Ingleside Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • 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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Your Ingleside Vacation

Book a customized Ingleside vacation package that includes only the things you need and nothing you don't. Great for fishing, walking and camping, think about basing yourself in the neighborhood of Camp Lake. If your trip to Ingleside includes some sightseeing, hit up famous attractions like Chain O Lakes State Park, Jet Funn and Volo Bog State Natural Area. Check out Expedia's wide range of travel options and begin planning your perfect vacation to Ingleside now.

Top Ingleside Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,332, price is now CA $999 per person
CA $999
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,730, price is now CA $1,207 per person
CA $1,207
per person
Dec 19 - Dec 23
found 16 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 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,005 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $1,950, price is now CA $1,402 per person
CA $1,402
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Always the best hotel in Chicago!!!!

Reviewed on Nov 2, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,843, price is now CA $1,417 per person
CA $1,417
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

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Ingleside Hotel Deals

Motel 6 Rolling Meadows, IL - Chicago Northwest

Motel 6 Rolling Meadows, IL - Chicago Northwest

2 out of 5
1800 Winnetka Cir Rolling Meadows IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Nov 8 to Nov 9
CA $79
CA $91 total
Nov 8 - Nov 9
includes taxes & fees
7.2/10 Good! (1,467 reviews)
"Do not come here"

Reviewed on Nov 1, 2026

Motel 6 Rolling Meadows, IL - Chicago Northwest
La Quinta Inn & Suites by Wyndham Chicago Gurnee

La Quinta Inn & Suites by Wyndham Chicago Gurnee

3 out of 5
5688 Northridge Rd Gurnee IL
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Nov 23 to Nov 24
CA $94
CA $105 total
Nov 23 - Nov 24
includes taxes & fees
8/10 Very good! (1,872 reviews)
"Great!"

Reviewed on Nov 3, 2026

La Quinta Inn & Suites by Wyndham Chicago Gurnee
DoubleTree by Hilton Libertyville - Mundelein

DoubleTree by Hilton Libertyville - Mundelein

4 out of 5
510 E IL Route 83 Mundelein IL
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Nov 29 to Nov 30
CA $147
CA $164 total
Nov 29 - Nov 30
includes taxes & fees
DoubleTree by Hilton Libertyville - Mundelein
See all 879 properties in Ingleside
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
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Stay near popular Ingleside attractions

Volo Bog State Natural Area

Take the family on an outing to Volo Bog State Natural Area during your trip to Ingleside. While you're in the area, stroll along the lakeside.
See properties

Frequently asked questions

How much does an Ingleside vacation package cost?
Offering great value package deals from CA $999 on Expedia, you'll be pleasantly surprised at how much a vacation to Ingleside costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Ingleside?
To pick up cheap Ingleside vacation packages, plan your trip outside of busy periods like public holidays and major events. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Ingleside?
Generally, a handful of days is enough to check out the main sights during your Ingleside vacation. But if you prefer to have more time to relax or take day tours, consider extending your itinerary.
How to find the best Ingleside package deals?
Start your search for an Ingleside package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Ingleside package deal straight away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Ingleside adventure off to a flying start.
Is it cheaper to book an Ingleside vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still get the freedom to create a customized Ingleside vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Ingleside?
If you're considering a spontaneous Ingleside vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Ingleside?

  1. Pick your dates: What you plan to do in Ingleside and your favourite season will help you decide when to go.
  2. Plan your budget wisely: Besides the price of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Ingleside.
  3. Decide how long to go away for: Now that you're up to speed on Ingleside, you can figure out the right length of your vacation. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose an Ingleside 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.