Wildwood Vacation Packages

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Your Wildwood Vacation

When you book a Wildwood vacation 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 organized 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 vacation to Wildwood today.

Top Holiday Package Deals in Wildwood

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (210 reviews)
Great room - fabulous fitness center. Easy access to grocery stores to stock fridge. Room is furnished with all amenities.

Reviewed on Jun. 9, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,212 reviews)
Love this property. Whenever we visit Chicago this is where we stay. It’s lovely.

Reviewed on Jun. 12, 2024

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,114 reviews)
The hotel was great and guest services were awesome. Noted my late arrival due to delayed flight. The hotel is right on Michigan and the bus stops right in front. The rooms are comfortable and well designed. However, I wouldn't recommend eating at ALK. What a rip. for $6, I got about 10 spears of grilled asparagus! I know food prices and labor have gone up but this is ridiculous.

Reviewed on Jun. 8, 2024

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (2,167 reviews)
Location… kids loved it

Reviewed on Jun. 13, 2024

Hyatt Place Chicago/Downtown - The Loop

Hyatt Place Chicago/Downtown - The Loop

3 out of 5
Downtown Chicago
Save 100% on your flight
per person
Sep. 9 - Sep. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,005 reviews)
Our stay was mostly excellent. I really appreciated being allowed to check in early since my room was ready to go. The room seemed fairly clean as hotel rooms go, and the amenities (breakfast, pool, fitness center) all good. The only weird thing that happened was a staff member keyed in and turned on the lights at 7:45am waking up me and my friend- they quickly turned them off and walked out- but it was strange and disruptive. No knock, though we heard housekeeping knocking and announcing themselves on other days. Be sure to sleep with your door double bolted.

Reviewed on Jun. 10, 2024

Where to stay in Wildwood

Find the best Wildwood areas and neighborhoods for the activities you enjoy most. Learn more about Wildwood
Downtown Chicago showing a city

Downtown Chicago

4 out of top 10 points of interest in this area

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Grant Park and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Find hotel + flight trips in Downtown Chicago

Wildwood Hotel Deals

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 CA $175 per night from Jun. 30 to Jul. 1
CA $175
CA $197 total
includes taxes & fees
Jun 30 - Jul 1
8.2/10 Very Good! (1,002 reviews)
"Pro: Really helpful staff! Con: loud ice machine outside of our door."

Reviewed on Jun. 12, 2024

Renaissance Chicago North Shore Hotel
La Quinta Inn & Suites by Wyndham Chicago Gurnee
La Quinta Inn & Suites by Wyndham Chicago Gurnee
2.5 out of 5
5688 Northridge Rd, Gurnee, IL
Fully refundableReserve now, pay when you stay
The price is CA $97 per night from Jun. 17 to Jun. 18
CA $97
CA $109 total
includes taxes & fees
Jun 17 - Jun 18
7.2/10 Good! (1,005 reviews)
Excellent location
"Excellent location. Staff is very friendly and helpful. Shout out to Jonathan for his patience and support during difficult check in with a family member. The room were nice and clean. The water in the shower wasn't very hot and the coffee machine was dirty. The breakfast was good ie cheese omelet, ..."

Reviewed on Jun. 13, 2024

La Quinta Inn & Suites by Wyndham Chicago Gurnee
Motel 6 Rolling Meadows, IL - Chicago Northwest
Motel 6 Rolling Meadows, IL - Chicago Northwest
2 out of 5
1800 Winnetka Cir, Rolling Meadows, IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Jun. 24 to Jun. 25
CA $79
CA $91 total
includes taxes & fees
Jun 24 - Jun 25
6.4/10 (1,001 reviews)
"pool covered with tarp, not in working condition for years. lobby with bullet proof glass over reception area desk & over 20 security camera images give initial perception of unsafe area but had no problems"

Reviewed on Jun. 10, 2024

Motel 6 Rolling Meadows, IL - Chicago Northwest
See all 654 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Family Vacations

Frequently asked questions

How much does a Wildwood vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in Wildwood from just CA $1,230. And the more you bundle, the more dollars you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Wildwood?
Browse and lock in everything all in one place with our Wildwood vacation packages. You’ll discover bargains on hotels, flights and more that’ll keep your wallet happy and adventurous side satisfied. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to select from, you’ll have the flexibility to mix and match your own way.
Where should I stay in Wildwood?
Stay where the action happens. Many travelers like to book hotels within easy reach of top sights, like Lake County Fairgrounds, College of Lake County and University Center of Lake County.
How far in advance should I book my Wildwood vacation?
You’ll be rewarded with the widest variety at the lowest prices by booking your Wildwood vacation early. Airlines usually publish flight tickets anywhere up to 12 months in advance, so start locking things in ASAP. Having said that, Expedia is committed to giving you the best deals around, so it’s never a bad time to book your dream vacation!
What does an Expedia Wildwood travel package include?
It depends on what kind of escape you want to have. Wildwood travel deals can include car rentals, hotels and flights. You can mix and match to create the package that works for you! You can also add on experiences and activities after you’ve booked to land even bigger discounts.
What should I know before booking a Wildwood travel package?
Our prices are already low. However, you’ll pick up even more savings if you book your flights, hotels and car rentals together. With an Expedia package, you’ll always get transparent pricing and lots of choice.
Can I choose my airline with a Wildwood Expedia vacation package?
Yes — that’s one of the best things about an Expedia vacation package. You’re the boss! We have more than 550 partner airlines around the world, so you have lots of choice when putting together your Wildwood adventure.
If I'm not able to travel, can I cancel my Wildwood vacation package?
It is possible to cancel your Wildwood booking if your plans have changed. Whether you’ll incur a penalty or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to learn more.

Discover the most popular places to visit in Wildwood

Image for Wrigley Field

Wrigley Field

4.5/5(158 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Image for Six Flags Great America

Six Flags Great America

4.5/5(5 reviews)

Spend a day at this sprawling theme park to enjoy an array of thrilling roller coaster rides, a water park and entertainment for kids of all ages.

Six Flags Great America
Image for Navy Pier

Navy Pier

4.5/5(459 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Image for Odyssey Lake Michigan Premier Dinner Cruise

Odyssey Lake Michigan Premier Dinner Cruise

CA $255
Per adult
76% of travellers recommend
Odyssey Lake Michigan Premier Dinner Cruise
Image for Chicago: City Minibus Tour with Optional Architecture Cruise

Chicago: City Minibus Tour with Optional Architecture Cruise

CA $64
Per adult
98% of travellers recommend
Chicago: City Minibus Tour with Optional Architecture Cruise
See all activities in Chicago

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.