Dunning Vacation Packages

Plan, book, travel with confidence
Better together
Save up to CA $4,200 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Dunning

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

Holiday Inn & Suites Chicago - Downtown by IHG

Downtown Chicago

CA $804

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.6/10 Excellent! (1,253 reviews)

Very poor maintenance of the property

Reviewed on Oct 21, 2026

Sheraton Grand Chicago Riverwalk

Downtown Chicago

CA $838

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

8.6/10 Excellent! (1,873 reviews)

We unfortunately came to stay when the staff decided to strike. No room service , no cleaning service for a 4 night stay. Barely got towels on the last day. Disappointing. The only upside was the location.

Reviewed on Oct 22, 2026

Trump International Hotel & Tower Chicago

Downtown Chicago

Save 100% on your flight

CA $1,394

per person

Nov 27 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.6/10 Exceptional! (2,057 reviews)

Pendry Chicago

Downtown Chicago

Save 100% on your flight

CA $1,620

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,161 reviews)

A tried and tested hotel that I love for business travel

Reviewed on Oct 19, 2026

Hilton Rosemont Chicago O'Hare

CA $905

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

8.4/10 Very good! (1,000 reviews)

Reviewed on Oct 21, 2026

Where to stay in Dunning

Find the best Dunning areas and neighborhoods for the activities you enjoy most. Learn more about Dunning

A busy city street with tall buildings, a bus, and cars.

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

A neon sign reading "Blue Chicago on Clark" in an ornate archway.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

A river with yellow boats, a bridge, and tall buildings.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

A city street with a train passing overhead, cars, pedestrians, and a red brick building.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

A wooden pavilion with a view of a city skyline and a body of water.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Dunning Hotel Deals

Congress Plaza Hotel

520 South Michigan Avenue Chicago IL

Fully refundableReserve now, pay when you stay

CA $147

CA $175 total

Nov 22 - Nov 23

includes taxes & fees

The Chicago Hotel Collection Ambassador Gold Coast

1301 N State Pkwy Chicago IL

Fully refundableReserve now, pay when you stay

CA $169

CA $201 total

Nov 22 - Nov 23

includes taxes & fees

8/10 Very good! (2,558 reviews)

"Disappointed"

Reviewed on Oct 22, 2026

River Hotel

75 East Wacker Drive Chicago IL

Fully refundableReserve now, pay when you stay

CA $162

CA $193 total

Nov 22 - Nov 23

includes taxes & fees

See all 5,062 properties in Dunning

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.

Frequently asked questions

How much does a Dunning vacation package cost?

The cheapest Dunning vacation package is CA $804, so your dream trip can become a reality — without breaking the bank. Bundle flights, hotels, car rentals and more to customize a package that suits you.

How do I get a cheap travel package to Dunning?

Book everything in the one place with our Dunning vacation packages. You'll find deals on flights, hotels, tours and more that'll keep your hip pocket happy and your adventurous side busy. And, with more than 550 airlines and 1,000,000 hotel options around the world to pick from, you'll have endless opportunities to mix and match all you want.

Where should I stay in Dunning?

Close to the action. Many visitors book hotels within easy reach of popular sights, such as Portage Park, Six Corners and The Gift Theatre.

How far in advance should I book my Dunning vacation?

Smart travelers will likely want to reserve their seats early. You can normally compare international fares on Expedia up to 12 months before your intended flight. If you're booking last minute, don't stress. Low prices occasionally appear just weeks before departure dates.

What does an Expedia Dunning travel package include?

With Expedia, you can choose a combination of flights, car rentals and hotels to create your ideal Dunning package. Once you've made your booking, you can add on fun stuff like activities and tours. Remember — the more you bundle, the greater the savings!

What should I know before booking a Dunning travel package?

Bundling your bookings into a Dunning vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?

Can I choose my airline with a Dunning Expedia vacation package?

Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.

If I'm not able to travel, can I cancel my Dunning vacation package?

If your vacation plans in Dunning have changed, it's good to know that it's possible to amend or cancel your booking. If your booking was made in the last 24 hours, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may impose a fee. For more information, visit our Customer Service Portal.

Things to do

360 CHICAGO Observation Deck

CA $34

per adult

86% of travellers recommend

Art Institute of Chicago

CA $57

per adult

92% of travellers recommend

Skydeck Chicago at Willis Tower

CA $60

per adult

84% of travellers recommend

See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

Book a Hotel + Flight or Car together to unlock savings

Room 1

Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Top Holiday Package Deals in Dunning

Holiday Inn & Suites Chicago - Downtown by IHG

Sheraton Grand Chicago Riverwalk

Trump International Hotel & Tower Chicago

Pendry Chicago

Hilton Rosemont Chicago O'Hare

Where to stay in Dunning

Downtown Chicago

Magnificent Mile

The Loop

River North

Lincoln Park

Dunning Hotel Deals

Congress Plaza Hotel

The Chicago Hotel Collection Ambassador Gold Coast

River Hotel

Frequently asked questions

Things to do

360 CHICAGO Observation Deck

Art Institute of Chicago

Skydeck Chicago at Willis Tower