Niles Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

Top hotels in Niles

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 S$266 per night from 4 Aug to 5 Aug
S$266
4 Aug - 5 Aug
includes taxes & fees
7.8/10 Good! (8,919 reviews)
"It’s a historical building so it does have its worn down look. Beautiful overall. I just wish it wasn’t so expensive"

Reviewed on 8 Jul, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG
InterContinental Chicago Magnificent Mile by IHG
4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is S$352 per night from 7 Aug to 8 Aug
S$352
7 Aug - 8 Aug
includes taxes & fees
9/10 Wonderful! (2,000 reviews)
"Central to everything, very safe, and walking distance or a short drive to a lot of things. The hotel staff was also very accommodating. We would definitely stay here on our next stay!"

Reviewed on 8 Jul, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is S$268 per night from 6 Aug to 7 Aug
S$268
6 Aug - 7 Aug
includes taxes & fees
8.8/10 Excellent! (2,397 reviews)
"Staff was amazing, and rooms were clean and comfortable! Overall a great stay"

Reviewed on 6 Jul, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,800 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.

Popular places to visit

Wrigley Field which includes a sporting event, a city and central business district

Wrigley Field

4.5/5(40 reviews)

Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Wrigley Field
McCormick Place

McCormick Place

4.5/5(36 reviews)

Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.

McCormick Place
Millennium Park which includes modern architecture, a city and autumn leaves

Millennium Park

4.5/5(147 reviews)

One of Chicago’s main focal points, where locals and visitors flock to see the striking art, architecture and landscape on show.

Millennium Park

What to do in Niles

River tour boat in Chicago

Architecture River Tour

S$62
per adult
94% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$58
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

S$58
per adult
92% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Niles

Frequently asked questions

How much does a Niles holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday package, consider travelling 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 holiday 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 Centre, and check out neighbourhoods 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 holiday package to Niles?
Niles is a good holiday destination with attractions like Golf Mill Shopping Centre among the many things to keep you busy. Whether you're travelling with the family or planning a trip with friends, a Niles holiday 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 holiday as a package?
You can enjoy significant savings on your next Niles retreat by booking a tailored holiday 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 holiday 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.