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.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 19 - Jun. 22
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8/10 Very Good! (1,524 reviews)
We have so much fun

Reviewed on Mar. 31, 2025

Dorothy's

Dorothy's

3 out of 5
Lakeview
Save 100% on your flight
per person
Jun. 20 - Jun. 25
found 2 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
8.4/10 Very Good! (24 reviews)
We love Dorothy's! This is such a great, inexpensive option for a stay in a fantastic neighborhood. Would recommend to anyone!

Reviewed on Mar. 8, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 19 - Jun. 22
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (295 reviews)
Spacious, clean rooms! Large windows make for a fabulous view!

Reviewed on Mar. 28, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 19 - Jun. 22
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,001 reviews)
Nice swimming pool for lap swimming.

Reviewed on Mar. 23, 2025

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jun. 26 - Jun. 29
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
easy, convenient, great location, great service

Reviewed on Mar. 31, 2025

Ready to book your vacation to Niles?

 

Choose your dates

Niles Hotel Deals

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 $132 per night from Apr. 6 to Apr. 7
CA $132
CA $155 total
includes taxes & fees
Apr 6 - Apr 7
8.6/10 Excellent! (1,022 reviews)
"Its really a good hotel and at a good.location and easy to commute"

Reviewed on Mar. 29, 2025

Crowne Plaza Chicago West Loop by IHG
Swissotel - Chicago
Swissotel - Chicago
4.5 out of 5
323 E Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Apr. 4 to Apr. 5
CA $237
CA $320 total
includes taxes & fees
Apr 4 - Apr 5
8.8/10 Excellent! (2,017 reviews)
"Easy access to Michigan Avenue. Clean and friendly"

Reviewed on Mar. 31, 2025

Swissotel - Chicago
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
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Apr. 20 to Apr. 21
CA $193
CA $227 total
includes taxes & fees
Apr 20 - Apr 21
8.2/10 Very Good! (3,817 reviews)
"Very convenient!"

Reviewed on Mar. 31, 2025

Embassy Suites by Hilton Chicago Downtown River North
See all 4,500 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?
Offering great value package deals from CA $823 on Expedia, you’ll be thrilled with how little a vacation to Niles costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Niles?
If you’re hoping to book a cheap Niles vacation package, consider traveling in January, February and March. You’ll usually find lower prices on flights and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Niles?
We’d suggest booking a Niles vacation for around 2 days. This will allow you plenty of time to check off top attractions such as Tam O’Shanter Golf Course and Golf Mill Shopping Center, and check out neighborhoods like O’Hare and Norwood Park. You might even be able to make time for one or two day trips outside of Niles.
Is it worth booking a vacation package to Niles?
Niles is a good vacation destination with attractions like Golf Mill Shopping Center among the many things to keep you busy. Whether you’re traveling with the family or planning a trip with friends, a Niles vacation promises fun for everyone.
How to find the best Niles package deals?
Begin your search for a Niles package deal by entering your preferred travel dates and destination under our “Packages” tab. Then apply a few 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 huge savings. If you don’t find the ideal Niles package deal right away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Niles adventure underway.
Is it cheaper to book a Niles vacation as a package?
You can enjoy significant savings on your next Niles retreat by booking a tailored vacation package. Check the “Package” heading, then enter your travel dates and destination to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Niles?
Enjoy incredible bargains by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Niles getaway.
How to plan a trip to Niles?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Niles.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to experiences and flights. Your hotel will likely be the biggest expense during your trip to Niles.
  3. Decide your trip length: Think about how much time you want to spend exploring Niles. Plan your itinerary so you can get to all the experiences and attractions you’re interested in without rushing.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that’s left is to find a Niles vacation package that brings all your bookings together.

Discover the most popular places to visit in Niles

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

Wrigley Field

4.5/5(158 reviews)

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

4.5/5(19 reviews)

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

4.5/5(459 reviews)

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

Navy Pier

What to do in Niles

Flyover in Chicago

Flyover in Chicago

CA $55
per adult
96% of travellers recommend
Flyover in Chicago
River tour boat in Chicago

Architecture River Tour

CA $70
per adult
94% of travellers recommend
Architecture River Tour
Chicago: Willis Tower Skydeck and The Ledge Ticket

Chicago: Willis Tower Skydeck and The Ledge Ticket

CA $64
per adult
86% of travellers recommend
Chicago: Willis Tower Skydeck and The Ledge Ticket
See all activities in Niles
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.