Wildwood Holidays from £946

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Your Wildwood Holiday

When you book a Wildwood holiday package, it's all about enjoying your escape to the fullest. Uncover the best things about this fun-filled city knowing that all your travel needs have been organised in advance. Fill your days with visits to Lake County Fairgrounds, College of Lake County and Jones Island Beach, some of the things you shouldn't miss during your trip to Wildwood. Check out Expedia's wide range of travel options and begin planning your dream holiday to Wildwood today.

Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
£946
per person
22 Dec - 28 Dec
found 8 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (576 reviews)
Park Hyatt Chicago

Park Hyatt Chicago

Downtown Chicago
£1,521
per person
22 Dec - 28 Dec
found 8 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.6/10 Exceptional! (1,003 reviews)
Excellent experience. I’d recommend this property for their outstanding service and updated rooms.

Reviewed on 9 Oct 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
£1,327
per person
19 Nov - 23 Nov
found 12 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
Kinzie Hotel

Kinzie Hotel

Downtown Chicago
£966
per person
21 Dec - 28 Dec
found 24 hours ago
Return direct flight included
Edinburgh (EDI) to Chicago (ORD)
9.2/10 Wonderful! (2,187 reviews)
Kenzie Hotel is a smaller hotel located close to River North and the Gold coast. Being smaller, is less people checking in / out. Evening gathering is a nice touch. Very clean

Reviewed on 16 Oct 2026

The Emily Hotel

The Emily Hotel

Downtown Chicago
£967
per person
22 Dec - 28 Dec
found 8 hours ago
Return direct flight included
London (LON) to Chicago (ORD)
9.2/10 Wonderful! (1,347 reviews)
Clean room, great staff

Reviewed on 17 Oct 2026

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.

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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.

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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.

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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.

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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.

Find hotels in Lincoln Park

Top hotels in Wildwood

Comfort Suites Grayslake near Libertyville North

Comfort Suites Grayslake near Libertyville North

1775 East Belvidere Road Grayslake IL
Fully refundable
£74
15 Nov - 16 Nov
includes taxes & fees
Comfort Suites Grayslake near Libertyville North
Hyatt Regency Deerfield

Hyatt Regency Deerfield

1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
£108
1 Nov - 2 Nov
includes taxes & fees
Hyatt Regency Deerfield
Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
£49
7 Nov - 8 Nov
includes taxes & fees
Motel 6 Rolling Meadows, IL - Chicago Northwest
See all 806 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
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Frequently asked questions

How much does a Wildwood travel package cost?
Explore the best of Wildwood from as low as £946. Choose from a great selection of hotels, flights and rental cars to suit your travel style. You can score even more discounts when you add a few sightseeing activities to your travel package.
If I'm not able to travel, can I cancel my Wildwood travel package?
Certainly, and we'll help you every step of the way. You may be able to amend or cancel your Wildwood travel package at no cost if you booked in the last 24 hours. But you may be charged a fee by your hotel, airline or car rental company if you booked more than 24 hours ago. If life gets in the way of your holiday, have a look at our Customer Service Portal for further information.
How do I get a cheap travel package to Wildwood?
Bundling your flight and hotel with Expedia won't just save precious time — it'll save you cash too. A Wildwood holiday package makes it a breeze to put together your perfect trip. With more than 550 airlines all over the world to pick from, finding flights that suit your schedule won't be a challenge. Not only that, we've got over 1,000,000 properties globally to pick from. Talk about choice! Whatever your budget, Expedia will help show you the world.
Does Expedia offer Book Now, Pay Later Wildwood holidays?
Expedia has teamed up with online lender Klarna to make booking your next trip easier on your wallet. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more cash to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Browse these flexible payment options:
  • Pay monthly holidays: Klarna has convenient monthly payment plans that suit all types of budgets, so you can take that well-earned holiday sooner.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then check out this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: When you spot an awesome deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in Wildwood?
With lots to discover in Wildwood, it'd be convenient for you to lock in a hotel close to its attractions. Lake County Fairgrounds, College of Lake County and University Centre of Lake County are some interesting ones to add to your to-do list.
What are the top hotels in Wildwood?
Whether you plan to stay for one night or a week in Wildwood, you'll get a solid night's sleep at Comfort Suites Grayslake near Libertyville North. This option is popular with lots of travellers.
How far in advance should I book my Wildwood holiday?
Browse Expedia to compare flights ASAP. In many cases, you can purchase a ticket up to 12 months in advance. If it's too early for your preferred air carrier, or you're booking late, don't despair. Low prices to Wildwood occasionally appear just weeks before the date of departure.
What does an Expedia Wildwood travel package include?
It all boils down to what type of trip you have in the works. Wildwood holiday deals can include hotels, car rentals and flights. You can mix and match to find the package that suits your style and budget. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Wildwood travel package?
When you book your hotels, flights and car rentals together, you'll score great discounts. Whether you're planning a rural escape in a cottage or want to stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Wildwood Expedia travel package?
Yes — that's one of the best things about an Expedia package. You're in charge! We have access to more than 550 airline partners across the globe, so you have options galore when planning your Wildwood escape.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£18
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

£32
per adult
88% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

£30
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. Flight-inclusive packages are ATOL protected.