Kenilworth Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Kenilworth Vacation
When you book a Kenilworth vacation package, it's all about enjoying your adventure to the fullest. Delve into the highlights of this fun-filled city knowing that all the travel planning has been taken care of in advance. Fill your schedule with visits to Chicago Botanic Garden, The Glen Club and North Shore Center for the Performing Arts, some of the top attractions you shouldn't miss during your trip to Kenilworth. Stop dreaming and start doing. Check out the broad range of options on Expedia today and put your Kenilworth vacation plans into gear!
Top Kenilworth Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,072
per person
Nov 12 - Nov 15
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,045 reviews)
Loved it and definitely feel like the bathroom was made for the girls! Just wish we had gotten a response for requests we madr but other than that it was a good hotel! Loved the breakfast.
Reviewed on Aug 31, 2026
Swissotel - Chicago
Downtown Chicago
CA $1,140
per person
Oct 25 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,577 reviews)
This hotel is well-maintained with clean, quiet, well-appointed, spacious rooms. Some have very nice views of Chicago and/or the River and Lake Michigan. The staff members were friendly and helpful, although I think I'm going to have to call them to get an itemized bill for my incidental room charges (usually such bills are emailed). This might be because I booked through Expedia. The location is great for exploring the loop as well as River North. I will definitely consider staying there again.
Reviewed on Aug 31, 2026
Ready to book your vacation to Kenilworth?
Kenilworth Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $142
CA $169 total
Sep 8 - Sep 9
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $199
CA $236 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very good! (2,133 reviews)
"Loved this hotel, great location and wonderful accommodations, just perfect"
Reviewed on Aug 31, 2026
Kasa Magnificent Mile Chicago
One Superior Place Chicago IL
9.4/10 Exceptional! (882 reviews)
"Love the layout. Great location. Super easy check in and check out"
Reviewed on Aug 30, 2026
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.
Stay near popular Kenilworth attractions
Kenilworth Beach
Why not spend a lazy afternoon at Kenilworth Beach during your trip to Chicago?
What to do in Kenilworth
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
Frequently asked questions
How much does a Kenilworth vacation package cost?
You'll find cheap prices from CA $1,072 on Expedia for your Kenilworth escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Kenilworth costs.
What are the cheapest months to go to Kenilworth?
January, February and November are the best times to look for cheap Kenilworth vacation packages. Travelling in quieter months means you can usually find better prices on flights and hotels.
How many days is enough for Kenilworth?
With about 2 days, you'll have plenty of time to visit popular neighbourhoods such as Rogers Park and Wildwood during your Kenilworth vacation. Remember to also add The Glen Club and Baha'i House of Worship to your must-see list. Up for some more adventures? Consider exploring outside of Kenilworth on day trips and tours.
How to find the best Kenilworth package deals?
Use Expedia's handy filters to find some unbeatable Kenilworth package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Kenilworth package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Kenilworth vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the freedom to create a tailored Kenilworth vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Kenilworth?
If you have your Kenilworth vacation dates confirmed, book as soon as you can to snap up some unbeatable deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Kenilworth?
- Choose when to travel: Check your diary and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to escape to Kenilworth.
- Set your budget: Consider costs such as flights, meals and transportation when working out how much to save for your trip to Kenilworth. Then, choose a hotel that fits your budget, whether that's a wallet-friendly option or a more luxurious retreat.
- Work out your trip length: Think about how much time you want to spend discovering Kenilworth. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
- Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a tailored Kenilworth vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
