."

Reviewed on 23 May 2026

Great Wolf Lodge Illinois
See all 815 properties in Wildwood
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Wildwood holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Wildwood from just . And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Wildwood?
Browse and lock in everything all in one place with our Wildwood holiday packages. You'll discover bargains on hotels, flights and more that'll keep your wallet happy and adventurous side satisfied. And, with more than 550 airlines and 1 000 000 hotel options throughout the world to select from, you'll have the flexibility to mix and match your own way.
Where should I stay in Wildwood?
Stay where the action happens. Many travellers like to book hotels within easy reach of top sights, like Lake County Fairgrounds, College of Lake County and University Centre of Lake County.
How far in advance should I book my Wildwood holiday?
You'll be rewarded with the widest variety at the lowest prices by booking your Wildwood holiday early. Airlines usually publish flight tickets anywhere up to 12 months in advance, so start locking things in ASAP. Having said that, Expedia is committed to giving you the best deals around, so it's never a bad time to book your dream holiday!
What does an Expedia Wildwood travel package include?
It depends on what kind of escape you want to have. Wildwood travel deals can include car rentals, hotels and flights. You can mix and match to create the package that works for you! You can also add on experiences and activities after you've booked to land even bigger discounts.
What should I know before booking a Wildwood travel package?
Our prices are already low. However, you'll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and lots of choice.
Can I choose my airline with a Wildwood Expedia holiday package?
Yes — that's one of the best things about an Expedia holiday package. You're the boss! We have more than 550 partner airlines around the world, so you have lots of choice when putting together your Wildwood adventure.
If I'm not able to travel, can I cancel my Wildwood holiday package?
It is possible to cancel your Wildwood booking if your plans have changed. Whether you'll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Wildwood

Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

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.

Naval Base Great Lakes
Navy Pier

Navy Pier

A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.

Navy Pier
Millennium Park

Millennium Park

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

Activities

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

AU$37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

AU$61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

AU$34
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Chicago
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.