Wildwood Holidays

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Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was €2,026, price is now €1,429 per person
€1,429
per person
23 May - 30 May
found 22 hours ago
Return flight included
Athens (ATH) to Chicago (ORD)
8.2/10 Very Good! (2,628 reviews)
Room was slightly small and there was no microwave. But for the most part enjoyed my stay.

Reviewed on 15 Apr 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was €2,588, price is now €1,670 per person
€1,670
per person
23 May - 30 May
found 22 hours ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.2/10 Wonderful! (449 reviews)
Yessss it’s was amazing

Reviewed on 13 Apr 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was €2,598, price is now €1,766 per person
€1,766
per person
23 May - 30 May
found 22 hours ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .

Reviewed on 17 Apr 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was €2,402, price is now €1,677 per person
€1,677
per person
23 May - 30 May
found 22 hours ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.2/10 Wonderful! (1,409 reviews)
Great location and converted old Virgin Hotel. Room was fine and hotel basics were fine. There wasn’t any room service daily or for my 3 night stay. There was a strike for housekeepers and they were LOUD out front everyday. Not sure what the hotel fee was for on top of Expedia hotel charge was for, they gave me 2 waters the first day and that was it. They also upsell their vacation club/time share a lot, kinda odd.

Reviewed on 14 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was €3,369, price is now €2,373 per person
€2,373
per person
23 May - 30 May
found 22 hours ago
Return flight included
Athens (ATH) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Celebrate my birthday here and upon arrival was given champagne. It made my evening even better. I felt at home will be returning

Reviewed on 18 Apr 2026

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

Top hotels in Wildwood

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 €89 per night from 10 May to 11 May
€89
10 May - 11 May
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
The rooms were clean and just right for us. The some of the staff didn’t understand my conversation when I tried to ask for towels. Breakfast was ok, yes it was fresh but I believe there needs to be a different selection. Sausage and eggs every morning. The hot tub was small and tge water was warm ...

Reviewed on 13 Apr 2026

Comfort Suites Grayslake near Libertyville North
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 €115 per night from 10 May to 11 May
€115
10 May - 11 May
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
The water park was fun. Great for all ages. Water slides, a pool with basketball hoops, wave pool for the the older kids. Two nice size kiddy sections with smaller slides and other fun things. Life guards were watchful. Room was very clean. Bring food and drinks as they were overpriced. Great experience ...

Reviewed on 18 Apr 2026

Great Wolf Lodge Illinois
Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield

4 out of 5
1445 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is €138 per night from 26 Apr to 27 Apr
€138
26 Apr - 27 Apr
includes taxes & fees
8.8/10 Excellent! (1,298 reviews)
Wonderful staff. Beautiful suites. Excellent breakfast. Pool area is not the greatest but usable.

Reviewed on 18 Apr 2026

Embassy Suites by Hilton Chicago North Shore Deerfield
See all 804 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.

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 €1,429. 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.

Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

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

Naval Base Great Lakes

5/5(1 review)

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

4/5(127 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€23
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
94% of travellers recommend
Art Institute of Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

€35
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.