Kenilworth Vacations from $330

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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!

The Latest Kenilworth vacation packages

Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $564, price is now $330 per person
$330
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,142 reviews)
It felt very safe and was very clean. The stuff was all ver nice and helpful. The area was nice to walk on the pier but if wanting to do anything downtown it required a lot of uber using.

Reviewed on Oct 12, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $723, price is now $403 per person
$403
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Healthy breakfast and very clean hotel with friendly staff.

Reviewed on Oct 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,182, price is now $1,274 per person
$1,274
per person
Nov 25 - Nov 30
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,716 reviews)
Everything was great

Reviewed on Oct 12, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,104, price is now $1,335 per person
$1,335
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Simply love this hotel

Reviewed on Sep 18, 2025

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,450, price is now $923 per person
$923
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
The staff is excellent. We always enjoy the club house and pool. Would recommend highly!

Reviewed on Oct 10, 2025

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Discover the most popular places to visit in Kenilworth

Wrigley Field featuring cbd, a sporting event and a city

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North showing night scenes, a city and signage

Michigan Avenue

You can enjoy some retail therapy 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
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

What to do in Kenilworth

River tour boat in Chicago

Architecture River Tour

$49
per adult
96% of travellers recommend
Architecture River Tour
Skydeck Chicago Admission Ticket

Skydeck - Willis Tower Admission

$44
per adult
100% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

$25
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See all activities in Kenilworth

Kenilworth Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
7.8/10 Good! (9,366 reviews)
"Shockingly updated interior of the rooms based on the historic feel of the common areas- I was so pleasantly surprised!"

Reviewed on Oct 10, 2025

Congress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $103 total per night from Nov 12 to Nov 13
$103 total
Nov 12 - Nov 13
Total with taxes and fees
7.8/10 Good! (2,456 reviews)
Great hostel, will book again
"All the staff had great energy and were very helpful. Nice bar/lounge area and cozy space. I had a private room and though it wasn’t huge, it was exactly what we needed for our staycation."

Reviewed on Oct 12, 2025

Freehand Chicago
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
$152 nightly
The price is $179 total per night from Nov 9 to Nov 10
$179 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (5,074 reviews)
"The onsite parking is worth the money compared to other lots. Walk where you can. The Embassy is in the perfect location for a lot of attractions."

Reviewed on Oct 9, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,229 properties in Kenilworth
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.

Kenilworth Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
2,600
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Lincoln Park Zoo, Rosemont Theatre and Parkway Bank Park Entertainment District

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Frequently asked questions

How much does a Kenilworth vacation package cost?
You'll find cheap prices from $330 on Expedia for your Kenilworth escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Kenilworth costs.
What are the cheapest months to go to Kenilworth?
December, January and February are great times to look for cheap Kenilworth vacation packages. Traveling in quieter periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Kenilworth?
Typically, a handful of days is enough to check out the main sights during your Kenilworth vacation. However, if you prefer to have time to relax or go on day trips, consider extending your trip.
How to find the best Kenilworth package deals?
Use Expedia's filter tool to find some unbeatable Kenilworth package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Kenilworth package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Kenilworth vacation as a package?
You can enjoy significant savings on your next Kenilworth getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Kenilworth?
If you're planning a spontaneous Kenilworth getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can score amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Kenilworth vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Kenilworth break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.