Niles Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by rinchindorj

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

Your Niles Vacation

From its small-town feel to its family-friendly attractions and beyond, there's lots to love about Niles. Uncover the wonders of this awesome city with a Niles vacation package that's customized for you. Fill up your itinerary with visits to Allstate Arena, Rosemont Theatre and Fashion Outlets of Chicago, some of the attractions you just have to see during a trip to Niles. Expedia has what you need to escape your daily routine. Tailor your vacation to Niles to match your travel style, whatever that may be.

Top Niles Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $1,069, price is now CA $664 per person
CA $664
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (2,028 reviews)
Everyone there was friendly and gave us a lot of places to go eat for our one year anniversary

Reviewed on Aug. 21, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,954, price is now CA $2,330 per person
CA $2,330
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,354, price is now CA $817 per person
CA $817
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on Aug. 17, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,851, price is now CA $1,121 per person
CA $1,121
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,902, price is now CA $1,211 per person
CA $1,211
per person
Oct 22 - Oct 25
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (335 reviews)
Great except parking

Reviewed on Aug. 19, 2025

Ready to book your vacation to Niles?

 

Choose your dates

Niles Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 24 to Aug 25
CA $165
CA $194 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (9,023 reviews)
"“Self park” to outsiders or people from out of country means something else. Please publish that you have NO parking available. Parking lots around the Hotel are not specifically designated for guests. Plus the high rate of daily cost will drain your vacation budget if it was not accounted for."

Reviewed on Aug. 20, 2025

Congress Plaza Hotel
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Sep 1 to Sep 2
CA $209
CA $246 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,201 reviews)
"I asked for a microwave and they said they would bring it to the room and it was never delivered, other than that, the stay was very comfortable and convenient."

Reviewed on Aug. 18, 2025

The Wade
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is CA $211 per night from Sep 3 to Sep 4
CA $211
CA $248 total
Sep 3 - Sep 4
includes taxes & fees
8.4/10 Very Good! (4,718 reviews)
"We really enjoyed our stay at Embassy suites by Hilton at downtown Chicago. The housekeeping was great and the free breakfast buffet was a plus."

Reviewed on Aug. 19, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,961 properties in Niles
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 Niles vacation package cost?
You can snap up a vacation package to this destination from CA $664 on Expedia. However, how much your vacation to Niles costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Niles?
You can usually find reduced prices and greater availability in January, February and March. Check out our cheap Niles vacation packages and you could score some great off-season discounts.
How many days is enough for Niles?
With around 2 days, you'll have enough time to visit popular neighbourhoods like O'Hare and Norwood Park during your Niles vacation. Make sure to also add Rivers Casino and Fashion Outlets of Chicago to your sightseeing list. Looking for more adventures? Consider venturing outside of Niles on day trips and tours.
Is it worth booking a vacation package to Niles?
It's no wonder a Niles vacation is on the must-do list of many travellers. Well-known attractions like Golf Mill Shopping Centre are just the beginning of things to keep you busy here.
How to find the best Niles package deals?
Bagging a cheap Niles package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most economical Niles package deals. Want a simple trick to get the biggest 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 Niles vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically snag a better deal than booking each component individually. And you'll still get the freedom to create a tailored Niles vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Niles?
If you're considering an impromptu Niles getaway, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Niles?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to vacation in Niles.
  2. Calculate your budget: Make sure you have enough money to cover everything from meals and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Niles.
  3. Decide how long to go away for: Now that you know more about Niles, you can figure out the perfect length of your break. Pull together a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Niles 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.