Chicago Heights Vacations from ￥289,143

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The Latest Chicago Heights Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was ￥333,132, price is now ￥289,143 per person
￥289,143
per person
Dec 1 - Dec 6
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (3,148 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was ￥488,460, price is now ￥369,491 per person
￥369,491
per person
Dec 1 - Dec 6
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (5,555 reviews)
Excellent room and restaurant service

Reviewed on Oct 31, 2026

The Talbott, Autograph Collection

The Talbott, Autograph Collection

4.5 out of 5
Downtown Chicago
Price was ￥402,562, price is now ￥338,667 per person
￥338,667
per person
Dec 1 - Dec 6
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (185 reviews)
Excellent experience. Thank you.

Reviewed on Oct 31, 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 ￥387,925, price is now ￥335,542 per person
￥335,542
per person
Dec 1 - Dec 6
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)
Incredible!!

Reviewed on Oct 31, 2026

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4 out of 5
Downtown Chicago
Price was ￥373,285, price is now ￥329,536 per person
￥329,536
per person
Dec 1 - Dec 6
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (2,426 reviews)
We enjoyed an artful room, comfortable beds and pillows, and hot showers with perfect water pressure. Everything was clean and fresh! Enjoyed quiet breakfasts downstairs with a great menu and pleasant servers. Just what I needed to wake up. Our stay was everything you could hope it could be.

Reviewed on Oct 31, 2026

Find the Best Chicago Heights Vacation Packages

Chicago Heights Hotel Deals

Star Inn & Suites

Star Inn & Suites

460 W Lincoln Hwy Chicago Heights IL
Fully refundableReserve now, pay when you stay
The price is ￥12,621 per night from Dec 1 to Dec 2
￥12,621
￥14,132 total
Dec 1 - Dec 2
includes taxes & fees
5.6/10 (11 reviews)
"Room was okay. They attempted to update but could tell it was DIY. Good price and we’ll stay again, just manage expectations."

Reviewed on Oct 24, 2026

Star Inn & Suites
Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

3 out of 5
4900 S Lake Shore Dr Chicago IL
The price is ￥22,543 per night from Nov 2 to Nov 3
￥22,543
￥26,464 total
Nov 2 - Nov 3
includes taxes & fees
7/10 Good! (1,001 reviews)
"Room was well decorated!"

Reviewed on Oct 30, 2026

Chicago Lake Shore Hotel
Wind Creek Chicago Southland Casino and Hotel

Wind Creek Chicago Southland Casino and Hotel

4.5 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is ￥24,850 per night from Dec 1 to Dec 2
￥24,850
￥27,827 total
Dec 1 - Dec 2
includes taxes & fees
Wind Creek Chicago Southland Casino and Hotel
See all 864 properties in Chicago Heights
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.

Frequently asked questions

How much does a Chicago Heights vacation package cost?
Offering excellent value package deals from ￥289,143 on Expedia, you'll be surprised at how little a vacation to Chicago Heights costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chicago Heights?
You can generally find reduced prices and better availability in January, February and November. Browse our cheap Chicago Heights vacation packages and you could land some great off-season discounts.
How many days is enough for Chicago Heights?
The ideal duration of your Chicago Heights vacation depends on what you'd like to see. Generally, a few days to a week will give you plenty of time to check out all the major sights and discover some hidden gems along the way.
How to find the best Chicago Heights package deals?
Begin your search for a Chicago Heights package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Chicago Heights package deal straight away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chicago Heights adventure underway.
Is it cheaper to book a Chicago Heights vacation as a package?
You can enjoy significant savings on your next Chicago Heights retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Chicago Heights?
If you're planning an impromptu Chicago Heights adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Chicago Heights?

  1. Pick your dates: The things you want to do in Chicago Heights and your favorite season can help you decide when to travel.
  2. Set a budget: Consider costs like transportation, flights and meals when working out how much to put aside for your trip to Chicago Heights. Then, choose a property that suits your budget, whether that's an affordable stay or a lavish getaway.
  3. Decide how many days away: Start by compiling a list of the sights and activities you'd like to experience in Chicago Heights. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Chicago Heights vacation package.

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