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
Price found within the past 48 hours. Click for updated prices.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Downtown Chicago
€656
per person
16 Oct - 19 Oct
found 12 hours ago
Return flight included
New York (JFK) to Chicago (ORD)
9/10 Wonderful! (3,779 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
€1,019
per person
16 Oct - 19 Oct
found 12 hours ago
Return flight included
New York (JFK) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North

Downtown Chicago
€772
per person
16 Oct - 19 Oct
found 12 hours ago
Return flight included
New York (JFK) to Chicago (ORD)
8.4/10 Very good! (2,147 reviews)

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

4 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.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top hotels in Wildwood

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
€118
8 Sept - 9 Sept
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
€147
31 Aug - 1 Sept
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
€243
4 Sept - 5 Sept
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,635 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 €656, 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

€24
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

€21
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
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.