Lily Lake Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Lily Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,559, price is now CA $1,037 per person
CA $1,037
per person
Dec 19 - Dec 23
found 4 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was CA $2,031, price is now CA $1,315 per person
CA $1,315
per person
Dec 24 - Dec 31
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,005 reviews)
Nice parking garage to park in. When booked, stated wifi free on two devices. We only used two devices and was charge $89 for use of wifi. That false advertising. Staff was friendly. Cleanliness is not top priority and maintenance is lacking.

Reviewed on Nov 1, 2026

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,908, price is now CA $1,314 per person
CA $1,314
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.2/10 Wonderful! (1,358 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,339, price is now CA $1,641 per person
CA $1,641
per person
Jan 17 - Jan 21
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,233, price is now CA $1,616 per person
CA $1,616
per person
Jan 24 - Jan 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

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Lily Lake Hotel Deals

Hollywood Casino Aurora

Hollywood Casino Aurora

2 out of 5
2500 N Farnsworth Ave Aurora IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Nov 2 to Nov 3
CA $210
CA $258 total
Nov 2 - Nov 3
includes taxes & fees
Hollywood Casino Aurora
Geneva Motel Inn

Geneva Motel Inn

2 out of 5
100 South Tyler Rd St. Charles IL
Fully refundableReserve now, pay when you stay
The price is CA $107 per night from Nov 2 to Nov 3
CA $107
CA $120 total
Nov 2 - Nov 3
includes taxes & fees
Geneva Motel Inn
Hotel Arista

Hotel Arista

4.5 out of 5
2139 City Gate Ln Naperville IL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Nov 8 to Nov 9
CA $248
CA $297 total
Nov 8 - Nov 9
includes taxes & fees
Hotel Arista
See all 391 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.
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What to do in Lily Lake

Private 45-Minute Chicago Skyline Helicopter Tour

Private 45-Minute Chicago Skyline Helicopter Tour

CA $1,198
per traveller
90% 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 excellent value package deals from CA $1,037 on Expedia, you'll be thrilled with how little a vacation to Lily Lake costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Lily Lake?
You can usually find lower prices and greater availability in January, February and March. Explore our cheap Lily Lake vacation packages and you could land some excellent off-season deals.
How many days is enough for Lily Lake?
The ideal length for your Lily Lake vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to tick off all the leading attractions and explore some hidden treasures along the way.
How to find the best Lily Lake package deals?
Start your search for a Lily Lake package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Lily Lake package deal right away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lily Lake getaway off to a flying start.
Is it cheaper to book a Lily Lake vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and accommodations separately. Better still, you can personalize your Lily Lake trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Lily Lake?
If you're planning a spur-of-the-moment Lily Lake trip, check out 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 find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Lily Lake?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the type of activities on offer will also help you decide when to visit Lily Lake.
  2. Plan your budget wisely: As well as the cost of your accommodations, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Lily Lake.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Lily Lake. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Lily Lake vacation package for you.

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