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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Oct 23 - Oct 26
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,149 reviews)
The Emily was a super nice hotel with very friendly staff and conveniently located near lots of restaurants and bars

Reviewed on Aug. 5, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on Aug. 6, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,253 reviews)
The location of the hotel right off Michigan Avenue was perfect. Public parking right across the street. The hotel is fresh and new. Many staff available to assist. Do not skip the complimentary breakfast! I would easy pay $20 for that breakfast as it had everything from fresh fruit, real eggs, pastries, even a coffee cream warmer/frother machine for the great coffee!

Reviewed on Aug. 6, 2025

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (3,055 reviews)
Had a lovely stay during the weekend and would likely stay here again in the near future. Staff always greeted me when leaving or entering the building every day and wished me well.

Reviewed on Aug. 4, 2025

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,961 reviews)
Perfect location, must attractions in downtown are walking distance.

Reviewed on Aug. 6, 2025

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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 $184 per night from Sep 1 to Sep 2
CA $184
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,981 reviews)
"I love it"

Reviewed on Aug. 5, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $238 per night from Aug 22 to Aug 23
CA $238
CA $314 total
Aug 22 - Aug 23
includes taxes & fees
8.2/10 Very Good! (1,830 reviews)
"Love the gym!"

Reviewed on Aug. 5, 2025

Palmer House a Hilton Hotel
Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

3.5 out of 5
25 South Halsted Street, Chicago, IL
Fully refundable
The price is CA $201 per night from Aug 24 to Aug 25
CA $201
CA $235 total
Aug 24 - Aug 25
includes taxes & fees
8.8/10 Excellent! (1,351 reviews)
"I liked the in and out parking access for one rate per day."

Reviewed on Aug. 6, 2025

Crowne Plaza Chicago West Loop by IHG
See all 5,028 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.
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Beach Vacations
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Discover the most popular places to visit in Niles

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Niles

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
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 $922 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.