Niles Vacation Packages

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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.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,107, price is now CA $795 per person
CA $795
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $2,079, price is now CA $1,318 per person
CA $1,318
per person
Feb 1 - Feb 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,572 reviews)
All good

Reviewed on Nov 12, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,806, price is now CA $1,260 per person
CA $1,260
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $1,944, price is now CA $1,379 per person
CA $1,379
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,256, price is now CA $2,339 per person
CA $2,339
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
This place was amazing and the hotel staff was extremely helpful

Reviewed on Nov 10, 2026

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 Nov 23 to Nov 24
CA $165
CA $196 total
Nov 23 - Nov 24
includes taxes & fees
8/10 Very good! (10,180 reviews)
"This is an older hotel with a lot of rooms, so I am never sure what to expect -- but this was a good stay. We stored our bags at the beginning and end of our stay with no problems. Our room was in the north tower and it had been refurbished. Beds were comfortable enough, and it was clean even if ..."

Reviewed on Nov 12, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Nov 15 to Nov 16
CA $165
CA $196 total
Nov 15 - Nov 16
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Nov 23 to Nov 24
CA $144
CA $171 total
Nov 23 - Nov 24
includes taxes & fees
River Hotel
See all 4,812 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

Stay near popular Niles attractions

Golf Mill Shopping Center

8.0/10 (42 reviews)
You can find the perfect gifts to bring home at Golf Mill Shopping Center during your stay in Niles. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

What to do in Niles

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Niles

Frequently asked questions

How much does a Niles vacation package cost?
You can snap up a vacation package to this destination from CA $795 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.