Wildwood Holidays from £1,030

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Your Wildwood Holiday

Take all the stress out of organising your next getaway by booking a Wildwood holiday package. Immerse yourself in the sights and sounds of this wonderful neighbourhood and experience all it has to offer. Your trip to Wildwood wouldn't be complete without seeing popular attractions nearby such as Milwaukee Avenue, Skokie Theatre and Northwestern College Chicago Campus. Expedia can put your plans into action. Book your dream Wildwood holiday now.

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was £1,298, price is now £1,030 per person
£1,030
per person
26 May - 29 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Everything was perfect. The staff are really friendly and helpful. Love it!!! Definitely I'll come back

Reviewed on 1 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 £2,378, price is now £1,695 per person
£1,695
per person
26 May - 31 May
found 1 day ago
Return direct flight included
Newcastle (NCL) to Chicago (ORD)
9.4/10 Exceptional! (2,401 reviews)
Very quiet, really clean and staff was great

Reviewed on 2 Apr 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was £1,423, price is now £1,143 per person
£1,143
per person
26 May - 29 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,140 reviews)
Staff really friendly and hotel was clean and close to everything around the city can’t wait to come back.

Reviewed on 23 Mar 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was £1,722, price is now £1,414 per person
£1,414
per person
26 May - 29 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.4/10 Exceptional! (1,852 reviews)
The staff were great. Amenities were also wonderful. Will come back.

Reviewed on 31 Mar 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was £1,229, price is now £1,045 per person
£1,045
per person
26 May - 29 May
found 19 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.2/10 Very Good! (2,582 reviews)
The bar was fine we got 2 free drinks.

Reviewed on 1 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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £98 per night from 9 Apr to 10 Apr
£98
9 Apr - 10 Apr
includes taxes & fees
8/10 Very Good! (10,038 reviews)
Slightly old

Reviewed on 1 Apr 2026

Congress Plaza Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is £121 per night from 12 Apr to 13 Apr
£121
12 Apr - 13 Apr
includes taxes & fees
9/10 Wonderful! (4,032 reviews)
Overall a great place. My only issue was that they charged us for 3 nights of valet @82.00, but we only had a car there for one night.

Reviewed on 1 Apr 2026

Hilton Chicago/Magnificent Mile Suites
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is £126 per night from 12 Apr to 13 Apr
£126
12 Apr - 13 Apr
includes taxes & fees
8.6/10 Excellent! (5,802 reviews)
Positives: The staff was friendly, professional, and very helpful throughout my stay. Negatives: Unfortunately, my experience had a few issues. I didn’t receive the suite I had booked for the first night and had to switch rooms the next day, which was quite inconvenient. The bathroom also had a persistent ...

Reviewed on 1 Apr 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,831 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
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Family Friendly Holidays

Frequently asked questions

How much does a Wildwood travel package cost?
Less than you might think — from just £1,030, as a matter of fact! By combining flights, hotels and car rentals into a custom-built travel package, your getaway to Wildwood is just a few clicks away.
If I'm not able to travel, can I cancel my Wildwood travel package?
If your holiday plans in Wildwood have changed, it's good to know that it's possible to cancel or amend your booking. If your booking was made less than 24 hours ago, you may be eligible for a refund. If your booking is older than that, your airline, hotel or car rental company may impose a fee. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Wildwood?
Just think of all the awesome things you could do in Wildwood with extra cash in your pocket. Watch your savings stack up when you combine your hotel and flights into a Wildwood travel package. You have loads of choice when you book your trip with Expedia too. In fact, you can take your pick of more than 550 air carriers and 1,000,000 properties around the world. Whether you're enjoying a break with the family or going it alone, organising a trip to Wildwood is better with a package.
Does Expedia offer Book Now, Pay Later Wildwood holidays?
Your bank balance shouldn't get in the way of escaping on holiday, so Expedia has worked out a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fantastic getaway without exhausting your savings. Klarna offers flexible payment options during the checkout process that take the stress out of budgeting for your escape. Consider one of these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month works for you, Klarna can help. Paying in convenient monthly instalments will make that dream getaway possible.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday across multiple transactions.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this plan. Just put down a small deposit on your escape and then start working on your travel plans.

Where should I stay in Wildwood?
Make sightseeing easier by staying in a hotel just around the corner from Wildwood's big attractions. Millennium Park and Wrigley Field are two visitor favourites.
What are the top hotels in Wildwood?
Get your escape off to a flying start by staying at Hyatt Regency Chicago. It's one of most popular properties in Wildwood. Another welcoming option is The Godfrey Hotel Chicago.
How far in advance should I book my Wildwood holiday?
Savvy travellers often reserve their seats as early as possible. You can generally browse through international fares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, there's no need to worry. Discounted prices sometimes become available in the last weeks prior to departure.
What does an Expedia Wildwood travel package include?
Flights, hotels and a reliable car for your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to planning your Wildwood holiday, you're in charge!
What should I know before booking a Wildwood travel package?
Bundling your bookings into a Wildwood travel package is the easiest way to organise your trip. Not only that, you'll save just for combining your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Wildwood Expedia travel package?
Yes, so take your pick! We offer more than 550 partner airlines worldwide, so you can design your Wildwood escape according to your needs and budget.

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
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
Chicago C3® : Save on admission to your choice of 3 top attractactions

Chicago C3® by CityPASS®

£82
per adult
90% of travellers recommend
Chicago C3® by CityPASS®
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.