Niles Vacation Packages 2026 from $495

Niles flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Fairmont Chicago at Millennium Park

Downtown Chicago

Save 100% on your flight

$495

per person

Jul 1 - Jul 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.

Hotel Riu Plaza Chicago

Downtown Chicago

Save 100% on your flight

$667

per person

Jul 1 - Jul 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

Save 100% on your flight

$1,334

per person

Jul 11 - Jul 16

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Chicago (ORD)

This hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Self parking, a coffee shop, and a terrace are also offered.

Swissotel - Chicago

Downtown Chicago

Save 100% on your flight

$628

per person

Jul 1 - Jul 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

This hotel features 2 bars/lounges and a 24-hour gym. Traveling on business? Take advantage of the business center, express check-in, and valet parking. A restaurant, a 24-hour front desk, and laundry facilities are also provided.

Level Chicago Fulton Market

Downtown Chicago

Save 100% on your flight

$746

per person

Jun 11 - Jun 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Chicago (ORD)

A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.

Top Niles hotels deals

Hotel Felix River North/Magnificent Mile

111 W Huron St Chicago IL

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$148 total

May 25 - May 26

Total with taxes and fees

This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Pet friendly

Free WiFi

River Hotel

75 East Wacker Drive Chicago IL

$117 nightly

$137 total

Apr 30 - May 1

Total with taxes and fees

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-in, express check-out, and dry cleaning are also on offer.

Pet friendly

Free WiFi

Club Quarters Hotel, Central Loop, Chicago

111 West Adams Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$138 total

May 25 - May 26

Total with taxes and fees

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. A snack bar/deli, express check-in, and express check-out are also on offer.

Pet friendly

Free WiFi

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl Chicago IL

Free Cancellation

Reserve now, pay when you stay

$139 nightly

$165 total

May 10 - May 11

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Express check-out, dry cleaning, and luggage storage are also on offer.

Pool

Pet friendly

Hotel Riu Plaza Chicago

150 East Ontario Street Chicago IL

Free Cancellation

Reserve now, pay when you stay

$150 nightly

$178 total

May 25 - May 26

Total with taxes and fees

This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Breakfast included

Free WiFi

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL

Free Cancellation

Reserve now, pay when you stay

$216 nightly

$254 total

May 23 - May 24

Total with taxes and fees

This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.

Free airport shuttle

Pet friendly

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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

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

Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier

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

Frequently asked questions

How much are vacation packages to Niles?

Travelocity provides flight and hotel packages from just $495. With these kinds of bargains, you'll be saying hello to Niles in the blink of an eye.

How long should my Niles vacation be?

Many visitors like to stay about 2 nights in Niles. But that's only a guide. Whether you decide to stay for a few days or a few weeks, you'll enjoy discovering all the amazing things that this place has to offer.

Where can I get the best vacation package deals for Niles?

There are exciting Niles package deals to snap up with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Keep that in mind when you're ready to cross another destination off your bucket list.

Why should I purchase my Niles vacation bundle via Travelocity?

We take the stress out of travel planning. Whether you're after an amazing new place to roam around or want to make sure you get the best deal around, we're here to assist. Our 24/7 customer care, high-quality service and Price Match Guarantee mean you can book with confidence.

Will I save money on my Niles car rental if I combine it with hotels and flights?

With a Niles vacation package, you can bundle your hotel, car and flight bookings and save a nice amount. When you're ready to see the best of this wonderful part of the world, why not start with University of Wisconsin-Madison? This famous sight is 110 mi from Niles. With your own set of wheels, you'll be there belong long.

Which airport is best for Niles?

O'Hare Intl. Airport (ORD) is 6 mi from downtown and is the beginning point for many fun adventures. Alternatively, Midway Intl. Airport (MDW) is 16 mi away from central Niles and Lewis University Airport (LOT) is 30 mi away from central Niles.

What is there to do in Niles?

While venturing off the beaten track can be rewarding, you shouldn't ignore the big sights that make a place famous. Golf Mill Shopping Center and Sky High Sports Niles are just two of them in Niles.

Where should I stay when visiting Niles?

If you're looking for a place to spend your nights, have a look at the Holiday Inn Express & Suites Chicago North Shore - Niles, an IHG Hotel. It's the top choice for many travelers.