Lily Lake Vacations from ￥467,514

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The Latest Lily Lake Vacation Packages

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

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was ￥581,062, price is now ￥467,514 per person
￥467,514
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.

Reviewed on Aug 27, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was ￥785,838, price is now ￥569,447 per person
￥569,447
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Great location but a busy area

Reviewed on Aug 25, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was ￥716,471, price is now ￥542,934 per person
￥542,934
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on Aug 25, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was ￥670,676, price is now ￥530,761 per person
￥530,761
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9.2/10 Wonderful! (1,182 reviews)
The staff here are absolutely the most helpful and sweetest. The hotel is perfect for a boutique hotel. The night life seemed to quite popular as well and right around Fulton market! I definitely recommend. Also the coffee bags ? PERFECTION. Just had to add that

Reviewed on Aug 22, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was ￥590,428, price is now ￥473,178 per person
￥473,178
per person
Sep 28 - Oct 4
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.

Reviewed on Aug 25, 2025

Find the Best Lily Lake Vacation Packages

Lily Lake Hotel Deals

Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is ￥17,104 per night from Sep 2 to Sep 3
￥17,104
￥19,324 total
Sep 2 - Sep 3
includes taxes & fees
Hyatt Place Chicago/Hoffman Estates
Red Roof Inn PLUS+ Chicago - Naperville

Red Roof Inn PLUS+ Chicago - Naperville

2.5 out of 5
1698 West Diehl Road, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is ￥8,846 per night from Sep 10 to Sep 11
￥8,846
￥9,862 total
Sep 10 - Sep 11
includes taxes & fees
6.8/10 (1,002 reviews)
"Great customer service, clean, overall great 😊"

Reviewed on Aug 8, 2025

Red Roof Inn PLUS+ Chicago - Naperville
Holiday Inn Chicago Northwest-Elgin by IHG

Holiday Inn Chicago Northwest-Elgin by IHG

3 out of 5
495 Airport Rd, Elgin, IL
Fully refundable
The price is ￥17,104 per night from Sep 2 to Sep 3
￥17,104
￥19,494 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,006 reviews)
"Great hotel, nice pool, workout area, fairly friendly staff, very clean, even had room service. Again the room was very clean, which I very much enjoy! I did notice all the "black people" were put on one floor. Intriguing, it didn't too much bother me (just an observation really) as this area is ..."

Reviewed on Aug 25, 2025

Holiday Inn Chicago Northwest-Elgin by IHG
See all 375 properties in Lily Lake
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 Lily Lake

Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

￥125,482
per traveler
100% of travellers recommend
Private 45-Minute Chicago Skyline Helicopter Tour
See all activities in Lily Lake

Frequently asked questions

How much does a Lily Lake vacation package cost?
Offering great value package deals from ￥467,514 on Expedia, you'll be thrilled with how little a vacation to Lily Lake costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Lily Lake?
If you're looking to score a cheap Lily Lake vacation package, consider planning a trip in January, February and March. You'll usually find better rates on hotels and airfares during these quieter months — ideal for budget-conscious travelers.
How many days is enough for Lily Lake?
Typically, a handful of days is enough to see the major attractions during your Lily Lake vacation. But if you'd like to have time to relax or go on day trips, think about extending your trip.
How to find the best Lily Lake package deals?
Begin your search for a Lily Lake package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Lily Lake package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lily Lake adventure off to a flying start.
Is it cheaper to book a Lily Lake vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights individually. Better still, you can personalize your Lily Lake trip to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Lily Lake?
If you've got your Lily Lake vacation dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for traveling on a whim.
How to plan a trip to Lily Lake?

  1. Choose when to travel: Check your diary and pack your bags. Your favorite season and the available activities will also help you decide when to vacation in Lily Lake.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and food to flights and experiences. Your hotel will probably be the biggest expense during your trip to Lily Lake.
  3. Decide how long to go away for: Now that you're up to speed on Lily Lake, you can work out the perfect length of your vacation. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Lily Lake 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.