Wildwood Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Wildwood

Find the best Wildwood areas and neighborhoods for the activities you enjoy most. Learn more about Wildwood
A busy city street with tall buildings, a bus, and cars.

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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is €142 per night from 30 Jun to 1 Jul
€142
30 Jun - 1 Jul
includes taxes & fees
8/10 Very good! (10,163 reviews)
"Ice machine on all the floors work, and car valet is advertised but nonexistent"

Reviewed on 29 Jun 2026

Congress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is €189 per night from 5 Jul to 6 Jul
€189
5 Jul - 6 Jul
includes taxes & fees
9.2/10 Wonderful! (1,833 reviews)
"Staff was extremely friendly and helpful! Very clean and inviting environment!"

Reviewed on 29 Jun 2026

Omni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is €168 per night from 7 Jul to 8 Jul
€168
7 Jul - 8 Jul
includes taxes & fees
9/10 Wonderful! (4,478 reviews)
"Soooo I paid for the lake view the lake view was not really a lake view the lake is in front of some other buildings I had to have a room change for that reason I appreciated the effort but it was really no difference the carpet in the room looks like it needs to not be there they could do without ..."

Reviewed on 29 Jun 2026

Hilton Chicago/Magnificent Mile Suites
See all 4,565 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?
Our Wildwood packages, which start from just , are the easiest way to save big bucks. Pick and choose your preferred flights, hotels and rental cars to create your perfect itinerary.
How do I get a cheap travel package to Wildwood?
If you love amazing deals, combine your bookings into a Wildwood holiday package. Whether you're searching for flights, hotels, rental cars or tours, you can book everything in one place. You'll have lots of choice at your fingertips too. Expedia has over 550 air carriers and 1,000,000 properties around the world to choose from. Fly with who you prefer, book a room where you like and save precious money — now that's the ideal holiday!
Where should I stay in Wildwood?
Book a hotel nice and close to Lincoln Park, one of this area's biggest attractions. It's the perfect spot if you're an eager sightseer.
What are the top hotels in Wildwood?
When it comes to comfortable and convenient places to stay in Wildwood, you can't go past Edgebrook Motel. Have a look at our deals and score a great price.
How far in advance should I book my Wildwood holiday?
Travellers are generally able to look up international airfares on Expedia up to 12 months prior to departure. Booking late? With a bit of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Wildwood travel package include?
Packages include flights, rental cars and hotels, but you can mix and match them to create your perfect Wildwood escape. You can also add on experiences and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Wildwood travel package?
Whether it's relaxation or adventure you're after, a Wildwood holiday package lets you organise your escape your way. Plus, you'll score great discounts just for combining your accommodation with your flights and rental car. The more you bundle, the bigger the savings!
Can I choose my airline with a Wildwood Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Wildwood holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Wildwood holiday package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For more information, head to our Customer Service Portal. We'll help you each step of the way.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

€21
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

€40
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
Art Institute of Chicago

Art Institute of Chicago

€35
per adult
92% of travellers recommend
Art Institute of Chicago
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.