Leaf River Vacations from $280

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The Latest Leaf River vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
O'Hare
Save 100% on your flight
Price was $461, price is now $280 per person
$280
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (2,306 reviews)
An excellent value! Clean and comfortable. Easy airport transport.

Reviewed on Aug 30, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was $1,335, price is now $673 per person
$673
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,192 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 – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $1,000, price is now $519 per person
$519
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,021, price is now $584 per person
$584
per person
Oct 31 - Nov 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (1,890 reviews)
I really like this hotel overall, but 2 of the last 3 times I was here my room wasn’t ready until hours (up to 5) after check-in. I’ve also had issues with things like the bathtub not draining. Not deal breakers, but kind of annoying.

Reviewed on Aug 30, 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $836, price is now $506 per person
$506
per person
Nov 10 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.4/10 Very Good! (2,113 reviews)
Great location toost attractions

Reviewed on Aug 31, 2025

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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
$73 nightly
The price is $83 total per night from Sep 1 to Sep 2
$83 total
Sep 1 - Sep 2
Total with taxes and fees
Baymont by Wyndham Rockford
Holiday Inn Rockford by IHG

Holiday Inn Rockford by IHG

3 out of 5
7550 E State Street, Rockford, IL
Fully refundable
$97 nightly
The price is $111 total per night from Sep 21 to Sep 22
$111 total
Sep 21 - Sep 22
Total with taxes and fees
Holiday Inn Rockford by IHG
Econo Lodge

Econo Lodge

2 out of 5
7712 Potawatomi Trail, Rockford, IL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $67 total per night from Sep 7 to Sep 8
$67 total
Sep 7 - Sep 8
Total with taxes and fees
Econo Lodge
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.

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Frequently asked questions

How much does a Leaf River vacation package cost?
Offering great value package deals from $280 on Expedia, you'll be surprised at how little a vacation to Leaf River costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Leaf River?
You can generally find lower rates and better availability in January, March and December. Browse our cheap Leaf River vacation packages and you could get some great off-season deals.
How many days is enough for Leaf River?
Typically, a handful of days is enough to tick off the main sights during your Leaf River vacation. However, if you prefer to have more time to relax or take day trips, consider extending your itinerary.
How to find the best Leaf River package deals?
Begin your search for a Leaf River package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," 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 Leaf River 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 Leaf River adventure off to a flying start.
Is it cheaper to book a Leaf River vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still have the flexibility to create a tailored Leaf River vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Leaf River?
If you're planning an impromptu Leaf River adventure, 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 score awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Leaf River vacation packages?
Your Leaf River break should be a relaxing escape from your daily routine, not a reason for money-related stress. So to give you extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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