Wildwood Holidays

Book a Hotel + Flight or Car together to unlock savings

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    Save up to £750 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

    Packages with flights are ATOL protected

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.
  • Indoor wedding
    Aug 16 - Aug 24

    Swissotel - Chicago + Flight

    Downtown Chicago
    8 nights
    4.5 star property
    9.0/10 - Wonderful (3,364 reviews)
    "The gym is on 43 floor.. amazing"
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,621
    £2,023
    per traveller
    found 2 days ago
    Swissotel - Chicago
  • Terrace/patio
    Aug 16 - Aug 24

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    8 nights
    5.0 star property
    9.6/10 - Exceptional (1,890 reviews)
    "Great room, professional staff, no complaints."
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £3,738
    £2,849
    per traveller
    found 2 days ago
    Trump International Hotel & Tower Chicago
  • Smart TV
    Aug 16 - Aug 24

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    8 nights
    4.0 star property
    9.2/10 - Wonderful (491 reviews)
    "Amazing place"
    Reviewed May 26, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,872
    £2,194
    per traveller
    found 2 days ago
    Level Chicago Fulton Market
  • Terrace/patio
    Aug 16 - Aug 24

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    8 nights
    4.0 star property
    9.4/10 - Exceptional (2,519 reviews)
    "Beautiful place and at a breath taking spot. Staff in the front were very helpful. Good, clean and the most important thing is that its private for the guests. There is a security at the entrance of the pier so nobody can come in. Guests can take walks at the pier, but not the whole pier but some areas. Security was very helpful and understanding. 2 things that need work are: 1. Pillows: the pillows were a pain in the neck. 2. The body wash: our room had an empty bottle of body wash and wasn't..."
    Reviewed May 31, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £3,063
    £2,355
    per traveller
    found 2 days ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Front of property – evening/night
    Aug 16 - Aug 24

    The Peninsula Chicago + Flight

    Downtown Chicago
    8 nights
    5.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Everyone was so helpful and friendly Great environment. Cleaning, room service ,breakfast A+"
    Reviewed May 29, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £4,295
    £3,305
    per traveller
    found 2 days ago
    The Peninsula Chicago

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 £83 per night from 29 Jun to 30 Jun
£83
29 Jun - 30 Jun
includes taxes & fees
Comfort Suites Grayslake near Libertyville North
Renaissance Chicago North Shore Hotel

Renaissance Chicago North Shore Hotel

4 out of 5
933 Skokie Blvd Northbrook IL
Fully refundableReserve now, pay when you stay
The price is £106 per night from 28 Jun to 29 Jun
£106
28 Jun - 29 Jun
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Good location and nice rooms."

Reviewed on 1 Jun 2026

Renaissance Chicago North Shore Hotel
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 £139 per night from 3 Jun to 4 Jun
£139
3 Jun - 4 Jun
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"My kids loved the waterslides everything."

Reviewed on 30 May 2026

Great Wolf Lodge Illinois
See all 830 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

Frequently asked questions

How much does a Wildwood travel package cost?
Explore the best of Wildwood from as low as . 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.

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
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
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£16
per child
98% of travellers recommend
Flyover in 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. Flight-inclusive packages are ATOL protected.