New Lenox Vacation Packages

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

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Your New Lenox Vacation

With a New Lenox vacation package, say goodbye to travel planning and hello to stress-free adventure. Every detail of your getaway has been taken care of before you depart, so you can make the most of your time discovering this vibrant city. When it's time to venture out and explore, be sure to put Green Garden Country Club and Forest Preserve District of Will County on the itinerary for your trip to New Lenox. Don't put off exploring this destination any longer. Your perfect New Lenox vacation is a few clicks away with Expedia.

Top New Lenox Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
Downtown Chicago
Price was CA $1,157, price is now CA $830 per person
CA $830
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very good! (3,941 reviews)
Very charming hotel. Loved the art deco bathroom! The room was large for an old inner city hotel. Plus you cannot beat the location!! So reasonably priced too. Definitely would stay again.

Reviewed on Jul 1, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,038, price is now CA $1,377 per person
CA $1,377
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We had a great stay at Level. I think it’s a really good option for a longer trip, especially if you want more of an apartment-style setup and a convenient location. The staff was amazing from start to finish and truly made the stay stand out. Everyone was kind, helpful, and welcoming, and the service alone would make me come back. The location is also very convenient and worked well for getting around Chicago, especially if you don’t mind doing a bit of walking. For our family, I think it felt a little more geared toward professionals or longer stays than a traditional family hotel, but overall we had a very positive experience. If you’re staying in Chicago for more than a couple of nights and want something comfortable and convenient, I would definitely recommend it.

Reviewed on Jul 2, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,608, price is now CA $1,112 per person
CA $1,112
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,013 reviews)
This location is ideal for families. The amenities provided are exceptional, scoring a perfect ten out of ten. It offers ample space for a family, including two bathrooms, which was greatly appreciated by my children. The property is well-equipped to ensure a comfortable stay. My only reservation pertains to its distance from Michigan Avenue and the Riverwalk, necessitating a vehicle to access these popular destinations. Otherwise, the experience was flawless.

Reviewed on Jul 2, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,758, price is now CA $1,256 per person
CA $1,256
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,128 reviews)
Great property in the heart of the city

Reviewed on Jul 1, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,415, price is now CA $1,015 per person
CA $1,015
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Traveling as a family of 4 with 2 teenagers and we could not have picked a better place to stay. We were able to see all the sights, eat all the Chicago food and shop until we dropped. I would absolutely stay here again.

Reviewed on Jul 3, 2026

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New Lenox Hotel Deals

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jul 12 to Jul 13
CA $194
CA $242 total
Jul 12 - Jul 13
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Had to pay 22.99 for parking. The hotel was clean, it is in a trashy and constructiony neighborhood. Close to the airport."

Reviewed on Jul 1, 2026

Holiday Inn Chicago – Midway Airport S by IHG
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 26 to Jul 27
CA $99
CA $110 total
Jul 26 - Jul 27
includes taxes & fees
7.2/10 Good! (1,626 reviews)
"Fair hotel all around. Not very good, not bad either. There's a reason it's 110 bucks and not north of 150 per night. You get what you pay for."

Reviewed on Jul 2, 2026

Chicago Club Inn & Suites
Econo Lodge South Holland - Chicago Southland

Econo Lodge South Holland - Chicago Southland

2 out of 5
17301 S Halsted St, Building B South Holland IL
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Jul 29 to Jul 30
CA $92
CA $104 total
Jul 29 - Jul 30
includes taxes & fees
6.2/10 (828 reviews)
"There was roaches in the room during my stay I killed about 4 roaches There was no coffee, no water offered to the guests"

Reviewed on Jul 2, 2026

Econo Lodge South Holland - Chicago Southland
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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 New Lenox vacation package cost?
You can pick up a vacation package to this popular destination from CA $830 on Expedia. However, how much your vacation to New Lenox costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to New Lenox?
You can generally find lower prices and greater availability in January, February and November. Explore our cheap New Lenox vacation packages and you could land some great off-season deals.
How many days is enough for New Lenox?
Typically, a handful of days is enough to go to the main sights during your New Lenox vacation. But if you prefer to have some time to rest or go on day trips, think about extending your trip.
How to find the best New Lenox package deals?
Begin your search for a New Lenox package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune 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 perfect New Lenox package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your New Lenox getaway off to a flying start.
Is it cheaper to book a New Lenox vacation as a package?
You can enjoy significant savings on your New Lenox getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to New Lenox?
If you've got your New Lenox travel dates locked in, book early to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to New Lenox?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to New Lenox.
  2. Budget wisely: As well as the price of your accommodations, you'll need to factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to New Lenox.
  3. Decide your trip length: Consider how long you want to spend discovering New Lenox. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored New Lenox vacation package.

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