Leaf River Vacation Packages

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Top Leaf River Vacation Deals

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 CA $1,357, price is now CA $849 per person
CA $849
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (343 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

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,883, price is now CA $1,120 per person
CA $1,120
per person
Oct 2 - Oct 7
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,064 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.

Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,964, price is now CA $1,182 per person
CA $1,182
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,638, price is now CA $1,054 per person
CA $1,054
per person
Nov 10 - Nov 17
found 18 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (434 reviews)
Very nice hotel. Would definitely stay there again!

Reviewed on Aug. 26, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,450, price is now CA $934 per person
CA $934
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
A beautiful step back in time with modern amenities. Amazing staff and easy access to anything you want to do in the city.

Reviewed on Aug. 21, 2025

Ready to book your vacation to Leaf River?

 

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Leaf River Hotel Deals

Baymont by Wyndham Rockford

Baymont by Wyndham Rockford

3 out of 5
662 N Lyford Rd, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Sep 1 to Sep 2
CA $100
CA $115 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,285 reviews)
"Good service."

Reviewed on Aug. 25, 2025

Baymont by Wyndham Rockford
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
The price is CA $81 per night from Sep 11 to Sep 12
CA $81
CA $92 total
Sep 11 - Sep 12
includes taxes & fees
8.2/10 Very Good! (943 reviews)
"It was a decent room. Clean bed but I swear something bite me at least a dozen times while I was sleeping last night. Also the water drainage in the shower needs to be checked."

Reviewed on Aug. 25, 2025

Econo Lodge
Holiday Inn Rockford by IHG

Holiday Inn Rockford by IHG

3 out of 5
7550 E State Street, Rockford, IL
Fully refundable
The price is CA $134 per night from Sep 21 to Sep 22
CA $134
CA $152 total
Sep 21 - Sep 22
includes taxes & fees
8.4/10 Very Good! (931 reviews)
"Nice, clean, perfect location for our needs."

Reviewed on Aug. 23, 2025

Holiday Inn Rockford by IHG
See all 176 properties in Leaf River
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
Family Vacations

Frequently asked questions

How much does a Leaf River vacation package cost?
You'll find cheap prices from CA $849 on Expedia for your Leaf River break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Leaf River costs.
What are the cheapest months to go to Leaf River?
January, February and November are the best times to search for cheap Leaf River vacation packages. Opting to travel in quieter months means you can generally find reduced prices on flights and accommodations.
How many days is enough for Leaf River?
With a well-planned itinerary, you can easily visit the most popular Leaf River sights in a few days. But if you prefer to discover hidden spots or go on day tours, consider booking your Leaf River vacation for longer.
How to find the best Leaf River package deals?
Bagging a cheap Leaf River package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most economical Leaf River package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Leaf River vacation as a package?
You can enjoy significant savings on your Leaf River break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Leaf River?
Land incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Leaf River vacation.
How to plan a trip to Leaf River?

  1. Choose when to get away: Check your schedule and pack your bags. Your favourite season and the type of activities available will also help you decide when to escape to Leaf River.
  2. Work out your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will likely be the biggest expense during your trip to Leaf River.
  3. Decide how many days away: Start by listing all the attractions you want to get to in Leaf River. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Leaf River vacation package.

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