Kenilworth Vacations from ￥248,500

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The Latest Kenilworth Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
Price was ￥343,557, price is now ￥248,500 per person
￥248,500
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (1,962 reviews)
The restrooms do not have built in ventilation and the hotel needs to be updated overall.

Reviewed on Aug 25, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥353,710, price is now ￥268,396 per person
￥268,396
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.4/10 Exceptional! (2,316 reviews)
Staffs were super friendly and helpful. Buffet breakfast was great, location was near everything……

Reviewed on Aug 28, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was ￥358,844, price is now ￥278,143 per person
￥278,143
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Very nice hotel and staff were pleasant. The area is okay but if you go a block over it is nicer. The river walk is very close and inviting.

Reviewed on Aug 25, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was ￥323,910, price is now ￥251,450 per person
￥251,450
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Great location and room was fantastic! Only negatives were a lengthy check in and access to the outside deck was closed at 10 PM. Probably a good idea for that, but it would’ve been nice to go out there for a nightcap.

Reviewed on Aug 26, 2025

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Price was ￥409,499, price is now ￥319,112 per person
￥319,112
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Chicago (ORD)
8.2/10 Very Good! (2,099 reviews)
The Hotel is very convenient, but needs updating. The bathrooms are old, etc. The staff was very friendly and the dining options are excellent and very convenient given you’re in the middle of the airport.

Reviewed on Aug 26, 2025

Find the Best Kenilworth Vacation Packages

Kenilworth Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ￥22,238 per night from Sep 1 to Sep 2
￥22,238
￥26,106 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,220 reviews)
Room clean and modern
"It was great and I appreciated the friendly staff and the cleanliness of my room. It was also very modern and just felt up to date."

Reviewed on Aug 25, 2025

The Wade
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 ￥29,062 per night from Sep 15 to Sep 16
￥29,062
￥34,114 total
Sep 15 - Sep 16
includes taxes & fees
7.8/10 Good! (9,016 reviews)
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco ..."

Reviewed on Aug 25, 2025

Congress Plaza Hotel
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 ￥22,435 per night from Sep 3 to Sep 4
￥22,435
￥26,337 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,802 reviews)
"Very nice,everything is around.Highly recommend."

Reviewed on Aug 27, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,429 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.

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

￥6,127
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

￥6,651
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

￥5,986
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Kenilworth

Frequently asked questions

How much does a Kenilworth vacation package cost?
You'll find cheap prices from ￥248,500 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?
You can usually find reduced prices and greater availability in January, February and November. Check out our cheap Kenilworth vacation packages and you could land some great off-season deals.
How many days is enough for Kenilworth?
With a well-organized travel plan, you can easily tick off the most popular Kenilworth sights in a handful of days. But if you prefer to discover hidden spots or take day trips, consider booking your Kenilworth vacation for longer.
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.
How to plan a trip to Kenilworth?

  1. Pick your dates: What you want to do in Kenilworth and your favorite season will help you decide when to get away.
  2. Budget wisely: As well as the cost of your accommodations, you'll need to consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Kenilworth.
  3. Decide how long to go away for: Now that you're more familiar with Kenilworth, you can work out the perfect length of your break. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a personalized Kenilworth vacation package.

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