Wildwood Holidays from £1,274

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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.

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Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was £1,803, price is now £1,274 per person
£1,274
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on 13 Apr 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

3.5 out of 5
Downtown Chicago
Price was £2,168, price is now £1,546 per person
£1,546
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) 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

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 £2,030, price is now £1,451 per person
£1,451
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Beautiful new hotel with amazing views but there are zero amenities after 8pm. No food or drinks after 8pm and you are on an island physically so hard to leave and get anything. Don’t arrive hungry and certainly don’t expect to hang in a hotel bar. We asked for a connected room and they did not offer this (didn’t see like they tried as the hotel did not feel full). It was a waste of money to get a connecting room. Staff did not seem interested in problem solving.

Reviewed on 16 Apr 2026

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was £2,344, price is now £1,744 per person
£1,744
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
Muy bien ubicado, puedes ir caminando por todo el loop y todo esta cerca (si va al downtown), el personal es amable, los cuartos amplios y bonitos, la vista muy bonita (solo que hay edificios al rededor y no ves mas). Los precios de todo en el hotel me parecen un poco elevados.

Reviewed on 15 Apr 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was £2,271, price is now £1,699 per person
£1,699
per person
29 May - 2 Jun
found 1 day ago
Return flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
We really loved the

Reviewed on 16 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 £78 per night from 22 Apr to 23 Apr
£78
22 Apr - 23 Apr
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
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 £120 per night from 10 May to 11 May
£120
10 May - 11 May
includes taxes & fees
8.8/10 Excellent! (1,296 reviews)
Classy and clean hotel by Hilton of course. The building could use some upgrades but it was nice. Love the breakfast and evening appetizers.

Reviewed on 15 Apr 2026

Embassy Suites by Hilton Chicago North Shore Deerfield
Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
The price is £98 per night from 9 May to 10 May
£98
9 May - 10 May
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
Room was clean. Left before breakfast was served. Plenty of room for parking.

Reviewed on 16 Apr 2026

Hyatt Regency Deerfield
See all 805 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 £1,274. 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

£33
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
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.