Clarendon Hills Vacations from ¥285,602

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The Latest Clarendon Hills Vacation Packages

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

Level Chicago – Old Town

Downtown Chicago
¥285,602
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (518 reviews)
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
¥374,326
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Sapporo (CTS) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
What I enjoyed about the property it's very close to the shopping. We enjoyed every moment of staying at Trump Chicago!

Reviewed on Aug 21, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
¥314,652
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Sapporo (CTS) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
Very nice hotel ! Situation perfect! Clean, room are spacious, bed is comfortable, staff very nice.

Reviewed on Aug 21, 2026

Hotel Lincoln

Hotel Lincoln

Lincoln Park
¥337,076
per person
Nov 4 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
7.8/10 Good! (1,153 reviews)
I liked the complimentary drink at the bar each day I stayed. There were no unpleasant surprises.

Reviewed on Aug 17, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

Downtown Chicago
¥314,960
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Sapporo (CTS) to Chicago (ORD)
9.2/10 Wonderful! (550 reviews)
Excellent front desk staff. Great place, very clean with a touch of everyday luxury. Highly recommend!

Reviewed on Aug 21, 2026

Find the Best Clarendon Hills Vacation Packages

Clarendon Hills Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
¥16,964
¥20,170 total
Sep 8 - Sep 9
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
¥22,727
¥27,020 total
Aug 24 - Aug 25
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
¥39,754
¥46,667 total
Sep 11 - Sep 12
includes taxes & fees
Hilton Chicago O'Hare Airport
See all 4,741 properties in Clarendon Hills
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.

What to do in Clarendon Hills

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

¥4,309
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

¥3,920
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

¥7,518
per adult
88% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Clarendon Hills

Frequently asked questions

How much does a Clarendon Hills vacation package cost?
You can grab a vacation package to this top destination from ¥285,602 on Expedia. But how much your vacation to Clarendon Hills costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Clarendon Hills?
To pick up cheap Clarendon Hills vacation packages, plan your getaway outside of busy periods such as public holidays. You'll typically find lower prices and better availability for hotels and flights.
How many days is enough for Clarendon Hills?
The ideal length for your Clarendon Hills vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you plenty of time to visit all the leading attractions and explore some hidden treasures along the way.
How to find the best Clarendon Hills package deals?
Bagging a cheap Clarendon Hills package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Clarendon Hills package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Clarendon Hills vacation as a package?
You can enjoy significant savings on your Clarendon Hills retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Clarendon Hills?
If you've got your Clarendon Hills vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Clarendon Hills?
  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Clarendon Hills.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to activities and flights. Your hotel will probably be the biggest expense during your trip to Clarendon Hills.
  3. Decide your trip length: Consider how long you want to spend exploring Clarendon Hills. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find a Clarendon Hills vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.